The Christopher

Massachusetts is the perfect destination for a romantic escape, whether that means a weekend wandering through Boston’s historic streets, lazy days on the shores of Cape Cod, or a ferry ride to the charming islands of Nantucket and Martha’s Vineyard. Out west, the Berkshire Hills offer rolling countryside, elegant manor houses and cosy spa retreats. Wherever you decide to stay, there’s plenty of choice, from the luxury hotels and stylish boutique stays to charming inns, welcoming guesthouses and affordable B&Bs that still offer romantic charm.

For city chic

The Revolution Hotel

  • Tucked away in Boston's South EndThe Revolution Hotel is perfectly placed for days spent browsing independent shops, galleries and restaurants. Rooms have an industrial loft feel, with exposed wooden floors and striking murals. Cósmica serves vibrant Cal-Mex dishes in a lively setting that's ideal for a relaxed date night.
  • Boston Yacht Haven Inn & Marina is ideal for couples searching for a city break with a difference, with its sweeping 180-degree harbour views. Rooms feel fresh and nautical, with yacht-inspired details, plush amenities and balconies overlooking the marina. Wake up to breakfast delivered to your room, then explore the city on foot. Staying here feels like being at sea with luxury yachts as your only neighbours.
  • Overlooking Boston’s Public Garden, The Newbury is made for a stylish city escape. Rooms are light and elegant, and exactly where you want to spend a weekend with your significant other. The rooftop Italian restaurant serves dinner with a view. Step outside for Newbury Street shopping, museums and some of the city’s best walks.

For a spa break

Briar Barn Inn

  • For couples who like to switch off together, Briar Barn Inn makes it easy. The spa offers everything from restorative massages and tailored facials to soothing foot soaks and manicures, while the outdoor pool is perfect after a treatment. Back in your room, expect calm interiors; some feature fireplaces for cosy evenings together.
  • If you're planning a couples' spa escape, Mirbeau Inn & Spa Plymouth is hard to beat. The wellness area has 20 treatment rooms for couples' massages and beauty therapies, a whirlpool with a waterfall, a steam room and fireside relaxation spaces. Between treatments, wander through the Monet-inspired gardens and savour elegant French cuisine created with New England ingredients at the Bistro & Wine Bar.
  • The adults-only Crowne Pointe Hotel & Spa in Provincetown is perfect for a restorative Cape Cod escape, with a spa offering massages, sauna sessions and soothing treatments designed to help you unwind. After a day of pampering, take a dip in the pool, relax by the fire or enjoy dinner and wine together at Pointe Restaurant and Wine Bar. Large, light rooms offer comfortable beds and modern bathrooms.

For a B&B

Nobnocket Boutique Inn

  • An adults-only B&B, Nobnocket Boutique Inn is one of Martha’s Vineyard's best kept secrets. The seven airy rooms have parquet floors, soft neutral tones and luxurious marble bathrooms. Book the Grand room for a truly romantic stay, complete with fireplace, freestanding tub and plush linens. Borrow one of the complimentary bikes, then return to peaceful gardens for a lazy afternoon together. Breakfast can be delivered straight to your room, so you can enjoy a cosy lie-in!
  • Step inside Captain's House Inn, in Chatham, and you'll feel as though you've travelled back in time. Antique furniture, bold wallpapers and four-poster beds set the scene, while the traditional afternoon High Tea is a lovely touch. There's also a seasonal pool and cosy spots to unwind. Treat your loved one to a beautifully prepared cheese and fruit board, chocolate-dipped strawberries or a bottle of sparkling wine.
  • Perched above Provincetown, Lands End Inn is all about privacy and views. Every room has its own personality, from romantic French-inspired spaces to colourful Moroccan retreats, with many offering balconies or patios. Guests can enjoy breakfast on the veranda, sunset drinks and whirlpool tubs. A romantic hilltop escape.

