15 Best Romantic (Weekend) Getaways in Massachusetts

Written by Jan Meeuwesen
Updated on
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Massachusetts, the small New England state made famous by Harvard, Boston, and movies like Good Will Hunting, has a lot of character jam packed into its mere 10,554 square miles.

For your next romantic getaway, grab your partner and explore all the charm and beauty this Northern state has to offer. Whether you want to whisk your loved one away to a coastal town, hide away in the woods, or gaze out at the city lights of Boston, this destination is sure to exceed your expectations.

Check out our list for the best 15 places to stay for a weekend surrounded by romance in Massachusetts.

1. Martha’s Vineyard Resort and Hotel

Martha’s Vineyard ResortSource: marthasvineyardresort
Martha’s Vineyard Resort

Stay in one of the “Top 25 Resorts in the United States” according to Conde Nast Traveler when you visit Martha’s Vineyard Resort. This relaxing oasis helps you forget about all the stresses of daily life. Whether you want to soak up the outdoor life—sailing, biking, golfing, and fishing—or you’re looking to wind down with a good book on the porch, Martha’s Vineyard Resort is perfect for you and your loved one.

Stroll to the beautiful beaches, quaint shops, art galleries, and restaurants in only ten minutes from this destination. When you stay at Martha’s Vineyard, you can put your feet up and leave the rest to the hotel.

Website: http://www.marthasvineyardresort.com/

2. Fifteen Beacon Hotel – Boston

Fifteen Beacon - Romance PackageSource: xvbeacon
Fifteen Beacon – Romance Package

Live the glamourous life at Fifteen Beacon Hotel in Boston. At this luxurious destination in the heart of downtown, you will have this historic city at your fingertips, and then be able to come back to pure comfort and indulgence.

Wrap yourself in a cashmere throw, or warm up by the gas fireplace with your loved one and sip on a bottle of complimentary champagne, offered in every room. This hotel is the epitome of elegance, and you will get pampered every step of the way.

If you want to stay in, Fifteen Beacon has got you covered. Dine at the hotel’s supreme steakhouse, aptly named Mooo, or order your filet mignon directly to your room with room service! Slicing into a tender steak while in your robe with the city skyline as a backdrop? Sign me up!

Website: http://xvbeacon.com/

3. Harbor Light Inn – Marblehead

Harbor Light Inn – MarbleheadSource: expedia
Harbor Light Inn – Marblehead

Deemed “One of the USA’s Most Romantic Inns” by the New York Times, we had to include the Harbor Light on our list. This Inn located in one of Massachusetts’s few remaining true seacoast towns offers guests a uniquely cozy experience.

The historic atmosphere of the Harbor Light Inn resembles a flashback into 18th century luxury, adorned with chandeliers, brasswork, hand carvings, pine floors, and vintage paintings. Relish the warmth of the Harbor Light Inn when you stay in one of its guest rooms, decorated differently than every other guest room.

Choose one of the rooms with a double Jacuzzi, fireplace, and sundeck for your romantic getaway. When you stay at the Harbor Light, you’ll wake up to a hot and extensive breakfast buffet, with a fresh salmon platter and crème brûlèe French Toast among other treats.

Website: http://www.harborlightinn.com/

4. Inns of Rockport

Rockport Inn and SuitesSource: rockportinnandsuites
Rockport Inn and Suites

Just an hour north of bustling Boston, the Inns of Rockport offer guests a scenic getaway on the water. This small and peaceful seaside village is home to unique shops and fresh seafood.

Explore Rockport with your loved one in one of these 25 Massachusetts bed & breakfasts, cabins, and inns. Try the Captain’s House for oceanfront lodging, grilling facilities, and continental breakfast. Or maybe you’d like to cozy up more in the quaint Seafarer Inn. At this location, couples can relax in the warm and inviting atmosphere of this charming bed & breakfast. Take in the ocean air on the Seafarer’s wrap-around porch, or experience the beach life itself within walking distance of the Inn.

Website: http://www.innsofrockport.com/

5. Langham – Boston

Langham – BostonSource: langhamhotels
Langham – Boston

This British-themed hotel dating back to 1865 is full of charm and class. Formerly the Federal Reserve Bank of Boston, this historic landmark has been converted into a prime symbol for hospitality and luxury. Stop by the Langham in Boston to tune into some intimacy with your loved one.

Just out the door, you’ll have full access to all of Boston’s glory. In just three blocks from the Langham, guests will find the pristine waterfront where the Boston Tea Party once changed American history forever. Four blocks from the hotel is the city’s famous Faneuil Hall marketplace with delicious cream pies, lobster rolls, and must-have souvenirs.

