10 Best Romantic Getaways In Massachusetts, USA - Updated 2024

romantic getaway in massachusetts
Ninna
Ninna 
Updated
| 4 min read

Massachusetts is a very enriching state to visit, offering hundreds of different attractions and experiences across six major regions. Boston, the state’s thriving capital, boasts a vibrant art, culture, and entertainment scene. Meanwhile, at the heart of the state, you will find Old Sturbridge Village, a living museum that beautifully depicts the way of life in 19th-century New England. If you love nature and the beach, head straight to the world-renowned Cape Cod and Martha’s Vineyard. Nantucket, with its spectacular islands, is also a paradise on earth. These places surely offer the breather you need from a fast-paced life in the city. Particularly, couples will find the state worthwhile. Check out the best romantic getaways in Massachusetts, USA.

We handpicked these listings carefully, considering (wherever possible) recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to couple-friendly amenities and activities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 11, 2024.

1. Boston (from USD 790)

Boston, Massachusetts, USA
Source: Photo by Flickr user Domenico Convertini used under CC BY-SA 2.0

Providing quick access to Cape Cod, Boston guarantees an indulgent escape for couples. There are plenty of things you can do with your significant other in the city, whether you are seeking thrilling adventures or restful vacations. On a quiet and laidback afternoon, you can stroll in Public Garden, which is adjacent to Boston Common. The city also offers many wine tours in the countryside.

When you are ready to call it a day, you can retire comfortably in a romantic guest room or suite in any of the hotels around the city.

Stayed at this property?

Four Seasons Hotel One Dalton Street, Boston

Wifi Available Wheelchair accessible Visual Aid: Braille

Address: 1 DALTON STREET
55.4 km (34.5 mi) from Plymouth Rock

Parking Restaurant Pets allowed Room service Meeting/banquet facilities Bar 24-HOUR FRONT DESK Fitness centre


W Boston

Wifi Available Wheelchair accessible

Address: 100 Stuart Street
54.93 km (34.2 mi) from Plymouth Rock

Parking Restaurant Pets allowed Room service Meeting/banquet facilities Bar 24-HOUR FRONT DESK Fitness centre


Omni Boston Hotel at the Seaport

Wifi Available Wheelchair accessible Visual Aid: Braille

Address: 450 Summer Street
53.41 km (33.2 mi) from Plymouth Rock

Parking Restaurant Pets allowed Room service Meeting/banquet facilities Bar 24-HOUR FRONT DESK Sauna

2. Marblehead (from USD 100)

Marbleheadma1649
Source: Photo by Wikimedia Commons user Oceanhistory used under CC BY-SA 4.0

Only a 35-minute drive from Boston, Marblehead is the perfect alternative for those who wish to experience New England away from the typical, modern-day metropolis. Considered one of New England’s best-kept seaside secrets, it takes pride in its spectacular rocky coastline. There are hundreds of historic homes here, most of which have been constructed in the 17th and 18th centuries.

For comfortable stays, historic hotels and boutique inns provide an intimate ambiance in convenient locations. Private accommodations also offer cozy suites with beach access.

Stayed at this property?

Harbor Light Inn

Wifi Available

Address: 58 Washington Street
62.84 km (39.1 mi) from Plymouth Rock

Parking Meeting/banquet facilities Bar 24-HOUR FRONT DESK Golf course (within 3 km) Garden Terrace Non-smoking rooms


The Hotel Marblehead

Wifi Available

Address: 264 Pleasant Street
62.0 km (38.6 mi) from Plymouth Rock

Golf course (within 3 km) Garden Terrace Non-smoking rooms Family rooms Internet services Express check-in/check-out Heating

Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.
Marblehead, Massachusetts, United States
63.75 km (39.7 mi) from Plymouth Rock
244 reviews   Superhost Wifi Available
Entire guest suite 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the place was comfortable and cozy
Cleanliness:
it was very clean and cozy
it was also incredibly clean and well organized
the rental is spotless and neat
paul’s place is neat clean and cozy
place is well maintained and very clean
Host:
paul was a fantastic host
paul is an amazing host
paul was a great host and i would absolutely recommend staying here
he was very responsive and accommodating with requests
wonderful stay paul was very accommodating and even helped shovel the driveway to help us park the car
Location:
great location and cute little place
the location was great as well highly recommend
a great place to get away for a weekend
right on the water in a super quiet neighborhood
the neighborhood was quiet and friendly
Read more reviews

3. Stockbridge (from USD 139)

Stockbridge
Source: Photo by Flickr user David Taylor used under CC BY 2.0

Stockbridge is a less crowded town that appeals to couples who wish to take a break from urban life. At best, it represents the small-town charm of New England. This city is 211 km (131 mi) away from Boston. You will find many historic buildings here, such as the Stockbridge Museum & Archives and Village Green.

One of the best places to stay here, The Red Lion Inn, is also an iconic landmark. It houses guestrooms boasting modern country vibes. Other accommodations include private cottages that offer chic and cozy stays.

Stayed at this property?

The Red Lion Inn

Wifi Available

Address: 30 Main Street
221.49 km (137.7 mi) from Plymouth Rock

Parking Restaurant Pets allowed Meeting/banquet facilities Bar 24-HOUR FRONT DESK Fitness centre Golf course (within 3 km)

Stockbridge, Massachusetts, United States
223.51 km (138.9 mi) from Plymouth Rock
219 reviews   Superhost Wifi Available
Entire cottage 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
we loved our stay at this cozy and beautiful cottage
we found her local tips to be helpful in finding a breakfast spot coffee and grocery shopping
other nice touches: wonderful screened-in porch/ (website hidden by airbnb) cozy
Cleanliness:
it was very clean and neat
it was sparkling clean and very bright
the cottage is clean cozy and beautifully decorated
very clean well decorated with lots of personal touches
very clean and well- appointed cottage
Host:
host very responsive
jess is an excellent host
jess was an excellent host to my parents
jess is a fantastic host who covered everything
jess is a responsive and thoughtful host
Location:
perfect location in the berkshires
great location and so peaceful
i loved the location a bit isolated but close enough to neighbors to feel safe
location is great near both stockbridge and the beautiful lenox
so close to tanglewood and nice restaurants as well
Read more reviews
Stockbridge, Massachusetts, United States
220.42 km (137.0 mi) from Plymouth Rock
276 reviews   Superhost Wifi Available
ENTIRE HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the air conditioner and shower worked very well
cozy cottage is absolutely lovely
working wifi and flowers from host an added welcoming bonus
the bathroom is gorgeous the bed very comfortable and the fresh flowers were a nice touch
it was very cozy clean and the amenities were modern despite a rustic overall feel
Cleanliness:
clean and bright
very clean space and lovely bathroom
everything was very clean tidy and the bathroom was spotless with modern appliances
great spot really clean and comfortable
new and clean
Host:
easy check in and quick responses from host
great host and place to stay
susan was a gracious host
susan and will were gracious hosts
susan and will were amazing hosts
Location:
wonderful location within walking distance to stockbridge
stylish spot great location too
nice location to the surrounding villages
close to downtown stockbridge and a quick drive to great barrington
very cozy and cute inside and close to downtown stockbridge
Read more reviews

4. Barnstable (from USD 203)

Barnstable / Whale Watch
Source: Photo by Flickr user 6SN7 used under CC BY 2.0

With its peaceful seaside setting, Barnstable is an ideal home base for couples who wish to explore Cape Cod. In fact, it is the biggest and most populated part of the cape. Getting here is easy even if you are coming from overseas, thanks to Barnstable Municipal Airport in Hyannis. This city is the gateway to the Cape and Martha’s Vineyard.

