34 Best Romantic Getaways in Massachusetts

Massachusetts is home to breathtaking scenery and charming New England culture. Best known as an original colony and the site of numerous major historical events, it has an incredible number of things to do and places to see.

Whether you’re looking for a quiet trip to the countryside or an action-packed getaway, you’ll find that Massachusetts has what you need. Couples can reconnect in a charming town or village, enjoy a romantic stroll on the beach, or create their own private getaway experience. Some of the most romantic offerings include The Cornell Inn and Martha’s Vineyard Resort.

Each of the following destinations have their own unique charm, while also sharing in the quaint and eccentric qualities that the entire state has to offer. Read on to learn about the best places in Massachusetts for couples to spend some time away together.

1. Winnetu Oceanside Resort - Martha’s Vineyard

Credit: Winnetu Oceanside Resort

The Winnetu Resort, also known as Martha’s Vineyard Resort, is a resort-style hotel offering signature experiences and packages for different seasons.

The resort is located on the southeastern coast of the island, due south of Edgartown and the land crossing to Chappaquiddick.

Nestled into the hills where the island’s farmland reaches the dunes of South Beach, the front entrance opens to breathtaking views of Katama Bay and the Atlantic Ocean.

Depending on the season, the resort offers specialized packages that highlight the area’s unique culture and landscape. From clambakes in the summer to rides in antique vehicles to see the autumn leaves, take in the joy of Martha’s Vineyard in style.

The resort offers numerous room and cottage-style accommodations, in addition to services and amenities for special occasions.

Address: 31 Dunes Road, Edgartown, MA 02539

‍Phone Number: (866) 335-1133

‍Booking.com Rating: 9.4

2. Centennial House Bed and Breakfast

Credit: Centennial House

A boutique bed and breakfast, the Centennial offers a quiet retreat for couples looking for a bit of privacy in a charming setting.

The Centennial boasts a flexible floor plan and graceful architecture that will transport you back in time to the Colonial era. The location allows for easy travel to Vermont, New Hampshire, and the rest of Massachusetts.

It is a great choice for those looking to do a little sightseeing and traveling while on their romantic getaway. Couples will find out what makes New England so unique by reconnecting in the charming Colonial setting of The Centennial B&B.

Address: 94 Main Street, Northfield, MA 01360

‍Phone Number: (413) 498-5921

3. The Cornell Inn

At 150 years old, the Cornell Inn is one of the highest-rated accommodations in the Berkshires. The gorgeous in-house tavern boasts free evening cognacs for every guest.

Irresistible welcome snacks and beverages make this a charming romantic getaway from the moment your car pulls up to the front door. The Cornell Inn’s team has a theme that shapes everything they do.

Kindness is the driving motivation behind their operation, and they strive to make your stay exactly what you had hoped for. Be sure to check out their photo album online, as the décor is certainly one-of-a-kind.

Address: 203 Main St. Lenox, MA 01240

‍Phone Number: (413) 637-4800

‍Booking.com Rating: 9.3

4. The Inn at Scituate Harbor

Boasting spectacular views of Scituate Harbor, The Inn offers seasonal packages that can help make your romantic getaway guess-free.

Luxuriously-appointed rooms, access to five different beaches, and walking distance to award-winning restaurants make The Inn a hidden gem on the New England coast.

Every room has a harbor view, and their website offers a webcam view of Scituate harbor. Guests are able to take in the majesty of the area before booking. Situated 25 miles south of Boston, The Inn is located in an area where any amenity is a short trip away.

Address: 7 Beaver Dam Road, Scituate Harbor, MA 02066

‍Phone Number: (877) 477-5550

‍Booking.com Rating: 8.9

5. Captain David Kelley House

Credit: Captain David Kelley House

Built in 1835, this renovated sea captain’s home is located in the heart of Cape Cod. Be sure to book your whale-watching adventure at the same time you book your room. Barnstable Harbor is just a short trip down the road.

A Greek revival home, Captain David Kelley’s House is the perfect spot for couples looking for seaside village charm as part of their romantic getaway.

