Fall Maryland Festivals

Find a Maryland fall festival to attend in 2022. Our events calendar for September, October and November 2022 has things to do across Maryland including activities in Baltimore, Frederick, the Eastern Shore, and Aberdeen. Our list includes festivals celebrating the local harvest, food, music, beer, Oktoberfest and more.

Last Major Update:

We're in the process of updating events and are through all events that happened previously in September and October. November will be updated in its entirety soon.

All events showing current dates need to be verified to confirm that changes to the schedule were not made by the organizers after publication here, due to COVID-19, weather/natural disasters, or other reasons. We do not run these events, and would hate for anyone to go out of their way only to find the event had been canceled after releasing a date. Please click through to the event website to confirm! Be safe and have a great fall!

Aberdeen Fall FestivalsBaltimore Fall FestivalsEastern Shore Fall FestivalsFrederick Fall Festivals

2022 Festivals

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Past Events

We know that you want current events. But we often don’t have dates for every event for the current year. We leave those events with their link here so that you can look for the new dates yourself. We hope you don’t mind!

Amps & Ales - Annapolis, MD - Sep 7, 2019
Over 50 breweries pouring unlimited tasting of over 100 craft beers. A special event for craft beer enthusiasts and music lovers. Features food concessions. Remember to bring your chair and relax. Held at the Arundel Mills. Formerly Annapolis Craft Beer and Music Festival.

CrowFest - Kennedyville, MD - Sep 8, 2019
Festival at Crow Vineyard & Winery with live music, vendors, wine, food, tours, grape stomping, games and hayrides.

KID Museum FutureFest - Silver Spring, MD - Sep 15, 2019
Featuring hands-on activities that build skills for the future, cutting-edge innovations, and immersive cultural exhibits.

Maryland Lighthouse Challenge - Havre De Grace, MD - Sep 21 to Sep 22, 2019
Canceled for 2022, look for their return in 2023. Normally: This challenge involves visiting 13 Maryland lighthouses, with a souvenir at each one, and a special souvenir if you visit all 11 of the “mandatory” lighthouses! Address is for Concord Point Lighthouse, the first on the clockwise line-up

GrooveFEST Downtown Music Festival - Cambridge, MD - Sep 21, 2019
Soul, funk, jazz and blues sound out throughout downtown Cambridge.

Homestead Gardens Fall Festival - Davidsonville, MD - Sep 21 to Oct 27, 2019
Annual fall festival, with attractions for everyone. Open Saturdays and Sundays.

Days End Farm Horse Rescue Fall Festival - Woodbine, MD - Sep 28, 2019
Days End Farm Horse Rescue’s annual Fall Festival features a HOPS for Horses Beer Garden, horse demonstrations, vendors, live music, games, pony rides, face painting, petting zoo, and more

MD Folk Festival - Frederick, MD - Sep 28, 2019
Features the best local folk musicians covering different types of music

Frostoberfest - Frostburg, MD - Sep 28 to Sep 29, 2019
This street festival feature German culture, food, music, and bier gardens. They have a kid zone, local crafts, and more.

Strong City Baltimore Oktoberfest - Baltimore, MD - Sep 28, 2019
Strong City Baltimore’s 5th annual Oktoberfest celebration from 6 to 9 PM! A benefit for The 29th Street Community Center at Peabody Heights Brewery. An evening of authentic German cuisine, local craft beer, music, a silent auction, games, raffles & more!

DuckFest - Dowell, MD - Sep 29, 2019
Live music, craft beer, authentic German food

Baltimore Japan Art Festival - Baltimore, MD - Oct 3 to Oct 6, 2019
Annual festival showcasing Japanese culture through art, film, music and food

Crabtoberfest - Cambridge, MD - Oct 5, 2019
Canceled for 2020, look for their return in 2021. Normally: Food, beer, live music and fun await you! Enjoy the traditional cuisine of both Germany and the Eastern Shore, including steamed crabs, at the Governor’s Hall at Sailwinds Park.

Frederick Fall Festival - Frederick, MD - Oct 5 to Oct 6, 2019
Celebrate local agricultural heritage. Sat. morning tractor pull; Sun. afternoon cake auction and kiddie pedal pull. Hayrides, farm exhibits, demos, animals, food, & crafts. Hands-on crafts, games, & candle-dipping

Riverside WineFest at Sotterley - Hollywood, MD - Oct 5 to Oct 6, 2019
Canceled for 2021, look for their return in 2022. Normally: Enjoy Maryland wines at this National Historic Landmark

Heritage Harvest Festival at Soleado Lavender Farm - Dickerson, MD - Oct 6, 2019
Canceled for 2020, look for their return in 2021. Normally: Free two day, annual event hosted by Heritage Montgomery showcases artisanal farms

Grape Harvest Festival - Thurmont, MD - Oct 12, 2019
Tours of a harvest-season winery (this year is Layton’s Chance Vineyard & Winery), with a lesson on how grapes are processed, what wine making equipment is used, and how the harvest process goes. Live music and pizza too!

