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There are few better ways to relax and recharge before the holidays than by heading on a fall getaway. Whether you’re planning a quick weekend trip without the kids (or pets!) or looking to book a dreamy vacation before the holidays, look no further than Williamsburg, Virginia. 

With no shortage of history, beauty, and charm, Williamsburg and the Historic Triangle is the perfect romantic escape. Here’s a solid start to planning a romantic fall weekend or more in Williamsburg – where to stay, what to do, and where to eat. 

Lodging

Where to Stay

Looking for romantic hideaway for two? Wedmore Place features boutique-style lodging with 28 uniquely designed rooms and suites, most equipped with wood-burning fireplaces and all filled with rustic-yet-refined décor and rich amenities. Part of The Williamsburg Winery, Wedmore Place is tucked into 400 acres of scenic woods, fields, gardens, and vineyards. Don’t miss a tour or tasting while you’re there!

For a tried-and-true option in the heart of Colonial Williamsburg, discover the elegant, award-winning Williamsburg Inn. Designed by John D. Rockefeller, Jr. and opened in 1937, this gorgeous property mixes a historic ambiance with modern luxury. Experience another era in the guest rooms and public spaces, and enjoy the lantern-lit streets of Colonial Williamsburg as you stroll back from dinner. 

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What to Do & Where to Eat

Williamsburg offers experiences for any type of travel/adventure seekers and leisure enthusiasts alike. It’s packed with enchanting shops, world-class restaurants, endless historic attractions, outdoor activities, and more. All of which make Williamsburg the perfect weekend destination. Below are some ideas on what to do and where to eat on your romantic weekend getaway.

Madison In CWGardens

Explore Colonial Williamsburg

Discover the charming streets, delightful gardens, and captivating hidden gems of Colonial Williamsburg. Full of history and beautiful craftsmanship, the world’s largest living history museum is worth exploring for an entire day or more. Explore on foot with this quick guide to walkable Williamsburg, or take a horse-drawn carriage ride to sit back and enjoy the sights. You’ll see about 90 original buildings from the colonial era plus hundreds more reconstructed buildings, including taverns serving up storied feasts, trade shops filled with working artisans, the stately Governor’s Palace, and more.

Merchants SquareLa Piazza

Shop & Dine at Merchants Square

Along the edge of Colonial Williamsburg, Merchants Square is a hub for eclectic shops, restaurants, cafes, and casual entertainment. Get a jump on your holiday shopping by visiting The Christmas Shop, The Cheese Shop, or any of the 30+ retailers and specialty shops. After a day of exploring, enjoy a romantic dinner for two at Berret’s Seafood Restaurant & Taphouse Grill or the award-winning Fat Canary. Then, indulge your sweet tooth at Wythe Candy and Gourmet Shop

Cress Mill

Stroll over the Crim Dell Bridge

What’s a romantic weekend getaway without a little fairytale and folklore? Legend has it, if you and your sweetheart kiss on the Crim Dell Bridge on the campus of William & Mary, you’ll be lifelong lovers. After a must-do morning stroll over this scenic, idyllic bridge – and an obligatory photo op – head to the nearby Culture Cafe for brunch sourced from the bounty of local farmers. To soak up more outdoors and nature, check out the area’s top outdoor experiences.

Spa

Relax at the Spa

What better way to unwind than to treat yourselves to a relaxing spa service? Pamper yourselves with a massage or one of the many restorative services offered at The Spa of Colonial Williamsburg. Pick a soothing treatment inspired by centuries of wellness practices, then head to Traditions Restaurant at Williamsburg Lodge for a tasty lunch or breakfast.

Kingsmill Golfcourse

Play Championship Golf

For some, a getaway wouldn’t be complete without squeezing in a round of golf. Thankfully Williamsburg is full of top-notch courses, like the River Course for guests of Kingsmill Resort. Host to over 38 PGA and LPGA tournaments, the scenic River Course is bordered by the James River and boasts a Pete Dye design. After a round of golf, resort guests can have dinner at James Landing Grille and enjoy the sunset over the water.

 

Indulge in Fine Dining

While more well-known for its tavern dining and craft beer scene, the Williamsburg area is home to several notable fine dining establishments. Elevate your dinner at Cochon on 2nd, a chef-driven restaurant with a rotating menu of seasonal creations and an exceptional, customizable Chef’s Table experience. At longstanding favorite Le Yaca French Restaurant, enjoy the warm vibes and delicious French cuisine, including prix fixe and a la carte menus for lunch and dinner. 

 

Do a Haunted Pub Crawl

For more casual fun, book the Colonial Ghosts Haunted Pub Crawl. Pair local craft beer with eerie true tales from Williamsburg’s past on this unique nightly tour. You’ll visit four pubs brimming with a variety of beer, cocktails, and haunted history, from phantom brewmasters to lost sailors and other lingering spirits. Halloween lovers should also check out spooky things to do and Halloween happenings in Williamsburg. 

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Explore Historic Yorktown

Take a scenic drive along Colonial Parkway and make your way to historic Yorktown, where American independence was won. While the town occupies an important place in history, it also offers a vibrant presence from Main Street to Yorktown Beach. In the morning, grab breakfast and coffee at Mobjack Bay Coffee Roasters before visiting storied sites like the sacred ground of Yorktown Battlefield and the remarkable American Revolution Museum at Yorktown. For lunch along the water, head to Riverwalk Landing and stop in at Umi Sushi for sushi or Korean cuisine. 

Beach in Yorktown

More to Explore

Williamsburg and the Historic Triangle is a quaint destination ideal for a little R&R before the holidays. No matter how long you and your partner have been together, a change of scenery and some fresh fall discoveries are perfect ways to cozy up and connect as cooler temps usher in a new season to celebrate.

For more ideas to feed your fall getaway, see the top things to do in fall, browse the lineup of fall happenings, or discover all things pumpkin as you savor Williamsburg’s seasonal flavors.