Two doors away are the 1856 Country Store and the Centerville Historical Museum. This spot is perfect for a quiet romantic getaway in a seaside setting.

Address: 539 Main St, Centerville, MA 02632

‍Phone Number: (508) 775-4707

6. Ocean House Hotel at Bass Rocks

Enjoy a bike ride for two, a day lounging at the pool and evening drinks on the patio overlooking the ocean at the Ocean House Hotel. Situated along the rocky coast of Cape Ann, this hotel has the amenities to make your stay stress-free while offering the seclusion of a beachside hotel.

Take in the view while enjoying each other’s company in a well-appointed, stately hotel. If you’re looking for a summer-time romantic getaway, The Ocean House Hotel is a perfect combination of resort-style amenities and sleepy seaside town vibes.

Address: 107 Atlantic Road, Gloucester, Massachusetts 01930

‍Phone Number: (978) 283-7600

‍Expedia Rating: 4.6

7. 33 Main

33 Main is a renovated Federal style home burrowed in a “town of uncommon beauty”. The hotel offers a truly unique experience of the Berkshires. In a boutique hotel, each room has its unique characteristics, so be sure to check out each of them carefully before deciding.

The hotel offers a full gourmet breakfast each morning, happy hour drinks each evening, and hosts who pay attention to every little detail. Don’t forget to check out the “bites and sights” of the Berkshires ahead of time to plan your romantic getaway in Lenox.

Address: 33 Main Street Lenox, MA 01240

‍Phone Number: (413) 400-3333

‍Booking.com Rating: 9.5

8. The Porches Inn

A boutique inn located in historic North Adams, The Porches Inn boasts impressive outdoor views. The Massachusetts Museum of Contemporary Art can be seen from the many front porches of each accommodation.

This iconic inn offers a variety of packages and curated experiences for a couple on a romantic getaway, especially for those looking to take in their surroundings.

North Adams is described as a small, walkable city. The Porches offers many of the amenities couples on a romantic getaway are looking for. These include privacy and seclusion, a pool with a hot tub, and a lobby bar.

Unique to this location is Studio 9, a state-of-the-art recording studio and performance venue located on The Porches campus. Check out the events calendar before booking your getaway.

Address: 231 River Street, North Adams, MA 01247

‍Phone Number: (413) 664-0400

‍Booking.com Rating: 8.6

9. The Marblehead Inn

This renovated 1871 Victorian-style home offers charm and sophistication for your romantic getaway. Enjoy mid-century modern décor in a Colonial era setting, with complimentary small-plate breakfasts and luxury amenities.

Some rooms come with a private patio area, so choose carefully. The main shared space offers two fireplaces, and the boutique-style inn is located in the heart of Marblehead, steps from numerous attractions. This nautical-themed boutique inn is the perfect place to reconnect and forget about the bustle of daily life.

Address: 264 Pleasant Street, Marblehead, MA 01945

‍Phone Number: (781) 639-9999

10. Harbor Light Inn

Another great location in the Massachusetts North Shore is the The Harbor Light Inn. It has a distinct character while also boasting many of the same amenities any Boston-area boutique hotel will have.

Harbor Light offers specialized romantic getaway packages, including a “last-minute getaway” special, catered to those who are a bit more spur-of-the-moment types.

Enjoy some of their enhancements, such as a picnic for two, in-room champagne bottle service, and in-room massages. The charming tavern on the first floor offers a limited, but high-quality menu of food options, as well as a fully stocked bar.

Address: 58 Washington Street, Marblehead, MA 01945

‍Phone Number: (781) 631-2186

‍Booking.com Rating: 9.2

11. Chatham Bars Inn

Credit: Cape Cod Chamber of Commerce

A luxury resort-style hotel with private beach access, Chatham Bars Inn offers standard hotel-style rooms, cottage-style accommodations, or luxurious spa suites.

Regardless of which one you choose, you’ll have access to the private beach and pier, where you can charter a boat for your sea adventure.

