18 Best Resorts in Massachusetts For A Laid-Back All-Inclusive Vacation!

Discover the unforgettable charms of one of America’s most historic states by taking a trip to Massachusetts! 

With its iconic landmarks, beautiful outdoor activities, and cozy all-inclusive resorts, every moment promises an adventure. 

And to make your stay even more memorable, book one of the all-inclusive resorts in Massachusetts.

These cozy resorts provide everything you might desire from your vacation, including picture-perfect vistas of New England along the route, attractive pools and hot tubs, opulent golf courses, and on-site spas.

All you need to do is check out our list, make your pick and enjoy your next vacation!

Massachusetts Resorts

Our editorial team independently selects all products listed. To determine the ratings and prices of our recommendations, we use independent research of various sources, expert opinions, and customer reviews. They are subject to change and should be used only as general guidance. If you buy something using the links included, we may earn an affiliate commission.

Editor's Pick: Top All-inclusive resorts in Massachusetts, USA!

If you’re looking only for the best all-inclusive resorts in Massachusetts, this section is for you.

From spa & luxury retreats and secluded golf havens to anything else you can imagine, Massachusetts is home to some of the best resorts in the USA.

We’ve rounded up the top all-inclusive resorts in Massachusetts for every traveler, so you can book a stay and relax without worry.

Chatham Bars Inn

*Best for beachgoers looking for the perfect combination of relaxation and luxury

Photo Credits: Chatham Bars Inn

4.5

561/per night

Take a trip to the beautiful Chatham Bars Inn, where timeless elegance and modern conveniences come together in a peaceful Cape Cod enclave. 

From fishing charters to sunset cruises, you can experience all Cape Cod has to offer with a complimentary Lexus shuttle service at your disposal! 

Plus, enjoy seasonal activities galore as kids join ‘the best of summer’ program from June through September.

At a glance:

  •  217 rooms and suites 
  • Main Inn, Cottages, Spa Suites
  • Adult-only suites with saunas and fireplace

Amenities:

  • Standard amenities (Wi-Fi access, flat-screen TV, Nespresso coffee maker, balcony, air conditioning)
  •  In-room hydrotherapy tub
  • Complimentary welcome champagne

At a glance:

  • STARS Signature Restaurant
  • Beach House Grill
  • Sacred Cod Tavern
  • Private Dining

Must Try:

  • Bloomsdale spinach salad
  • Freshly baked Parker House Rolls
  • Yankee Pot Roast

In-house facilities:

  • Beach
  • Spa
  • Outdoor adults-only pool
  • Zen Garden 
  • Zero-entry heated outdoor pool
  • Gym
  • Bicycle rentals
  • Yoga classes

Spend Time:

  • Indulge in a soothing and refreshing escape for body and soul at The Spa, featuring a calming relaxation room and private steam showers.
  • Enjoy a quiet view of the azure waters of Aunt Lydia's Cove from the private quarter-mile beach.
  • Book a private fleet offering charters, cruises, fishing trips, and even kid-friendly tours that involve the whole family.

Address:

297 Shore Road Chatham, MA 02633

Closest airport:

Cape Cod Gateway Airport - 25 miles

Nearby attractions:

  • Chatham Pier Fish Market - 0.4 miles
  • Chatham Seaside Links Golf Course 0.1 miles
  • Chatham Orpheum Theater - 0.5 miles
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Nantucket Resort Collection

*Best for a family getaway on a private beach

Photo Credits: Nantucket Resort Collection

4.4

257/per night

Take yourself away from it all and transport to a place where history meets modern luxuries. At Nantucket Resort Collection, you can feast on homemade breakfasts surrounded by stunning 17th-century landmarks amidst peaceful gardens! 

As if that wasn’t enough, this island paradise offers plenty of dazzling amenities like wine-tasting tours, romantic beach strolls, or an action-packed day out golfing or sailing – what more could you ask for?

