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Trifecta Four Seasons tea
Photograph: Courtesy Trifecta/Four Seasons, One Dalton Street

Most romantic staycations in Boston

Boston has so much to offer, book a getaway to rediscover the city.

JQ Louise
Written by
JQ Louise

When you cannot spare the time off, why not book a staycation? Boston has so much to offer, sometimes we forget to explore our own backyard. This winter, avoid cabin fever and book a romantic stay at one of Boston’s top hotels for the perfect couple’s getaway, right in the city. And while you’re at it check out some of our most romantic bars and restaurants and even perhaps one of Boston’s chic speakeasies! Whether you are celebrating an anniversary, birthday, Valentine’s Day or just simply the joy of being together, a staycation is always a treat. These are the best hotels to book in Boston for a romantic staycation in Boston this season.

Best staycations in Boston

  • Hotels
  • Boutique hotels
  • Back Bay

Celebrate your love with a romantic getaway at The Eliot. Treat your special someone with the “Romance Package”. Spoil yourselves with champagne and chocolate-covered strawberries before enjoying a delicious meal at UNI. And in the morning, start the day leisurely with a guaranteed late check out at 2pm. 

The Romance Package includes:

  • One night in a one-bedroom suite
  • Champagne and strawberries dipped in chocolate
  • Continental breakfast buffet for 2 in UNI
  • Overnight valet parking
  • Late checkout at 2pm
  • Guaranteed reservations at UNI Restaurant
  • Based on availability. Cannot be combined with any other offers or discounts. Contact hotel directly at 617-267-1607or to check availability and to book this package. 

Rates from  $ 459


  • Hotels
  • Downtown

For the couple who wants to spend a weekend downtown, book a stay at the Godfrey Hotel. Located in the heart of the Theater District the Godfrey is a smart, affordable choice any time of year. But this winter it is especially a fun option because Hamilton is playing at the Boston Opera House right next door and there are plenty of cozy restaurants to snuggle up in on cold nights.

One worth checking out is Boston Chops. This South End staple has an edgier downtown outpost that is just the place to meet a date for drinks before heading to a show or a place for dinner during your staycation at the Godfrey.

  • Hotels
  • Beacon Hill

Seamlessly blending historic charm with a refined, understated luxury, The Whitney is a stylish oasis located just on the edge of Boston’s Beacon Hill neighborhood. If you’re looking to stay somewhere in the city where you can be relaxed and comfortable while being immersed in Boston's heritage, this is the choice for you. 

Perched at the top of Charles Street, this boutique hotel is just the place to stay if you are looking to rediscover your own backyard. The Whitney’s Love Suite and Boston in Love Romance Package invites couples to celebrate with special amenities including heart-shaped balloons, one dozen long-stemmed roses, indulgent locally-sourced chocolates, champagne and more. The team is also happy to book you other luxe experiences like a helicopter tour of Boston or spa treatment for two. Whether you book for Valentine’s Day or not, this is a worthy splurge this winter.

  • 5 out of 5 stars
  • Hotels
  • Boston
  • price 4 of 4
  • Recommended

Last but not least, if luxury is what you are after, check out the Four Seasons One Dalton in the Back Bay. They are celebrating Valentine’s Day all month long with their Embrace Love initiative. Start with the Embrace Love Cocktail Tasting Experience at the trifecta Lounge. Trifecta is embracing love this winter with a fun cocktail tasting. Enjoy three craft winter cocktails highlighting Velo Vodka, a local woman-owned distillery from South Boston, alongside a la carte entrees and specialty desserts. The tasting experience is offered from February 14 to March 14, 2023. Space is limited with a maximum of six people per booking.  Reservations are required and can be made by booking here. And besides enjoying the lush accommodations, stunning spa and sweeping views from the Four Seasons One Dalton, the hotel invites guests to share the love from One Dalton by sending family and friends a custom designed Embracing Love postcard. The custom postcards will be available for all guests in the Hotel lobby from February 10 to 19, 2023.

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