Joppatowne Arts Festival - Joppa, MD - Oct 12, 2019
Handmade arts and crafts, food trucks, and live music. Rain or shine, This event was formerly known as the Waterfront Arts and Crafts

Italian Food and Wine Festival - St Michaels, MD - Oct 12, 2019
The 10th Annual Italian Wine & Food Festival takes place over Columbus weekend under tents at Simpatico, Italy’s Finest. Taste over 70 different Italian wines and limoncellos, enjoy fabulous Italian food, music and more

Bark in the Park Talbot County - Easton, MD - Oct 13, 2019
The annual Bark in the Park for Talbot Humane features a timed 5K fun run-walk, Dog Show, K9 demos, kids activities, delicious food, live music, games, local artisans and much more.

Harvest at the Hill Festival - Ellicott City, MD - Oct 19, 2019
Manor Hill Farm is hosting their annual Harvest at the Hill Festival on their 54-acre farm in Ellicott City. Featuring Manor Hill beer, live music, food trucks, yard games, and farm fun!

Witches and Wizards Weekend - Baltimore, MD - Oct 26 to Oct 27, 2019
Over this weekend young witches and wizards are encouraged to delve into a world of sorcery and witchcraft, dress as their favorite witch or wizard, learn how to make edible “potions,” make wands and more

Baltimore Book Festival - Baltimore, MD - Nov 1 to Nov 10, 2019
A celebrations of books, with demonstrations, readings, stage shows and more.

Hispanic Festival - Adelphi, MD - Sep 20, 2020
Canceled for 2021, look for their return in 2022. Normally: Celebrate the rich heritage of Hispanic communities and families with entertainment, music, food, games and crafts

APG Oktoberfest - Aberdeen Proving Ground, MD - Sep 25 to Sep 26, 2020
Held at the Aberdeen Proving Grounds. 11 AM to 9 PM.

Artisans Festival at Wye Mills - Wye Mills, MD - Oct 3, 2020
Enjoy and explore the many art forms on display including paintings, pottery, jewelry, photography, prints, fiber arts and so much more

Pawpaw Festival - Rockville, MD - Aug 25, 2021
Meadowside Nature Center will celebrate this delightful native fruit. Take a walk along the C&O Canal to learn a little bit about the unique history of the Paw Paw tree. Learn the importance of this native tree as a host plant and food source as you stroll down the canal looking for Paw Paws and Swallowtails

Bainbridge Day - Port Deposit, MD - Sep 12, 2021
Take a museum tours, a concert, base training center tours, static displays and more

American Legion Post 39 Oktoberfest - Bel Air, MD - Sep 24, 2021
Oktoberfest with German food, beer, and music. there will also be vendors, money wheel, prize wheel, kids activities, and build a scarecrow.

Twist and Stout Festival - Annapolis, MD - Sep 25, 2021
Beer and wine festival with live music, food trucks and artists working at the Festival

Blue-toberfest - Cambridge, MD - Sep 25, 2021
German-style food, specialty beers, Das Boot Beer-Chugging Team Challenge with prizes!

Hops 2 Grapes Craft Beer, Wine and Whiskey Festival - Bel Air, MD - Oct 1 to Oct 2, 2021
Enjoy craft beer, local and international wines, whiskey, morning yoga, live music and food trucks. Enjoy a 165 acre farm in rural Bel Air, MD, and experience the best Maryland has to offer.

Anne Arundel Craft Show - Crownsville, MD - Oct 2 to Oct 3, 2021
Canceled for 2022. Normally: Hundreds of local artists with handcrafted goods, at the Anne Arundel Fairgrounds

Bowie International Festival - Bowie, MD - Oct 2, 2021
Canceled for 2022. Normally: Travel around the world in a day. Enjoy international foods, music, dance performers, international bands and more. Free admission!

Maryland Pumpkin Festival - Frederick, MD - Oct 2 to Oct 3, 2021
Annual event with a corn maze, hay slides, farm animals, pumpkin patch, pig races, live music and of course a great pumpkin patch. Also has a Pumpkin Princess Storytime, pumpkin hunt, candy shoot, and some painting and sculpturing demonstrations.

Rocktober Fest - Cordova, MD - Oct 2, 2021
Live music at Triple Creek Winery. There will be plenty of beer, wine, burgers, and hotdogs

Honey Harvest Festival - Cockeysville, MD - Oct 2 to Oct 3, 2021
Visit 8 educational stations where you will learn about native bees, honeybees, pollinators and more! Meet the Honey Queen, make crafts, play games, check out animal encounters, make cider, visit the 1850s Tenant House, visit with local beekeepers, shop with vendors and more!

Brews and Bivalves - Laurel, MD - Oct 9, 2021
A day of craft beer, oysters—buck-a-shuck, fried, grilled, and baked, Casino-style and fundraising fun to benefit the Oyster Recover Partnership. Plus, new beer releases, live music, local ice cream (made with Jailbreak Brewery beer), and more.