The inn sports a zero-entry heated outdoor pool and a private farm where they grow much of the food used on the menus in the numerous on-campus restaurants. There is also a spa complete with steam showers, a Zen Garden, spa boutique, and other services.

Address: 297 Shore Road, Chatham, MA 02633

‍Phone Number: (508) 945-0096

‍Hotels.com Rating: 9.2

12. The Platinum Pebble

The Platinum Pebble is a modern boutique hotel with the charm of Cape Cod, all wrapped up into one gorgeous property. Rated in the top 10% of hotels in the world, The Platinum Pebble is an adults-only luxury inn. It is perfect for couples looking for a romantic getaway.

Amenities include gourmet breakfast each morning, complimentary bikes for each guest, a personal concierge, and nearby access to the Cape Cod Rail Trail.

The Platinum Pebble has exclusive couples romance packages and various add-on services, such as in-room bottle service and chocolate-covered strawberries. Packages also include specials for expectant mothers looking for a babymoon getaway.

Address: 186 Belmont Rd, West Harwich, Harwich, MA 02671

‍Phone Number: (844) 752-1695

‍Booking.com Rating: 9.4

13. Yankee Clipper Inn

Credit: Yankee Clipper Inn

The Yankee Clipper Inn has 25 guest rooms in a 1929 art deco mansion overlooking the sea. Enjoy cocktails and hors d'oeuvres on an outdoor veranda with a beautiful view.

A partnership between the Inn and Serenade Chocolatiers brings fresh, homemade delicacy chocolates directly to your room. The Yankee Clipper has hosted many famous public figures, from JFK to John Lennon and Paul Newman.

Guests can enjoy a refreshing night on the oceanfront veranda or book a boat tour from the nearby pier. Couples should be sure to ask for one of the 8 oceanfront suites while booking to get the most out of their romantic getaway.

Address: 127 Granite Street, Rockport, MA 01966

‍Phone Number: (978) 546-0001

‍Booking.com Rating: 8.8

Related Read: 20 Best Clear Water Beaches in Massachusetts

14. The Captain Farris House Bed and Breakfast

Credit: Pinterest

This bed and breakfast is the perfect Cape Cod romantic getaway. All stays come with a gourmet two-course breakfast made with fresh local ingredients, which alternate between sweet and savory offerings. Each guest is also provided complimentary tea in the afternoons.

Special packages for couples include the Captain’s Romantic Getaway, and the Spring Fling deals, with numerous add-ons also available. This boutique bed and breakfast is steps away from the beach, so you can end each night with a romantic walk on the sandy shores of Cape Cod.

Address: 308 Old Main Street South Yarmouth, MA 02664

‍Phone Number: (508) 760-2818

‍Booking.com Rating: 9.5

15. Captain’s House Inn

Credit: Pinterest

This adult-only inn is located on two charming acres of English-styled countryside. Each of the 16 rooms comes equipped with a private fireplace, and some also offer whirlpool tubs.

The Captain’s House Inn offers both honeymoon and babymoon packages, so be sure to ask for the special deals when you call to book. There are also several romance packages available, with various add-ons to include in your couples’ getaway.

The Captain’s House Inn has numerous options for food, snacks, and drinks. Don’t forget to check out the nearby Monomoy National Wildlife Refuge while you’re in town.

Address: 369 Old Harbor Road, Chatham, MA 02633

‍Phone Number: (508) 945-0127

‍Booking.com Rating: 9.2

16. Crown Pointe Hotel and Spa

The Crown Pointe offers various levels of rooms and suites, and different packages depending on the season. A high-end luxury inn, the building is a meticulously restored Cape Cod estate of a former sea captain.

The award-winning Pointe Restaurant and Wine Bar offers an incredible rotating menu featuring fresh local seafood and naturally raised meats. If you like lobster, don’t miss out on their butter-poached Provincetown lobster entrée.

It is the perfect cozy retreat for couples who love good eats and drinks. Be sure to ask the staff about ghost stories surrounding the inn, but don’t let that scare you off from a perfect couple’s romantic getaway!

