Fall Maryland Festivals

This list of fall festivals in Maryland displays an excellent array of harvest, music, and food festivals to follow up on Maryland’s Oktoberfest celebrations.

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Aberdeen Fall FestivalsBaltimore Fall FestivalsEastern Shore Fall FestivalsFrederick Fall Festivals

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2017 Festivals

Maryland State Fair - Lutherville-Timonium, MD - Aug 24 to Sep 4, 2017
An annual state fair held at 2200 York Road.  Enjoy carnival rides, thoroughbred horseracing, livestock shows, kiddie rides, and great carnival style food.

In the Street Festival - Frederick, MD - Sep 9 to Sep 9, 2017
Over 25 years downtown Frederick has hosted this event on Market Street.  Lots of food, fun, entertainment for over 70,000 festival goers.

Maryland Seafood Festival - Annapolis, MD - Sep 9 to Sep 10, 2017
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.

Reisterstown Festival - Reisterstown, MD - Sep 9 to Sep 10, 2017
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.

DogFest - Baltimore, MD - Sep 16 to Sep 16, 2017
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.

Maryland Wine Festival - Salisbury, MD - Sep 16 to Sep 17, 2017
Features wine samplings, guided tours of the Museum’s Farmhouse, and continuous live entertainment.

Sunfest - Ocean City, MD - Sep 21 to Sep 24, 2017
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.

Baltimore Book Festival - Baltimore, MD - Sep 22 to Sep 24, 2017
A full weekend of books, demonstrations, readings, stage shows and more.

Baltimore Comic Con - Baltimore, MD - Sep 22 to Sep 24, 2017
Considered “America’s Greatest Comic Book Convention” is held annually Labor Day weekend at the Baltimore Convention Center.

Maryland Microbrewery Festival - Westminster, MD - Sep 30 to Sep 30, 2017
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 Pumpkin Festival - Frederick, MD - Oct 7 to Oct 8, 2017
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, egg hunt, candy shoot, and some painting and sculpturing demonstrations.

Autumn Glory Festival - Oakland, MD - Oct 11 to Oct 15, 2017
An annual event with two large parades, live music concerts, band competitions, art exhibits, craft shows and of course plenty of foods.  Celebrate the beauty of fall foliage.

Baltimore Running Festival - Baltimore, MD - Oct 21 to Oct 21, 2017
Over 5 distance options for runners of all abilities.

Maryland Wine Festival - Westminster, MD - Oct 21 to Oct 22, 2017

Maryland Irish Festival - Timonium, MD - Nov 10 to Nov 12, 2017
A cultural event with workshops, demonstrations, traditional food, Irish Dancers, live music, food, beer, and arts and crafts.

Past Events

We know that you want current events. But we often don’t have dates 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!

Vegan SoulFest - Baltimore, MD - Aug 20 to Aug 20, 2016
Lots of exhibitors, guest speakers, live entertainment, cooking demonstrations, and more about the vegan lifestyle. Held annually at the Baltimore City Community College at 2901 Liberty Heights Avenue.

National Hard Crab Derby - Crisfield, MD - Sep 2 to Sep 4, 2016
Features live entertainment, music, parade, fireworks, carnival rides, beauty pageant, races, contests and lots of family fun with crafts, arts, and more vendors.

Deep Creek Lake Art & Wine Festival - McHenry, MD - Sep 9 to Sep 11, 2016

High Zero - Baltimore, MD - Sep 15 to Sep 18, 2016
A music festival of live experimental improvised music with lots of performers.

Annapolis Craft Beer and Music Festival - Annapolis, MD - Sep 17 to Sep 17, 2016
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 Navy-Marine Corps Memorial Stadium.

Westminster Fall Fest - Westminster, MD - Sep 22 to Sep 25, 2016
An annual event held in Westminster.  Features a parade, fun run, craft vendors, food court and fun.

Island Bay Day - Grasonville, MD - Sep 24 to Sep 24, 2016

Fell’s Point Fun Festival - Baltimore, MD - Sep 30 to Oct 2, 2016
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.

Taste of Bethesda - Bethesda, MD - Oct 1 to Oct 1, 2016
Over 60 restaurants and lots of live music across five stages make this one of most popular festival with over 40,000 in annual attendance.  Also kids area and arts, crafts, great food and more.

Takoma Park Street Festival - Takoma, MD - Oct 2 to Oct 2, 2016
Enjoy the 35th annual festival held on Carroll Avenue.  Features local artists, and crafters who offer paintings, pottery, silk-screening, stained glass, woodworking, textiles and ceramics along with plenty of food trucks.

La Plata Fall Festival - La Plata, MD - Oct 6 to Oct 6, 2016

Good Beer Festival - Salisbury, MD - Oct 6 to Oct 10, 2016
Over 100 different craft beers and unlimited tastings from master brewers.  Features include an electric music line-up, and the Sports Zone with telecast of the biggest games.  Held at the Pemberton Historical Park.

Baltimore Beer Week - Baltimore, MD - Oct 7 to Oct 16, 2016
Celebrate the 8th year of this annual event.  Kinda runs with the Das Best Oktoberfest held next door.

Hereford Fall Festival - Hereford, MD - Oct 15 to Oct 16, 2016
Enjoy food, crafts, vendors, fine wines, chocolates, live music, monster truck display, and plenty of cold beer.  Over 150 food and craft vendors on display at this event.

U.S. Oyster Festival, Maryland - California, MD - Oct 15 to Oct 16, 2016
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.

Sailwinds Park East Kite Festival - Cambridge, MD - Oct 23 to Oct 23, 2016

Chesapeake Film Festival - Easton, MD - Oct 27 to Oct 30, 2016

Maryland Ave Fall Festival – Annapolis, MD – September 20, 2015

The Shindig – Not happening in 2016.

Find other fun things to do in Maryland in October:

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

One thought 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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