There are plenty of accommodations around the area, from hotels to resorts. Whether you wish to stay in a hotel with a spa or a bed and breakfast in a stately manor, there’s something for you and your partner in Barnstable.

Stayed at this property?

Lamb and Lion Inn

Wifi Available

Address: 2504 Main Street
39.96 km (24.9 mi) from Plymouth Rock

Parking Pets allowed Golf course (within 3 km) Garden Non-smoking rooms Breakfast in the room Free parking Internet services


Cape Codder Resort & Spa

Wifi Available Wheelchair accessible

Address: 1225 Iyannough Road
42.98 km (26.8 mi) from Plymouth Rock

Parking Restaurant Pets allowed Room service Meeting/banquet facilities Bar 24-HOUR FRONT DESK Sauna


Ashley Manor

Wifi Available

Address: 3660 Main Street
42.19 km (26.3 mi) from Plymouth Rock

Parking Tennis court Golf course (within 3 km) Garden Terrace Non-smoking rooms Airport shuttle Fishing

5. Plymouth (from USD 365)

Brewster Gardens - Plymouth
Source: Photo by Flickr user Massachusetts Off... used under CC BY-ND 2.0

If you adore lush greeneries or simply need a nice change of scenery with your partner, you can head over to Plymouth. It is abundant with cranberry farms and scenic nature walks, offering the perfect backdrop for a romantic vacation. The town is also home to the Pilgrim Hall Museum, which provides visitors a glimpse of the Pilgrims’ plight in the early days.

You can stay in any of the hotels and resorts in town that offer exceptional amenities, spacious rooms, and picturesque views.

Stayed at this property?

Mirbeau Inn & Spa - Plymouth

Wifi Available Wheelchair accessible

Address: 35 Landmark Dr
10.14 km (6.3 mi) from Plymouth Rock

Parking Restaurant Room service Meeting/banquet facilities Bar 24-HOUR FRONT DESK Fitness centre Golf course (within 3 km)


Hilton Garden Inn Plymouth

Wifi Available Wheelchair accessible

Address: Four Home Depot Drive
2.84 km (1.8 mi) from Plymouth Rock

Parking Pets allowed Meeting/banquet facilities Bar 24-HOUR FRONT DESK Fitness centre Golf course (within 3 km) Garden


John Carver Inn & Spa

Wifi Available Wheelchair accessible

Address: 25 Summer Street
457 meters (0.3 ft) from Plymouth Rock

Parking Restaurant Meeting/banquet facilities Bar 24-HOUR FRONT DESK Sauna Fitness centre Non-smoking rooms

6. Provincetown (from USD 152)

Provincetown Cape cod Massachusetts
Source: Photo by Wikimedia Commons user Phillip Capper fr... used under CC BY 2.0

Provincetown sits on the edge of Cape Cod, providing a refreshing escape with all its pristine beaches and dynamic art scene. It is a leading romantic getaway destination for members of the LGBTQ+ community, thanks to an open-minded community that celebrates freedom and individuality. If you love the ocean, you should visit beloved beaches such as Herring Cove Beach and Race Point Beach.

Staying in accommodations near the beach allows you to indulge in everything that Cape Cod Bay has to offer. From resorts to bed and breakfasts, you and your partner can have an intimate holiday in Provincetown.

Stayed at this property?

Surfside Hotel and Suites

Wifi Available

Address: 543 Commercial Street
41.87 km (26.1 mi) from Plymouth Rock

Parking Pets allowed Bar Tennis court Golf course (within 3 km) Garden Terrace Non-smoking rooms


The Ellery Hotel

Wifi Available

Address: 12-14 Johnson Street
40.87 km (25.4 mi) from Plymouth Rock

Parking Sauna Garden Terrace Non-smoking rooms Fishing Laundry Breakfast in the room