Harvest Festival at Riverdale House Museum - Riverdale Park, MD - Oct 9, 2021
Decorate your own pumpkin, create autumn crafts, snack on seasonal treats, and play to win prizes. Take a peek inside to peer into the past and learn about the people who lived at Riversdale long ago. Refreshments and activities available while supplies last.

Beer, Bourbon & BBQ Festival - Lutherville-Timonium, MD - Oct 29, 2021
Annual festival serving up more than 60 beers, 40 bourbons, lots of BBQ, live music and more

Barnyard, Band and Booze - Ijamsville, MD - Jun 3 to Oct 7, 2022
On the first Friday of the month, the farm will be open for a special evening event for adult farm fans! From June to October, they will have a band, various breweries, distilleries, wineries, food and more. BYOB or enjoy an adult beverage purchased from one of the vendors. The Animal Barn will also be open. Bring your blankets, chairs and friends. Each date will feature different vendors and band.

Heritage Harvest Festival - Poolesville, MD - Jun 25 to Jun 26, 2022
Celebrate the fall harvest in the Montgomery County Agricultural Reserve. Visit a variety of farms with fun family activities including farm tours, markets, crafts for kids, farm animals, historic structures, and food for sale

Vegan SoulFest - Baltimore, MD - Aug 19 to Aug 21, 2022
Lots of exhibitors, guest speakers, live entertainment, cooking demonstrations, and more about the vegan lifestyle will be at Clifton Park. Free to the public – bring your lawn chairs!

Augustoberfest - Hagerstown, MD - Aug 20 to Aug 21, 2022
This annual Oktoberfest pays tribute to the area’s rich German heritage and supports exchange students from its sister city in Wiesel, Germany. Tickets are $5.

Maryland State Fair - Lutherville-Timonium, MD - Aug 25 to Sep 11, 2022
An annual state fair held at Maryland State Fairgrounds.  Enjoy carnival rides, thoroughbred horseracing, livestock shows, 4H/FFA exhibits, kiddie rides, and great carnival style food. Since 1878.

National Folk Festival - Salisbury, MD - Aug 26 to Aug 28, 2022
Itinerant folk festival, held this year in Salisbury. One of the country’s largest, longest-running celebrations of arts, culture, and heritage offers three days of free fun with over 350 traditional musicians, dancers, craftspeople, and more, plus children’s activities, food and craft brews, dancing, storytelling, parades and more. Since 1934, this festival has celebrated Americans, no matter how long or how recently their families have lived on these shores. Free shuttles from Wicomico Youth & Civic Center to Downtown Salisbury.

Maryland Renaissance Festival - Annapolis, MD - Aug 27 to Oct 23, 2022
Weekends through October, come celebrate the past at Revel Grove

National Hard Crab Derby - Crisfield, MD - Sep 2 to Sep 4, 2022
Features live entertainment, music, parade, fireworks, carnival rides, beauty pageant, races, contests and lots of family fun with crafts, arts, and more vendors. Famous for the crustacean race from which it gets its name

Western Maryland Craft Beverage Festival - Frostburg, MD - Sep 4, 2022
Annual festival designed to showcase Maryland’s wineries, breweries, and distilleries

Chestertown Jazz Festival - Chestertown, MD - Sep 8 to Sep 10, 2022
Jazz performances are held throughout Kent County

Deep Creek Lake Art & Wine Festival - McHenry, MD - Sep 9 to Sep 10, 2022
Arts festival features beautifully handcrafted works by local and regional artisans, more than 200 wines from local and national wineries, live entertainment, food, wine pairing dinners and more. Benefits HART for Animals and Garrett Lakes Arts Festival.

Wine on the Beach - Ocean City, MD - Sep 9 to Sep 10, 2022
Head to the Inlet, where wine offerings and regional cuisine abound, plus arts and crafts vendors, micro-brews for purchase, live music and more!

In the Street Festival - Frederick, MD - Sep 10, 2022
Over 30 years downtown Frederick has hosted this event on Market Street. Lots of food, fun, entertainment for over 75,000 festival goers.

Reisterstown Festival - Reisterstown, MD - Sep 10 to Sep 11, 2022
Watch the parade, enjoy the Beer Garden, listen to lots of live music, with plenty of family and kids fun, foods, drinks, crafts, arts, and more.

Harford Plein Air Festival - Bel Air, MD - Sep 13 to Sep 17, 2022
The Harford Plein Air Festival is an annual juried plein air painting competition and art sale in Harford County hosted by the Maryland Center for the Arts. Artists from all over the U.S. apply to be accepted into the festival.

OC Bikefest - Ocean City, MD - Sep 14 to Sep 18, 2022
Vendors, merchandise, food, concerts & entertainment!

Anne Arundel County Fair - Crownsville, MD - Sep 14 to Sep 18, 2022
Enjoy the farm animals, exhibits, contests, carnival midway, entertainment, family atmosphere, agriculture education, 4-H exhibits and auction at this traditional county fair.

