A ROMANTIC WINTER WEEKEND GETAWAY IN WILLIAMSBURG, VA | MUSINGS BY MADISON - LIFESTYLE & TRAVEL BLOG
A ROMANTIC WINTER WEEKEND GETAWAY IN WILLIAMSBURG, VA | MUSINGS BY MADISON - LIFESTYLE & TRAVEL BLOG

A ROMANTIC WINTER WEEKENd IN WILLIAMSBURG, VA

There are few better ways to relax and recharge before the holidays than by heading on a weekend getaway. Whether you’re planning a trip without the kids (or dogs, in our case) 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 is truly the perfect romantic escape. They say “Virginia is for lovers” for a reason, y’all. So, ready to venture forth? Here’s everything to know about planning a romantic winter weekend in Williamsburg, from where to stay, what to do, and where to eat!

A ROMANTIC WINTER WEEKEND GETAWAY IN WILLIAMSBURG, VA | MUSINGS BY MADISON - LIFESTYLE & TRAVEL BLOG

WHERE TO STAY

Looking for romantic lodging for two in the Greater Williamsburg area? Wedmore Place features boutique style lodging, with 28 uniquely designed rooms and suites, all equipped with wood-burning fireplaces and luxurious accommodations. Don’t miss a tour or tasting at The Williamsburg Winery while you’re there!

A ROMANTIC WINTER WEEKEND GETAWAY IN WILLIAMSBURG, VA | MUSINGS BY MADISON - LIFESTYLE & TRAVEL BLOG

WHAT TO DO AND WHERE TO EAT

Williamsburg offers experiences for any type of traveler – 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.

EXPLORE COLONIAL WILLIAMSBURG

A stroll in Colonial Williamsburg is a must! Full of history and beautiful craftsmanship, dedicate an entire day to exploring the largest living history museum in the world. Another fun idea: take a horse-drawn carriage, sit back, and take in the sights of beautiful Colonial Williamsburg.

A ROMANTIC WINTER WEEKEND GETAWAY IN WILLIAMSBURG, VA | MUSINGS BY MADISON - LIFESTYLE & TRAVEL BLOG

RELAX AT THE SPA

What better way to unwind than to treat yourselves to a relaxing spa service? Pamper yourselves to a massage or one of the many amazing services offered at The Spa at Colonial Williamsburg. After a soothing spa treatment, head to Traditions at Williamsburg Lodge for a yummy lunch or breakfast.

GOLF

It wouldn’t be a complete trip if we didn’t squeeze in a round of golf. Thankfully Williamsburg is full of top-notch courses, like the River Course for guests at Kingsmill Resort. After a round of golf, those staying at the resort can have dinner at James Landing Grille and enjoy the sunset over the water.

A ROMANTIC WINTER WEEKEND GETAWAY IN WILLIAMSBURG, VA | MUSINGS BY MADISON - LIFESTYLE & TRAVEL BLOG

VISIT 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. Obviously you can’t leave Williamsburg without doing this! After a morning stroll over the bridge, head to Culture Cafe for brunch. 

MERCHANT’S SQUARE

Be sure to head to Merchant’s Square, the epicenter of leading local artisans, restaurants, and shops. Here you can get a jump on your holiday shopping by visiting The Christmas Shop or The Cheese Shop. Then grab a bite at La Piazza and indulge your sweet tooth at Wythe Candy and Gourmet Shop. After a day of exploring the area, grab a romantic dinner for two at Berret’s Seafood.

A ROMANTIC WINTER WEEKEND GETAWAY IN WILLIAMSBURG, VA | MUSINGS BY MADISON - LIFESTYLE & TRAVEL BLOG
A ROMANTIC WINTER WEEKEND GETAWAY IN WILLIAMSBURG, VA | MUSINGS BY MADISON - LIFESTYLE & TRAVEL BLOG

VISIT YORKTOWN

Drive along the Colonial Parkway and make your way into historic Yorktown, where American independence was won. While the town occupies an important place in history, it also offers a vibrant present from Main Street to Yorktown Beach. In the morning, grab breakfast and some coffee at Mobjack Bay Coffee Roasters and take a stroll along the water at Riverwalk Landing. Then, stop for a bite at Umi Sushi for lunch.

A ROMANTIC WINTER WEEKEND GETAWAY IN WILLIAMSBURG, VA | MUSINGS BY MADISON - LIFESTYLE & TRAVEL BLOG

A ROMANTIC WINTER WEEKEND IN WILLIAMSBURG, VA

This quaint destination is ideal for a little R&R before the holidays, where history and charm meet you at every turn. No matter how long you and your partner have been together, a weekend away and a change of scenery is the perfect way to cozy up and connect during the colder months

Thank you Visit Williamsburg for sponsoring this post. 

Musings by Madison is a lifestyle blog written by Madison Clevenstine. Dedicated to classic style, beauty, home decor, and travel. Rooted in passion for inspiring and encouraging others to create a home, life, + closet they love. For more content, visit my shop page or connect with me on social!