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Massachusetts

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Best Hotels in Massachusetts

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About Massachusetts

It’s where America started, so we reckon it’s where you should start when begin your travel adventures in the US of A. Here’s our choice of the best places to stay in Massachusetts - this New England state, where old world hospitality is second nature.

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By American standards, this is as old as it gets: The first European settlement was founded by the Pilgrim Father at Plymouth in 1620. That momentous arrival set a pattern of national leadership that endures to this day.

First a farming, fishing and whaling centre, then the original American industrial heartland, the state’s inspirational reinvention in the late 20th Century as a high-tech and artistic powerhouse even has a name “The Massachusetts Miracle”, a blueprint for rustbelt-reinvention throughout the world. Now there is more IT brain power – not to mention investors’ cash– in the Greater Boston area than in some major European nations.

More important to visitors, there is so much history crammed into its 10,000-plus square miles (tiny by US standards), that the visitor can’t help encountering it at every turn.

Emily Dickinson fans should head to Amherst, Lennox is where to stay for the Tanglewood Music Festival and Stockbridge is the quintessential New England town as portrayed by Norman Rockwell.

North Adams is the smallest city in Massachusetts, but boats its largest art gallery. Concord is famous for its literary greats and for being the place where the American Revolution began.

The Commonwealth of Massachusetts is justifiably proud of its full-colour palette of attractions and experiences, and its hotel offering reflects the patina of class and character that gives Mass. its mass appeal. The best places to stay in Massachusetts are scattered from the great port city of Boston, to the academic groves of Cambridge, to the rolling hills of the Berkshires, to the witch-haunted town of Salem, to the nature trails of the state’s colourfully-wooded rural western hinterland and the fabled beaches of Cape Cod and Nantucket and the elite playground of Martha’s Vineyard.

For the smart set

  • The island of Martha’s Vineyard has long been a byword for low-key recreational networking amongst America’s business and political elite, and Hob Knob, a 19th Century gothic revival townhouse, lives up to its name as THE place to rub shoulders with the great, the good and the simply rich. With 17 rooms and individual “houses” on offer, it’s discreet, upmarket and steeped in the authentic Vineyard vibe.
  • Four Seasons, Boston enjoys a lovely spot, facing Boston’s Public Gardens (an extension of the better-known Boston Common). The state capital’s version of this great global brand may lack the architectural grandeur that you might expect from its location, but inside it is sheer New England-styled luxury and opulence. Everything about it screams prestige, as well as luxury.
  • Chatham Bars Inn on Cape Cod offers beachside elegance in another of America’s most classy and subtly stylish holiday destinations. A top wedding destination for the well-heeled, it’s also a spa, and home to the uber-elegant STARS fine dining restaurant.

For total relaxation

  • Platinum Pebble Inn offers simple, chic interiors, just minutes from Belmont Road Beach on Cape Cod. With only over 16s allowed, it's perfect for some adult "me time".
  • Blantyre offers the quintessential country house escape in beautiful Berkshires country. Think roaring fires, four poster beds, and antiques galore. Food is American with a French twist, and there's a spoiling spa with sauna, hot tub and treatments for all.

For cultural explorers

  • Lord Jeffrey Inn, is a stately, distinctively New England edifice on the common in the West Mass. college town of Amherst. An elegant but welcoming landmark in the small town, and only six minutes walk from the museum dedicated to the town’s most famous individual, the 19th Century poet Emily Dickinson.
  • The Red Lion Inn is the best known hotel in Stockbridge, an attractive town in the Berkshires, the highland region straddling Massachusetts and Connecticut that is known as a cultural mecca, with attractions like the Norman Rockwell Museum, the Boston University Tanglewood Institute and various theatre festivals. As well as traditional inn accommodation, full of antiques and individual touches The Red Lion also offers a range of suites, each with their own unique character and charm.
  • Another prime spot for culture vultures feasting on the artistic offerings of the Berkshires, the Porches Inn in North Adams is the product of the local renaissance of this former industrial heartland by the power of culture, in this case the Massachussets MoCA (Museum of Contemporary Art) - an array of galleries and performance spaces occupying a former mill building. Porches has 47 retro-edgy “industrial granny chic” rooms, and great service. Very trendy, but also welcoming.

