The Magic of Shopping Small in Downtown Ashland

There’s something truly special about shopping in a town where almost every storefront belongs to a small business owner. In downtown Ashland, that’s exactly what you’ll find — a community powered by dreamers, makers, and neighbors who pour their hearts into every product, meal, and experience they create.

This holiday season, there’s no better time to explore the Center of the Universe. Hop aboard Amtrak Virginia and step right into historic downtown Ashland, where more than 10,000 sparkling holiday lights outline over two miles of festive charm. Whether you stroll, cycle, or jog through our glowing streets, every visit helps light up more than our decorations — it brightens the lives of small business owners who make our town so extraordinary.

Snap, Tag, and Win!

Celebrate Small Business Saturday by showing your love for local — and you could win a little extra holiday cheer!

  • Take a photo inside a downtown Ashland business on Small Business Saturday.

  • Tag @ashlandvirginia on Instagram.

  • Follow @ashlandvirginia to be automatically entered to win a $100 Town of Ashland Gift Card!

It’s that easy to share your holiday spirit and support the small businesses that make Ashland shine.

Stay, Dine, and Shop Local

While you’re here, treat yourself to Ashland’s one-of-a-kind experiences — from curated shopping and farm-to-fork dining to historic hotels that make every visit memorable. Once you experience the charm of shopping small in downtown Ashland, you’ll find yourself coming back not just for the holidays, but all year long.