A Cozy Retreat: Plan Your Winter Romantic Escape to Williamsburg

We’ve all heard the famous saying Virginia Is for Lovers, and nowhere is that more true than in Williamsburg, where the historic enchantment, excellent restaurants, and romantic outings are all just minutes away. Plan your romantic getaway to our Williamsburg bed and breakfast, where you’ll stay in class, comfort, and privacy while enjoying all Williamsburg has to offer with your special someone.
romantic room with tub and bed

Relaxation and Indulgence – Massage for Two and Top-Tier Wine-Tasting

After a deep sleep and a casual morning, head to the Common Room for our continental breakfast, featuring Sharon’s freshly baked muffin tops alongside yogurt, granola, coffee, and tea. Enjoy a stroll together through the heart of Colonial Williamsburg, where lovers have walked hand in hand for centuries, enamored by the historic ambiance. Head to the Spa of Williamsburg for a couples massage, when two massage therapists will work their magic on you both, easing you into blissful relaxation. Choose from their classic Swedish-style massage which is excellent if you want an extra soothing session – or the deep tissue version.  You can add arnica or aromatherapy to make it even more therapeutic. After you leave your 60 or 90-minute massage feeling revitalized and pampered, check out the lovely scene of the reflecting waters at the beautiful fountain garden next door before heading back to your Fife and Drum room or suite.

Indulge yourselves later in the day by heading across the street to Merchants Square, where you’ll find the elegant and refined tasting room of the Williamsburg Winery. Settle in together for one of their signature wine flights, which feature varietals from their wide-ranging selection of grapes grown nearby on their sprawling vineyard since 1985. Their grape-growing and wine-making operation is the largest of the five wineries in the Hampton Roads American Viticultural Area, where our temperate climate and rich soil produce world-class vintages. After tasting several wines, bring your favorite bottle back to the room to enjoy together on another night. Whether it’s a fruity Viognier, extra dry Riesling, or complex Cabernet Sauvignon, it’ll set the scene just right.

Skating Under the Stars and a Date Night Dinner Downtown

It’s hard to imagine a more romantic setting than ice skating side by side under the moonlit sky, stopping every few laps around the rink to sip steaming hot chocolate. From our convenient downtown Williamsburg location, you’ll be just a five-minute walk from the Liberty Ice Pavilion, which stays open through Feb 27th and where you can rent skates, get out on the ice together, and enjoy a scene plucked right out of a rom-com movie. If you are not into skating yourself, just being there to watch the skaters is fun! The rink is open every afternoon and evening, with extended hours on Fridays and Saturdays when skating is available until 10 pm.

After your ice-skating outing, stroll a couple of blocks over to Berret’s, one of the best seafood restaurants in Williamsburg and perfect for a date night. Celebrating its 40th anniversary in 2023, Berret’s is a local institution with top-notch service and a locally sourced menu. Share a plate of their famous oysters, harvested just miles away in the York River and as fresh as you’ll find anywhere on the Virginia peninsula. The entrees are all worthy of a special night out, including pecan-crusted salmon, filet mignon, and seared pork chop with peach-mango sauce. Finish with one of their “desserts to share,” the perfect way to wrap up an intimate meal.
welcome to virginia signage with virginia is for lovers

Virginia Is for Lovers – LOVE signs and Romantic Day Trips

January and February, after the hectic holiday rush has subsided, are great times of year to plan your Williamsburg getaway. The weather is brisk but beautiful, with fewer crowds, making for a quieter and more intimate atmosphere around town.

Virginia Is for Lovers has been our iconic state motto for over five decades, making Valentine’s Day a particularly fitting time for your romantic rendezvous together in Williamsburg. The famous slogan is embodied colorfully in the 300 “LOVE” signs spread throughout the state, each with a unique look and artistic flair. If you visit around Valentine’s Day, plan a drive to Yorktown (just 13 miles from Williamsburg), where you’ll find their LOVE sign, unmissable at over 6 feet tall and 16 feet wide. The sign sits right on the banks of the flowing and massive York River, one of the most picturesque places to relax, enjoy the waterside views and take some pictures in front of the sign (often decorated with hearts for Valentine’s Day).

Yorktown also hosts a Valentine’s Day-themed winter market from 10 am until 2 pm on February 10th, 2024, so plan your Yorktown day trip to coincide with the market, when you can pick up some fresh chocolates and other sweet treats to celebrate the occasion. We’re also happy to make your Valentine’s Day extra memorable by providing a dozen roses and wine of your choice waiting in your room – check out our romance package page for more details.

Stay with us, plan your escape to Williamsburg, and discover why Virginia is for lovers!

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