At a glance:

  • Three luxury hotels: Veranda House, Chapman House, Regatta Inn
  • The decor in the rooms and suites ranges from classic to edgy, with bolder colors

Amenities:

  • Standard amenities ( king or queen-size beds, coffee maker, air conditioning, complimentary toiletries)
  • Private Veranda
  • Spa-like Carrera marble bathrooms

At a glance:

  • Complimentary breakfast
  • Nearby Restaurants

Must Try:

  • Fresh pastries and orange juice

In-house facilities:

  • Private beach
  • Bike rentals
  • Shuttle service
  • Concierge

Spend Time:

  • Chill on the beach listening to the waves
  • Explore the area by bike
  • Make a reservation at the hottest of Nantucket restaurants or a quiet table for two with a romantic flair
  • Go on a sailing trip

Address:

78 Center St, Nantucket, MA 02554

Closest airport:

Nantucket Memorial Airport - 3.3. miles

Nearby attractions:

  • Nantucket Whaling Museum - 0.1 miles
  • Nantucket vineyards - 2.6 miles
  • Nantucket Downtown Historic District - 0.3 miles
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Bayside Resort Hotel - Cape Cod

*Best for a beach vacation on a budget

Photo Credits: Bayside Resort Hotel - Cape Cod

4.1

179/per night

Overlooking the bay of Lewis, Bayside Resort Hotel is a welcoming, enjoyable, and relaxing resort, boasting countless honors and rewards for its cleanliness, customer service, and hospitality. 

Featuring a poolside tiki bar and a beachside fire pit, The Bayside is ideal for a quiet and relaxing romantic break or a great family holiday at any time of year.

At a glance:

  • 128 guest rooms
  • Rooms with sundeck, Bayview rooms, Whirlpool suites, Deluxe suites
  • Non-smoking rooms

Amenities:

  • Standard amenities ( Air conditioning, mini-fridge, coffee machine, LED TV, complimentary Wi-Fi)
  • Bottled water
  • Private whirlpool tub
  • Patio with Adirondack chair

At a glance:

  • Complimentary breakfast
  • Pool Bar
  • Moby Dick Pub

Must Try:

  • Scrambled eggs with bacon
  • Fruit pancakes and waffles

In-house facilities:

  • Beach with firepit
  • Indoor & outdoor pool
  • Fitness center
  • Family Fun center
  • Game room
  • Hot tub

Spend Time:

  • Relax in a lounge chair on the beach by the firepit
  • Explore the home of two rare and protected bird species and two endangered reptiles, the Diamond-Backed Terrapin and Eastern Box Turtle.
  • Have fun with thrilling video or board games for the entire family at the Family Fun Center

Address:

225 Route 28, West Yarmouth, MA 02673

Closest Airport:

Boston Logan International Airport - 75 miles

Nearby Attractions:

  • Whydah Pirate Museum - 1.7 miles
  • Cape Codder Water Park - 3.3 miles
  • The Ridge Golf Club - 13 miles
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The Wauwinet

*Best for a romantic coastal getaway for two

Photo Credits: The Wauwinet

4.6

290/per night

The Wauwinet is an exclusive first-class paradise on the serene coast of Nantucket Island. 

Feel your worries drift away as you relax in the dunes, enjoying two private beaches and living alongside nature at the edge of Coskata-Coatue Wildlife Refuge. 

With plenty of land and sea activities plus couples massage treatments – this adult retreat offers everything needed for rest & relaxation!

At a glance:

  •  32 rooms and four cottages
  • Rooms, Cottages, Anchorage House
  • Nantucket-inspired nautical theme with large windows overlooking the lush gardens

Amenities:

  • Standard amenities ( Air conditioning, safe, HD flat-screen TV, coffee maker)
  • Fresh flowers daily
  • Personalized message cards

 At a glance:

  • Topper's Restaurant
  • Bar
  • Wine cellar
  • Room service

Must Try:

  • Local seafood and island-inspired cuisine
  • 1961 Château Margaux

In-house facilities:

  • Beach shuttle service
  • Tennis courts
  • Spa
  • Bicycle rental
  • Board games
  • Movie library