Inside the Langham’s doors, couples stay in one of 318 guest rooms with a guaranteed view of the city skyline. Dine at the hotel’s restaurant, The Reserve, whipping up polished New England cuisine with a British twist. And every Saturday, give in to your cravings with the Saturday Chocolate Bar. This amazing and very real concoction features more than 100 chocolate dessert combinations with the goal to evoke sight, smell, sound, touch, and taste.

Website: http://www.langhamhotels.com/en/the-langham/boston/

6. The Wauwinet – Nantucket

WauwinetSource: wauwinet

There once was a man from Nantucket…

Check out this seaside refuge on Nantucket Island, Massachusetts, the next time you want to rekindle the romance. The stunning waterfront mansion exudes charm and sophistication, making it an ideal destination for relaxation.

At the quintessential “Spa by the Sea,” you and your special someone can pamper yourselves in ocean-inspired treatments. Detoxify your body with the Salt Polish or rejuvenate your skin in an Algae Wrap (better than it sounds). At the Wauwinet, your comfort is the main goal.

Website: http://www.wauwinet.com/

7. ShoreWay Acres Inn – Falmouth

ShoreWay Acres Inn – FalmouthSource: shorewayacresinn
ShoreWay Acres Inn – Falmouth

Catch a glimpse of the real Cape Cod life at this beach oasis in Falmouth, Massachusetts. This historic inn was originally constructed in 1806 and survived eight separate attacks by the British during the War of 1812. Now after a decades-long preservation project, the ShoreWay offers a choice of contemporary or traditional accommodations in its 80 guest rooms for a relaxing weekend away.

Recluse in the hominess of the ShoreWay, where you and your significant other can join in on summertime Lobster Clambakes in “The Lawn” behind the Inn. The traditional Lobster Clambakes are a Cape Cod staple: soft shell steamer clams, 1.25 pound whole lobster, corn on the cob, Portuguese Linguica sausage, and sliced watermelon. You might want to wear some stretchy pants for this one.

Website: http://www.shorewayacresinn.com/

8. Stonehedge Inn & Spa – Tyngsboro

Stonehedge Inn & Spa – TyngsboroSource: stonehedgeinnandspa
Stonehedge Inn & Spa – Tyngsboro

As the owners say themselves, the Stonehedge is “close to Boston, yet worlds away.” This classic country inn gives guests a romantic backdrop for a cozy and intimate weekend away from the hustle and bustle of the week. Tucked away in the New England woods, the Stonehedge is renowned for its Wine Dinners, Craft Beer Dinners, and traditional local cuisine.

Turn up the heat a few notches with “Romance under the Stars” Package at the Stonehedge Inn. With this deal, you and your loved one will get a bottle of champagne, a dozen red roses, a private spa treatment, dinner for two in the hotel’s restaurant or in the privacy of your room, breakfast for two in bed, and a suite that includes a Jacuzzi, fireplace, and porch.

Website: http://www.stonehedgeinnandspa.com/

9. Surfside Hotel & Suites – Provincetown

Surfside InnSource: surfsideinn
Surfside Inn

Just as it sounds, the Surfside Hotel in Provincetown, Massachusetts provides guests with an oceanfront, relaxed, and casual oasis in New England. This destination will bring you right to the sand and surf of Cape Cod.

With a heated outdoor salt water pool, complimentary deluxe hot breakfast, a private beach for guests, and deals such as the “Whale Watching” Package, you may never want to leave the Surfside.

Dine on the water at one of the many surrounding restaurants, such as The Lobster Pot—known for, you guessed it, everything lobster. Start with the Lobster Avocado Cocktail, or maybe the Lobster Arancini if you’re in the mood for something hot. Save up your appetite for the Lobster Ravioli Alfredo or the Lobster & Clam Cakes Royale. Or if you just want that pure New England taste with no frills, you can’t miss out on the Boiled Lobster, offered at 1, 1.25, 1.5, 1.75, and 2 pounds each.

Website: http://www.surfsideinn.cc/

10. The Berkshires of Western MA – Plymouth

Berkshires GardenSource: berkshires
Berkshires Garden

Hide away into the mountains at this secluded group of lodges in Western Massachusetts. The region itself is booming with life and activity. Surrounded by nature, visitors of the Berkshires can get their adrenaline racing with zip lining, hiking, biking, and more. During the summer, the Berkshires are an ultimate spot for water sports such as kayaking, whitewater rafting, and boating. When the snow starts to fall, the Berkshires become a haven for skiing and snowboarding. Any couple who wants to ditch their office jobs for the weekend and get back into nature should definitely check out the Berkshires.

And once you get here, there is a whole array of lodging options. Some might want to rough it out in the cabins and campgrounds, where you can pitch a tent right on the lake. Others might opt for the more cozy bed & breakfasts that scatter the land. And for those looking to revel in comfort, there are hotels and resorts aplenty.