Maryland Steam Historical Society Show - Upperco, MD - Sep 15 to Sep 18, 2022
Enjoy the display of steam engines, tractors and gas engines, a flea market, antique cars, food, tractor pulls and equipment demonstrations. Free event, open to the public

Charles County Fair - La Plata, MD - Sep 15 to Sep 18, 2022
Exhibits as varied as livestock, arts and crafts, great entertainment, special events and activities for all ages including pig races, carnival and pony rides

High Zero - Baltimore, MD - Sep 15 to Sep 18, 2002
A music festival of live experimental improvised music with lots of performers.

The Great Frederick Fair - Frederick, MD - Sep 16 to Sep 24, 2022
Features a carnival midway, nightly grandstand entertainment, and international award winning agricultural exhibits

Washington Ukrainian Festival - Silver Spring, MD - Sep 16 to Sep 18, 2022
Enjoy a celebration of Ukrainian culture through the arts and cuisine. Free parking and free admission

Worcester County Fair - Snow Hill, MD - Sep 16 to Sep 18, 2022
Attend a traditional county 4-H fair with livestock, a horse show, live entertainment and craft and food vendors

Maryland Wine Festival - Westminster, MD - Sep 17 to Sep 18, 2022
Sample over 150+ Maryland wines, enjoy a juried art show, listen to live music, snack on locally made food and artisanal cheeses, and more! Get a commemorative wine glass with sampling from all participating wineries! There is also a VIP package, and designated drivers get in for a reduced rate. Children under 12 get in free with a paid adult ticket. Held at the Carroll County Farm Museum. There is parking available onsite, plus free handicap-accessible shuttles from Carroll Community College and the Carroll County Office Building.

Native American Festival - Vienna, MD - Sep 17 to Sep 18, 2022
30th annual. The Native American Festival features traditional dancers, singers, drumming, crafts, artists’ demonstrations, authentic Native food, a large silent auction and more. This pow-wow is organized by the Nause Waiwash Band of Indians, made up of descendants of local Nanticoke Indians.

Baltimore Rhythm Festival - Baltimore, MD - Sep 17, 2022
Celebrates rhythm in its many forms in an event dedicated to “Peace Through Music” and features performances, workshops, vendors, and jam sessions

Old Stein Inn Oktoberfest - Edgewater, MD - Sep 17 to Nov 13, 2022
Oktoberfest kickoff party is 6-10 pm with German music on the accordian, food and more. Celebration continues select dates thereafter.

Takoma Langley Crossroads Food Crawl - Takoma Park, MD - Sep 17, 2022
Enjoy the international flavors of the Crossroads. Over twenty vendors including local restaurants and food vendors serving their best dishes. Enjoy craft vendors, mainstage performances, kids’ entertainment. Previously the Night Market, it has been moved up to the afternoon.

Das Best Oktoberfest - Baltimore, MD - Sep 17, 2022
Kick off beer week with this all you can taste Baltimore Oktoberfest. 60,000+ generally attend this annual event. VIP admission starts at noon and regular admission is from 2 PM to 6 PM. Over 150 local, domestic and international beers, wines and schnapps. German food, including sausages, available for purchase ala carte. Authentic polka and oompah bands, chicken dancing and live music from regional bands. Contests offering cash prizes include the Miss Oktoberfest competition and the Best Beer Belly contest. Limited parking is available for $10 per car. Wear your German outfit and, while supplies last, you will get a free beer lanyard. Regular admission tickets are $40 in advance. This provides you admission to the event, souvenir tasting glass and unlimited beer sampling. VIP admission offers access to special beer tastings, 2 extra hours of drinking and restaurant sampling, opening tap celebration, VIP washrooms and parking pass. Designated driver tickets are $25 or $39 (for VIP). Kids 12 and under are free but not recommended. Location: M & T Stadium Parking Lot, Baltimore, Maryland. A portion of ticket sales go to The Spirit of Hope Children’s Foundation.

Calvert County Watermen’s Festival - Solomon, MD - Sep 18, 2022
Watch this spectacular event with work boats and charter boats competing in a Boat Docking Contest, while enjoying live entertainment, refreshments for sale and much more

Chesapeake Film Festival - Easton, MD - Sep 20 to Oct 9, 2022
For 2022, both virtual and in person programming. The annual program focuses on stories about the Maryland region and local communities

Upperco Music Festival - Upperco, MD - Sep 21 to Sep 24, 2022
Bluegrass & traditional country music festival includes camping, craft beer, workshops, vendors, jamming, band competition. Both 4-day and single-day tickets available

Blues on the Bay - Ocean City, MD - Sep 21, 2022
Join the Coastal Hospice at Macky’s Bayside Bar & Grill for an evening of live music, coctails and heavy hor d’oeuvres all to benefit The Macky & Pam Stansell House of Coastal Hospice

Westminster Fall Fest - Westminster, MD - Sep 22 to Sep 25, 2022
Features a parade, fun run, craft vendors, food court and fun in City Park.

