• ✓ FREE cancellation on most rooms
  • ✓ Save time, save money

Massachusetts

Photo of Massachusetts

Best Hotels in Massachusetts

  • 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
  • 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
  • The Kendall Hotel 77 rooms from $110

    Boston (Massachusetts)

    A welcoming and cheerful hotel with lots of character, located in an old 19th-century brick fire station. Bedrooms are homely, with large hand-made quilts and a charming New England feel. The restaurant serves home-style American dishes. Enjoy beers from local breweries at the hotel bar.

    Sights nearby  -  The Freedom Trail and trolley tours
    Great walks  -  The Charles River.
    Full of character
    Check prices
  • Concord's Colonial Inn 46 rooms from $145

    Concord (Massachusetts)

    Inn set in history, architecture and literature. Light, modern rooms with newspapers and coffee machine. Enjoy the New England cuisine at the restaurant and bar. Concord known for its pivotal role in American Independence ensures a great stay for history buffs. Great weekend break for activities.

    Traditional
    Sights nearby  -  Spend an afternoon looking around Concord's historic homes - The Wayside, The Manse and more.
    Kayaking  -  Walden Pond for boating and kayaking.
    Opulent
    Check prices
  • Chapman House 11 rooms from $119

    Nantucket

    Bright and colourful hotel in Nantucket, minutes from the pristine beaches and historic harbour. The intimate rooms are chic and modern, decorated with maritime furnishings and all featuring an iPad. Set on a quaint cobblestone lane, this quiet hotel also has a lovely patio on which to relax.

    Active Holiday  -  The concierge can organise sailing lessons, sea-kayaking, whale watching, and fishing, and there are great cycle routes
    Back to Nature  -  With 80 miles of pristine beaches, beautiful lighthouses, and open, natural spaces to explore
    Beach Life
    Restrictions on children  -  Children over the age of 10 are welcome at this hotel
    Recommended by  -  Mr & Mrs Smith
    Check prices
  • The Porches Inn 47 rooms from $127

    North Adams (Massachusetts)

    Contemporary boutique in former mill town offers outdoor pool, intimate B&B and a buzzy bar. Vibrant colours make up the contemporary rooms with fireplaces and private sitting rooms. Restaurants are nearby, as is the local history and Massachusetts Museum of Contemporary Art. A fabulous getaway.

    Sights nearby  -  Western Gateway Heritage State Park.
    Great walks  -  A stroll around Windsor Lake Park.
    Full of character
    Kayaking  -  Available locally.
    Recommended by  -  Tablet
    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 Colonnade 285 rooms from $163

    Boston (Massachusetts)

    A centrally located, contemporary downtown hotel with a gym, rooftop pool and bar. Bedrooms are stylish with floor to ceiling windows and city views. The Colonnad has a popular brasserie and plenty of local restaurants - this is an ideal spot for those looking to get out and see the best of Boston.

    Sights nearby  -  Boston Public Library
    Great walks  -  Boston Public Gardens
    Swimming Pool  -  Indoor/outdoor
    Check prices
  • The Boxer 80 rooms from $165

    Boston (Massachusetts)

    This boutique hotel offers a contemporary downtown feel in the heart of Boston's historic Bulfinch Triangle. Bedrooms have a classic loft apartment aesthetic with cool earthy tones and vintage furniture pieces. Fantastically located for exploring the heritage of the city, restaurants and shopping.

    Sights nearby  -  Located in the historical Bulfinch Triangle district. Easy access to all of Boston's attractions.
    Local markets  -  Quincy Market
    Recommended by  -  Tablet
    Check prices
  • Harbor View Hotel 114 rooms from $130

    Edgartown, Martha's Vineyard

    This 1891 coastal hotel has over 100,000 cedar trees, an outdoor pool and views of Edgartown Harbour. Light comfortable rooms with modern bathrooms and vineyard views. The Lighthouse Grill focuses on fish and steak, whereas the North 41 is poolside. Head to Henry's Hotel Bar for cocktails and tapas.

    Sights nearby  -  Five lighthouses in Martha’s Vineyard are the most diverse in a small, contained area in the country.
    Birdwatching  -  Over 300 species of birds are known to commonly inhabit and frequent Martha’s Vineyard.
    Full of character
    Back to Nature
    Check prices
  • Lambert's Cove Inn, Farm & Restaurant 15 rooms from $178

    Vineyard Haven, Martha's Vineyard

    Large farmhouse resting in manicured lawns with heated pool, all weather tennis court and spa. Rooms are different but collectively comfortable, similar to that of an English country house. Restaurant menu incorporates fresh local ingredients. Relax or explore the local area, a stunning spot!