Address: 82 Bradford Street, Provincetown, MA 02657

‍Phone Number: (508) 487-6767

‍Booking.com Rating: 8.8

17. The Palmer House Inn

The Palmer House Inn knows how to cater to your every request. With several romantic packages for couples, this boutique inn will ensure your stay lives up to your deepest desire.

A romantic Victorian bed and breakfast in the heart of Cape Cod, The Palmer House is located in Falmouth. It is the quintessential New England town with a lively downtown area and a gorgeous village green.

A local theater, opera house, golf courses, yachting, fishing charters, and a slew of other activities make The Palmer House perfect for a romantic getaway.

Address: 81 Palmer Ave Falmouth, MA 02540

‍Phone Number: (508) 548-1230

‍Booking.com Rating: 9.3

18. Madison Inn

Located on Martha’s Vineyard, the Madison Inn leaves no detail unnoticed. Enjoy unlimited ice cream and easy access to the beach for summertime fun.

The aromas of fresh-baked bread from a local bakery fill the main lobby in the morning. The ocean air dominates the evening, and guests can usually be found on the beach enjoying the atmosphere of the island.

While these rooms are a little smaller than most other accommodations on this list, the Madison Inn is a place where you will want to spend most of your time outside of your room anyway.

Address: 18 Kennebec Avenue, Oak Bluffs, MA 02557

‍Phone Number: (508) 693-2760

19. Brook Farm Inn

The Brook Farm Inn dates back to 1882, when a German-born pianist built a large home and cottage for his family. This boutique inn has won several awards and is known to be one of the higher-quality accommodations in the Berkshires area.

Enjoy evening s’mores and wine, a prosecco celebration, or several other packages and add-ons to make your romantic getaway perfect. A cozy library space with a fireplace has a perfect place to retreat to after a long day of exploring all the Berkshires has to offer.

Address: 15 Hawthorne St., Lenox, MA 01240

‍Phone Number: (413) 637-3013

‍Hotels.com Rating: 9.6

Related Read: 20 Top Treehouse Rentals in Massachusetts

20.Chatham Gables Inn

The Chatham Gables Inn began its story many years ago as a sea captain’s home. The 170-year-old manse was renovated in 2020 and boasts several spacious common rooms.

Be sure to explore all of Chatham’s world-class beaches, shops, galleries, and restaurants during your stay. A complimentary full breakfast is included daily as well. A day spa, yoga studio, and hair/nail salon make this the perfect getaway for those who like to primp and pamper.

Address: 364 Old Harbor Road, Chatham, MA 02633

‍Phone Number: (508) 945-5859

‍Expedia Rating: 4.9

21. Harbor View Hotel, Martha’s Vineyard

This incredible resort-style hotel features an amazing outdoor pool and sweeping views of the nearby harbor. Take a short walk to the nearby lighthouse and take in the sights that Martha’s Vineyard has to offer.

Newly renovated rooms combined with the newlywed or anniversary packages make this an ideal spot for a couple’s getaway to the island.

The Bettini Restaurant is world-renowned and offers an incredible rotating menu. Be sure to stop at the Roxy Pool Bar for a poolside drink and lively evening activities.

Address: 131 North Water Street, Edgartown, MA 02539

‍Phone Number: (844) 248-1167

‍Booking.com Rating: 9.2

22. By The Sea Guests Bed and Breakfast Suites

Credit: Pinterest

This hotel offers both bed and breakfast style rooms as well as vacation homes for rent. This provides a custom-tailored experience for couples looking to get away. By The Sea claims the largest white-sand strip of beach on Cape Cod.

This quaint and quiet bed and breakfast began life as a barn on Nantucket, eventually transported to Cape Cod to become what it is today.

All suites and vacation homes have full kitchens, and many have private porches. By The Sea is the perfect spot for couples looking for a romantic getaway on the beach with the key amenities close by.

