Enjoy A Special Valentine’s Day in Washington

Join us in celebrating Valentine’s Day in Washington! This time of the year brings many opportunities to share something special with your loved ones – or to simply pamper yourself. We have put together a festive itinerary of all things indulgent, sweet, and romantic for a memorable Valentine’s Day.

Love in the Country

What could be more romantic than a weekend getaway or a staycation at the Mayflower Inn? Experience the ultimate spa experience and indulge in sublime R&R. Their Valentine’s Day in the Countryside experience features an unforgettable meal from Inspiring Chef Cortney Burns, a limited-time treatment experience from holistic wellness destination, THE WELL, or a new adventure with your partner through our one-of-a-kind on and off property experiences.


Make it Personal

A sentimental gift for that special someone is a Valentine’s Day tradition. Our local shops have one-of-a-kind collections that will impress even the most jaded Valentine. A unique scent from DK Schulman Design, Astier de Villatte incense from Pergola to set the mood, a charming accessory from Five Janes, or a love story from Hickory Stick Bookshop – let us count the ways to delight!


Make it really personal with a monogrammed pajama set or cozy embroidered robe from Best Monogram. For something truly special visit the collection of fine and period jewelry at Hays Worthington, a gem of a shop in New Preston Village. While you’re there, peruse all the lovely finds at the village’s renowned “Street of Shops.”


“My idea of a romantic way to spend Valentine’s Day is to go on a beautiful hike with your loved one, followed by a boxed lunch picnic, only to find inside a beautiful Valentine’s Day piece of jewelry from Hays Worthington!” – Claudia DiFabrizio

Give the gift of the ultimate in self-care with a LOVE-ly custom gift box from Byrde + the b – or BYRDEMAN for the favorite gentleman in your life. Complete with essentials for hair, skin, and nails along with a gift card for a service of their choice this is the perfect pampering present.

“Build your Valentine a LOVE-ly box at Byrde + the b and BYRDEMAN” – Scott Bond

And something sweet is always a good idea! Dessert from The Smithy Cafe at 9 Main or The Po Cafe with a bottle of local wine from our very own Hopkins Vineyard!



Treat Each Other

Treat yourself and your Valentine to a full service skincare, hair, and nails experience at Byrde + the b. Or visit the Altorelli Med Spa to experience a Deep Tissue or a Hot River Stone massage to truly relax! For more, view our listing of Washington’s spas and salons.

“A cozy, romantic meal at home with take-out from one of our amazing restaurants, a streaming jazz concert, a bottle of bubbly, and lots of bonbons.” – Explore Washington


Finish off the romantic weekend with your favorite takeout from Community Table, The Owl Wine & Food Bar, GW Tavern, or The White Horse – or dine-in by the fire! Take a look at the complete list of restaurants in Washington. And of course, Sweeets offers vintage throw-backs and hard-to-find candy for the perfect sweet indulgence.

Photo credit: @sweeetsct

Family Love

Make it a festive weekend with the kids! Take a hike or a drive around Lake Waramaug to get a glimpse of Washington’s serene winter views or go ice skating at the Frederick Gunn School’s Sunday Family Skate. If the warm cozy indoors beckons, pick up a set of puzzles from The Hickory Stick Bookshop or Washington Supply Company. To end the weekend, pick up a cake from The Po Cafe for a sweet indulgence, but of course!


It’s no doubt there’s been quite a history of love and romance in Washington. New Preston’s quirkily named “Flirtation Avenue” suggests romance was in the air centuries ago. And these sweet, charming vintage Valentine’s Day cards, shared with us from the collection of the Gunn Historical Museum, harken to many sweet Valentine’s celebrations long ago.

Wishing you a Happy Valentine’s celebration!

Gunn Historical Museum
Gunn Historical Museum

How will you spend your Valentine’s weekend?

Tag us @explorewashingtonct