Maryland Microbrewery Festival - Westminster, MD - Sep 24, 2022
An annual event at Union Mills Homestead. Features continuous live music, entertainment, historic site, ample parking, a variety of breweries and beers, food vendors, craft vendors, and brewing seminars.

Maryland Seafood Festival - Annapolis, MD - Sep 24 to Sep 25, 2022
Open rain or shine, the festival features live toe-tapping music, kids fun, vendors arts and crafts, great food and drink, cooking demonstrations, and lots of contests.

Winestock Festival - Rising Sun, MD - Sep 24, 2022
Food, wine & beer, and live music

Six Flags America Fright Fest - Upper Marlboro, MD - Sep 24 to Oct 30, 2022
Enjoy the spookiness of Thrills by Day and Fright by Night. There is no “leisurely stroll” during Fright Fest. And terror isn’t confined to haunted attractions. Weekends only.

Fall Harvest Festival - Havre de Grace, MD - Sep 24 to Sep 25, 2022
Enjoy Harford County’s original Fall festival with apple cider pressing & butter making, pumpkin painting and scarecrow making and hayrides, craft vendors and demonstrations of historical trade, live bluegrass music, food and kids’ activities.

The Big Dill - Baltimore, MD - Sep 24 to Sep 25, 2022
Welcome to the world’s biggest brine bash complete with pickle companies, full country music concert, custom cocktails, food trucks, outdoor games, mascots, contests, and so much more

Washington Grove Fall Festival - Washington Grove, MD - Sep 24, 2022
Thirty talented artisans will be showing and selling their beautiful creations on the green in historic Washington Grove. Food trucks, pumpkin patch, pumpkin painting, live music, petting zoo and much more make for terrific Saturday fun

Calvert County Fair - Prince Frederick, MD - Sep 28 to Oct 2, 2022
Calvert County’’s long agricultural heritage and history is celebrated yearly with an old-fashioned county fair. See farm animals, displays of all kinds, demonstrations and delicious Southern Maryland cooking

Frederick’s Oktoberfest - Frederick, MD - Sep 30 to Oct 1, 2022
Oktoberfest bier, bratwurst, dancing, live music and children’s activities to benefit Frederick County charities and local organizations. Hosted at the Frederick Fairgrounds. Friday is 21+ only.

Mid-Atlantic Small Craft Festival - St Michaels, MD - Sep 30 to Oct 2, 2022
Small craft, big fun. Join small boat enthusiasts and unique watercraft

Fells Point Fun Festival - Baltimore, MD - Sep 30 to Oct 2, 2022
Over 10 bands perform in live stage entertainment. Lots of family fun, vendors of arts and crafts, kids activities, food, drinks, and more. Admission is free – reserve some parking nearby and walk into this festival. This festival has been running for over 50 years!

Multi-Cultural Festival and Oktoberfest - Columbia, MD - Sep 30 to Oct 2, 2022
Oktoberfest with beer garden on Friday night, and multi-cultural festival over the weekend.

Taste of Bethesda - Bethesda, MD - Oct 1, 2022
Taste of Bethesda returns and will bring nearly 50 restaurants and multiple stages with music and cultural entertainment and kid’s corner. Admission to Taste of Bethesda is free. Tickets will be sold on-site for food, tickets are $5 for 4 tickets

Brunswick Railroad Days - Brunswick, MD - Oct 1 to Oct 2, 2022
A unique festival that celebrates the city’s railroad heritage as one of the largest rail yards in the nation. Visit the Brunswick Railroad Museum, enjoy entertainment, food and, of course, trains.

Oakland Mills Fall Festival - Columbia, MD - Oct 1, 2022
Free admission to this festival held rain or shine

Darlington Apple Festival - Darlington, MD - Oct 1, 2022
One day crafts festival in the small town of Darlington, Harford County. Festival celebrates all things “apple,” offering entertainment, art, country market, refreshments, and much more

Hurlock Fall Festival and Train Rides - Hurlock, MD - Oct 1, 2022
The parade kicks off on Main St at 10am; train rides from Hurlock to Federalsburg leave the station on Gay Street at 11am, 12:30pm, 2, 3:30 and 5pm ($8 Round Trip). Enjoy food, music, fishmobile, bubble show, zoo to you, scales & tales display, pony rides, more

Rocktobierfest - Rockville, MD - Oct 1, 2022
Rocktobierfest features two stages of entertainment, including German and rock music, German food, artisans, kids activities, and beverages for sale by local breweries. This annual event attracts more than 5,000 people to Rockville Town Center

ARToberFEST - Stevensville, MD - Oct 1, 2022
Enjoy this celebration of local food, music, artisans and breweries in historic Stevensville.

Easton Beer Fest - Easton, MD - Oct 1, 2022
40+ craft brewers offering unlimited samples of nearly 90 beers. Live music, vendors, food, games and more.

