9 Perfect Massachusetts Getaways!

The Bay State is home to some of the most luxurious, historical, scenic, and simply relaxing getaways in America. For a beach escape, head to Cape Cod. For a shopping extravaganza, head to Boston’s Newbury Street. The options are endless, and so is the fun. Relax, enjoy some pampering, and create a lifetime of memories at these 9 perfect Massachusetts getaways. 

Martha’s Vineyard

Catch the ferry from Hyannis Port or Woods Hole and you’ll soon find yourself in the middle of the Atlantic Ocean. Martha’s Vineyard is the perfect place for both activity and relaxation. Swim the beaches, jog along the rocky coastline, or treat yourself to a day at a spa. A stay at the Mansion House is an excellent way to indulge in true island living. The very best of Martha’s Vineyard—dining, theater, galleries, kayak or bicycle rentals—are all within walking distance. There is a spa on the premises, too. Their concierge provides a wealth of local information, including which restaurants you must sample during your island stay.

Nantucket Island

Board a different ferry in the aforementioned cities and you’ll soon find yourself on yet another Cape Cod island—this one with a very different feel. Rent a bicycle and check out the bike paths that take you everywhere you could possibly want to go on the island. One takes you around its entire perimeter. Stay at a bed and breakfast for the most authentic Nantucket immersion. Seven Sea Street Inn is located just north of Main Street, placing you in close proximity to shops, restaurants, and more. The year-round establishment has a very distinct New England feel and the owners will make you feel like you’re family. If it’s luxury you’re yearning for, the Jared Coffin House—with its sister-spa just a half mile away—might be the way to go instead.

The Berkshires

The name itself implies something a bit out of the ordinary. Those who have already visited the Berkshires know extraordinary is an excellent description of all the region offers. A stay at the world-renown Canyon Ranch will leave both your body and your mind feeling relaxed and fulfilled. Housed in the 100-year-old Bellafontaine mansion, guests partake of guided hikes and bicycle tours, spa services, healthy dining, and more. The region offers year-round beauty and activities including swimming, hiking, skiing, and boating. If you’re seeking a perfect Massachusetts getaway, you can’t go wrong with this destination.

Boston Waterfront

There’s something about a city with waterfront views. Boston affords visitors exactly that—and a whole lot more. A stay at the Boston Harbor Hotel on Rowes Wharf is the perfect introductory getaway to the city. The luxurious accommodations feature either a water view or that of the Boston skyline. The city and its many offerings are just steps—museums, dining, shopping—or a quick cab ride away.

Boston Theater District

Boston’s Theater District is comprised of an L-shaped area in the heart of the city, made up by Boylston and Tremont Streets. Within that span, a wealth of hotels, theaters, and dining options welcome visitors. All are within a very short walk of one another. Stay at the Ritz for a luxurious getaway and a taste of Boston history. The W Hotel Boston is elegant and distinctly un-Boston like in every way, and just a few steps from the Wang, Shubert, and Williams Theaters as well as the Charles Playhouse.

Newbury Street, Boston, MA

If “getaway” is synonymous with “shopping,” then a stay near Boston’s famous Newbury Street is the perfect kind of Massachusetts getaway for you. A walk down Newbury Street will find you window shopping—and likely making a few purchases, too—at some of the most stylish boutiques in New England, as well as upscale retail stores. Even the thrift shops on this street feature an eclectic mix of designer closet castoffs. A stay at the Westin Copley Place puts you within steps of all the fun. Even the adjacent mall is a shopper’s paradise.

The North Shore

Just a 40-minute drive from Boston is what locals call The North Shore. Comprised of a series of fishing towns, visitors can eat the freshest seafood in Massachusetts, go on a deep-sea fishing expedition, walk the beaches, and indulge in some of what old New England offers. A stay at Bass Rocks Ocean Inn in Gloucester means you’re just steps away from all this and more. Arrange to tour a local lighthouse or play a round of golf, then come back and relax in the heated pool and hot tub.

Witch Way Should You Go?

