Poolesville Day | Poolesville, MD
Experience the Vibrancy of Fall in Montgomery County, Maryland
Autumn presents a wonderful opportunity to embrace the outdoor charm of Montgomery County, Maryland. The season is filled with exciting events such as vibrant arts parades in Wheaton, the beloved Poolesville Day along Fisher Avenue, self-guided studio tours through the Agricultural Reserve, and lively community festivals in various neighborhoods including Silver Spring, Takoma Park, and Gaithersburg. This guide serves to navigate the dates, locations, and details for the many fall festivities and community gatherings scheduled across Montgomery County.
Get ready to dive into the heart of Montgomery County’s fall celebrations:
Silver Spring Arts & Crafts End of Summer Celebration
Veterans Plaza | Silver Spring, MD
Sunday, September 13 | 2-7 p.m.
Explore an array of handmade creations from local artisans and crafters while indulging in offerings from food vendors, live music, and DJ entertainment at Veterans Plaza. Admission is free to all.
Fisher Ave | Poolesville, MD
Saturday, September 19 | 10 a.m. – 4 p.m.
Join the community in the town parade, browse through arts and crafts vendors, enjoy live music, sample diverse local cuisines, and participate in demonstrations from the Agricultural Reserve, including an electric vehicle car show.
Wheaton Arts Parade & Festival
Marian Fryer Town Plaza | Wheaton, MD
Sunday, September 27 | 10 a.m. – 5 p.m.
Witness the arts parade making its way through downtown Wheaton, followed by a chance to explore over 50 artist booths, enjoy live performances across three stages, and take part in various art-making activities. Food vendors will also be present to satisfy your cravings.

Countryside Artisans Fall Self-Guided Tour
Montgomery County Agricultural Reserve
October 2 – October 4
Embark on a self-guided journey through the Agricultural Reserve that allows visitors to discover local artists’ studios and galleries, all while shopping for unique, handcrafted treasures.
Carroll Avenue | Takoma Park, MD
Sunday, October 4 | 10 a.m. – 5 p.m.
Take in the offerings from over 150 vendor booths set along Carroll Avenue, where you can enjoy live music, food trucks, and select restaurants and cafes in Takoma Park that will welcome guests throughout the festival.

Takoma Park, MD | Photo Credit: Sam Kittner
Kentlands Art Show & Fall Craft Fair
Kentlands | Gaithersburg, MD
Saturday, October 17 | 10 a.m. – 5 p.m.
Explore an outdoor market in Kentlands where you will discover handmade goods and distinctive artwork from local artists and creators.
Marian Fryer Town Plaza | Wheaton, MD
Saturday, October 24 | 12 – 4 p.m.
Dress up for a festive Halloween gathering featuring activities like pumpkin painting, costume contests, Halloween crafts, face painting, and various photo opportunities.
Veterans Plaza | Silver Spring, MD
Sunday, October 25 | 12 – 5 p.m.
Participate in costume parades and contests for kids and pets, browse through arts and crafts vendors, and enjoy a selection of Halloween-themed sweets and treats, all with free admission and a pet-friendly environment.
Aix La Chapelle Farm | Poolesville, MD
October 30 – November 1
Explore over 60 vintage, garden, and artisan vendors showcasing their goods at Aix La Chapelle Farm, complete with food trucks offering local wines and craft beers.

Mid Atlantic Antiques Festival
Aix La Chapelle Farm | Poolesville, MD
November 6 – November 8
Visit Aix La Chapelle Farm to shop among over 60 antique and horticultural dealers featuring a vast selection of furniture, fine art, Americana, folk art, plus plants and garden décor, along with food trucks, wine, and craft beer available for enjoyment.
Looking to expand your autumn activities? Be sure to check out our guides to the Ultimate Fall Festival Guide in Montgomery County and Oktoberfest Celebrations. For even additional festivals, events, and activities throughout Montgomery County, make sure to visit our Calendar of Events.




