Have a memorable Valentine’s Day in Williamsburg Virginia with our top picks for flowers, chocolates, dinner, romantic activities and more for your February 2025 special day!
Looking for ideas for a sweet Valentine’s Day in the Historic Triangle? Whether you are looking for a romantic getaway, a day of pampering and relaxation, or a couple-friendly adventure, you’ll find plenty of things to do in Williamsburg Virginia for Valentine’s Day.
Williamsburg Flowers
Nothing says “I love you” like a beautiful bouquet of roses – the icons of romance and love. Since 1991, locally owned and operated Season’s of Williamsburg has been offering only the finest flower arrangements, gifts, and accessories that will guarantee love at first sight. They also offer signature rose bowls and cubes, vase arrangements, and centerpieces. For something a bit different, you’ll also find lamps, books, candles, jewelry, wall decor and wreaths.
Locally owned and operated Morrison’s Flowers and Gifts also offers fresh, personally delivered and speciality Valentine’s Day arrangements for every taste and budget. Their premium gift packages guarantee love at first sight and include roses, chocolates, a balloon and even a teddy bear.
Local Flower Shops
Williamsburg Chocolates
Everyone loves a box of chocolates on Valentine’s Day, but one-of-a-kind handmade chocolates from a local candy shop will make it all the sweeter. Any Williamsburg’ian would tell you to look no further than Wythe Candy & Gourmet Shop with their original-recipe treats ranging from chocolates, candy, ice cream to fudge. Kilwins Williamsburg is a a family owned confectionary located at 414 W. Duke of Gloucester St. Merchant Square in Historic Williamsburg.
Don’t miss Wythe’s famous Chocolate Covered Strawberries!
Another popular option is Kilwins located at 421 Prince George Street – in the heart of the colonial area. Since 2015, owners and Williamsburg locals Chad and Laurel, have been delighting customers with the heavenly aroma of homemade waffle cones, plus, homemade truffles, fudge, and candy apples. If you aren’t in town for Valentine’s Day, don’t worry. Shop online to peruse their delicious selection of custom made Valentine’s Day assortments and samplers, all packed in a heart-shaped box to fit the occasion.
Local Candy Shops
Williamsburg Bakeries
Looking for a local Williamsburg bakeries where you can get a ‘sweet’ gift?
For a real taste of Williamsburg, you must check out the homemade goodness of Blackbird Bakery. Operated by local favorite David Everett (who also owns Dog Street Pub, La Piazza, and Blue Talon Bistro), at Blackbird Bakery, you’ll enjoy made-from-scratch cakes, pies, tarts, croissants, breads, cookies, bombolini, and more, all made fresh daily in the heart of Colonial Williamsburg’s Merchants Square. Specialty gift boxes of assorted sweets or cookies are available for Valentine’s Day, or order your sweetheart a Strawberry Shortcake, Lemon Blueberry Bundt Cake, or a decadent Chocolate Crepe Cake.
The story of Carrot Tree is not quite as old as some of the other stories in the Historic Triangle, but it is just as well-loved. In 1984, Debi Helseth used her grandmother’s recipe to create a cake that was a must-have for all of her friends and family. Based on that success, she began her first commercial bakery operation right from her home garage. In 1995, she opened Carrot Tree Kitchens on Jamestown Rd., Williamsburg’s favorite scratch bakery. Now she operates two locations, plus Toby’s Dog House, a popular hotdog cafe. Located at 1303 Jamestown Road 135 Colony Square, Williamsburg, VA 23185-2340
Don’t miss – for Valentine’s Day, Debi offers beautiful individually wrapped decorated mini cakes, cookie assortments, plus specialty heart-shaped or decorated cakes.