Chatham Gables Inn

  • Within six acres of landscaped gardens in the Berkshires, The Inn at Stockbridge feels wonderfully peaceful. Gourmet breakfasts feature produce fresh from the kitchen garden. Suites are individually styled with antiques, fireplaces and crisp luxury linens, plus there's an outdoor pool and massage therapy room for unwinding.
  • Set in an historic sea captain’s house in charming Chatham, Chatham Gables Inn is full of romantic touches. Rooms are spacious and luxurious with fireplaces, steam showers and ZENTS Aromatherapy bath amenities. Start the day with a homemade breakfast in the garden, before discovering nearby beaches, whale watching and village strolls. An easy couples’ escape.
  • The Christopher is a colourful Victorian mansion in Edgartown that feels more like a stylish island home than a traditional B&B. Rooms are filled with playful artwork and thoughtful details, while mornings begin with a hearty breakfast. In the evening, gather around the courtyard fire pit for snacks, drinks and a relaxed, welcoming atmosphere.

For the beach

AWOL Hotel

  • Set on the edge of Provincetown, AWOL Hotel is a seaside hideaway that's made for slow beach days and sunset views. Chic rooms and suites are a dreamy combination of shaggy throws, a muted nautical palette, cosy seating areas and stunning marsh views. There's an outdoor pool, fire pits and a cocktail bar, so you may never want to leave.
  • Just steps from the sea, Faraway is a Nantucket boutique stay with classic island charm. Inside, expect cane furniture, playful wallpapers and statement pieces like tasselled armchairs. After a day at the beach, dine al fresco at Sister Ship Restaurant, set in a charming central courtyard lounge.
  • Set on Nantucket’s Atlantic coast, The Wauwinet is an adults-only retreat that offers the kind of beach escape couples dream about. Spend days on the private sandy beach, out on the water, or relaxing in the spa. Rooms have cosy country-style interiors, while TOPPER’s serves fresh local dishes and lively drinks. In season, enjoy whale watching right from the beach.
  • Set in the heart of Edgartown, Faraway Martha's Vineyard is an historic haven that's been reimagined as a stylish island escape. Chic, mid-century style rooms meet beach-luxe vibes with a dash of opulence. The two restaurants offer everything from classic pub favourites to creative sushi. Spend afternoons by the guest-only pool or exploring nearby beaches.

For foodies

Chatham Inn

  • Food is the main event at Chatham Inn, an intimate Relais & Châteaux retreat in Chatham. Book the Chef's Table for a front-row seat to inventive Cape Cod cuisine or settle into the acclaimed restaurant for a memorable dinner. Elegant rooms and suites feature polished wood floors and contemporary art. Pick one of the suites with large two-person soaking tubs and in-room fireplaces for a romantic escape.

For a boutique base

The Charlotte Inn

  • The Charlotte Inn in Edgartown is a romantic 1864 inn that feels like a country escape straight from another era, with antique furnishings and manicured gardens. Large, classical rooms have four-poster beds, fireplaces and fine linens, while the restaurant serves refined American dishes with French and Italian influences. Perfect for wine, walks and unwinding together.
  • A Gilded Age mansion brought right up-to-date, Kemble Inn in Lenox mixes historic details with modern comforts. Suites are the perfect balance of old and new, with fireplaces, jetted tubs and mountain views. Couples can enjoy breakfast on the veranda, a large lawned garden, fine dining at Table Six and a series of grand but cosy fireside lounges. The perfect place for celebrating special occasions in style.
  • 33 Main, a beautifully restored Federal-style inn in Lenox, is a design lover’s dream, with every corner carefully considered. Run by a home-furnishings guru, guests are spoiled with the best of the best; expect Ralph Lauren wallpaper and Hasten beds. Start the day with a gourmet breakfast, then return for homemade treats and evening cocktails.

Still not sure?

  • Explore all our recommendations of the best [laces to stay in Massachusetts,
  • Refine your search to include Salem and Lenox,
  • Or, contact one of our friendly Gurus for personalised advice.

