Celebrate Small Business Saturday with hometown pride and local love

Photo of Ashland Train Day by Rick Kidd

This Small Business Saturday, November 29, Downtown Ashland invites you to experience holiday magic in the Center of the Universe — where every purchase, every cup of coffee, and every meal shared supports the dreams of local business owners and helps our town thrive all year long.

Nestled around our historic train station, nearly every shop and restaurant in Downtown Ashland is independently owned. That means when you shop Ashland first, you’re not just buying a gift — you’re investing in someone’s dream, fueling local jobs, and helping a neighbor’s business shine a little brighter.

Visitors are encouraged to skip the traffic and take Amtrak Virginia straight to the heart of downtown. Step off the platform and into a walkable wonderland of farm-to-fork restaurants, curated boutiques, art galleries, and cozy cafés — all within sight of mighty trains rolling by.

From fine dining at Henry Clay Inn to handcrafted gifts at Thrill of the Hunt, from colorful yarn at Center of the Yarniverse to a morning latte at Classic Coffee, Tea & Books, Ashland’s shops and restaurants reflect the heart and soul of the community.

“Small Business Saturday isn’t just about shopping,” says Coach Antonio Miller, Executive Director of the Downtown Ashland Association. “It’s about connection — neighbors greeting neighbors, discovering local craftsmanship, and realizing that every dollar spent here helps shape the story of our town.”

So this holiday season, shop local, dine local, and give local. Support the small business owners, dreamers, and doers who make Downtown Ashland a place where everyone feels at home.

Plan your visit, find local favorites, and explore upcoming events at ashlandvirginia.com.