Get more value from your next winter getaway to Boston & Cambridge! Book a 2-night stay at select hotels and enjoy a $100 prepaid gift card and a $25 Legal Sea Foods gift card to use during your trip. Offer only valid on new stays that conclude on or by March 15, 2024.


Valentine's Day in Boston

Feel the love in and around Boston for Valentine’s Day 2024, and during the entire month of February! Celebrate with a candlelight dinner in the city or enjoy a take-out dinner for two. Want to make it an experience? Indulge in a romantic overnight stay somewhere new or catch a show. Take advantage of our Winter Promotions and enjoy a $100 prepaid gift card and a $25 Legal Sea Foods gift card when you book a 2-night stay at select hotels! Or, grab your friends, your mom, your guys, your gals, and even grandmother to celebrate Galentine’s Day. There is something for everyone to spread the love.

South End Love Mural photo: Courtesy of South End Business Alliance and Glenn Klein

Things to Do for Valentine's Day

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57 Date Ideas In Boston

  • 6 min read

Dating can be hard, and organizing the perfect date can be even harder. But don't worry because we've got you covered! Whether you're looking to get out of your comfort zone with a new date idea, visiting Boston for the…


Boston’s Best Galentine’s Day Ideas

  • 1 min read

Popularized by the hit TV sitcom, Parks and Rec, ‘Galentine’s Day’ is celebrated every year on February 13th. This modern special holiday redirects the romantic couple focus of Valentine’s Day to a celebration of…

Sunset Tour with Helicopter Tour Boston Feb 21

See all the sights in this one special tour of metro Boston and beyond. You and your friends will fly high above our world-class city and enjoy the skyline of Boston. Downtown Boston: Dorchester Gas Tank, Logan Airport, Seaport District, Federal Court House, Ft. Point Channel…

Valentine's Day Helicopter Tour Feb 21

Experience a romantic adventure in the heart of Boston with our exclusive Valentine's Day Helicopter Tour. Soar above the city lights, explore the iconic Boston Harbor Islands, and create unforgettable memories with your special someone. Package inclusions Private Helicopter Tour…

Boston Wine & Food Festival Feb 22

The Boston Wine & Food Festival features an array of events that will ignite your senses and lure you out of the house this winter! Join us at the Forbes Five-Star and AAA Five Diamond Boston Harbor Hotel for an annual celebration. Experience themed weekends, intimate…

Romantic Places to Stay

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10 Cozy Hotels To Visit In Boston This Winter Jan 20

Whether it's your first time or 12th time in Boston, Boston never gets old. As one of the country’s most incredible hubs for history, music, and food, there will always be endless things to do in Boston’s vibrant community – helping you heat up the colder winter months…

Pineapple Pup Plus One Package

Pup-parents can celebrate Valentine's Day with Staypineapple's special Pup Plus One offer. Simply book our Pineapple Pup Package…

Where to Eat for Valentine's Day

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Top Cozy Bars and Restaurants in Boston

  • 1 min read

We get it, Boston’s winter months can sometimes bring the winter blues, but that shouldn’t keep you in your home or hotel room. We’ve gathered a list of the best bars and restaurants featuring cozy bars, fireplaces…

  • 793 Boylston Street
  • (617) 536-6300

Celebrate Valentine's at Abe & Louie's and enjoy our exclusive Valentine's menu, available from February 9th to February 14th. Appetizers: Roasted A5 Atlantic Coast Oysters (6) wagyu renderings, black truffle, gremolata Slow-Baked Beet Salad whipped goat cheese, toasted…

  • 541 Tremont Street
  • (617) 423-0069

Calling all lovebirds! This Valentine's Day head to The Beehive for five days of romantic fun. On February 14th, we're serving up a special three-course prix fixe dinner menu that will kiss your taste buds. And to set the mood, we'll have live music playing all night long... But…

  • 710 Boylston Street
  • (617) 933-4800

Join us at City Table this Valentine's Day and indulge in our exclusive Valetine's Day menu! Valentine's Day Menu Appetizers: Cognac Beef Steak Tartare 29 topped with chives, shallots & runny egg yolk, served with toasted ​bread Smoked Red Thai Curry Mussels 23 smoked red…

  • 215 Charles Street
  • (617) 224-4004

Unlock a unique Valentine's Day at CLINK., The Liberty Hotel's restaurant in a historic jail setting. Indulge in a curated menu for a romantic evening blending history and love. Reserve your spot for culinary delight and ambiance like never before. $125 per person

  • 75 Arlington Street
  • (617) 357-4810

Reserve your table today and enjoy a special 3 course Prix Fixe Valentine's Day dinner at Davio's Northern Italian Steakhouse, available only on February 14 from 4-11 pm. $135 per person MENU: ANTIPASTI (Choose one) Maine Lobster Bisque *Chilled Oysters, Prosecco Mignonette…

  • 250 Granite Street
  • (781) 843-4810

Secure your table at Davio's Northern Italian Steakhouse this Valentine's Day and enjoy a romantic 3 course Prixe Fixe dinner, only available from February 14 to February 17, 2024. $95 per person ANTIPASTI (choose one) Maine Lobster Bisque Braised Beef Short Rib Tortelloni, Cacio…

  • 26 Fan Pier
  • (617) 261-4810

Enjoy a special 3 course Prix Fixe Valentine's Day dinner at Davio's Northern Italian Steakhouse, available only on February 14 from 4-11 pm. $135 per person MENU: ANTIPASTI (Choose one) Maine Lobster Bisque *Chilled Oysters, Prosecco Mignonette, Horseradish *Hamachi, Granny…

  • 1236 Dorchester Avenue
  • (617) 265-4490

Join us at Dbar this Valentine's day and enjoy a special 4 course menu, only available on February 14th.

  • 138 Street James Avenue
  • (617) 585-7222

Back Bay’s OAK Long Bar + Kitchen and chef de cuisine Izzy Buasier will serve a three-course Valentine’s Day Prix Fixe menu ($100pp) on Wednesday, February 14th from 4 to 10 p.m. in addition to the regular dinner menu. OAK’s historic dining room is one of Boston’s most romantic…

  • 99 Blackstone Street
  • (857) 758-4285

Create memories with us this Valentine's Day at the Rose Town Kitchen & Bar and indulge in some of our specials for the night. Drinks: Swipe Right - absolut chamboard, absolut strawberry, sprite, chambord, orange twist 18 Smitten Sangria - sparkling cranberry 16 Dinner: Surf &…

  • 120 Kingston Street
  • (617) 936-3079

Enjoy a romantic Valentine's day dining experience at Stillwater featuring the Chef's exclusive Valentine's Day menu, available only from February 14 to February 17. $160 per couple

  • 65 Seaport Boulevard

Join us from 2/12-2/17 to enjoy our specially priced Prix-Fix menu, with your loved one this Valentine's Day at Vela Seaport. Our special menu includes three courses off of our dinner menu, plus a glass of prosecco with an option to upgrade to a bottle for the table to share in…

  • 800 Boylston Street
  • (617) 544-3535

Love is in the air! Treat your special someone to a Valentine's Day meal high above the heart of Boston at The Beacon bistro. Your Valentine's Day package includes a priority entry ticket, two beverages, one appetizer, one entree and one dessert from our prefix menu (shown…

Pet-Friendly Hotels

Boston is the perfect place for you and your best friend. Search our listings for the top hotels for you and your pet.

Pet-Friendly Activities

Whether you're dining, shopping, exploring the city's green spaces, or grabbing the perfect pint – we've gathered our list of the best pet-friendly activities in Boston.