Spend Time:

  •  Go lobstering with the Wauwinet Lady boat 
  • To unwind after a day of sightseeing, curl up with a good book, work on a puzzle, or play a game of chess

Address:

120 Wauwinet Road, Nantucket, Massachusetts, 02584

Closest Airport:

Martha's Vineyard Airport - 44.2 miles

Nearby Attractions:

  • Coskata-Coatue Wildlife Refuge - 1 mile
  • Nantucket Shipwreck and Life Saving Museum - 4.5 miles
  • Great Point Lighthouse - 4.2 miles
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Boston Harbor Hotel

*Best for families looking to explore the city of Boston

Photo Credits: Boston Harbor Hotel

4.6

849/per night

The Boston Harbor Hotel is a beautiful blend of Boston’s colonial past and fashionable contemporary, with its own marina and water taxi.

Thanks to a kid-friendly staff and access to endless summertime activities, the family-friendly hotel radiates fun around every corner.

And if that wasn’t enough temptation? The annual Boston Wine Festival means food enthusiasts can look forward to one culinary expedition after another at the picturesque harborfront paradise!

At a glance:

  •  232 rooms
  •  One-bedroom suites, deluxe rooms, superior rooms, John Adams Presidential Suite
  •  Harbor or city view

Amenities:

  • Standard amenities (Air conditioning, safe, coffee maker, balcony)
  • Allergy-free room
  • Signature bath products

At a glance:

  • Sea Grille
  • The Rowes Wharf bar
  • Kid's menu
  • In-room dining

Must Try:

  • Fresh seafood
  • Internationally renowned cocktails
  • Afternoon tea

In-house facilities:

  • Fitness center
  • Yoga classes
  • Sauna
  • Rowes Wharf Health Club 
  • Pool
  • Boat rentals

Spend Time:

  • Rent a cruise boat and enjoy outer island tours, whale-watching, and sundown dinner cruises.
  • Participate in the annual Boston Wine Festival, a nearly three-month-long celebration of the world's top vintners.
  • Take advantage of the 24-hour fitness center, including state-of-the-art cardio and strength training equipment, saunas, and eucalyptus-infused steam rooms.

Address:

70 Rowes Wharf, Boston, MA 02110

Closest Airport:

Boston Logan International Airport - 4.4 miles

Nearby Attractions:

  • Fenway Park - 3.3 miles
  • Museum of Fine Arts - 2.9 miles
  • Stone Zoo - 9.2 miles
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White Elephant Nantucket

*Best for a picturesque waterfront retreat

Photo Credits: White Elephant Nantucket

4.6

335/per night

Situated steps from Nantucket’s most popular beaches, shops, and restaurants – and with stunning views to boot – this old-world hotel offers a truly remarkable experience! 

You’ll find access to services like Concierge support for all your needs as well as priority bike cruisers if you’re looking to explore all that the island has in store – plus, there’s always time for relaxation with a full-service spa available on-site.

At a glance:

  •  Guestrooms, Suites, Harborview deluxe rooms, Garden cottages
  • Neutral and classic decor, brown leather headboards, and white plantation shutters accentuated with plaid and floral fabrics.

Amenities:

  • Standard amenities (Air conditioning, private balcony, safe, hairdryer)
  • Gas fireplace
  • Hypoallergenic luxury bedding

At a glance:

  • Brant Point Grill
  • Bar
  • In-room dining

Must Try:

  •  Sunday brunch on the Veranda
  •  New England clam chowder
  •  Duxbury oysters

In-house facilities:

  • Bicycle rentals
  • Beach access
  • Fitness center
  • Pool
  • Spa
  • Library
  • Concierge service

Spend Time:

  • Go on a Hinckley boat tour for a picnic or sightseeing excursion.
  • Lounge on Nantucket's famed Children's Beach is within walking distance of White Elephant.