Brass Key Guesthouse Adults Only

Wifi Available Wheelchair accessible

Address: 67 Bradford Street
40.29 km (25.1 mi) from Plymouth Rock

Parking Bar Golf course (within 3 km) Garden Terrace Non-smoking rooms Fishing Facilities for disabled guests

7. West Yarmouth (from USD 109)

US Post Office, West Yarmouth MA
Source: Photo by Wikimedia Commons user John Phelan used under CC BY 3.0

West Yarmouth is part of Yarmouth, providing an idyllic location near many popular Cape Cod attractions. To satisfy the nature lover in you, make sure that you visit Cape Cod Lavender Farm. This farm houses 14,000 plants surrounded by 24 ha (60 ac) of conservation land with walking trails. Of course, a trip here is not complete without seeing and experiencing the sea, so head over to Gray’s Beach, too.

Several hotels in West Yarmouth are within 2 km (1.2 mi) of scenic beaches, so you and your partner can access sandy shores wherever you choose to stay.

Stayed at this property?

Aiden by Best Western Cape Point

Wifi Available

Address: 476 Route 28
48.97 km (30.5 mi) from Plymouth Rock

Parking Restaurant Meeting/banquet facilities Bar 24-HOUR FRONT DESK Fitness centre Non-smoking rooms Family rooms


Yarmouth Resort

Wifi Available

Address: 343 Main St, Route 28, West Yarmouth, MA, USA, 02673
48.38 km (30.1 mi) from Plymouth Rock

Parking Meeting/banquet facilities 24-HOUR FRONT DESK Sauna Fitness centre Golf course (within 3 km) Non-smoking rooms Facilities for disabled guests

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The Cove at Yarmouth a VRI Resort

Wifi Available Wheelchair accessible Visual Aid: Braille

Address: 183 Main Street, West Yarmouth, West Yarmouth (MA), United States, 2673
47.42 km (29.5 mi) from Plymouth Rock

Parking Restaurant Bar 24-HOUR FRONT DESK Tennis court Sauna Fitness centre Golf course (within 3 km)

8. Nantucket (from USD 737)

Nantucket, MA
Source: Photo by Flickr user Massachusetts Off... used under CC BY-ND 2.0

Nantucket is about 48 km (30 mi) away from Cape Cod, and you can get here from the cape through a ferry. While it is a popular summer destination, this island is just as beautiful during the off season, too. The coveted Sconset Bluff Walk, which starts in Siasconset and ends in Sankaty Head Light, is an idyllic path for a rejuvenating stroll with your partner.

During your trip here, you can stay in accommodations near downtown for accessibility to beaches and ferries or in properties near Nantucket State Forest for hiking pursuits.

Stayed at this property?

The Nantucket Hotel & Resort

Wifi Available

Address: 77 Easton Street
87.97 km (54.7 mi) from Plymouth Rock

Parking Restaurant Meeting/banquet facilities Bar Fitness centre Terrace Non-smoking rooms Babysitting/child services


White Elephant Hotel

Wifi Available Wheelchair accessible

Address: 50 Easton Street.
88.04 km (54.8 mi) from Plymouth Rock

Parking Restaurant Room service 24-HOUR FRONT DESK Fitness centre Terrace Non-smoking rooms Business centre


Nantucket Inn

Wifi Available Wheelchair accessible

Address: 1 Miller's Lane
91.94 km (57.2 mi) from Plymouth Rock

Parking Meeting/banquet facilities 24-HOUR FRONT DESK Fitness centre Golf course (within 3 km) Garden Non-smoking rooms Airport shuttle

9. Edgartown (from USD 411)

Main Street, Edgartown MA
Source: Photo by Wikimedia Commons user John Phelan used under CC BY-SA 3.0

Edgartown is an excellent choice for a home base if you are visiting Martha’s Vineyard. It was once a whaling destination, and glimpses of this rich past are still evident in many local landmarks and lighthouses. If you and your significant other wish to learn more about the old whaling port’s fascinating heritage, make sure that you drop by Martha’s Vineyard Museum.

