Martha’s Vineyard in February is peaceful, perfect month to give your Valentine a special experience, whether a romantic dinner, movie, ice-skating or shopping spree! Plenty to enjoy: Rose Coloured Glasses Concert (2/1); Sunday B Side Bites  (Sundays) Vineyard Museum; Full Moon Owl Prowl (2/1); Sheep-Shearing Shindig (2/7); Second-Sunday Jazz Concert (2/8); or Paint Your Partner’s Portrait (2/14). Stroll deserted beaches, hike gorgeous conservation trails, explore Chappaquiddick Island, then warm up at Offshore Ale, then cozy up at your hotel/inn/B&B! Even in February, it’s all here!


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Shake off your winter blues and head to North Adams for the annual WinterFest celebration taking place on February 14th from 10 am to 4 pm. Activities include Box Art and Bonfire with S’mores along Main Street, Free Skating at Peter Foote Skating Rink, the children’s winter carnival, the Artist & Crafts Market at Hotel Downstreet, horse-drawn wagon rides, the annual Chowder Cook-off (Friendly) competition! Visit www.facebook.com/natourism for updated full schedule for WinterFest and events times, and locations.

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Hearts, Holidays, History and New Beginnings, February is here! Take part in the Knox Trail’s 250^th Anniversary reenactment at the Framingham Centre Common 2/8. Attend the Danforth’s Spring Exhibitions opening reception on 2/7. Tap your toes at the 40th annual Joe Val Bluegrass Festival at the Renaissance 2/12. Saehae bok mani badeuseyo (Happy Lunar New Year!), celebrate at the Discovery Museum 2/14 or the EcoTarium 2/15. Make memories with your love at the Valentine’s Cookie Decorating Class 2/7 or Soap Making Workshop 2/15 at CraftRoots.



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Photo: Jamie Hiolmes

Nantucket is magic in February! Endless beaches, deserted hiking/walking trails island-wide. Visit 1,117-acre Coskata-Coatue, walk to Great Point Light as seals haul-out on the sand. Get exercise strolling Nantucket Conservation’s 9,000-acres of land parcels; don’t miss ‘Sconset Bluff Walk, a year-round treasure! Nantucket Hotel’s Burger Nights should not be missed! Enjoy The Drowsy Chaperone, JR (Bennett Hall, 62 Centre St) and get all over Nantucket with The Wave, fare-free for all 2026! Stroll quiet streets, beaches and trails, hike and cycle; shop, dine and take pictures!

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You’re invited to Salem’s So Sweet Chocolate and Ice Sculpture Festival February 6–8. A decadent tradition of delectable chocolate, sparkling ice sculptures, and Valentine’s Day shopping. Join Mass Audubon for the Joppa Flats’ Merrimack River Eagle Festival on February 14 starting at 9 am for a full day of fun indoor and outdoor activities that celebrate the return of the bald eagles. Learn about these magnificent eagles and other amazing raptors, and why our local habitat is so important to them. 

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February in Plymouth delivers a variety of heartfelt entertainment! The Spire Center  and Plymouth Memorial Hall provide the perfect setting to sit back and enjoy performances that include Comedy, Soul, Jazz, Classical, 60’s Rock & Roll, New England Americana, Country tunes, Lyle Lovett and Tribute Bands highlighting Streisand, Swift, and ZZ Top, 18 performances in all. To fully enjoy all that Plymouth offers visit SeePlymouth.com. Check out our dining pages for before and after dining experiences.


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Southeastern MA

February in Southeastern Massachusetts offers winter fun, school vacation adventures, and Valentine’s Day romance. Families can explore museums and attractions during February School Break, February 16–20, while couples enjoy cozy dining, wine tastings, and memorable date nights all month long. From seasonal events to romantic getaways, there’s something for everyone to enjoy this winter. Plan your visit, discover events, and find travel inspiration at  Southeastern Mass Visitors Bureau.

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There is not a more beautiful place to find romance with your sweetie than right here in the Berkshires! From completely immersive spa experiences at Canyon Ranch and Miraval, to boutique lodging like Tourists and Hotel on North, to cozy B&Bs like the Inn at Silver Maple Farm and Brook Farm Inn, share the feeling of being away from it all - together! Ah - candlelit dinners and fireside conversations after exploring one of our 30 towns and two cities gently blanketed in fresh snow. Sound perfect? It truly is - #intheBerkshires!