Address:

50 Easton St, Nantucket, MA 02554, United States

Closest Airport:

Nantucket Memorial Airport - 3.4 miles

Nearby Attractions:

  • Brant Point Lighthouse - 0.3 miles
  • Whaling Museum - 1 mile
  • Loines Observatory - 1.5 miles
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Mandarin Oriental, Boston

*Best for a blissful spa getaway

Photo Credits: Mandarin Oriental, Boston

4.5

887/per night

Escape to a world of luxury at the Mandarin Oriental, Boston – where indulgence reigns supreme in the only Forbes Five-Star spa found in Massachusetts. 

Unwind with holistic treatments and seize your chance for year-round shopping thanks to its unbeatable location next door to The Prudential Center. 

Then find peace surrounded by beautiful flower arrangements, calming music, and unwaveringly kind personnel, all within an incredible 16,000 square feet oasis – it’s guaranteed relaxation!

At a glance:

  • Deluxe rooms, Royal Suites, Presidential Suites
  • Designed in a modern art style incorporating chic Art Deco touches for a sense of classic luxury.
  • Courtyard or cityscape views

Amenities:

  • Standard amenities (Air conditioning, balcony, complimentary Wi-Fi, safe)
  • Calming bath salts and massage tools
  • Minibar

At a glance:

  • Chef Gordon Ramsay's first Boston restaurant, Ramsay's Kitchen
  • In-room Dining

Must Try:

  • Jumbo Lump crab cake
  • Beef Wellington 
  • 42 ounce Tomahawk

In-house facilities:

  • Forbes Five-star Spa
  • Fitness center
  • Bicycle rentals
  • Concierge service

Spend Time:

  • Indulge in innovative Beauty by Mandarin Oriental treatments, which use electrical currents to revitalize the skin.
  • Shop at high-end boutiques such as Kate Spade, Gucci, Cole Haan, or DVF, just a block from the hotel.

Address:

165 Kemble St, Lenox, MA 01240, United States

Closest Airport:

Boston Logan International Airport - 5.9 miles

Nearby Attractions:

  • Isabella Stewart Gardner Museum -1.5 miles
  • Museum of Fine Arts, Boston - 8.6 miles
  • New England Aquarium - 2.1 miles
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Canyon Ranch Lenox

*Best for a rural retreat in peace and luxury

Photo Credits: Canyon Ranch Lenox

4.5

2300/per night

At Canyon Ranch, unbeatable luxury spa experiences and world-renowned health treatments combine to create the perfect harmony of body and mind. 

With comprehensive programs blending Eastern & Western approaches plus an expert team across medicine, exercise physiology, nutrition & more – it’s no surprise that this wellness destination has earned a global reputation as one of life’s greatest indulgences!

At a glance:

  • Standard rooms, Deluxe rooms
  • Pet-friendly

 Amenities:

  • Standard amenities (Air conditioning, safe, cable TV, mini-fridge)
  • Mascioni Italian linens and pillow menu
  • Fireplace

At a glance:

  • Canyon Ranch Grill
  • Culinary Rebel
  • Demo Kitchen

Must Try:

  • Seitan "Philly Cheese Steak" Sandwich
  • Market Catch Tacos 
  • Jackfruit Tacos

In-house facilities:

  • 100,000 square-foot Spa 
  • Fitness center
  • Therapy sessions
  • Free shuttle service
  • Indoor & outdoor pool
  • Indoor tennis courts
  • Gyrotonic studio
  • Meditation

Spend Time:

  • Meet with a Mental Health & Wellness Therapist to uncover the keys to establishing healthy and sustainable routines.
  • Relax in the 75-foot indoor pool or the seasonal outdoor pool.

Address:

165 Kemble St, Lenox, MA 01240, United States

Closest Airport:

Albany International Airport - 38 miles

Nearby Attractions:

  • Ventfort Hall Mansion - 1.2 miles
  • Berkshire Botanical Garden - 6.2 miles
  • National Shrine of the Divine Mercy - 4.4 miles
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Miraval Berkshires Resort & Spa

*Best for a relaxing vacation in a luxurious setting

Photo Credits: Miraval Berkshires Resort & Spa

4.3

1965/per night

Take a break from the world and visit Miraval Berkshires in New England for an unforgettable journey to wellness. 