Written by Amelia Shirley

20 Best Hotels for Couples in Massachusetts

The Wauwinet

Nantucket (Massachusetts)

With a quiet Atlantic setting and private beach, spa and boat this is a fantastic hotel. Rooms are all country-style decor, pinewood furnishing, Egyptian cotton and modern bathtubs. Founded on the success of TOPPER's, which offers locally inspired dishes and a lively bar. Water activities galore!

  • Local markets - Shuttle to Nantucket town is readily avaliable.
  • Fishing - Fishing and lobstering both can be arranged.
  • Tennis Court - Tennis court on site for all guests to use.
  • Restrictions on children - No children allowed
from $557 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Crowne Pointe Hotel & Spa

Provincetown (Massachusetts)

This adult-only boutique has a spa, pool and Herring Cove Beach close-by. Large, light rooms offer comfortable beds and modern bathrooms. Indulge in fine wine and dining at Pointe Restaurant and Wine Bar, or head to a quaint cafe in town. Fantastic break for local history, beach life and activities

  • Sights nearby - The Pilgrim Monument is 5 minute walk away from the Inn.
  • Spa breaks - Enjoy the spa days ahead of you.
  • Spa
  • Restaurant
from $371 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Captain's House Inn

Chatham (Massachusetts)

This historic B&B will transport you to another era, where High Tea is served at four o'clock and your every need is taken care of. The decor is an eclectic mix of antique furnishings, opulent wallpapers, four poster beds, and contemporary comforts. The perfect romantic escape!

  • Romantic Break - Treat your loved one to a beautifully prepared cheese and fruit board, chocolate dipped strawberries or bottle of sparkling wine
  • Great walks - Visit Monomoy National Wildlife Refuge- 7,604 acres with varied habitats of oceans, salt and freshwater marshes.
  • Sailing - Chatham Classic Yacht Charters will take you for a sea journey aboard one of their restored old world schooners.
  • Fishing - Rockin' Robin fishing charters offers fishing charters, sunset cruises and sightseeing tours on Cape Cod Bay.
from $239 for 1 room, 1 night including taxes & fees
Check availability on Expedia

The Inn at Stockbridge

Stockbridge (Massachusetts)

A classic, Georgian-style House, set on six acres of beautiful gardens. Three unique lodgings offer fourteen spacious individually designed suites, all with high-end linens and many with fireplace too. Gourmet breakfasts feature produce fresh from the kitchen garden. Unwind in style.

  • Romantic Break - Special seasonal getaway packages perfect for a romantic getaway.
  • Great walks - Beautiful walks in the neary Berkshire Botanical Gardens.
  • Sights nearby - Norman Rockwell Museum .
  • Swimming Pool - Outdoor seasonal pool.
from $256 for 1 room, 1 night including taxes & fees

The Charlotte Inn

Martha's Vineyard (27 South Summer Street)

British style 1864 house turned romantic boutique, with manicured gardens and antiques. The perfect place to unplug and unwind. Large, classical rooms with four poster beds, fireplaces and fine linens. Delicious American cuisine with French and Italian influences. The perfect romantic break.

  • Restrictions on children - Well-behaved children over the age of 12 are permitted
  • Tennis Court
  • Restaurant
  • Great walks
from $325 for 1 room, 1 night including taxes & fees

Nobnocket Boutique Inn

Martha's Vineyard

A chic owner managed B&B in Martha's Vineyard with seven elegantly styled rooms, all offering en suites, parquet floors and light natural tones. The breakfast is utterly delicious and can be served in bed or in the sunny dinning room. With extensive gardens and the village and beach nearby.