A getaway to Salem, Massachusetts puts you in the heart of the Salem Witch Trials, and even if you don’t visit near Halloween, there’s plenty of witch-talk (and action) in play. Salem is home to rich Massachusetts history, museums, restaurants, shopping, and more. The Salem Inn, a boutique hotel with just 40 rooms, puts you within steps—or a very short car ride—to all of it. The innkeepers will set you up with a walking tour of the city or directions to the nearby Peabody-Essex Museum. You’ll begin your day in the inn’s breakfast room, which will fuel you up for a day of fun.

Provincetown, MA

At the southern-most tip of Cape Cod, visitors will relish a getaway in Provincetown. The beautiful, year-round destination is rich in culture and New England charm. Visit a lighthouse, take in a performance at the Provincetown Theater, and be sure to check out the exhibits at the Provincetown Art Association & Museum. On Commercial Street, you’ll find a colorful array of shops and eateries to satisfy both discerning and casual diners and shoppers. The Crowne Pointe Historic Inn & Spa will make your stay beyond comfortable. Housed in a fully restored sea captain’s estate, the accommodations sit on a bluff, overlooking the pristine beaches Cape Cod is known for. Add to that some fine dining and Exclusively Kiehl’s Shui Spa, and your getaway is complete.

Share your favorites!
Massachusetts Search
Best Things To Do Near You
Best Things To Do Near You

Exhibiton - Julian Opie

10:00 AM
Krakow Witkin Gallery, Boston, MA
Learn More

Tiny Art Show

10:00 AM
Beaman Memorial Public Library, West Boylston, MA
Learn More
Show More
Best Places To Go Near You
Best Places To Go Near You
123 Union Avenue, Framingham, MA
Mission StatementThe Danforth Museum and School of Art actively engages its communities within an intimate environment to experience, create, and c... Read More
686 Worcester Rd, Framingham, MA
About Opened in August of 2002 by two local women, Lori Karlsson and Maya Elisayeff, Whimsy represents the realization of their dreams and visions... Read More
61 Shrewsbury Street Route 140 North, Boylston, MA
The Cookie Club is the creative side business to Wicked Good Cookies where kids can choose and entirely make their own selection of biscuity treats... Read More
239 Concord Road, Marlborough, MA
FIELDS: The 2 Ghiloni Park fields (Dirico & Vietnam Veterans) serve as Multi-Purpose Fields. Inquire at the Recreation Department about hosting... Read More
180 Hemenway Road, Framingham, MA
The mission of New England Wild Flower Society is to conserve and promote the region’s native plants to ensure healthy, biologically diverse ... Read More
280 Eliot Street, Natick, MA
An expansive retreat along Indian Brook and the Charles River, Broadmoor is an ever-changing environment teeming with wildlife: dragonflies darting... Read More
After suffering her first bout with cancer in 2002, Pam Manikas Washek decided to turn her pain into purpose by helping others experiencing similar... Read More
2 Southwick Street, Mendon, MA
The Southwick Story It all started 200 years ago The Southwick homestead dates back over 200 years to 1803. As a working farm with dairy cows, the... Read More
1000 Main Street, Shrewsbury, MA
History: Ski Ward Ski Area, once known as Ward Hill Ski Area and formerly Union Hill, has been in operation since 1939 and is one Think Snowof the ... Read More
3 Boston Rd, Sutton, MA
Posies N' Presents proudly serves the Sutton area. We are family owned and operated. We are committed to offering only the finest floral arrangemen... Read More
336 Sugar Road, Bolton, MA
Ed and Brenda Laquidara have spent their entire lives working with animals, from farm animals to exotics. In 1997, Ed and Brenda turned their hobby... Read More
250 North Great Road, Lincoln, MA
Minute Man National Historical Park is located 22 miles outside of Boston within the towns of Lexington, Lincoln and Concord, Massachusetts. The pa... Read More
Show More
Select a Massachusetts town to find
the Best Things-To-Do and Places To Go around you
Nantucket County