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Here you go for Revolutionary Valley: WinterFest in Lowell returns Saturday, February 28 from noon to 10 pm, kicking off a full year of celebrations for the city’s 200th anniversary of incorporation on March 1. This free, family-friendly festival brings music, art, food, ice carving, the soup competition, scavenger hunt, fire performances, a chocolate festival, local makers market, and more to downtown Lowell. Join the community in shaking off winter with fun, creativity and celebration.

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Central Massachusetts is a winter wonderland this February! From romantic Valentine’s Day dinner ideas and sweet local treats to cozy Galentine’s brunch inspiration, check out our guide: Celebrate Valentine’s Day in Central Massachusetts. For thrilling après-ski vibes off the slopes with craft drinks and cozy fire pits peruse Your Central Massachusetts Après Ski Guide, there’s something magical for everyone. Check out the dynamic Events Calendar for concerts, family fun, and cultural happenings all year long!



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Yeti or not, winter fun is calling! Greenfield's 104th Annual Winter Carnival on February 6-8 throughout Greenfield is the coolest winter tradition in Western MA! From jaw-dropping ice sculptures to the sparkling Parade of Lights, fireworks that light up the night, and family fun for all ages — it’s a weekend packed with sledding, ice skating, a K9 Keg Pull, and snow many memories waiting to be made. Snow day energy all weekend long! Find out more here.

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The Frostival Lodge furnished by Wayfair brings a cozy alpine escape to Copley Square beginning February 6. Designed with shoppable Wayfair décor and warmed by winter-inspired food and drinks from Eataly, the lodge hosts a packed calendar of events including trivia nights, live music, kids movie screenings with silent disco headphones, curling and cornhole, game nights, pasta-making classes, and Winter Games watch parties. Come enjoy the festive winter hub in the heart of Back Bay.



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Rest and recharge with a warm and cozy winter escape to the Cape! Sit fireside at a romantic inn or quaint B&B. Indulge yourself at a full-service resort. Take a brisk beach walk on a sun-filled day, or savor a spa experience. Explore hiking and biking trails, visit a brewery, and dine fireside. Find treasures in dozens of shops and art galleries. Fun winter events include the Cape Cod Boat Builders Show in Hyannis January 30-February 1, the always decadent Osterville Chocolate Fest on February 14 and the festive Cape Cod St. Patrick's Parade in Yarmouth on March 7. Book your stay today and warm up this winter on Cape Cod!

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February school vacation is the perfect time to escape to Western Mass, where winter fun meets hands-on learning and big-time thrills for kids of all ages. Families can explore the Springfield Museums, including the Amazing World of Dr. Seuss Museum, which offers special vacation-week activities, crafts, and interactive exhibits inspired by everyone’s favorite stories. Basketball fans won’t want to miss the Naismith Basketball Hall of Fame, where kids can shoot hoops, test their skills, and dive into the history of the game. Round out your trip with winter strolls, cozy dining, and scenic drives through snow-dusted towns—Western Mass makes February vacation easy, affordable, and unforgettable.

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Photo: Winterfest by Lynne Graves.

Warm up your soul at the Silver Chord Bowl a cappella showcase. Hop on a horse-drawn carriage (or strap on your ice skates) at Winterfest. Marvel at luminaria during the Fire & Ice Festival. Ready to move indoors? Catch the Cirque Flip Fabrique on the UMass Amherst campus, or a live concert from Keb’ Mo’ on Northampton’s historic Academy of Music stage. Whatever your adventure, you’ll warm up to winter in Hampshire County!



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Enjoy winter charm across North Central Massachusetts this February! The region buzzes with family-friendly fun, winter school-vacation shows, magic acts, and creative art workshops. Outdoor explorers can hit scenic trails for cross-country skiing, snowshoeing, skating, or winter hiking, while museums and cultural spots offer cozy indoor options. From scenic views to unforgettable experiences, there’s plenty to inspire you all month long in North Central Massachusetts!



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