Our Top Staycation Spots this Valentine’s Day

Updated: Jan 9

Treat your valentine to some R&R and a change of scenery. WhatsupFairfield’s top staycation picks for the winter weather.

The Mayflower Inn

Mayflower Inn & Spa

A property within the Auberge Resorts collection, the Mayflower Inn and Spa is one of the most luxurious stays in Connecticut. Upstate in Washington, the hotel boasts sophisticated charm with a warm New England feel. From incredible suites with mini-libraries - to modern guestrooms - soak in the luxury of a lavish English country house with three standalone cottages.


For Valentine’s Day - dine in the Garden Room or Tap Room then clink glasses before heading to THE WELL - the property’s renowned spa.

The Mayflower Inn features the finest dining with ingredients from local Connecticut farms prepared with an English flair featuring Chef Bloomfield at the helm (awarded “Best Chef: New York City 2014” by the James Beard Awards).

WhatsupFairfield Mayflower Inn

Madison Beach Hotel

The Madison Beach Hotel is an elegant spa resort on the coast of Connecticut overlooking the Long Island Sound. Its close proximity to downtown Madison and beachfront spa makes it a great pick for a Valentine’s Day staycation.


The property features trendy New England aesthetics and amenities like a 24-hour fitness center to let you work and play. Unique to the Madison Beach Hotel, all rooms offer beautiful views of the Long Island Sound which you can admire from your own furnished porch.

The Madison Beach Hotel

For Valentine’s Day - enjoy an elegant meal at The Wharf. The Hotel offers a celebration accommodations package year round including: overnight accommodations, sparkling wine, chocolate dipped strawberries and continental breakfast.


The Whaler’s Inn

Right in the heart of downtown Mystic, The Whaler’s Inn is a premier boutique hotel just steps from the Bascule Drawbridge that oversees the Mystic River. The Inn features undeniable New England charm with 45 guestrooms within five unique buildings and award-winning hospitality.


With over 60-years of history the location is a wonderful spot to soak in all of historic downtown Mystic. Just steps away from The Whaler’s Inn - guests can enjoy shops and restaurants featuring local seafood and cuisine.

The Whaler's Inn Mystic WhatsupFairfield

The Spa at Norwich

From rejuvenating winter spa treatments to elegant rooms and villas - The Spa at Norwich is an incredible find in Norwich, CT. Enjoy dinner or lunch at Kensington’s Restaurant or Ascot’s Pub offering Italian, Asian and Mediterranean cuisine from Chef Lee Masten.

For the Spa’s day spa and overnight packages check out their website here.


Mystic Marriot is another great stay near historic downtown Mystic. Check out their Romance and Pride & Joy packages available for Valentine’s Day weekend. The hotel is newly updated beaming with coastal Connecticut charm and located in the submarine capital of the world. Minutes away check out one of the oldest steam powered cider mills for donuts and cider.

Mystic Marriot

Water’s Edge Hotel & Spa

The Water’s Edge Hotel and Spa is a luxurious stay overlooking the water with excellent on-site dining and ambiance.


If you’re looking for a romantic getaway this is it - featuring a full-service spa with couples massages.


While you won’t be breaking out your bathing suits to lay out, enjoy the indoor pool and bundle up for an incredible walk on the beach with views to match. Check out a couple beach shots from WhatsupFairfield here, here and here.

Water's Edge Resort & Spa WhatsupFairfield

Hyatt Regency Greenwich

If you haven’t been to the Hyatt in Greenwich in a while (outside of weddings, proms or corporate meetings) the hotel is certainly a relaxing retreat. For Valentine’s Day specifically, check out their discount package and special proposal package for anyone planning an “I do” this Valentine’s Day.

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