Colonial williamsburg carriage rides for Valentine's Day or any day!

Have a memorable Valentine’s Day in Williamsburg Virginia with our top picks for flowers, chocolates, dinner, romantic activities and more!

by Cheyenne Morrison



It’s almost Valentine’s Day and, in romantic Williamsburg, love is always in the air. So, whether you’re planning a surprise for someone special, a date with friends, or a small gesture of love – there really is something for everyone.



“Where do I get flowers?” 

Nothing says “I love you” like flowers – the icons of Valentine’s Day. Locally owned and operated Morrison’s Flowers and Gifts 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!

Morrison’s popular ‘Hugs & Kisses’ bouquet is only $35!

More Local Flower Shops



“What about the 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 Kilwins with their original-recipe treats ranging from truffles to candy apples. Since 2015, owners and Williamsburg locals Chad and Laurel, have been delighting customers with the heavenly aroma of homemade waffle cones from their location at 421 Prince George Street – in the heart of the colonial area. 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.

Don’t miss Kilwins Chocolate Dipped Oreos just $8.99!

More Local Candy Shops



“How about something different?”

For an out-of-the-ordinary Valentine option, don’t miss Chocolate Rendezvous on Feb. 13, 6-8pm at Williamsburg’s one-and-only waterfront brewery – Billsburg! Back for its second year, this event offers the best of both worlds: delicious craft brews and irresistible sweet treats. You’ll enjoy desserts from local restaurants Carrot Tree and Justified Bakery – each paired with limited edition Billsburg beers. For even more romance, live jazz music will be provided by Jordan Ponzi and Friends as you enjoy a view of the sunset on the river. Billsburg is the ultimate destination brewery, located at the James City County Marina and next to the Jamestown Settlement. With this unbeatable location, you can make a day of it with a leisurely drive down the Colonial Parkway, a walk or bike ride on the Capital Trail, or a free boat ride on the Jamestown-Scotland Ferry – all within a minutes of Billsburg!

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“What’s the perfect romantic restaurant?” 

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!

Other Romantic Restaurants



“What if we want to turn Valentine’s Day into a Weekend Getaway?”

Café Provencal at the Williamsburg Winery – is offering a special menu from Feb. 14-16 in honor of Valentine’s Day. The french-inspired selections include caviar, confit duck, lamb tartare, lobster tail, red snapper, and New York Strip. Dessert features smoked vanilla and chocolate mouse , and – of course- the wine list is spectacular. There’s no need to rush home after dinner if you chose the Romance of Wessex Hundred Package, a two day couple’s retreat that pulls out all the stops. Enjoy a couple’s massage, wine tasting tours, a continental breakfast – and much more. If you just have time for a one night stay, the Romantic Winter Escape Hotel Package includes tours, artisanal chocolates, and a $100 voucher for the Café and makes for a fairytale Valentine’s Day that will not be forgotten.



“What are some Valentine’s Day activities that are unique to Williamsburg?”

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!

The Crim Dell “Lover’s Bridge” at the College of William & Mary

Williamsburg’s Valentine’s Day Farmers Market

If you’re looking for a special gift with Williamsburg flair, be sure to stop by the Valentine’s Day Market Feb. 9 in Merchants Square. The market features over 25 local vendors with a variety of baked goods, honey, plants, kombucha, coffee, mushrooms and more. The market runs 8am-12noon.

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“What if I hate Valentine’s Day?”

Maybe you don’t have a date this Valentine’s Day. Or – perhaps all the sticky sweetness of Valentine’s Day is just not your cup of tea. There’s nothing wrong with celebrating anyway! The Hound’s Tale, located on Prince George Street, is hosting an “Anti-Valentine’s” dinner with food specials and more for all who despise the Hallmark holiday and would rather celebrate “V for Vodka”!

Beautiful winter sunsets in Williamsburg Virginia Merchant Square

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