    Sights nearby  -  Lambert's Cove Beach nearby is private and requires a free pass from reception.
    Great walks  -  The gardens are yours to explore.
    Views  -  Great views from hotel
    Romantic  -  Good for couples.
    Check prices
  • Chandler Studios 11 rooms from $145

    Boston

    Stylish, clean and contemporary studios in hip South End. A true departure from the traditional Boston hotel experience, featuring state of the art 'virtual check in'. Bright, spacious rooms with wooden floors are decorated in a modern aesthetic and include fully equipped kitchenettes.

    Sights nearby  -  Fenway Park, Boston University, MIT & Freedom Trail all nearby
    Check prices
  • 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
  • Platinum Pebble Inn 8 rooms from $149

    Harwich

    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.

    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
  • Kelley House 54 rooms from $150

    Edgartown, Martha's Vineyard

    Classic 1742 New England captains home turned boutique with garden, pool and ocean views. Light, modern rooms with coffee machines and noteworthy fluffy bathrobes. The Newes is a mix of American and British cuisine with a full bar. Perfect location of sea based activities or a romantic break away.

    Sights nearby  -  Head down to the beach and spend a day by the sea whilst catching a glimpse of Edgartown Lighthouse.
    Hideaway  -  A quiet spot.
    Romantic  -  Good for couples.
    Fishing  -  Excellent fishing nearby.
    Check prices
  • The Red Lion Inn 108 rooms from $150

    Stockbridge (Massachusetts)

    1773 boutique welcomes guests with fireplace, grand piano and New England hospitality. Hop in the birdcage lift and enter old-world charm rooms with antique furnishings, large beds and modern bathrooms. Widow Bingham's Tavern and Lion's Den Pub both serve American dishes. A great countryside break.

    Towelling robes
    Romantic  -  Good for couples.
    Views  -  Great views from hotel
    Full of character
    Check prices
  • Encore B&B 4 rooms from $155

    Boston (Massachusetts)

    A charming bed and breakfast in a 19th Century townhouse located in the trendy South End neighborhood. Bedrooms are spacious with a downtown apartment feel. This chic and welcoming guest house is ideal for those looking for a homely base in this eclectic and exciting city.

    Restrictions on children  -  Children under 10 are discouraged.
    Local markets  -  SoWa Open Market
    Great walks  -  Boston Common
  • 76 Main 20 rooms from $159

    Nantucket

    Intimate 1800s house on the Main Street of Nantucket with modern interiors and just minutes from the beach. The chic rooms are crisp and colourful with bold fabrics and wallpaper. The central courtyard featuring a firepit is perfect for relaxation after a day exploring the town and its activities.

    Active Holiday  -  There are plenty of activities on offer: swimming, kayaking, sailing, seal and whale watching, to name a few
    Back to Nature  -  There are 80 miles of pristine beaches, beautiful lighthouses and open, natural spaces to explore
    Beach Life
    Sailing  -  Can be booked nearby.
    Recommended by  -  Mr & Mrs Smith
  • Crowne Pointe Inn 40 rooms from $160

    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

    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.
    Check prices
  • Seven Sea Street Inn 15 rooms from $163

    Nantucket

    Quaint colonial style cottage, in the quintessential New England seaside town of Nantucket. Exposed wood beams, fourposter beds, warm tones and soft sheets make for a snug and serene setting. The small island is navigable by bike or foot, excellent for exploring! A charming and homely Inn.

    Great walks  -  Take a walk through the Sanford Farm Wildlife preserve down to the ocean.
    Sailing  -  Ask at the front desk about chartering a fishing or sailing trip.
    Views  -  Great views from hotel
    Full of character
    Check prices
  • Chatham Bars Inn 217 rooms from $215

    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
  • Charles Hotel 294 rooms from $215

    Boston (Massachusetts)

    Set in the heart of Harvard Square, this hotel is classically Boston- a smart, bookish feel with burgundy armchairs, private library and large bedrooms with city views. The on site dining has a cool bar and private jazz club. Charming cafes, restaurants and shops on its doorstep.

    Sights nearby  -  Harvard Art Museums
    Great walks  -  Harvard Square
    Spa
    Swimming Pool  -  Indoor/outdoor
    Recommended by  -  Tablet
    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
  • The Veranda House 18 rooms from $223

    Nantucket

    Contemporary hotel, a converted 1680s townhouse overlooking the Nantucket harbour. The modern rooms are chic and feature luxurious amenities. 3 levels of wraparound porches boast spectacular views of the harbour and gardens, and there are numerous activities and nautical adventures on offer.