Address: 57 Chase Avenue, Dennis Port, MA 02639

‍Phone Number: (508) 398-8685

‍Booking.com Rating: 9.2

23. The Old Harbor Inn

The Old Harbor Inn is a luxury accommodation that offers a classic Cape Cod getaway experience. Each room comes with numerous amenities, including complimentary beverages and welcome snacks. Some rooms also offer a private fireplace.

The Old Harbor Inn lists many packages and specials on their website, which rotate in availability based on the season. The “special occasion” package provides champagne or wine, gourmet chocolates, and fresh cut flowers at no extra cost..

Many amenities are available on-site or nearby, including tennis courts, whale watching, fishing, island hopping, hiking trails, and more. This is the perfect place for activity-minded couples seeking a romantic getaway.

Address: 22 Old Harbor Rd, Chatham, MA 02633

‍Phone Number: (508) 945-4434

‍Booking.com Rating: 9.7

24. Wequassett Resort and Golf Club

In the heart of Cape Cod, Wequassett offers stand-alone rooms, cottages and villas. There are even private residences for couples looking for a resort-style getaway with plenty of amenities. Modern lodging nearby water, Wequassett is Cape Cod luxury at its finest.

Whether you’re looking for time away from the kids and need adult-themed amenities, or are bringing the kids with you and want to be sure they have something to do too, Wequassett can accommodate you.

24-hour room service, golf courses, and the Cape Cod Jazz Festival are some of the unique things you’ll get at this high-end oceanside resort.

Address: 2173 Head of the Bay Road, Route 28, Harwich, MA 02645

‍Phone Number: (508) 432-5400

‍Booking.com Rating: 8.9

25. Ocean Edge Resort

This is another high-end luxury resort with numerous amenities and packages available. The “summer splash” and “stay & spa” packages highlight the warm weather fun people crave on Cape Cod.

The “spa romance” package is perfect for couples looking for a romantic getaway to recharge. While guests can stay in the aptly-named Mansion part of the campus, Ocean Edge also offers multi-bedroom villa-style accommodations for larger groups.

It hosts an impressive list of activities and events including live music. Ocean Edge is an excellent choice for couples looking to pack their time off full of things to do.

Address: 832 Villages Dr, Brewster, MA 02631

‍Phone Number: (508) 896-9000

‍Booking.com Rating: 8.1

26. Lighthouse Inn

Source: Jeremy D'Entremont / Flickr

The Lighthouse Inn has an incredible amount of history. The property and the Bass River Light date back over 160 years. With a wide array of accommodations, couples can customize their getaway to their liking.

The inn is home to its own set of private beaches and a waterfront restaurant open for breakfast, lunch, and dinner. Local seafood is available and nearly everything on the menu is made with locally-sourced fresh ingredients.

The Lighthouse Inn describes itself as a full-service resort hotel with a private beach. It is ideal for making your getaway hassle-free.

Address: 1 Lighthouse Inn Road, West Dennis, MA 02670

‍Phone Number: (508) 398-2244

‍Booking.com Rating: 8.2

27. The Whalewalk Inn and Spa

Credit: Pinterest

An updated bed and breakfast on a quiet local road in Cape Cod, The Whalewalk is in a centralized location making easy access to all that Cape Cod has to offer. Classic décor and spacious rooms characterize the six buildings that comprise The Whalewalk.

The Penthouse suite, boasting private access, two fireplaces, cathedral ceilings, a whirlpool tub, and a balcony, is the crown jewel of The Whalewalk.

It comes highly recommended for a luxurious romantic getaway for two. A variety of add-ons, an incredible dining room, and nearby activities round out the offerings at this high-end Cape Cod B&B.

Address: 220 Bridge Road, Eastham, MA 02642

‍Phone Number: (508) 255-0617

‍Booking.com Rating: 9.6

28. Mirbeau Inn and Spa

Mirbeau is a 50-room spa retreat owned and operated by the Mirbeau family of companies. They are known to excel at converting old historical buildings into incredible resort experiences.

Mirbeau Plymouth combines the character of a French manor house with a world-class spa and casual dining experiences. The entire campus feels as if guests are roaming the French countryside.

