
Ready to jazz up your Friday evening? Ashland's Fourth Fridays are back on Friday, July 26, and we’ve got a night packed with family-friendly fun, food, and fantastic music! Here’s the scoop on what’s happening around town:

Groovin' Tunes and Dance Moves
The Ham Biscuits are serving up a hearty helping of New Orleans-style jazz, soul, and blues at the Ashland Town Hall Pavilion. The concert is free, so bring your lawn chairs and your dancing shoes!
At 5 PM, the Ashland Dance Academy will dazzle us with their adorable dance numbers on the Town Hall Pavilion Stage. Stick around afterward for pictures with Bluey and free blue cotton candy! Inside 110 Thompson, glam up with free fairy hair extensions.

Delicious Bites and Cool Treats
Indulge your sweet tooth at the Farmview Creamery soft serve truck on the Town Hall Lawn. For those in need of a caffeine fix, Classic Coffee and Tea’s truck will be parked outside Ashland Dance Academy.
Art, Tattoos, and More!
Check out the original Ashland-inspired artwork sold by Immagine LLC outside of Ashland Meat Company. Feeling adventurous? Ashland Tattoo Company will have vendors set up outside with some cool gear. The award-winning Free to Read program is back outside the Ashland Branch Library giving away as many free books as you can carry.

Spooky Adventures
RED VEIN Escape is hosting vendors and games, adding an extra thrill to your evening. Plus, Ashland Haunted History Tours is celebrating five years of ghostly tales! Use the code BOODAY24 when booking online to get 20% off your tour through July 27.
Late-Night Local Flavor
Beloved Ashland spots stay open late and keep the good times rolling:
Guided, seasonal ghost tours of Downtown Ashland, featuring researched history and ghost stories as related by business owners and residents of this historic town.
108 Robinson Street
Ashland, VA 23005
(804) 752-1081
hauntedashland.com
A staple in Downtown Ashland, Ashland Meat Company offers farm-to-table provisions, regional meats, deli platters, and gourmet groceries. Whether you're planning a picnic or stocking your pantry with local flavors, this specialty grocer brings high-quality, fresh food to the heart of town.
📍107 S Railroad Avenue, Ashland, VA 23005
📞 804-798-8311
🌐 ashlandmeatco.com
Ashland Museum tells the story of our town through words, images, voices, and objects. Plus, tour the fully restored 1926 C&O red caboose for a trip back in time to the heyday of the railroad. Groups are welcome, call to make arrangements.
Ashland Museum
105 Hanover Avenue
(804) 368-7314
ashlandmuseum.org
Savor authentic Thai cuisine made fresh to order. Ban Thai offers homestyle favorites, bold flavors, and convenient takeout and delivery options.
📍124-B Thompson Street, Ashland, VA 23005
📞 804-299-3644
🌐 Vist site
Located along the railroad tracks, The Caboose features farm-to-table dining, a curated wine and craft beer selection, and local artisanal goods. A go-to spot for lunch, coffee, or gathering with friends in Downtown Ashland.
📍108 S Railroad Ave, Ashland, VA 23005
📞 804-798-2933
🌐 cabooseashland.com
Enjoy flavorful Mexican-American dishes in a warm, family-friendly setting. Locals rave about the signature margaritas and sangria!
📍428 England Street, Ashland, VA 23005
📞 804-496-6796
🌐 Visit Site
Step into the warmth, charm, and hospitality of The Henry Clay Inn — a Georgian-style Inn located right in the heart of historic downtown Ashland. Weddings, meetings, and private events hosted on the premises. Dining room serves full menu Thursday through Monday.
114 N. Railroad Ave
Ashland, Virginia
(804) 798-3100
henryclayinn.com
With 50 TVs, pool tables, live music on weekends, and a menu full of all-American favorites, Huddle Up is your go-to game day (or any day) hangout spot.
📍407 England Street, Ashland, VA 23005
📞 804-798-5979
🌐 huddleupsportsbar.com
A local icon serving upscale Southern cuisine with a front-row view of the railroad. This two-story landmark offers unforgettable meals, historic charm, and live train views.
📍100 S Railroad Avenue, Ashland, VA 23005
📞 804-752-6410
🌐 ironhorserestaurant.com
For an immersive adventure in the heart of town, RED VEIN Escape offers year-round themed escape rooms for groups and families. Perfect for team-building, birthdays, or rainy day fun in Ashland, VA.
📍108 Robinson Street, Ashland, VA 23005
📞 804-752-1081
🌐 redveinescape.com
Create your own dessert adventure with frozen yogurt, gelato, sorbets, frozen drinks, and all the toppings your sweet tooth can handle—right in downtown Ashland.
📍210 England Street, Ashland, VA 23005
📞 804-496-6915
🌐 https://iloveashlandva.com/us/ashland/-/sweet-frog/
A flexible, modern event space in the heart of Ashland—perfect for receptions, workshops, dance classes, and private gatherings.
📍110 Thompson Street, Ashland, VA 23005
📞 804-412-8591
🌐 Visit site
Explore a wonderland of toys and model trains at this one-of-a-kind shop in Ashland’s historic downtown. Perfect for curious kids and collectors of all ages.
📍104 S Railroad Avenue, Ashland, VA 23005
📞 804-368-0063
🌐 trainandtoystore.com
Posh antiques and collectibles shop. Open Saturdays only.
112C Thompson Street
Ashland, VA 23005
Bold, beautiful ink from a rotating crew of talented tattoo and PMU artists. Walk-ins welcome, or book your next statement piece today.
📍113 S Railroad Avenue, Ashland, VA 23005
🌐 Visit site
Delicious Italian dishes made from scratch—think gourmet pizzas, hearty pastas, steaks, and seafood. A family favorite with full bar service.
📍435 England Street, Ashland, VA 23005
📞 804-368-7204
🌐 Visit site
The "Secretariat Racing Into History" monument, sculpted by acclaimed artist Jocelyn Russell, stands as a remarkable tribute to the legendary Triple Crown champion in Virginia.
At the corner of England Street and Railroad Avenue on Randolph-Macon College
Ashland’s tribute to trains includes a massive mural depicting a locomotive that traveled Ashland’s tracks 50 years ago.
108 S Railroad Ave, Ashland, VA
Family-friendly dining meets stone-fired flavor! Enjoy artisan pizzas, sandwiches, and fun cocktails in a cozy downtown setting.
📍107 S Railroad Avenue, Ashland, VA 23005
📞 804-800-9096
🌐 Visit site
Classic coffee, tea, books, and their shots rock!
112 Thompson St
Ashland, VA 23005
(804) 847-8747
Calling All Songwriters!
Got a tune in your heart inspired by Ashland? Enter the Ashland Song Contest! The winner will perform at Ashland Fourth Fridays on August 23, win a recording session with Free Jambalaya, streaming on major platforms, a $100 Town of Ashland gift certificate, original cover art, and a spot at the Light Up the Tracks Celebration on November 23. The deadline is Sunday, August 18.
So come on down, bring the family, and let’s make this Friday one for the books. See you there, neighbors!
A hometown favorite since 1968. Enjoy hearty meals, a friendly bar, billiards, and dancing—plus patio seating when the weather’s just right.
📍412 England Street, Ashland, VA 23005
📞 804-752-2990
🌐 https://iloveashlandva.com/us/ashland/-/andys-restaurant/