For family weekend-breakers

  • The Charles Hotel, Cambridge is an excellent property between Harvard Square and the scenic Charles River. It offers regular kid-friendly packages, with milk and cookies thrown in and free tickets to local attractions like the Harvard Museum of Natural Museum. Easy access by subway to downtown Boston and the nearby university may inspire your kids to aspire to academic greatness.
  • Kids are welcome and well catered-for in the Boston Harbor Hotel, a large and upmarket harbourside property, with spectacular views over the (now gentrified) former docks and out into the Atlantic. Great swimming pool and a short trip to see everything that Boston has to offer.

Still can’t decide on the best places to stay in the Commonwealth of Massachusetts? Then call or email one of our gurus for personally-tailored advice.

See all » 9 hotels in Nantucket

  • Regatta Inn 8 rooms from $99

    Nantucket (Massachusetts)

    A sophisticated bed and breakfast in a gorgeous Federal-style house with comfortable bedrooms and a nautical feel. Make yourself at home - borrow chairs, towels and umbrellas and wander down to the local beach. Spend evenings in the garden after visiting nearby restaurants.

    Value chic  -  Fantastic value for money with doubles starting from only $99 per night.
    Sailing  -  Nearby sailing groups
    Restrictions on children  -  Over 10s only
    Seaside  -  Ideal for a seaside holiday.
    Recommended by  -  Mr & Mrs Smith
    Check prices
  • Centerboard Inn 7 rooms from $99

    Nantucket (Massachusetts)

    A sophisticated bed and breakfast with a nautical feel just a short walk from the lively sea front. The house, originally constructed in 1880, has a relaxed feel - with spacious bedrooms and lofty ceilings. In the summer months, enjoy cheese and wine by the garden fire pit or on the shaded veranda.

    Value chic  -  With rooms from just $99 per night, you can't go wrong
    Sailing  -  Nantucket Community Sailing
    Fishing  -  Capt. Tom’s Charters
    Surfing  -  Nantucket Surfing
    Recommended by  -  Mr & Mrs Smith
    Check prices

See all » Other hotels in Massachusetts

  • Deerfield Inn 24 rooms from $149

    Massachusetts

    In an archetypal, quaint colonial town, on the charming tree-lined main street surrounded by gorgeous 18th and 19th century homes, sits this delightful inn. You are housed in the main building or the carriage house in cosy, yet elegant rooms. The restaurant serves only locally sourced fresh dishes.

    Sights nearby  -  Being in the heart of old colonial America, there are countless grand & quaint history, culture and art museums nearby
    Great walks  -  Good for walkers.
    Local markets  -  Good for local colour.
    Check prices
  • Chatham Bars Inn 217 rooms from $220

    Cape Cd, Massachusetts

    Luxurious seaside hotel with an elegant nautical feel offering ocean view suites, contemporary bedrooms and private beach front cottages. A smart evening dining area with fine cuisine and romantic sunset views. Activities to suit all the family at this refined seafront resort.

    Sailing  -  Charter one of the hotel sailing boats
    Kayaking  -  Chatham Harbor
    Sights nearby  -  Whale Watching
    Seaside  -  Ideal for a seaside holiday.
    Check prices
  • Wequassett Resort and Golf Club 110 rooms from $250

    Harwich, Massachusetts

    18th Century colonial house sitting on 20 acres of Atlantic coastline. Light and luxurious rooms rest in a manicured garden with golf course, pools and tennis court. Award winning Twenty-Eight Atlantic offers locally sourced ingredients and changing menu, Thoreau's tavern in style and Libaytion bar.