Website: http://berkshires.org/

11. Concord’s Colonial Inn

Concord's Colonial InnSource: concordscolonialinn
Concord’s Colonial Inn

This beautiful colonial inn opened its doors in 1716, before we were even America! And then over a century later, from 1835 to 1837, Henry David Thoreau himself resided in this very inn while he attended Harvard and probably started conjuring up his civil disobedience and simple living. Travel back in time at this stunning destination in the charming Concord, Massachusetts.

Couples can stay in the honeymoon suite of the Colonial, whether it’s their honeymoon or not. This gorgeous suite was where Thoreau lived and features a king-size bed, living/dining area, a full kitchen, and a bathroom with a Jacuzzi. That sure beats Harvard’s dorm rooms, I’m sure.

Website: http://www.concordscolonialinn.com/

12. Bass Rocks Ocean Inn – Gloucester

Bass Rocks Ocean Inn – GloucesterSource: bassrocksoceaninn
Bass Rocks Ocean Inn – Gloucester

When you think of New England, this is it. The Bass Rocks Ocean Inn lines the Atlantic coastline with a colonial-era white mansion in full refurbished order. Each room faces the sea and opens either to patios on the ground floor or verandas on the second floor at this historic gem.

If you need more of a reason to visit the Bass Rocks then the breathtaking ocean views, then consider a complimentary seaside breakfast served every morning, and an outdoor heated pool and hot tub open every day. When you and your sweetheart stay at the Bass Rocks, you can explore the coast with whale watching and deep sea fishing, or just take in the UV rays along the beach.

Website: http://www.bassrocksoceaninn.com/

13. DoubleTree Hotel – Bedford

DoubleTree Hotel – BedfordSource: doubletree
DoubleTree Hotel – Bedford

Only 18 miles from Boston, this luxury hotel is the perfect setting for Bostonians to get away and reconnect. Feel spoiled the second you enter the hotel as you’re greeted with a warm chocolate chip cookie. And then it just goes up from there. Plunge into the DoubleTree’s heated indoor pool any time of the year, or stay active with tennis courts, sand volleyball, bocce and basketball courts.

And when you’re ready to end the day, sink into the plush “Sweet Dreams” beds and let your stresses vanish away. This retreat is ideal for couples looking for some peace, quiet, and serenity.

Website: http://doubletree3.hilton.com/en/hotels/massachusetts/doubletree-by-hilton-hotel-boston-bedford-glen-BOSBFDT/index.html

14. The Verve Crowne Plaza Hotel – Natick

The Verve Crown Plaza Hotel – NatickSource: hospitalityonline
The Verve Crown Plaza Hotel – Natick

Just west of Boston, the town of Natick offers a breath of fresh air with convenient access to the city. At the Verve in Natick, couples will enjoy their love-cation in chic luxury.

Hang out in the Violet Thorn, the Verve’s lounge, with your loved one for a fun night in full of signature cocktails and a vibrant ambiance. Dine at The Pantry, the hotel’s restaurant inspired by Julia Childs. And right across the street from the Verve is New England’s biggest shopping mall, the Natick Collection, including stores such as Nordstrom, Anthropologie, BCBGMAXAZRIA, Macy’s, and more.

Website: http://www.vervehotelnatick.com/

15. Lamb and Lion Inn – Barnstable

Lamb and Lion InnSource: lambandlion
Lamb and Lion Inn

Relax and unwind at this picturesque bed & breakfast in Cape Cod. The Lamb and Lion provides guests with the ultimate B&B experience full of warmth and coziness, while also located conveniently a minute’s walk from the beach.

To really take advantage of the privacy on your romantic getaway, try the “Lamb’s Retreat,” a converted 1700s horse stable the size of a large cottage or the “Lion’s Den,” an oasis for two with a king-size bed, wood-burning fireplace, and a kitchenette.

Website: http://www.lambandlion.com/

15 Best Romantic (Weekend) Getaways in Massachusetts:

  • Martha’s Vineyard Resort and Hotel
  • Fifteen Beacon Hotel – Boston
  • Harbor Light Inn – Marblehead
  • Inns of Rockport
  • Langham – Boston
  • The Wauwinet – Nantucket
  • ShoreWay Acres Inn – Falmouth
  • Stonehedge Inn & Spa – Tyngsboro
  • Surfside Hotel & Suites – Provincetown
  • The Berkshires of Western MA – Plymouth
  • Concord’s Colonial Inn
  • Bass Rocks Ocean Inn – Gloucester
  • DoubleTree Hotel – Bedford
  • The Verve Crowne Plaza Hotel – Natick
  • Lamb and Lion Inn – Barnstable