Harvest Festival at Agricultural History Farm Park - Derwood, MD - Oct 1, 2022
Enjoy some down-home fun on the farm with old-time crafts, activities, music, and food. Montgomery Parks’ Agricultural History Farm Park is situated on 455 acres of land and serves as a historic farm site as well as a modern farming activity center

Rotary Oktoberfest of Carroll County - Westminster, MD - Oct 1 to Oct 2, 2022
Fundraising event held by the four Rotary Clubs of Carroll County at Danele Shipley Memorial Arena. Enjoy family friendly activities and authentic German food, beer and live music. Plenty of contests including the Lederhosen & Dirndl competition, Chicken Dance contest and Polka Dance contest. There will be pumpkin painting, scarecrow making, face painting, magic shows, games and balloon sculpting for kids. Football tent ensures you don’t miss the action over the weekend. General admission is $10, with those wearing authentic German attire and children ages 10 and under free – or save $2 with 5 nonperishable donation for the animal rescue.

Fairyfest at Adkins Arboretum - Ridgely, MD - Oct 1, 2022
Bring your wings for a day of magic. Follow a trail of fairy houses along enchanted forest paths, hunt for gnomes in the Funshine Garden, and join in a meadow maypole dance. Natural materials will be on hand for making an array of magical crafts.

Takoma Park Street Festival - Takoma, MD - Oct 2, 2022
Features local artists, and crafters who offer paintings, pottery, silk-screening, stained glass, woodworking, textiles and ceramics along with plenty of food trucks.

Silver Spring Arts and Crafts Fall Fair - Silver Spring, MD - Oct 2, 2022
Come start your holiday shopping early with arts & crafts vendors.

Endless Summer Cruisin’ - Ocean City, MD - Oct 6 to Oct 9, 2022
Massive car show with over 2000 hot rods, custom cars, trucks and more, plus vendors

Queen City Film Festival - Cumberland, MD - Oct 6 to Oct 9, 2022
Four days of screenings of films from around the world. QCFF categories are: Animation, Appalachian, Cult, Documentary, Horror/SciFi, Kids/Family, LGBT, and Music

Greek Food, Wine and Culture Festival - Baltimore, MD - Oct 6 to Oct 9, 2022
The annual Annunciation Cathedral food, wine & culture festival returns with dance, live music, pastries, food, wine along with cathedral tours and shopping opportunities.

Dorchester Out of the Darkness Walk for Awareness - Hurlock, MD - Oct 8, 2022
Suicide prevention starts with you! Walk to fight suicide and raise awareness about mental health. Funds raised by the walk benefit the American Foundation for Suicide Prevention, plus a memorial table to honor loved ones and resource tables both before and after the walk

Hops and Harvest Festival - Columbia, MD - Oct 8, 2022
Showcases the finest craft beer, music, and food.

Savor Bowie - Bowie, MD - Oct 8 to Oct 9, 2022
Complimentary wine tastings, food vendors, exhibitors and artisans, music and other entertainment! Former fundraiser was an Oktoberfest

Bethesda Row Arts Festival - Bethesda, MD - Oct 8 to Oct 9, 2022
Bethesda Row’s Arts and Entertainment District is transformed into an outdoor art gallery, featuring more than 200 juried fine arts and crafts from artists around the nation.

Autumn Reggae Wine and Music Festival - Mt Airy, MD - Oct 8 to Oct 9, 2022
Enjoy your favorite Linganore Wines while relaxing and listening to live bands, sampling authentic island cuisine, and hand-crafted artisan goods.

Fall Fest with Oysters - Rock Hill, MD - Oct 8, 2022
A celebration of family, community and oysters. Enjoy music, crafts, food and fun on Main Street in Rock Hall which includes a kids’ court and more, rain or shine

Catoctin Colorfest - Thurmont, MD - Oct 8 to Oct 9, 2022
Arts & Crafts show featuring 300 well known and respected artists from across the US. One of the largest outdoor craft shows on the East Coast is held as the area’s vibrant leaves are changing.

Nanticoke River Jamboree - Vienna, MD - Oct 8, 2022
Through historic craftspeople, docents in period dress, an open hearth cooking demonstration by African American interpreters, Native life skills and the history of the Eastern Shore waterways, visitors can immerse themselves in over 350 years of history.

Balkan Chestnut Festival - Clinton, MD - Oct 8, 2022
Culture, music, dance, and food

Olde Mother Brewing Oktoberfest - Frederick, MD - Oct 8, 2022
Rockwell and Olde Mother cohost. Food trucks, steins and beer from both brands, live music and more

Fairy Market and Harvest Celebration - Parkton, MD - Oct 9, 2022
Celebrate Halloween at the Royal Rabbit Vineyards. Come in costume for a costume contest. Live music, vendors, dancing, wine tasting and more

La Plata Fall Festival - La Plata, MD - Oct 9, 2022
Live music, petting zoo, train rides, craft and food vendors and fun for all!