    Sailing  -  Leisure or learning - hop aboard a sailing boat and soak up Pleasant Bay.
    Great walks  -  Along the private beach and Pleasant Bay.
    Views  -  Great views from hotel
    Full of character
    Recommended by  -  Tablet
    Check prices
  • A Little Inn on Pleasant Bay 9 rooms from $339

    Orleans, Massachusetts

    This homely yet elegant B&B sits right at the 'elbow' of Cape Cod- with private beach and dock spilling into beautiful Pleasant Bay. The decor is unique and ultimately very chic, the nine spacious and light rooms are comfortable and command breathtaking views of the bay and flower gardens.

    Sailing  -  Cape Sail,Dog Gone Sailing Charters, Arey’s Pond and Chatham Yacht Club offer everything from private lessons to charter.
    Fishing  -  There are several fishing boats in Rock Harbor, check out Amber Lee, Empress, Luau or Roxy.
    Barefoot Luxury  -  For total relaxation.
    Full of character
    Check prices
  • Applegate Inn 11 rooms from $210

    Lee, Massachusetts

    Built at the end of America’s 'Gilded Age', the Inn is a Select Registry property and the decor is in keeping with this period. Think antique furnishings and bedroom fireplaces. Enjoy the outdoor heated pool and beautiful gardens while lying in a hammock. Ultimate pampering and relaxation!

    Great walks  -  Great walking and hiking at Pleasant Valley Wildlife Sanctuary and Berkshire Scenic Treks & Canoe Tours.
    Swimming Pool  -  Outdoor, heated pool- seasonal.
    Full of character
    Romantic  -  Good for couples.
    Check prices
  • Ashley Manor 6 rooms from $169

    Massachusetts

    This charming 18th century inn sits on two acres of parkland ground with a spacious patio, gazebo, and tennis court. The house still has many original features, such as New England shuttered windows, wooden flooring and even a secret passageway! Antique furnishings add to old world charm.

    Great walks  -  Enjoy the National Seashore with its twenty miles of beach and nature trails.
    Fishing  -  Barnstable Harbor is the home port of a large fishing fleet.
    Restrictions on children  -  No children allowed.
    Full of character
    Check prices
  • Captain's House Inn 16 rooms from $200

    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!

    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.
    Swimming Pool  -  Outdoor seasonal swimming pool.
    Check prices
  • Harbor Light Inn 23 rooms from $189

    Marblehead, Massachusetts

    Elegant 18th-century mansion located in the heart of the historic Marblehead town center. Exposed wooden beams, antique furnishings, original raise panel windows and crackling fires transport you back to another time. The ultimate luxurious experience.

    Fishing  -  Local Striper fishing with Randy Sigler and Tuna fishing with Capt. Jock Danforth
    Sights nearby  -  Both Peabody Essex Museum and Salem Witch Museum are only 7.5 km away.
    Sailing  -  Charter a sailing boat with Flagship Adventures and Atlantic Charter.
    Swimming Pool  -  Seasonal outdoor pool
    Check prices
  • Isaiah Jones Homestead B&B 7 rooms from $189

    Sandwich, Massachusetts

    A tasteful Victorian B&B in the historic beach-side town of Sandwich. Original antique furnishing, curved wooden staircases, and 11 foot ceilings. Each spacious and elegant suite comes with an en suite and some have private balconies with sea views. Vintage feel with contemporary comforts.

    Sights nearby  -  The Sandwich Glass Museum, Thornton Burgess Museum and Heritage Museums and Gardens are all nearby.
    Great walks  -  East Sandwich, Sandy Neck Beach and Scusset Beach are all within the town limits.
    Views  -  Great views from hotel
    Full of character
    Check prices
  • Mansion House 48 rooms from $128

    Massachusetts

    A charming clapboard mansion, overlooking the harbour on Martha's Vineyard. Rooms are cosy, understated and elegant with huge windows, hard wood floors and bright cheerful colours. The sit out terrace commands incredible views of the bay. Full of natural charm and 'that island feeling!'