Meticulous attention is paid to décor, and each room is unique. Add their romance package to your stay and you’ll feel as if you’re on a romantic getaway on a French estate.

Address: 35 Landmark Drive, Plymouth, MA 02360

‍Phone Number: (877) 647-2328

‍Booking.com Rating: 9.2

Related Read: Best Time to Visit New England

29. Hotel On North

This hotel is comprised of two buildings on the National Register of Historic Places. It is the classic ideal of a Berkshire getaway. This accommodation boasts central access within 30 to 40 minutes to most attractions.

Modern amenities collide with historical charm in an urban-esque hotel experience. Exposed brick walls can be found throughout the hotel.

Be sure to check out their suites available, some of which include separate dining areas, fireplaces, and claw-foot soaking tubs. It is perfect for couples looking to combine modern chic with classical undertones.

Address: 297 North Street, Pittsfield, MA 01201

‍Phone Number: (413) 358-4440

‍Booking.com Rating: 9.0

30. Addison Choate

The Addison Choate is home to many uniquely-appointed rooms with various amenities. They also offer rooms with a full kitchen for those who like to stay in and cook.

A unique offering of packages sets aside the Addison Choate. For couples on a romantic getaway, the romance package makes your arrival that much more special.

It is located in Rockport along the North Shore, surrounded by shopping, outdoor activities, and dining with a cozy seaside village vibe. Make sure to check the events calendar to get a feel for what you can do on Cape Ann during your visit.

Address: 49 Broadway, Rockport, MA 01966

‍Phone Number: (978) 546-7543

‍Booking.com Rating: 9.6

31. The Wauwinet

Billed as Nantucket’s iconic luxurious hotel, The Wauwinet truly hosts some of the most breathtaking views you can get on the Massachusetts coast. The hotel offers 32 guestrooms and suites, as well as four charming cottages nearby the main inn building.

The Wauwinet is right next door to the Coskata-Coatue Wildlife Refuge and sits perfectly situated at the entrance to Nantucket Bay.

This hotel is perfect for the outdoors-type couples who want a bit more from their stay. The hotel offers a series of rotating seasonal packages as well to customize your trip.

Address: 120 Wauwinet Rd, Nantucket, MA 02554

‍Phone Number: (508) 228-0145

‍Booking.com Rating: 9.3

32. Nantucket Hotel and Resort

Located directly in downtown Nantucket, this resort hotel has been named the number one luxury hotel in the country by TripAdvisor.

They are known for their signature experiences and customizable accommodations, making it very easy to craft your romantic getaway by consulting with their concierge services.

At the award-winning Breeze dining room, you’ll find a wide array of dishes with specialty international and New England cuisine at their core. The hotel offers standard rooms, suites, and cottages for any budget.

Address: 77 Easton St, Nantucket, MA 02554

‍Phone Number: (866) 807-6011

‍Booking.com Rating: 9.2

33. Nobnocket Boutique Inn

A high-end luxury bed and breakfast, the Nobnocket is truly a one-of-a-kind lodging experience. Take your complimentary gourmet breakfast in the sunroom or on your private patio. Or just stay at the B&B and enjoy the various amenities and culinary delights provided throughout the day.

They offer various packages, including a romance and a babymoon package. Couples should be sure to plan ahead and include any desires add-ons to make the perfect romantic retreat.

Address: 60 Mount Aldworth Rd, Vineyard Haven, MA 02568

‍Phone Number: (508) 696-0859

34. Chapter House

Credit: Chapter House

The Chapter House is one of the oldest accommodations on this list, beginning life as a physician’s home in 1716. Stay in one of the split rooms in the Carriage House, or reserve one of the deluxe rooms in the Main House.

A backyard seating area with a fire pit overlooks a charming landscape that immediately brings a sense of calm and tranquility.

This classical inn combines historical charm and privacy to provide a great getaway spot for couples looking to spend more time together and skip the excursions.

Address: 277 Main Street Route 6A, Yarmouth, MA 02675

‍Phone Number: (508) 362-4348

‍Booking.com Rating: 8.4