    Active Holiday  -  The concierge can arrange whale watching, sea-kayaking, fishing, sailing, and other aquatic adventures
    Back to Nature  -  There are 80 miles of pristine beaches, beautiful lighthouses and open, natural spaces
    Beach Life
    Restrictions on children  -  Children older than the age of 10 are welcome at this hotel
    Recommended by  -  Tablet, Mr & Mrs Smith
    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
  • 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
  • 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
  • The Wauwinet 32 rooms from $195

    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.
    Views  -  Great views from hotel
    Full of character
    Recommended by  -  Tablet, CN Traveller
    Check prices
  • Cranwell Resort, Spa and Golf Course 114 rooms from $195

    Lenox (Massachusetts)

    Tudor-style mansion rests in 380 acres of the Berkshires offering exquisite service, activities and business and fitness facilities. Large classic rooms have balconies. Sloane’s Tavern is a casual eatery, Mansion Dining offers stunning mountain views. Much to do for all, or relax at the spa or pool.

    Secluded setting  -  For escaping.
    Views  -  Great views from hotel
    Romantic  -  Good for couples.
    Birdwatching  -  Good birding near the hotel.
    Check prices
  • Jared Coffin House 43 rooms from $195

    Nantucket (Massachusetts)

    New-England red brick townhouse on an idyllic cobbled street off Main Street with a private garden. Beautiful four-poster beds and ornate rugs make up the classic style bedrooms. Restaurants, boutique shops and beaches are within walking distance. Relax in the homely library or explore the sea town.

    Great walks  -  A fantastic place to explore by foot.
    Romantic  -  Good for couples.
    Opulent
    Full of character
    Recommended by  -  CN Traveller
    Check prices
  • The Langham 318 rooms from $199

    Boston

    A five star luxury hotel, located in the former Federal Reserve Bank in downtown Boston. The elegant rooms exude old school opulence, with palatial beds, elegant drapes, marble bathrooms and plush linens. There are a range of high end restaurants and bars onsite. Explore Boston like a local!

    Sights nearby  -  Glide together across the iconic Frog Pond in America’s oldest public park, Boston Common.
    Swimming Pool  -  Indoor year round pool.
    Opulent
    Lively  -  Hip and happening.
    Check prices
  • Hotel Commonwealth 245 rooms from $199

    Boston

    Soak up the atmosphere of vibrant Kenmore Square and enjoy excellent hospitality in this stylish hotel. A new wing of spacious rooms and terrace overlook Fenway Park, home of the Red Sox. Try the New England oyster bar, sip an award-winning cocktail, or dine in the hugely popular restaurant.

    Lively area  -  At the western end of Back Bay, Kenmore Square is a busy place and close to the Boston University
    Sights nearby  -  Superb location with easy access to all of Boston's best bits
    Spa  -  In-room spa services available by appointment
    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
  • 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
  • Blantyre 23 rooms from $273

    Lenox

    Grand hotel set in a sprawling 220-acre estate just outside Lenox, Massachusetts. The ivy-clad, castle-like building features traditional rooms with four-poster beds, chandeliers, antiques and floral fabrics. The dining room is magnificent, the spa luxurious, and plenty of activities are on offer.

    Back to Nature  -  The hotel is set in a 220-acre country estate with woodland and manicured gardens, perfect for exploration and relaxation
    Active Holiday  -  The perfect active holiday- skiing, snow-shoeing, ice-skating, swimming, golf and tennis are all available on-site
    Country Escape  -  The ivy-clad building resembles a traditional English manor or castle on a sprawling estate
    Spa  -  The Potting Shed, featuring a greenhouse with a hot tub, steam room, sauna, outdoor pool, and an array of treatments
  • Beacon Hill Hotel 13 rooms from $219

    Boston

    Charming, intimate hotel in the heart of Beacon Hill, an elegant neighbourhood at the start of the Freedom Trail. Twelve thoughtfully designed rooms mirror the area's historical character whilst offering all the modern conveniences. Relax on the private terrace or try the award-winning restaurant.

    Sights nearby  -  Right by major attractions - Beacon Hill, Boston Common, the start of the Freedom Trail, Faneuil Hall Marketplace
    Outstanding location
    Check prices
  • The White Elephant 66 rooms from $225

    Nantucket (Massachusetts)

    Prime harbour location offers sea views, nautical themed interiors and light, modern rooms with wooden furnishings and private balconies. Brant Point Grill offers steak, seafood and stunning views - locally renowned. Spa treatments, complimentary afternoon sherry and sailing make up a perfect day.

    Sights nearby  -  Main Street looks like a film set but is a reali life quaint town high street.
    Sailing  -  Is much of the daily routine for locals and guests are always welcome.
    Views  -  Great views from hotel
    Full of character
    Recommended by  -  Tablet, CN Traveller
    Check prices
  • The Lord Jeffery Inn 49 rooms from $235

    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.

    Views  -  Great views from hotel
    Full of character
    Four poster beds  -  For romantics.
    Great walks  -  Good for walkers.
    Check prices
  • Hob Knob 17 rooms from $250

    Edgartown, Martha's Vineyard

    19th Century home turned boutique hotel with manicured garden, sit out porch and classic interiors. Rooms house big beds, bright bathrooms and delicious breakfast in the dining room. In-house spa, gym and sauna are for all to relax in wine country. Check out the The Hob Knob 27' Boston Whaler boat.