    Kayaking  -  Explore the rich wildlife on Island Spirit Kayaks; or the calm North shore waters, sandy public beaches and inland harbors.
    Sailing  -  With Atlantic Yachting you can charter a private boat, take a sailing lesson or just sit back a relax.
    Swimming Pool  -  Indoor year round pool.
    Designer  -  Uniquely designed interiors.
    Check prices
  • The Quarterdeck Inn by the Sea 7 rooms from $412

    Rockport, Massachusetts

    A pretty B&B right on the coast of Rockport, Massachusetts. The hotel commands uninterrupted views of the bay and is peppered with places where you can sit and soak up the view. The rooms are quaint and cosy with large windows and seating areas facing the sea. An ideal ocean side hideaway.

    Sailing  -  Charter a boat and sail the beautiful coast with Classic Sailing Yacht Charters.
    Fishing  -  Enjoy deepsea fishing with Amanda Marie Fishing Charters.
    Diving  -  Head out on a diving expedition with Cape Ann Divers.
    Restrictions on children  -  Children cannot be accomodated at this hotel.
    Check prices
  • Sea Meadow Inn 7 rooms from $181

    Brewster, Massachusetts

    A beautifully restored 1780 Sea Captains home, minutes from Paine's Creek Beach. Rooms follow a cosy white on white style, with a nautical twist. Yummy home cooked breakfast is served in the quaint dining room or sit out terrace overlooking the gardens. Homely, warm and effortlessly elegant.

    Air conditioning
    Great walks  -  Wellfleet Bay Wildlife Sanctuary , extensive trails bring you to panoramic salt marsh, sandy barrier beach, and pine woodlands.
    Fishing  -  Charter a fishing trip with Cape Cod Fishing Charters, Triton Sportfishing or Rock Harbor Charters.
    Sailing  -  Charter a magical sailing trip with Chatham Classic Yacht Charters.
    Check prices
  • Inn at Hastings Park 22 rooms from $275

    Massachusetts

    An all-American property in the historical town of Lexington. Charmingly decorated throughout with fireplaces, antique furniture, feather-down quilts and traditional artworks. Boasting a popular restaurant worthy of a visit alone and just steps from many-a-historical sight.

    Local exploring  -  Find numerous attractions nearby and enjoy an authentic all American experience at the property.
    Sights nearby  -  Walking distance from the Lexington Battle Green where the American Revolutionary War began.
    Great walks  -  Find miles of hiking trails in the surrounding countryside.
    Full of character
    Recommended by  -  Relais & Chateaux, Tablet
    Check prices

See all » 9 hotels in Nantucket

  • Regatta Inn 8 rooms from $99

    Nantucket (Massachusetts)

    A sophisticated bed and breakfast in a gorgeous Federal-style house with comfortable bedrooms and a nautical feel. Make yourself at home - borrow chairs, towels and umbrellas and wander down to the local beach. Spend evenings in the garden after visiting nearby restaurants.

    Value chic  -  Fantastic value for money with doubles starting from only $99 per night.
    Sailing  -  Nearby sailing groups
    Restrictions on children  -  Over 10s only
    Seaside  -  Ideal for a seaside holiday.
    Recommended by  -  Mr & Mrs Smith
    Check prices
  • Centerboard Inn 7 rooms from $99

    Nantucket (Massachusetts)

    A sophisticated bed and breakfast with a nautical feel just a short walk from the lively sea front. The house, originally constructed in 1880, has a relaxed feel - with spacious bedrooms and lofty ceilings. In the summer months, enjoy cheese and wine by the garden fire pit or on the shaded veranda.

    Value chic  -  With rooms from just $99 per night, you can't go wrong
    Sailing  -  Nantucket Community Sailing
    Fishing  -  Capt. Tom’s Charters
    Surfing  -  Nantucket Surfing
    Recommended by  -  Mr & Mrs Smith
    Check prices

See all » Other hotels in Massachusetts

  • Deerfield Inn 24 rooms from $149

    Massachusetts

    In an archetypal, quaint colonial town, on the charming tree-lined main street surrounded by gorgeous 18th and 19th century homes, sits this delightful inn. You are housed in the main building or the carriage house in cosy, yet elegant rooms. The restaurant serves only locally sourced fresh dishes.

