Local Happenings

Things to do in and near Ashland, Virginia.

Events for May 16, 2026

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9:00 am

Ashland Farmers Market

May 16 @ 9:00 am - 12:00 pm Recurring

Downtown Ashland

The Ashland Farmers Market is a producers-only market with a focus on agriculture and food products. Vendors may only sell products that they have grown, baked, or made within a […]

11:00 am

Strawberry and Wine Festival

May 16 @ 11:00 am - 6:00 pm

Hanover Vegetable Farm 13580 Ashland Road, Ashland

The annual Strawberry & Wine Festival returns to Hanover Vegetable Farm for a full weekend of tastings, local vendors, and seasonal fare. Enjoy a wide selection of wines, ciders, spirits, […]

4:00 pm

Thoroughbred horse race on a dirt track with several jockeys in colorful silks.

The Triple Crown Preakness Stakes

May 16 @ 4:00 pm - 7:00 pm

The Henry Clay Inn 114 N Railroad Ave, Ashland

Celebrate the spirit of the Preakness Stakes at the Henry Clay Inn with an evening of handcrafted cocktails, race day tradition, and a toast to the winner.