Things to do in and near Ashland, Virginia in May
Gather, Celebrate, & Explore! Discover why we love Ashland, VA.
May brings longer days, lively events, and an excuse to visit!
Sunday Suppers at The Henry Clay Inn
Learn more
Join us on Sundays for supper served family style for $20.26.
There’s a seat for everyone at the Sunday table.
Reservations Recommended
Ashland Farmer’s Market
Every Saturday May – October
Sounds at Sunset
May 1st
Enjoy an evening of live music, great food, and local flavor at the Hanover County Courthouse Complex. EXIT 38, a Mechanicsville-based band, will perform a high-energy mix of rock, Top 40, and dance hits from the 1970s to today.
Taco Derby
May 2nd
Break out your big hats and sip a Mint Julep — it’s Taco time meets Derby Day at the Secure Testing Services Pavilion on the Hanover Vegetable Farm!
Mother’s Day at The Henry Clay Inn
May 10th
We’re working on make this a day to remember
Details coming soon.
Historic Woodland Cemetery Tour
May 15th
A guided walking tour of Ashland’s historic Woodland Cemetery led by Susan Tucker, Woodland Cemetery Administrator – we will explore Woodland and the stories it tells about Ashland and Randolph-Macon College since 1862.
Preakness on The Farm
May 16th
Enjoy great vibes, delicious food, and plenty of activities for everyone. Whether you’re a horse racing fan or just looking for a cool way to spend the day, Preakness on the Farm is the place to be!
Strawberry and Wine Festival
May 16th–17th
The 9th Annual Mix 98.1 Blazer Heating, Air & Plumbing Strawberry Wine Festival returns to the Secure Testing Services Pavilion on the Hanover Vegetable Farm
Ashland Fourth Fridays
May 22nd
Discover, dine, and delight in the rich tapestry of talents that make our town truly special every fourth Friday from March through October.
Convenient lodging for your adventures
With its central location, The Henry Clay Inn is the perfect home base for exploring all of Ashland and the Greater Richmond Region.
Book your stay at The Henry Clay Inn today, where charming guest rooms and a spacious porch welcome you for a relaxing, fun filled getaway in the heart of Ashland.
We look forward to seeing you!
Looking for more local fun this month?
See more of what makes Ashland shine—visit our calendar page for more things to do in and near Ashland, VA.
Share the love! Next time you come for a visit, take a photo and tag us @henryclayinn on Facebook or Instagram. We would love to see and hear about your experience with us.