    Sights nearby  -  Being in the heart of old colonial America, there are countless grand & quaint history, culture and art museums nearby
    Great walks  -  Good for walkers.
    Local markets  -  Good for local colour.
    Check prices
  • Chatham Bars Inn 217 rooms from $220

    Cape Cd, Massachusetts

    Luxurious seaside hotel with an elegant nautical feel offering ocean view suites, contemporary bedrooms and private beach front cottages. A smart evening dining area with fine cuisine and romantic sunset views. Activities to suit all the family at this refined seafront resort.

    Sailing  -  Charter one of the hotel sailing boats
    Kayaking  -  Chatham Harbor
    Sights nearby  -  Whale Watching
    Seaside  -  Ideal for a seaside holiday.
    Check prices
  • Wequassett Resort and Golf Club 110 rooms from $250

    Harwich, Massachusetts

    18th Century colonial house sitting on 20 acres of Atlantic coastline. Light and luxurious rooms rest in a manicured garden with golf course, pools and tennis court. Award winning Twenty-Eight Atlantic offers locally sourced ingredients and changing menu, Thoreau's tavern in style and Libaytion bar.

    Sailing  -  Leisure or learning - hop aboard a sailing boat and soak up Pleasant Bay.
    Great walks  -  Along the private beach and Pleasant Bay.
    Views  -  Great views from hotel
    Full of character
    Recommended by  -  Tablet
    Check prices
  • A Little Inn on Pleasant Bay 9 rooms from $339

    Orleans, Massachusetts

    This homely yet elegant B&B sits right at the 'elbow' of Cape Cod- with private beach and dock spilling into beautiful Pleasant Bay. The decor is unique and ultimately very chic, the nine spacious and light rooms are comfortable and command breathtaking views of the bay and flower gardens.

    Sailing  -  Cape Sail,Dog Gone Sailing Charters, Arey’s Pond and Chatham Yacht Club offer everything from private lessons to charter.
    Fishing  -  There are several fishing boats in Rock Harbor, check out Amber Lee, Empress, Luau or Roxy.
    Barefoot Luxury  -  For total relaxation.
    Full of character
    Check prices
  • Applegate Inn 11 rooms from $210

    Lee, Massachusetts

    Built at the end of America’s 'Gilded Age', the Inn is a Select Registry property and the decor is in keeping with this period. Think antique furnishings and bedroom fireplaces. Enjoy the outdoor heated pool and beautiful gardens while lying in a hammock. Ultimate pampering and relaxation!

    Great walks  -  Great walking and hiking at Pleasant Valley Wildlife Sanctuary and Berkshire Scenic Treks & Canoe Tours.
    Swimming Pool  -  Outdoor, heated pool- seasonal.
    Full of character
    Romantic  -  Good for couples.
    Check prices
  • Ashley Manor 6 rooms from $169

    Massachusetts

    This charming 18th century inn sits on two acres of parkland ground with a spacious patio, gazebo, and tennis court. The house still has many original features, such as New England shuttered windows, wooden flooring and even a secret passageway! Antique furnishings add to old world charm.

    Great walks  -  Enjoy the National Seashore with its twenty miles of beach and nature trails.
    Fishing  -  Barnstable Harbor is the home port of a large fishing fleet.
    Restrictions on children  -  No children allowed.
    Full of character
    Check prices
  • Captain's House Inn 16 rooms from $200

    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!

    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.
    Swimming Pool  -  Outdoor seasonal swimming pool.
    Check prices
  • Harbor Light Inn 23 rooms from $189

    Marblehead, Massachusetts

    Elegant 18th-century mansion located in the heart of the historic Marblehead town center. Exposed wooden beams, antique furnishings, original raise panel windows and crackling fires transport you back to another time. The ultimate luxurious experience.