  • Value chic - As well as luxury accommodation you can expect complimentary bikes, beach towels and much more included in the price
  • Romantic Break - For a romantic break book the Grand room, complete with fireplace, freestanding tub and plush linens
  • Great walks - Martha's Vineyard is crammed with great walking and hiking trails for all abilities
  • Birdwatching - The woods are filled with a variety of birds, make sure to pack your binoculars
from $170 for 1 room, 1 night including taxes & fees

The Christopher

Martha's Vineyard (Massachusetts)

A charming Victorian era mansion turned upscale B&B by the famed Lark group. The vibrant and thoughtfully curated interiors are a welcome breath of fresh air in Edgartown. Serving a hearty breakfast, as well as evening snacks in the courtyard, guests are made to feel welcome and looked after.

  • Beach Life - A beautifully laid out beach-chic B&B offering J Crew beach bags, towels and chairs on loan, as well as hot local tips
  • Sights nearby - The hotel provides an ipad filled with info on local attractions such as local restaurants, spas, bars and bike trails
  • Great walks - There are plenty of hiking and walking trails on the island, ask at the front desk for details
  • Boutique
from $711 for 1 room, 1 night including taxes & fees
Check availability on Expedia

The Revolution Hotel

Boston (South End)

This city bolt-hole sits at the intersection of Berkeley St and Appleton St in Boston’s South End. Inside, the modern guestrooms have a loft feel, with authentic wooden floors and cityscape wallpapers. The hotel hosts Cósmica, a stylish neighbourhood spot serving Cal-Mex specialities.

  • Local exploring - Set within easy walking distance of the best shops, bars and restaurants, this hotel is great for city exploring
  • Romantic Break - With stylish suites, a romantic restaurant and attentive staff, book this hotel for a chic couples' city break
  • City Style - With boutique interiors and a central city location, book this hotel for revolutionary Boston charm
  • Great walks - Walk the Freedom Trail, a 2.5-mile-long path through downtown Boston that passes by 16 locations significant to USA history
from $136 for 1 room, 1 night including taxes & fees
Check availability on Expedia

AWOL Hotel

Provincetown (Massachusetts)

Stylish sea-facing property on the very edge of Provincetown. Chic rooms & suites are a dreamy combination of shaggy throws, muted nautical palette, cosy seating areas and stunning marsh views. Soak in the sea air from balconies, gardens & outdoor pool. Barefoot luxury break well-suited to couples.

  • Back to Nature - Enjoy a stay accompanied by the sounds of nature; marsh birds calling, firepits crackling and gentle waves
  • Romantic Break - The romantic and laid-back aesthetics make a refreshing break from the classic nautical New England look
  • Hideaway - Located on the very edge of town, facing the sand and the sea, it feels as if no-one can find you here
  • Sailing - Take a boat charter out into nearby Stellwagen Bank National Marine Sanctuary and look for dolphins, wales and birds
from $334 for 1 room, 1 night including taxes & fees
Check availability on Expedia

The Newbury

Boston (Back Bay)

Mega-luxe hotel steeped in history in the exclusive Back Bay neighbourhood. Dreamy rooms look out over the city's esteemed Public Garden - they are contemporary, airy and exactly where you want to spend a weekend with a significant other. Make sure to dine at the Italian glass-rooftop restaurant.

  • Weddings - The place where white fairy-tale wedding dreams come true; lavish ballrooms, chandeliers and views over Boston's Public Garden
  • Romantic Break - Check-in for a weekend of fine-dining, rooftop drinks, expansive suites with views and beds you won't want to leave
  • City Style - There's nothing quite like it in the city; upscale sophisticated boutique luxury at its finest
  • Great walks - The hotel's prime location on Boston Public Garden means a quick stroll or jog couldn't be easier
from $764 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Boston Yacht Haven Inn & Marina

Boston (Boston Harbour)

Fantastic inn with a unique location on Boston's Harbour. Stay for breathtaking 180-degree sea and city vistas. The spacious contemporary rooms have luxurious amenities and nautical touches; make sure to book one with a balcony. It feels like being at sea with luxury yachts as your only neighbours.

