Frederick Fall Festivals 2024 – Fall MD Events

Oktoberfest at Schifferstadt - Frederick, MD - Oct 21 to Oct 22, 2023
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.

Catoctin Colorfest - Thurmont, MD - Oct 14 to Oct 15, 2023
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.

Oktoberfest at the Kentlands - Gaithersburg, MD - Oct 8 to Oct 8, 2023
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 Reggae Wine and Music Festival - Mt Airy, MD - Oct 7 to Oct 8, 2023
Enjoy your favorite Linganore Wines while relaxing and listening to live bands, sampling authentic island cuisine, and hand-crafted artisan goods.

Brunswick Railroad Days - Brunswick, MD - Oct 7 to Oct 8, 2023
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.

Harvest Festival at Agricultural History Farm Park - Derwood, MD - Oct 7 to Oct 7, 2023
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

Maryland Microbrewery Festival - Westminster, MD - Sep 30 to Sep 30, 2023
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.

Frederick’s Oktoberfest - Frederick, MD - Sep 29 to Sep 30, 2023
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.

Westminster Fall Fest - Westminster, MD - Sep 21 to Sep 24, 2023
Features a parade, fun run, craft vendors, food court and fun in City Park.

Olde Mother Brewing Oktoberfest - Frederick, MD - Sep 16 to Oct 3, 2023
Rockwell and Olde Mother cohost. Food trucks, steins and beer from both brands, live music and more

The Great Frederick Fair - Frederick, MD - Sep 15 to Sep 23, 2023
Features a carnival midway, nightly grandstand entertainment, and international award winning agricultural exhibits

In the Street Festival - Frederick, MD - Sep 9 to Sep 9, 2023
Over 30 years downtown Frederick has hosted this event on Market Street. Lots of food, fun, entertainment for over 75,000 festival goers.

Barnyard, Band and Booze - Ijamsville, MD - May 5 to Oct 6, 2023
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.

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).

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.

Pawpaw Festival - Rockville, MD - Aug 25 to 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

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