    Fishing  -  Local Striper fishing with Randy Sigler and Tuna fishing with Capt. Jock Danforth
    Sights nearby  -  Both Peabody Essex Museum and Salem Witch Museum are only 7.5 km away.
    Sailing  -  Charter a sailing boat with Flagship Adventures and Atlantic Charter.
    Swimming Pool  -  Seasonal outdoor pool
    Check prices
  • Isaiah Jones Homestead B&B 7 rooms from $189

    Sandwich, Massachusetts

    A tasteful Victorian B&B in the historic beach-side town of Sandwich. Original antique furnishing, curved wooden staircases, and 11 foot ceilings. Each spacious and elegant suite comes with an en suite and some have private balconies with sea views. Vintage feel with contemporary comforts.

    Sights nearby  -  The Sandwich Glass Museum, Thornton Burgess Museum and Heritage Museums and Gardens are all nearby.
    Great walks  -  East Sandwich, Sandy Neck Beach and Scusset Beach are all within the town limits.
    Views  -  Great views from hotel
    Full of character
    Check prices
  • Mansion House 48 rooms from $128

    Massachusetts

    A charming clapboard mansion, overlooking the harbour on Martha's Vineyard. Rooms are cosy, understated and elegant with huge windows, hard wood floors and bright cheerful colours. The sit out terrace commands incredible views of the bay. Full of natural charm and 'that island feeling!'

    Kayaking  -  Explore the rich wildlife on Island Spirit Kayaks; or the calm North shore waters, sandy public beaches and inland harbors.
    Sailing  -  With Atlantic Yachting you can charter a private boat, take a sailing lesson or just sit back a relax.
    Swimming Pool  -  Indoor year round pool.
    Designer  -  Uniquely designed interiors.
    Check prices
  • The Quarterdeck Inn by the Sea 7 rooms from $412

    Rockport, Massachusetts

    A pretty B&B right on the coast of Rockport, Massachusetts. The hotel commands uninterrupted views of the bay and is peppered with places where you can sit and soak up the view. The rooms are quaint and cosy with large windows and seating areas facing the sea. An ideal ocean side hideaway.

    Sailing  -  Charter a boat and sail the beautiful coast with Classic Sailing Yacht Charters.
    Fishing  -  Enjoy deepsea fishing with Amanda Marie Fishing Charters.
    Diving  -  Head out on a diving expedition with Cape Ann Divers.
    Restrictions on children  -  Children cannot be accomodated at this hotel.
    Check prices
  • Sea Meadow Inn 7 rooms from $181

    Brewster, Massachusetts

    A beautifully restored 1780 Sea Captains home, minutes from Paine's Creek Beach. Rooms follow a cosy white on white style, with a nautical twist. Yummy home cooked breakfast is served in the quaint dining room or sit out terrace overlooking the gardens. Homely, warm and effortlessly elegant.

    Air conditioning
    Great walks  -  Wellfleet Bay Wildlife Sanctuary , extensive trails bring you to panoramic salt marsh, sandy barrier beach, and pine woodlands.
    Fishing  -  Charter a fishing trip with Cape Cod Fishing Charters, Triton Sportfishing or Rock Harbor Charters.
    Sailing  -  Charter a magical sailing trip with Chatham Classic Yacht Charters.
    Check prices
  • Inn at Hastings Park 22 rooms from $275

    Massachusetts

    An all-American property in the historical town of Lexington. Charmingly decorated throughout with fireplaces, antique furniture, feather-down quilts and traditional artworks. Boasting a popular restaurant worthy of a visit alone and just steps from many-a-historical sight.

    Local exploring  -  Find numerous attractions nearby and enjoy an authentic all American experience at the property.
    Sights nearby  -  Walking distance from the Lexington Battle Green where the American Revolutionary War began.
    Great walks  -  Find miles of hiking trails in the surrounding countryside.
    Full of character
    Recommended by  -  Relais & Chateaux, Tablet
    Check prices