  • Sea Views - Nearly all of the benefits of a beach vacation while staying in the city; sea, fresh air, the sound of waves and great seafood!
  • Local exploring - As well as watching the world go by there's lots to do in the area; shopping, restaurants, nightlife and sites
  • Romantic Break - Book the penthouse suite with its impressive balcony for a weekend away. Enjoy a drink watching the sunset
  • Sailing - The marina's facilities accommodate everything from sailing vessels to mega-yachts
from $382 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Chatham Gables Inn

Chatham (Massachusetts)

A romantic, charming and historic B&B, set in one of New England’s most charming coastal villages. Rooms are luxurious and spacious with fireplaces, steam showers and ZENTS Aromatherapy bath amenities. Enjoy a delicious homemade breakfast in the garden. A great choice for a couples' escape.

  • Romantic Break - Select the Romantic Getaway Package that includes flowers and chocolates in-room, couples massages and breakfast by candlelight
  • Beach Life - Spend sunny days on Hardings Beach with activites such as volleyball, swimming, kayaking and walking trails
  • Kayaking - Rent a kayak for the day at Hardings beach
  • Local markets - Visit Chatham's fish market
from $533 for 1 room, 1 night including taxes & fees

Lands End Inn

Provincetown (Massachusetts)

Enchanting hilltop property with English-country gardens and divine sea views. Whimsical 1905 shingled-exterior with eccentric architectural features houses unique and opulent rooms in towers and turrets; themes range from French country to Morocco. Deluxe retreat offering privacy and romance.

  • Romantic Break - Stargaze or look out over the water from your bed, watch the sunset from your private balcony or soak in whirlpool tub for two
  • Local exploring - Although tucked away out of site, Provincetown's beaches, shops, museums, galleries and bars are still very much walkable
  • Hideaway - The hilltop location provides panoramic views and wonderful remote feeling, despite being close to the action
  • Sailing - Enjoy a romantic sunset tour of the bay on Schooner Hindu, a beautifully restored restored sailing ship
from $245 for 1 room, 1 night including taxes & fees

33 Main

Lenox (Massachusetts)

Exquisite boutique inn housed in immaculate 19th-century Federal-style home. Run by a home-furnishings guru, guests are spoiled with the best of the best; expect Ralph Lauren wallpaper & Hasten beds. Each beautifully curated yet cosy space is a joy to be in with art, decor and furnishings on point.

  • Honeymoons - With stunning suites, nightly cocktail hour and a selection of fantastic cultural events nearby, this makes a fab mini-moon
  • Romantic Break - Encourages long lazy mornings; plush bedding, fluffy carpets and stand-alone tubs mean it's easy to not leave the room
  • Sights nearby - The area abounds in historic homes & gardens; visit Ventfort Hall, Naumkeag House, The Mount & Berkshire Botanic Gardens
  • Adult Only - Guests aged 21 and above are welcome at the inn
from $605 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Kemble Inn

Lenox (Massachusetts)

Gilded-Age mansion boasting contemporary levels of luxury. Suites are the perfect balance of old and new, think period features but modern comforts. Enjoy fine dining, breakfast on the veranda, large lawned garden and series of grand but cosy fireside lounges. Celebrate special occasions in style.

  • Weddings - Book out the property on an exclusive-use basis for a small but sophisticated wedding with expansive grounds and mountain views
  • Local exploring - A fitting base for revisiting the Gilded Age; the property fits in with the area's grandeur & is walking distance to most sites
  • Honeymoons - Exquisite suites scream honeymoon with enormous wood-burning fireplaces, jetted tubs and mountain views from bed
  • Restaurant - Table Six restaurant is where guests enjoy breakfast, but is also open to the public in the evening for fine dining
from $395 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Briar Barn Inn

Massachusetts

Luxury laid-back country retreat with spa, pool and sociable restaurant. Decor effortlessly blends rustic farm-life charm with contemporary furnishings, style and comfort. Romantic rooms feature soothing cream and soft grey colour palettes, some have cosy fireplaces. Perfect for special events.

