Things to do in and near Ashland, Virginia in September
Gather, Celebrate, & Explore! Discover why we love Ashland, VA.
September is here, bringing fresh air, local events, and plenty to discover.
Ashland Farmer’s Market
Every Saturday May – October
Spend a Saturday morning enjoying the Ashland Farmers Market, where fresh produce, local goods, and small-town charm come together in the heart of Ashland, Virginia. It’s one of our favorite ways to start the weekend.
Patriotic Bingo
September 3rd
Gather your friends and head to the Hanover Arts & Activities Center for Patriotic Bingo on Thursday, September 3! Doors open at 5:30 PM, with games beginning at 6:30 PM. It’s a lively night of bingo, prizes, and community spirit that’s perfect for locals and visitors alike.
Sounds at Sunset feat Mike Hazelwood and The Freight Train Five
September 4th
Spend a summer evening enjoying live music, local food trucks, and a welcoming community atmosphere at the Hanover County Courthouse Complex.
250th Celebration with 4th of July Flair
September 5th
Join the community as Ashland’s beloved Fourth of July celebration returns with patriotic flair. Enjoy the hometown parade, live music from the Hanover Concert Band, lawn games, apple pie contests, patriotic pets, family activities, and more as our town comes together to celebrate this historic milestone.
Wine & Oyster Festival
September 6
Spend the afternoon enjoying fresh oysters, Virginia wines, live music, local craft vendors, and food trucks at James River Cellars’ annual Wine & Oyster Festival. Located just a short drive from the Henry Clay Inn, it’s a wonderful way to experience one of the region’s favorite fall traditions.
Spice and Pints 2026
September 12
Enjoy an afternoon of spicy eats, refreshing beverages, and live music at Spice and Pints at Center of the Universe Brewing Co. This unique event brings together bold flavors and a lively atmosphere for a fun day in Ashland.
Cars and Coffee Hanover
September 5th & 19th
Start your Saturday morning with horsepower and coffee at Cars & Coffee Hanover. Held in Ashland, this family-friendly gathering welcomes car, truck, and motorcycle enthusiasts of all kinds, from classic cruisers and muscle cars to modern performance vehicles and custom builds.
Ashland Fourth Fridays
September 25th
Discover, dine, and delight in the rich tapestry of talents that make our town truly special every fourth Friday from March through October.
5th Annual Virginia Apple, Cider & Bluegrass Festival
September 26
Just down the road from us, Hanover Vegetable Farm hosts a full day of live bluegrass and country music, apple picking, local hard ciders, food trucks, and family friendly fun. A great way to spend a Saturday during your stay at the Henry Clay Inn.
Oktoberfest 2026
September 26
Celebrate Oktoberfest at Center of the Universe Brewing Co. with German-style brews, live music, festive food, and a fun community atmosphere. This annual event is a great way to experience one of Ashland’s favorite fall traditions.
