Have a memorable Valentine’s Day in Williamsburg Virginia with our top picks for flowers, chocolates, dinner, romantic activities and more for your February 2020 special day!


Crim Dell William and Mary romantic spots in Williamsburg Virginia, near Colonial Williambsburg

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.



Williamsburg Chocolates

A box of chocolates is a classic gift on Valentine’s Day, but a one-of-a-kind handmade chocolate gift from a Williamsburg candy shop is truly something sweet. Any local would tell you that Wythe Candy & Gourmet Shop located at 414 W Duke of Gloucester Street is a longtime favorite. They offer gourmet food, fine confections, hand dipped and decorated caramel apples and chocolate strawberries, and much more! Or check out Kilwins with their original-recipe treats ranging from truffles to candy apples. If you aren’t in town for Valentine’s Day, don’t worry – you can order online!

With Candy Shop Williamsburg Virginia Merchant Square Colonial Williamsburg chocolate covered strawberries for Valentine's Day

Don’t miss With Candy Shop’s Chocolate Dipped Strawberries! Check out their facebook page for more information.

Local Candy Shops


Valentine’s Day Live Music

The Deloreans at Precarious Beer Hall

For an out-of-the-ordinary Valentine option, don’t miss The Deloreans live at Precarious. This all 80’s show band from Hampton Roads, Virginia . They are a local-favorite, high-energy band offering some of your favorite retro cover tunes.

The Groove Cats at Cogan’s Deli & Sports Pub

If blues are more your thing, check out The Groove Cats who put a fresh spin on the traditional blues genre. Their style reflects a diverse combination of rock, funk, and jazz with and infectious blues groove.



Valentine’s Day Dining in Williamsburg

Just about any restaurant could be the setting for your Valentine’s dinner, but why not splurge for something truly special?

Waypoint Seafood & Grill is celebrating Valentine’s Day all weekend. Join them on the 14th for a la carte dining in a romantic setting featuring Smoked Tuna Belly Amatraciana, Wood Grilled Kobe Beef, Dark Chocolate Stout Cake, plus special romance-themed drinks. On Sunday, Feb. 16, 2020, don’t miss their Chocolate Lover’s Brunch offering crab, lobster, shrimp, and scallops plus delicious appetizers and decadent desserts. Reservations are suggested. Located at 1480 Quarterpath Road in Williamsburg, Virginia. Learn more.

Other Romantic Williamsburg Restaurants


Romantic Williamsburg Weekend

Café Provencal at the Williamsburg Winery – is offering a special menu from Feb. 14-16 2020 in honor of Valentine’s Day. The french-inspired selections include caviar, confit duck, lamb tartare, lobster tail 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 Valentine’s Day Escape Package at Wessex Hundred, a one-night couple’s retreat that pulls out all the stops . Enjoy a one night stay in their Tradition Room, with king-sized bed and wood-burning fireplace. The package also includes wine tasting for two, a welcome bottle of wine, artisanal chocolates, and a continental breakfast. You’ll also enjoy a $100 dinner voucher for Café Provençal for a fairytale Valentine’s Day that will not be forgotten.


Williamsburg-Themed Romance

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!


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. 8 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.

Additional Details


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. Friday, February 14, 2020 at 5 PM – 10 PM at 4919 Courthouse St. in Williamsburg’s New Town.

axe republic axe throwing entertainment venue in williamsburg virginia

For more information



Thanks for reading. All WilliamsburgVisitor.com content, articles, news updates, event calendars, Food Truck Tracker and Live Music Finder are always free!

LEAVE A REPLY

Please enter your comment!
Please enter your name here