After a long day, you can rest in any of the historic and luxurious hotels in Martha’s Vineyard. Some accommodations even offer chartered boats, perfect for a romantic cruise with your partner.

Stayed at this property?

Faraway Martha's Vineyard

Wifi Available

Address: 23 Kelly Street
64.41 km (40.1 mi) from Plymouth Rock

Parking Restaurant Pets allowed Bar Golf course (within 3 km) Garden Terrace Non-smoking rooms


Hob Knob

Wifi Available

Address: 128 Main Street
64.2 km (39.9 mi) from Plymouth Rock

Parking Room service Tennis court Fitness centre Golf course (within 3 km) Garden Terrace Non-smoking rooms


Winnetu Oceanside Resort at South Beach

Wifi Available Wheelchair accessible

Address: 31 Dunes Road
68.51 km (42.6 mi) from Plymouth Rock

Parking Restaurant Meeting/banquet facilities Bar Tennis court Fitness centre Terrace Non-smoking rooms

10. Falmouth

Main Street, Falmouth MA
Source: Photo by Wikimedia Commons user John Phelan used under CC BY 3.0

Falmouth is an idyllic base camp in Cape Cod that brings to life a small-town charm. If you are exploring Martha’s Vineyard or visiting Nobska Light, you can stay here and enjoy the welcoming hospitality of the locals. This coastal town is also home to Surf Drive Beach, a tranquil beach with picturesque views of the famed vineyard.

For romantic and homey stays, choose from any of the historic hotels and inns around town. These accommodations offer a taste of the quintessential Cape Cod lifestyle.

ShoreWay Acres Inn

Address: 59 Shore St, Falmouth, MA 02540, United States

Price: from 109 USD

Star Rating: 3 Star

Travelers Review: Very Good 4.3(from 124 reviews)

Book Now

Stayed at this property?

Inn on the Square

Wifi Available

Address: 40 North Main Street, Falmouth, MA, USA, 02540
44.85 km (27.9 mi) from Plymouth Rock

Parking Restaurant 24-HOUR FRONT DESK Golf course (within 3 km) Non-smoking rooms Business centre Laundry Free parking

Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

46.14 km (28.7 mi) from Plymouth Rock
54 reviews   Superhost Wifi Available
Entire cottage 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
bed is great cottage is decorated well stocked with amenities
cozy and wonderful falmouth/woods hole cottage
it’s the very comfortable with stylish furnishings
the cottage is cute and comfortable
the cottage is cozy and the space is the perfect blend of comfort and style
Cleanliness:
cottage was clean and as advertised
marisa’s cottage is clean comfy and cozy
the space is updated clean and cozy just as pictured
this cottage was perfect for a short little getaway very clean and the decor was charming
highly appreciated the cleanliness and wonderful location near the beach
Host:
marisa is a great host
marisa was easy to reach friendly and a great host
marisa was a great host i would definitely recommend
marisa was not only helpful and responsive but she gave great recommendations for places in falmouth and woods hole
marisa is very responsive and a great host
Location:
the location is amazing
a 2 min walk to a beautiful beach
perfect location for conference at woods hole
great little house in great location
great stay - close to beach and town
Read more reviews

Go on a memorable romantic getaway in Massachusetts

Edgartown Lighthouse Martha's Vineyard
Source: Photo by Flickr user Massachusetts Off... used under CC BY-ND 2.0

Massachusetts guarantees an unforgettable vacation for couples, whether it is for celebrating your anniversary or simply taking a break to be with your significant other. With all the beautiful attractions you can visit and new things you can try, you can create new memories that will last a lifetime. Plan your itinerary now and check out these cool ideas for romantic getaways in Massachusetts, USA.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Ninna, a writer and traveler, encourages everyone to explore the world one city at a time, unveiling its myriad surprises.

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