10 Reasons to Fall in Love with Old Town Fairfax This Autumn
1. Seasonal Shopping Finds
Local shops throughout Old Town Fairfax are filled with autumn-inspired treasures. From fall fashion staples and formal attire to games and gifts, you’ll discover all that Old Town Fairfax has to offer. Shopping local means you’re not just buying a product — you’re supporting small businesses that keep our community vibrant.
2. Historic Tours
Step back in time and experience Fairfax’s rich history. Take a self-guided walking tour of Old Town’s landmarks, from the historic Fairfax Courthouse to preserved 19th-century architecture. With the backdrop of changing leaves and crisp fall air, it’s the perfect way to connect with the stories that shaped our community.
3. Al Fresco Dining
As the weather cools, outdoor dining in Old Town Fairfax shines. Many restaurants and pubs offer patio seating where you can enjoy the fresh autumn air with friends. Try seasonal menus at High Side with their craft beer pairings, or head to Bellissimo Restaurant for classic Italian comfort food.
4. Live Music & Nightlife
When the sun goes down, Old Town Fairfax is just getting started. Ornery Beer Company Public House and Earp’s Ordinary regularly host live music, trivia nights, and special events that make fall evenings unforgettable.
5. Fall Markets
Crisp autumn mornings are made for strolling through local markets. Shop fresh produce, baked goods, and seasonal flowers at the Saturday Fairfax Farmers Market, or hunt for vintage treasures and artisan finds at the Fairfax Funky Flea. These markets are the perfect way to support local makers and bring home a piece of Old Town charm.
6. Family-Friendly Fun
Bring the kids! Old Town Fairfax hosts family-friendly activities and events that capture the spirit of the season.
Haunting for Candy (late October) turns downtown into a trick-or-treating wonderland for little ones.
Families can also enjoy scavenger hunts, hands-on crafts, and more throughout the fall.
7. Can’t-Miss Fall Events
Mark your calendar — Old Town Fairfax is buzzing this season:
🎉 Fall Festival (October) – A community favorite with vendors, food, live entertainment, and activities for all ages.
🎶 Rock the Block (monthly through
8. Fall into Healthy Lifestyles
Autumn is the perfect season to reset and recharge. Explore local fitness studios and wellness spots in Old Town Fairfax, take a crisp morning walk through our historic streets, or shop fresh produce at the Saturday Farmers Market to bring healthy, seasonal flavors to your table. It’s easy to make wellness part of your fall routine right here in the heart of downtown.
9. glam up for the season
Fall is the time for a fresh look! Treat yourself to a new hairstyle, relaxing spa service, or updated wardrobe right here in Old Town Fairfax. From salons and barber shops to boutiques like Mode on Main at Mara you’ll find everything you need to refresh your style and step into the season looking and feeling your best.
10. Perfect Date Nights
Looking for a romantic evening? Old Town Fairfax is the perfect setting. Share a candlelit dinner, take in live music or an escape room challenge, or enjoy a seasonal cocktail under the stars. It’s small-town charm with big flavor.
Plan Your Visit Today
Whether you’re here for a day trip or an evening out, Old Town Fairfax offers something for everyone this fall. Come shop, dine, and celebrate the season with us — and don’t forget to explore our full list of upcoming events, local businesses, and insider tips at OldTownFairfax.org.
This autumn, discover why there’s no place like Old Town Fairfax.