Neighboring Colonial Williamsburg, Merchants Square is a magnet for shopping, dining, and artful events set against the backdrop of handsome brick buildings blending American architectural styles from the 18th and 20th centuries. With over 40 shops and restaurants, including courtyard dining, this pedestrian-friendly village is the perfect place to stroll, browse, and savor your way through local boutiques and gourmet treats. From standout shops to noteworthy restaurants, here are eight highlights you won’t want to miss.
1. The Café Scene
At Eleva Coffee Lounge, sip craft coffee drinks and enjoy delectable pastries while enjoying the stylish aesthetic and plush comforts. Around the corner, the bright, sunny vibes of art-loving Aromas Coffeehouse Bakeshop & Cafe entice you inside to order coffee, a hearty breakfast, or a lunch of sandwiches, soups, or salads. Outside seating is available, too. For a taste of European culture, fuel up with world-famous coffee or unwind with a classic aperitivo and cocktails at illy Caffé. Their bakery offers a mix of sweet and savory treats.
2. Jewelry & Designer Finds
Add a touch of sparkle to your collection with custom-made bracelets, necklaces, earrings, or rings from The Precious Gem. Or, find a meaningful keepsake of detailed sterling silver and gold vermeil from Penny and a Sixpence. Pick out fashion-forward accessories and clothing or home goods at Blink, where they even offer interior home design services. Elevate your everyday wear at Monkee’s of Williamsburg, where you can shop a full selection of hand-picked trends.
3. Inspiration from the British Isles
Be transported across the pond while shopping at Scotland House, a local favorite since 1970. From cozy sweaters to handcrafted pottery, you’ll spot premium apparel and gifts that show the spirit of Scotland – think tartan patterns, wool scarves, and more. Nearby, FatFace stocks modern British styles and focuses on sustainability. Make space in your suitcase to bring home some laidback clothing that’s both fashionable and responsibly made.
4. Specialty Food Stores
Be greeted by the aroma of freshly baked bread and aged cheeses at The Cheese Shop. After sampling tasty delicacies, curate your very own picnic basket with savory charcuterie, over 4,000 bottles of wine, and a mix of imported and domestic cheeses. Follow the scent of warm, roasted peanuts to The Peanut Shop, where locally grown peanuts from the farmland south of the James River are roasted in small batches right in the shop. Tastings are encouraged, plus you can even stock up on other regional specialty goodies and gifts to take home.
5. Award-Winning Dining
Foodies shouldn’t miss the Fat Canary, which has earned the AAA Four Diamond award every year since opening in 2003. You’ll enjoy upscale American fare in a bold, colorful bistro setting. The menu draws culinary inspiration from places far and wide, from southern California and Hawaii to New Orleans and North Carolina – and everything is artfully presented. Nearby, enjoy the casual charm and big flavors of Blue Talon Bistro, where they’re serious about comfort food. If you need to take a break exploring at any point in the day, their “All Day” menu offers lighter fare like sandwiches and salads. For fresh seafood, head to Berret’s, voted as the “Best Seafood Restaurant” and recognized for “Best Crabcake.” Dine outdoors and enjoy nightly live music for an experience as unforgettable as the food.
6. Wine & Beer
Sip your way through the wine and beer scene, starting at Williamsburg Winery. Order a wine flight and take it outside to the relaxing wine garden. If wine isn’t your thing, other options include cider and mead from around Virginia. Pair seasonally inspired local craft beer with the sweetness of nostalgia as you battle it out playing vintage arcade games at Precarious Beer Project. Hang out in the tasting room or take advantage of the spacious outdoor patios.
7. 2nd Sundays Art & Music Festival
Wander through Merchants Square surrounded by live music and local artists’ handmade treasures during the 2nd Sundays Art & Music Festival. Running March through December, the festival lets you end the weekend sampling flavors from food and dessert trucks, sipping on beverages in the beer garden, or browsing local art vendors. Admission is free. Other events at Merchants Square throughout the year include outdoor concerts, a movie series, sidewalk sales, knitting workshops, a farmers market, and more.
8. Kimball Theatre
Stories come to life at the Kimball Theatre, where you can enjoy everything from stage productions and musical performances to film screenings and speaker events that bring locals and visitors together. For more than 90 years, this historic venue has celebrated the arts with experiences that stick with you long after the final curtain.
Beyond Merchants Square
Williamsburg’s shopping scene extends well beyond Merchant Square, from modern retail hubs to antique malls. Don’t miss Williamsburg Premium Outlets for big discounts at 120+ name brand stores. Plus, explore more food & drink options to fuel your exploration.