Hancock’s Resolution Fall Festival - Pasadena, MD - Oct 9, 2022
Bring the family and build a scarecrow and a corn husk doll, plus folk music and harvest dinner.

Oktoberfest at the Kentlands - Gaithersburg, MD - Oct 9, 2022
Wine-tasting featuring local Maryland vineyards and retailers, a traditional Beer Garden, food vendors and German entertainment. Live entertainment, artists and crafters, free horse-drawn wagon rides, apple cider pressing, traditional Oktoberfest crafts for children, and nonprofit vendors. Along Main Street, there are four more stages of entertainment featuring variety bands and community groups, an extended business expo, strolling entertainers, mini golf, children’s crafts, inflatables, and plenty of restaurants and retail establishments to explore. Noon to 5 PM. Admission and parking are free.. Satellite parking at 101 Orchard Ridge Drive

Autumn Glory Festival - Oakland, MD - Oct 12 to Oct 16, 2022
An annual event with two large parades, live music concerts, band competitions, art exhibits, craft shows and of course plenty of foods. Come celebrate the beauty of fall foliage, now running for over 50 years!

Good Beer Festival - Salisbury, MD - Oct 14 to Oct 15, 2022
Over 100 different craft beers and unlimited tastings from master brewers. Features live music and other fun activities. Held at the Pemberton Historical Park.

Baltimore Running Festival - Baltimore, MD - Oct 15, 2022
Over 5 distance options for runners of all abilities, with the finishing line at the Inner Harbor, plus an UnderArmour shirt for all participants!

DogFest - Reisterstown, MD - Oct 15, 2022
The Baltimore Humane Society puts on this one day walk-a-thon. Lots of games, fun, vendors and activities for the family and your pets. You can also meet dogs and cats up for adoption!

Holly Trilogy Heritage Food Fair - Baltimore, MD - Oct 15 to Oct 16, 2022
Savor the authentic Russian foods, prepared by the parishioners, browse the import kiosk, visit the children’s corner, and enjoy the dance groups and musical ensembles. Plus, tour the historic church to view a structure dating back to the 1860’s.

Hereford Fall Festival - Hereford, MD - Oct 15 to Oct 16, 2022

U.S. Oyster Festival, Maryland - Leonardtown, MD - Oct 15 to Oct 16, 2022
An annual festival at St. Mary’s County Fairgrounds. Lots of great food and oysters cooked in many different and unique ways. Also live entertainment, demonstrations, and fun for over 50 years.

Berlin Oktoberfest - Berlin, MD - Oct 15, 2022
Music, German food, craft vendors, annual Fall sidewalk sale, beer garden, games and activities such as face painting, scarecrow making, pumpkin painting and others for the kids. Annual cornhole tournament at Burley Tavern. Free parking at Berlin Intermediate School with shuttle to downtown.

Havre de Grace Oktoberfest - Havre de Grace, MD - Oct 15, 2022
Free admission. A family friendly event with German beer/wine and German entertainment.

American Indian Festival at Patuxent River Park - Upper Marlboro, MD - Oct 15, 2022
Celebrate Native American Indian culture and heritage with live traditional music, dancing, storytelling, archery, exhibits and crafts.

Wine on the Water at Kurtz’ Beach - Pasadena, MD - Oct 15 to Oct 16, 2022
Spend the weekend at Kurtz’s Beach in Pasadena for the annual Wine On The Water, an all-encompassing festival that features a variety of vendors, musicians and attractions.

Oktoberfest at Schifferstadt - Frederick, MD - Oct 15 to Oct 16, 2022
Annual event on the third weekend in October. Free admission. Hours are 11 to 6 pm on Saturday and noon to 5 pm on Sunday. Enjoy the great food, lively German music, historic demonstrators, and hand-made products from many art and craft vendors hosted by the Frederick County Landmarks Foundation at the Schifferstadt Architectural Museum.

Tilghman Island Day - Tilghman, MD - Oct 15, 2022
Arts and nautical crafts, boat building demonstrations, oyster shucking, crab picking and a look at the life of a waterman. The watermen’s boat docking contest is always a highlight

Sailwinds Park East Kite Festival - Cambridge, MD - Oct 16, 2022
Free festival features kites of all shapes and sizes. Bring your own kite, buy one, or watch expert kite flyers, plus bungee bounce, face painting, food, music and more

Sunfest - Ocean City, MD - Oct 20 to Oct 23, 2022
Free admission to this event that features great food, live music, hayrides, and lots of fun things to do. ;Held at the inlet lot on the south end of the boardwalk.

Garden Glow at Ladew Gardens - Monkton, MD - Oct 20 to Oct 22, 2022
Unique celebration of fall featuring illuminated sculptures, hundreds of glowing jack o’ lanterns, live music, and food & spirits. Garden Glow also features educational programs including animal presentations!

OC-Toberfest - Ocean City, MD - Oct 20 to Oct 23, 2022
A celebration of October and Halloween with a beach maze, pet parade, Great Pumpkin Race and Halloween costume party for kids. Events vary by day.