More Local Bakeries
- Aromas
- Raleigh Tavern Bakery – Colonial Williamsburg Resorts
- Extraordinary Cupcakes
- Emily’s Donuts & Cafe
- Cakes by Tawanda
Do Something Different on Valentine’s Day
Traditional Tea & Bike Rentals at Spoke & Art,
For an out-of-the-ordinary Valentine option, don’t miss Spoke & Art, a sweet little cafe and shop right on the Capital Bike Trail in Williamsburg. Stop in for traditional British Afternoon Tea, served with scones, cream and jam, tea sandwiches, dessert treats and macarons. Everything freshly made. Enjoy a cold beer or glass of wine and listen to live music (check the event calendar!) on the beautiful deck. If the weather is nice, Spoke & Art has a variety of bikes to rent for a romantic ride through the trails that are located just outside the doors! You can connect with roads and paths that will lead you directly to the James City County Marina and the Jamestown Settlement, the Colonial Parkway, Jamestown Island and Visitor Center, and the Jamestown-Scotland Ferry – all within a minutes of Spoke & Art!
Romantic Restaurants for Valentine’s Day
Just about any restaurant could be the setting for your Valentine’s Day dinner, but why not splurge for something truly special? Fat Canary is a contemporary American dining experience that simply must not be missed. They’ve received the AAA Four Diamond award every year since opening in 2003 and have been voted Top 25 in the United States by TripAdvisor and Top 100 by OpenTable. Founded by locals Tom and Mary Ellen Power, and operated by their three children, this longtime-favorite serves up delicious and artfully prepared food paired with world-class service. While the wine, beer and cocktail menu is expansive, it is the culinary delights that truly shine. House-made mozzarella, Virginia Ham, roasted tomatoes, Rappahannock oysters, tuna tempura and pan seared scollops… these are just a few of the mouthwatering options for your special evening. Located at 410 W Duke of Gloucester Street in Colonial Williamsburg’s Merchants Square, reservations are required and tables fill quickly!
For something off the beaten path, Indian Fields Tavern never disappoints. This beautiful and rustic all-American farmhouse has been converted to a charming bistro featuring fresh, local and seasonal ingredients and craft beer. The ambiance is swoon-worthy with a cozy and comfortable seating, a bar, a screened porch, and a lovely outdoor dining area. Located on the Capital Trail in Charles City, it’s easy to arrive by bike or car just a few miles from Williamsburg. Address: 9220 John Tyler Memorial Hwy. Charles City, Virginia
A Historic Valentine’s Day Dinner at Campbell’s Tavern
This Valentine’s Day, immerse yourself in the romantic ambiance of George Washington’s favorite tavern with a specially curated three-course prix fixe dinner. Start your meal with indulgent selections like Warm Matheson Oysters with heirloom tomato bacon or the savory Beef Tea Double Consommé. For the entrée, savor luxurious options such as Mrs. Campbell’s Stuffed Lobster, Tournedos of Beef Tenderloin, or a Winter Vegetable Fricassee in golden pastry—each made with seasonal, locally sourced ingredients that celebrate timeless flavors.mThis enchanting dining experience is $85 per person, plus tax and gratuity. Space is limited, so reserve your table today by calling 1-844-714-3205
Valentine’s Candlelight Serenade at Copper Fox Distillery
Friday, February 14, 2025
5:00 PM – 8:45 PM
Copper Fox Distillery, 901 Capitol Landing Road, Williamsburg, VA
Celebrate Valentine’s Day with an intimate candlelight evening at Copper Fox Distillery. Enjoy a whisky-paired tasting flight, a decadent dessert flight, and a violin serenade by Wake Forest University concert violinist Jaimi Grether, featuring a mix of classical, modern, and Bridgerton-inspired music. The distillery will be lit by candlelight, with standard lighting in the bathrooms and checkout area, and dimmed lights over the bar. Tickets are for two people, Your booking includes:
Whisky flight for two: Dawson’s Reserve Bourbon, Port Barrel Rye, Peachwood Single Malt, Foxfire Cinnamon & Maple Whisky
Dessert flight for two (one per booking): Tres Leches, Cheesecake with Dawson’s Reserve Bourbon reduction, Chocolate Brownie with Port Single Malt drizzle (gluten-free), Red Velvet Cake with cream cheese frosting
Other Romantic Restaurants
Romantic Valentine’s Day Weekend Getaway in Williamsburg
Spend a romantic night or two with the Williamsburg Winery
The Williamsburg Winery is offering a special wine lovers package. Enjoy a cozy overnight stay in our charming European-inspired rooms, perfect for relaxing together. Savor a bottle of wine and a delightful charcuterie spread, then indulge in wine flights in our tasting room and a romantic dinner in our tavern, all enhanced by a Williamsburg Winery Gift Card. Create unforgettable memories with your special someone in this idyllic setting.