    Fishing  -  Aboard the in-house The Hob Knob 27' Boston Whaler organise a fishing trip with the captain.
    Full of character
    Spa
    Recommended by  -  Tablet
    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
  • The Inn at Stockbridge 15 rooms from $256

    Stockbridge

    A classic, Georgian-style House, set on 12 acres of beautiful gardens. Antique furnishing, elegant drapes and warm colours lend a romantic air to the suites. On-site restaurant uses produce fresh from the kitchen garden. Unwind in style.

    Great walks  -  Beautiful walks in the neary Berkshire Botanical Gardens.
    Sights nearby  -  Norman Rockwell Museum .
    Swimming Pool  -  Outdoor seasonal pool.
    Full of character
    Check prices
  • The Boston Harbor Hotel 230 rooms from $310

    Boston (Massachusetts)

    This contemporary luxury harbour hotel offers guests an indoor pool and spa. The large, classic rooms with city, bay or harbour views and modern bathrooms. Meritage Restaurant's chef is award winning and whips up seasonal produce accompanied with an extensive wine list.

    Sights nearby  -  Boston Harbor Islands National Park is only 100 metres away.
    Lively  -  Hip and happening.
    Views  -  Great views from hotel
    Romantic  -  Good for couples.
    Recommended by  -  Tablet, CN Traveller
    Check prices
  • The Quarterdeck Inn by the Sea 7 rooms from $402

    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
  • The Charlotte Inn 19 rooms from $325

    Edgartown, Martha's Vineyard

    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.

    Sailing  -  Can be booked nearby.
    Secluded setting  -  For escaping.
    Views  -  Great views from hotel
    Back to Nature
    Recommended by  -  Relais & Chateaux, CN Traveller
  • 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
  • Crocker House Inn 10 rooms from $404

    Martha's Vineyard

    A picturesque B&B overlooking the Vineyard Haven Harbor, on Martha’s Vineyard. Charming rooms sport comfy beds, neutral tones and balconies with spectacular views of the bay and gardens. Sit out on the wrap around porch and enjoy the views! A quaint and homely hideaway.

    Great walks  -  Mytoi in Chappaquiddick, an enchanting 14-acre Japanese garden with walkways, drooping Cherry trees and wooden bridges.
    Sailing  -  Enjoy state-of-the-art sailing aboard the 60ft. catamaran, with Mad Max Sailing Adventures.
    Birdwatching  -  Cape Poge Lighthouse, a migratory stop for over a hundred species of birds.
    Full of character
    Check prices
  • Wheatleigh 19 rooms from $425

    Lenox

    Magnificent late 19th Century mansion in the beautiful scenery of Lenox, Massachusetts. The public and private rooms within this chateau-style hotel blend ornate grandeur with subtly modern furnishings. The French restaurant is the best in the area, and a lake and pool feature in the 22-acre grounds

    Active Holiday  -  Activites on offer include golf, horse riding, biking, fishing, hot-air ballooning and skiing.
    Country Escape  -  The hotel is set in 22 acres of landscaped gardens, and features an outdoor pool and a lake
    Swimming Pool  -  The outdoor swimming pool is hidden in the gardens, surrounded by leafy trees and colourful flowers
    Views  -  Great views from hotel
    Recommended by  -  Mr & Mrs Smith
  • Four Seasons Boston 273 rooms from $450

    Boston (Massachusetts)

    This luxurious hotel overlooks the Public Garden with indoor pool and spa treatments. Classic contemporary rooms with city views, marble bathrooms, all the mod-cons. The Bristol offers seasonal dishes, Bistro Bar for cocktails and small plates in a lively yet relaxed setting. Location is spot on!

    Museums  -  Art lovers should head to the Museum of Fine Arts and the Institute of Contemporary Art.
    Fishing  -  Head to Boston Harbour to see what the fisherman are saying for the day.
    Sights nearby  -  Head up to the 50th floor of Prudential Tower for views of the city.
    Views  -  Great views from hotel
    Check prices
  • Loews Hotel 225 rooms from $520

    Boston (Massachusetts)

    Leisure or business, this 1925 hotel in Black Bay is a modern and relaxed affair. Large, decorative rooms have city views and modern bathrooms. All-American dishes are served at Precinct Kitchen + Bar, or head out to the many restaurants in the area. Fitness and business facilities avaliable.

    Sights nearby  -  John Hancock Tower and Copley Square are 250 metres away.
    Fishing  -  Head down to Boston Harbour.
    Designer  -  Uniquely designed interiors.
    Views  -  Great views from hotel
    Check prices
More Hotels in Massachusetts

About Massachusetts

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.