Romance comes naturally in Williamsburg, Virginia, known as America’s Historic Triangle. Embark on a journey where storied inns, indulgent dining, and entertaining activities create the ideal setting for discovering something new with someone you love. Whether you’re celebrating decades together or just getting to know each other, there are plenty of ways to sip, savor, and explore this Valentine’s Day – or any time of year.

Couple at Spa Colonial Williamsburg

Romantic Stays

Williamsburg Inn

In the heart of Colonial Williamsburg, the luxurious Williamsburg Inn is a favorite for couples seeking an elevated kind of quality time. Previous Valentine’s Day offerings have included a specially themed Afternoon Tea, complete with a selection of freshly baked scones, tea sandwiches, pastries, and live Irish harp music. Inquire about reservations for the pre-fixe Hearts & Arrows Dinner, typically held in the Terrace Room.

Influencer - Tonya Parker - Williamsburg Inn

A Williamsburg White House Inn

A top-rated bed-and-breakfast on a gorgeous historic estate, A Williamsburg White House Inn offers nine elegant rooms and suites. Ask about Valentine’s Day specials, seasonal discounts, or getaway packages for birthdays and anniversaries. There’s Champagne upon arrival, and special touches (think flowers and chocolate-dipped strawberries) are available to make your stay special.

Spa Time for Two

Spa of Colonial Williamsburg

A perfect combination of romance and pampering, the classic couples massage at the Spa of Colonial Williamsburg is an excellent way to spend quality time together. Choose between 60 or 90 minutes of relaxing massage and get ready for pure bliss.

Influencer - Leslie and Martina Johnson - Spa of Colonial Williamsburg

Share-Worthy Sips

Williamsburg Winery

If varietals are the spice of life, then Williamsburg Winery has plenty in store for a special Valentine’s Day feast. At Gabriel Archer Tavern – known for its idyllic vineyard views and farm-to-fork fare – past Valentine’s Day features have included a three-course meal with an optional wine pairing. Also inquire about the winery’s Galentine’s specials, which have been known to pair wine favorites with Virginia’s Finest Chocolates by Mary for a decadent experience.

Williamsburg Winery

Copper Fox Distillery

Toast to your relationship with a locally made beverage or two – Williamsburg has plenty of master crafters and brewers. Couples can tour Copper Fox Distillery and sample signature whiskey before slipping away to the speakeasy lounge.

Silver Hand Meadery

Those who can’t decide between chocolate or roses can head to Silver Hand Meadery for the mead and chocolate flights. The honey- and mead-tasting experience is perfect for sweethearts.

Mobjack Bay Coffee Roasters & Column 15 Coffee

Coffee lovers have their choice of stepping back in time at Mobjack Bay Coffee Roasters (where the pastries are worth sharing) or opting for a more contemporary cuppa with a nitro cold brew at Column 15 Coffee.

Yorktown Cafe Couple walking

Memorable Events & Experiences

Revolution Golf and Grille

Your last relationship wasn’t exactly a hole-in-one? Chase away the blues with ‘80s music at Revolution Golf and Grille’s annual Anti-Valentine’s Party. Expect tunes from bands like U2, The Smiths, Morrissey, and – apropos for anyone happy about ditching the fighting – The Clash. Hit a few balls to blow off some steam or take a chance at meeting someone new.

Wagsters Magic Theatre

Leave your date breathless at Wagsters Magic Theatre, Williamsburg’s only professional magic show. The Wagsters – husband and wife team Brandon and Hannah Lynne Wagster – present spectacular illusions, breathtaking sleight of hand, mind-reading, heartfelt stories, and daring escapes to deliver a unique one-of-a-kind experience. Prepare to be spellbound from the second the curtain opens to the final jaw-dropping moment.

Go Ape Zipline & Adventure Park

Get your hearts racing and adrenaline pumping by giving a gift card to Go Ape Zipline & Adventure Park. Couples into sharing adventures will go ape for exciting dates like ziplining, ax throwing, or the outdoor problem-solving challenge of Forest EscAPE.

Go Ape! Zipline Treetop Adventure

Guided Tours to Treasure

The Original Ghost Tour

Into experiences and not “things?” Make memories on a guided tour by wandering hand-in-hand through Williamsburg’s legendary streets on Virginia’s oldest Ghost Tour, The Original Ghost Tour. The expert guides bring the city’s haunted history and eerie colonial legends to life in a romantic and thrilling night of supernatural fun that’s very likely to bring you closer together.

Taste of Williamsburg Food Tour

The Taste of Williamsburg Food Tour is perfect for couples who share a love of good food. Participants visit as many as eight establishments to taste, nibble, and sip their way through downtown Williamsburg. During your journey, you’ll hear about the people, events, and culinary treats that made Williamsburg the most important historical town in America.

Couple eating at Restaurant

More Ways to Celebrate Valentine’s Day

Discover more Valentine’s Day experiences and plan the perfect romantic escape to Williamsburg. Don’t forget to lock in your reservations at the area’s best romantic restaurants!