Click here for the best places to stay in Massachusetts

All our Massachusetts collections:

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.

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.

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 the elite playground of Martha’s Vineyard.

The best places to stay in Massachusetts

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.

Photo of Massachusetts

Search hotel availability

The best hotels in Massachusetts

See all » 1 hotel in Amherst

  • The Lord Jeffery Inn

    Amherst (Massachusetts)

    1926 classic New England home away from home among maple trees and Amherst College. Antique furnishing, fine linens and modern bathrooms make up the unique rooms. 30 Boltwood offers American cuisine with fresh, locally sourced ingredients. Perfect spot for a weekend break or a history buffs dream.

    49 rooms from $235
    Views  -  Great views from hotel
    Full of character
    Four poster beds  -  For romantics.
    Great walks  -  Good for walkers.

See all » 1 hotel in Harwich

  • Platinum Pebble Inn


    Historic 1850s inn minutes from the beautiful Belmont Road Beach on Cape Cod. The rooms are simple and modern, with chic leather furnishings and bold colours. The inn is secluded and features a peaceful outdoor pool and garden with fireplace. It is also committed to being eco-friendly.

    8 rooms from $116
    Eco break  -  The hotel is powered by renewable energy sources, participates in the Clean the World initiative, and uses eco-friendly products
    Active Holiday  -  Many outdoor activities are on offer: hiking & biking on Cape Cod Rail Trail, swimming, sailing, and kitesurfing, to name a few
    Beach Life  -  Belmont Road Beach is a 5 minute drive/ 15 minute walk away
    Swimming Pool  -  The unheated outdoor pool is nestled at the heart of the inn, and is open from May to October.
    Recommended by  -  Mr & Mrs Smith

See all » Other hotels in Massachusetts

  • Deerfield Inn


    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.

    24 rooms from $149
    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.
  • Chatham Bars Inn

    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.

    217 rooms from $217
    Sailing  -  Charter one of the hotel sailing boats
    Kayaking  -  Chatham Harbor
    Sights nearby  -  Whale Watching
    Seaside  -  Ideal for a seaside holiday.
  • Wequassett Resort and Golf Club

    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.

    110 rooms from $250
    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
  • Crowne Pointe Inn

    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 dinning at Pointe Restaurant and Wine Bar, or head to a quaint cafe in town. Fantastic break for local history, beach life and activities

    40 rooms from $160
    Sights nearby  -  The Pilgrim Monument is 5 minute walk away from the Inn.
    Views  -  Great views from hotel
    Full of character
    Seaside  -  Ideal for a seaside holiday.
  • A Little Inn on Pleasant Bay

    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.

    9 rooms from $339
    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
  • Applegate Inn

    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!

    11 rooms from $210
    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.
  • Ashley Manor


    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.

    6 rooms from $169
    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
  • 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!

    16 rooms from $200
    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.
  • Harbor Light Inn

    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.

    23 rooms from $189
    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
  • Isaiah Jones Homestead B&B

    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.

    7 rooms from $189
    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
  • Mansion House


    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!'

    48 rooms from $128
    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.
  • The Quarterdeck Inn by the Sea

    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.

    7 rooms from $406
    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.
  • Sea Meadow Inn

    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.

    7 rooms from $181
    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.

Collections in Massachusetts

Your shortlist (0)