Looking for a cozy winter day trip that brings together small-town charm, great food, unique shopping, and a welcoming vibe? Ashland, Virginia—the Center of the Universe—is the perfect cold-weather escape. Conveniently located just 15 minutes north of Richmond, halfway to Washington, D.C. and halfway to Virginia Beach, Ashland makes it easy to slip away for a day of exploration and holiday spirit.
Start with Something Warm
There’s no better way to begin a winter day than with the comforting aroma of freshly brewed coffee. Stop by Classic Coffee, Tea & Books on Thompson Street — a local favorite where you can sip a seasonal latte or hot cocoa surrounded by shelves of books and the hum of friendly conversation. This four-legged friendly cafe is the perfect spot to warm your hands, and begin your day’s adventures in Ashland.
Explore Our Walkable Downtown
One of the best parts of Ashland in winter is how easy it is to explore. The town’s walkable downtown makes it effortless and family-friendly to stroll from shop to shop, discovering unique finds along the way. Grab your digital Arts & Antiques Passport and start your treasure hunt through six of Ashland’s most distinctive local businesses — each one brimming with creativity, character, and holiday cheer.
From re•funk•it’s repurposed art and handmade gifts to the timeless pieces at Caravati’s and Thrill of the Hunt every stop holds something special. Crimson & Clover Thrift, Hickory Creek Antiques, and Remix Market round out the experience with vintage décor, collectibles, and sustainable home treasures. Collect stamps at each location or check in with a QR code and earn a free Ashland keepsake — a perfect souvenir from your winter day in the Center of the Universe. Pick up your passport at any of the participating locations or learn more here.
A Cozy Break
After a morning of exploring and shopping, settle in for lunch at Ash + Olive, a stylish and welcoming spot right in the heart of downtown. Their menu of wood-fired pizzas, craft cocktails, and creative comfort food hits the spot on a chilly day. The cozy ambiance and local flair make it the ideal place to refuel and relax before heading back out for more holiday fun.
If you’re visiting with family, you’ll love the easygoing atmosphere and warm hospitality. Couples can linger over a shared pizza and a glass of wine while watching the trains pass just outside — an Ashland moment that feels truly timeless.
Treat Yourself
Explore more small business shopping in the heart of downtown or enjoy a show at the historic Ashland Theatre. Be sure to pop into the must-visit Sugar Fix Bakery for a rotating selection of cookies, brownies, and other seasonal sweet treats or Origin Beer Lab for a winter-themed flight.
Plan Your Winter Day Away
With its small town, big personality, and walkable charm, Ashland offers the perfect winter day trip whether you’re visiting with family, friends, or looking for a unique way to spend your day. Plan your visit today and come see what makes the Center of the Universe shine all year long.