This package includes:
- 1-Night Minimum Stay, European-style Continental Breakfast for Two, Complimentary Wine Flight for Two at The Williamsburg Winery, A bottle of our Virginia Petit Manseng, Cheese & Charcuterie Board, A $50 Williamsburg Winery Gift Card, redeemable at our Tasting Room, Retail Shop, and Gabriel Archer Tavern
Available for bookings February 1, 2025 – March 31, 2025
Romance of Wessex Hundred Package
2 night minimum, For that perfect two-day couple’s retreat, share a bottle of bubbles paired with chocolate covered strawberries, relax with a couple’s massage, and enjoy a wine flight for two. Create a romantic experience with this wonderful package.
The package includes:
- A Two-Night Stay in one of our Uniquely Designed European Themed Rooms, A Bottle of Sparkling Wedmore Place Cremant & Signature WW Wine Glasses, Chocolate Covered Strawberries, 1 Hour Couples Relaxation Massage, Lunch for Two* at the Gabriel Archer Tavern, A Wine Flight for Two at The Williamsburg Winery, European-style Continental Breakfast for Two, *(Includes one appetizer and two lunch entrees plus taxes and gratuity. Excludes alcohol.)
Celebrate Love at Colonial Gardens B&B This Valentine’s Day
Nestled in the heart of this historic town, this charming inn offers the perfect romantic escape to create lasting memories with your special someone. Begin your morning with a gourmet breakfast made from fresh, local ingredients.
Book Your Valentine’s Getaway Here
Only in Williamsburg Activities for Valentine’s Day
A Ride Through History
In classic romance movies, the happy couple is often featured riding off into the sunset. Why not make this movie trope a romantic reality? A cozy and intimate horse-drawn carriage ride through Colonial Williamsburg is the ultimate in romance. Where else can you wind through quiet streets while taking in a number of 18th century living-history sites including the Capitol Building, quaint colonial taverns, and the Governor’s Palace? Carriage rides are offered daily, weather permitting, and do have limited availability. Tickets may be purchased at the Lumber House Ticket Office (on Duke of Gloucester Street across from Palace Green), or the William Pitt Store (on the corner of Duke of Gloucester Street and Botetourt Street) on the day of use. Tickets can also be purchased online.
Lover’s Bridge
Another uniquely-Williamsburg experience is the Crim Dell Bridge on the campus of William & Mary. With its beautiful arched walkway and ornate design, it’s not surprising that it has been nicknamed “Lover’s Bridge.” In fact, the Crim Dell is one of the most photographed spots in Williamsburg, and has frequently been ranked one of the most romantic places on a college campus in the United States. According to the myth, if you cross the bridge with the person you love – and kiss at the end – you’ll stay together forever. With its close proximity to the colonial area, it’s an easy and romantic stroll with a “wow” finish to celebrate your special relationship on Valentine’s Day – or any day!
The Crim Dell is located directly behind the historic Christopher Wren building near the beautifully landscaped Sunken Garden. It’s the perfect spot for a Valentine’s Day picnic!
More Valentine’s Day Ideas in Williamsburg
Valentine’s Day Afternoon Tea
Wednesday, February 12 – Friday, February 14, 2025, 2:00 p.m. – 3:00 p.m.
Goodwin Room, Williamsburg Inn
Celebrate love and friendship with a charming afternoon tea experience at the Williamsburg Inn.The event features scones, tea sandwiches, decadent pastries, and more, paired with a signature tea developed in collaboration with the Spice and Tea Exchange. The afternoon will be further elevated by the soothing sounds of live Irish harp music. The event will take place in the Goodwin Room at the Williamsburg Inn, 136 Francis Street East, Williamsburg, VA 23185.
Reservations are required and spaces are limited, so we encourage you to book early. Learn more
Anti-Valentine’s Day Options
Here’s a Valentine’s Day celebration like no other! Who needs flowers and chocolate when you have ex’s and axes? Axe Republic, an axe throwing and entertainment establishment, invites you to bring in a picture of your ex for the bullseye. 4919 Courthouse St. in Williamsburg’s New Town.
For more information
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