  • Weddings - Traditional barn, landscaped gardens, private function rooms & great dining make this a safe choice for a weddings or gatherings
  • Country Escape - Spend wholesome days exploring state parks, forests, wildlife sanctuaries and beaches before returning to a deluxe spoiling base
  • Spa breaks - With a full spa, outdoor pool, relaxed dining and intimate atmosphere, this is a fab choice for couples or girly spa weekend
  • Romantic Break - Romantic weekend material; spend days exploring before returning for spa treatments, fireside dining and sumptuous suites
from $159 for 1 room, 1 night including taxes & fees

Mirbeau Inn & Spa Plymouth

Massachusetts

Spoiling spa retreat in French-style 18th-century manor house complete with turrets, opulent ornate rooms, Monet Garden and wooded estate. Spa offerings are impressive; spend the day between treatments, classes and relaxing fireside areas. On-site restaurant, spa & golf course. Ideal for couples.

  • Romantic Break - Enjoy romantic rooms, fluffy robes, indulging spa treatments, fab on-site dining and plenty to do should you wish to venture out
  • Spa - Features 20 treatment rooms, relaxation area, fitness centre, gift shop, oversized whirlpool, waterfall, fireplace & solarium
  • Spa breaks - Perfect spa weekend material with couple's massages, body work & beauty plus fireside relaxation cavern with heated foot pool
  • Sights nearby - Learn more about the 1620 Mayflower landing nearby; visit Plymouth Rock, Mayflower II, Pilgrim Hall Museum & National Monument
from $484 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Faraway

Nantucket (Massachusetts)

On-trend boutique hotel metres from the sea. Traditional Nantucket exterior houses sleek, magazine-worthy interiors; think retro cane furniture, tasselled armchairs & bold print wallpapers. After a day at the beach dine al fresco in a charming central courtyard lounge. Modern-day Cape Cod bolthole.

  • Beach Life - Children's Beach, Francis Street Beach, Brant Point Beach and Jetties Beach are all within 1km of the property
  • Groups - Roberts House Quad comfortably sleeps four in some of the classiest bunk beds ever seen
  • Romantic Break - Ideal for cool couples looking for beach break at a chic coastal retreat
  • Restaurant - Sister Ship restaurant, cafe and bar offers eclectic cocktails, plush lounge setting and outdoor courtyard area
from $350 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Chatham Inn

Chatham (Massachusetts)

A boutique Relais & Châteaux hotel set in a historic property in Chatham. Elegant rooms & suites feature polished wood floors, fireplaces and contemporary art. A choice of Cape Cod fine dining or a Chef's Table ensure this is a gourmet experience while the beach nearby completes the picture.

  • Foodies - With a Chef's Table and an acclaimed fine dining restaurant, you can sample the best of modern Cape Cod cuisine here
  • Romantic Break - Pick one of the suites with large two-person soaking tubs and in-room fireplaces for a romantic setting
  • Sailing - Charter a boat and explore the island from the sea
  • Restrictions on children - Children 12 and over are welcomed
from $349 for 1 room, 1 night including taxes & fees

Faraway Martha's Vineyard

Martha's Vineyard (Massachusetts)

A historic tavern transformed into a modern retreat in Edgartown's heart. Chic, mid-century style rooms meet beach-luxe vibes with a dash of opulence too. Savour local cuisine, relax by the revamped pool, and explore vibrant Martha's Vineyard. An enchanting blend of history and contemporary luxury.

  • Romantic Break - Escape to a serene seaside retreat, where cozy rooms and intimate dining set the stage for unforgettable, starlit evenings
  • Sailing - Embark on a catamaran sail with Mad Max for a thrilling two-hour tour around the beautiful waters of Martha's Vineyard
  • Sights nearby - Climb the Edgartown Harbor Light for breathtaking views of Chappaquiddick Island and Edgartown's picturesque harbor
  • Restaurant - There are two restaurants: the historic Newes from America Pub and a sushi bar
from $409 for 1 room, 1 night including taxes & fees
Check availability on Expedia

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