Baltimore Comic Con - Baltimore, MD - Oct 28 to Oct 30, 2022
Considered “America’s Greatest Comic Book Convention” is held annually at the Baltimore Convention Center.

Maryland Good Sam Fall Rally - Frederick, MD - Oct 28 to Oct 30, 2022
Activities include a theme parade, ice cream social, parade of flags, games and crafts, and even bingo (aka samgo).

BARCStoberfest - Baltimore, MD - Oct 29, 2022
BARCStoberfest 2021 will feature a few dog and cat oriented events over the month at various locations. Contests, beer, adoptable animals, and more!

OysterFest at Chesapeake Bay Maritime Museum - St Michaels, MD - Oct 29, 2022
Celebrate the Chesapeake oyster featuring Sip, Slurp, & Savor! Live music, boat rides, retriever demos, oysters and local fare, oyster stew competition, cooking demos, children’s activities. Rain or shine.

Shore Craft Beer Fest – OCtoberfest - Ocean City, MD - Oct 29, 2022
Experience a craft beer festival featuring only local craft beers brewed on the Shore while enjoying the beauty of Ocean City in the off-season

Silver Springs Holiday Crafts, Desserts and Sweets Festival - Silver Spring, MD - Oct 30, 2022
Get the little ones ready for Halloween. Dress them up and bring them for the Costume Parade while they enjoy all the sweets and you enjoy the arts and crafts.

Charm City Fringe Festival - Baltimore, MD - Nov 11 to Nov 12, 2022
The annual Charm City Fringe, Baltimore’s 11-day festival of experimental theater and performance art, returns to the Bromo Arts District with more than 90 performances by artists from all over North America

Maryland Irish Festival - Timonium, MD - Nov 11 to Nov 13, 2022
A cultural event with workshops, demonstrations, traditional food, Irish Dancers, live music, food, beer, and arts and crafts.

National Harbor Tree Lighting and Fireworks - Oxon Hill, MD - Nov 12 to Dec 31, 2022

Winterfest of Lights - Ocean City, MD - Nov 17 to Dec 31, 2022
The Winterfest of Lights will be an expanded walking tour that takes you through thousands of sparkling holiday lights and many animated light displays located along a paved path in Northside Park. Sip hot chocolate, take a photo with Santa, visit the gift shop and enjoy the array of holiday exhibits – including many surprises. Come see the 50-foot Christmas tree put on a show for you and soak up all of the holiday spirit at Winterfest of Lights.

Zoo Lights at the Maryland Zoo - Baltimore, MD - Nov 18 to Jan 1, 2023
A brilliant seasonal spectacle is coming to the Zoo again this winter! Drive or walk through a festival of lights shaped like wildlife and your face might just light up too. Plus, get that warm glowing feeling inside knowing you are supporting the Zoo’s animal care and conservation work. They’ve also expanded the walking path this year—now including Schaefer Plaza, the Farm Yard, and the train station! Advanced reservations are required and Zoo Members save $5 on all ticket types.

Christmas Village in Baltimore - Baltimore, MD - Nov 19 to Dec 23, 2022
Explore Baltimore’s authentic German Christmas market at West Shore Park. Shop with local vendors, enjoy food and drinks, and enjoy activities, rides, tastings and more

Turkey Chase - Bethesda, MD - Nov 24, 2022
Run in person or virtually

Merriweather Symphony of Lights - Columbia, MD - Nov 24 to Jan 1, 2023
A drive through light show featuring over 300,000 bulbs on a one mile course, with select walk through nights. Tune your radio to 105.5FM for information and holiday music while you are there. The Symphony of Lights has been a time-honored Howard County holiday tradition enjoyed by many for over 25 years. Once hosted by, and still in part benefitting, Howard County General Hospital (it also benefits the Downtown Columbia Arts and Culture Commission).

Y Turkey Trot Charity 5K - , MD - Nov 24, 2022
Pick your city – Baltimore City, Towson, Bel Air, Westminster, Arnold, Ellicott City or virtual – and run a 5k on Thanksgiving. Feel free to dress up!

Festival of Trees - Lutherville-Timonium, MD - Nov 25 to Nov 27, 2022
A fundraiser for the Kennedy Krieger Institute, this festival features nearly 900 trees, wreaths and gingerbread houses decorated by local families, organizations and businesses. Enjoy vendors, visits with Santa, and more during this annual three day event, which dates back to 1990.

Find other fun things to do in Maryland in the fall:

Oktoberfest in Maryland
Maryland Corn Mazes
Maryland Ghost Tours
Haunted Houses in Maryland
Pumpkin Patches in Maryland

3 thoughts on “Fall Maryland Festivals

  1. David Bailey says:

    This will be my first October fest, maybe when i was a kid I went but that was a long time ago. I will be volunteering in Wesminster, So I am really hoping this will be FUN.
    I think we all need to get out and have a lil bit of FUN now and again!! 😀

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