Wander through 380 acres of tranquil forests nestled within lush green hills, all while disconnecting from technology. 

Also, you can soothe your soul with treatments available at the 29k sqft spa, surrounded by calming images and sounds that evoke nature’s serenity—allowing you to find inner peace!

At a glance:

  • Seven two-story cottages 
  • 100 guest rooms and suites
  •  Warm cherry, amber, and blue palettes inspired by the Berkshires' rolling hills, gentle clouds, and bright sunlight 

Amenities:

  • Standard amenities ( Private balcony, safe, air conditioning, walk-in shower)
  • Tibetan singing bowl, stacking stones, and meditation cushion

At a glance:

  • Harvest Moon Restaurant
  • 1894 Fireside Bistro & Bar
  • Grab 'n' go snack bar 
  • Culinary Kitchen
  • In-room dining

Must Try:

  • Butternut squash - brown rice bowl
  • White asparagus veloute
  • Meyer lemon prosecco

In-house facilities:

  • Tennis court
  • Golf course
  • Aerobics
  • Spa
  • Health sessions
  • Meditation

Spend Time:

  • Have a unique program created just for you that includes a daily schedule of seminars, classes, talks, and activities for wellbeing
  • Participate in outdoor excursions, including sound bathing, chakra balancing, and meditation.
  • Enjoy a historic golfing experience on tree-lined fairways and naturally contoured greens.

Address:

55 Lee Rd Lenox, MA 01240

Closest Airport:

Albany International Airport - 56.7 miles

Nearby Attractions:

  • Berkshire Museum - 8.2 miles
  • Berkshire Scenic Railway Museum - 2.5 miles
  • Berkshire Botanical Garden - 7.6 miles
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Wequassett Resort and Golf Club

*Best for outdoorsy families looking for adventures

Photo Credits: Wequassett Resort and Golf Club

4.6

424/per night

Situated on the shimmering coast of Massachusetts, Wequassett Resort & Golf Club is an ideal destination for your family to have some fun in the sun. 

From waterfront cottages and luxury suites that’ll make you feel like you’re at home – to adventure-filled activities such as swimming, tennis, golf, and sailing trips on a gentle ocean breeze – this five-star resort has it all! 

And let’s not forget about the award-winning Children’s Center, which will keep your little ones laughing ’til sundown!

At a glance:

  • 120 rooms & suites
  • Waterfront cottages, Spacious suites, Villas
  • Eco-friendly

Amenities

  • Standard amenities( king bed, balcony, air conditioning, coffee maker, work area)
  • Molton Brown Toiletries
  • Fireplace
  • Dressing room (villas)

At a glance:

  • Twenty-Eight Atlantic
  • Outer Bar & Grille
  • Thoreau's Tavern
  • Beachfront bar

Must Try:

  • Pleasant Bay Punch
  • Cafreal Beet Octopus
  • Watermelon salad

In-house facilities:

  • Beach area
  • 18-hole golf course
  • Tennis center
  • Outdoor Pool
  • Fitness Center
  • Paddleboarding
  • Children's Center
  • Concierge service

Spend time:

  •  Experiencing breathtaking views of the sun shining down on the sea in your private poolside cabana.
  • Go on a private aquatic experience in a boat or kayak.
  • Participate in an educational, innovative kids' program in the center equipped with an array of video gaming systems, engaging toys, crafts, and an outdoor amphitheater.

Address:

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

Closest airport:

Boston Logan International Airport - 87 miles

Nearby attractions:

  • First Crush Winery - 6 miles
  • Nickerson State Park - 6.9 miles
  • Cape Cod Museum Of Natural History - 7.7 miles
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Winnetu Oceanside Resort

*Best for families looking for a luxurious sun and surf getaway

Photo Credits: Winnetu Oceanside Resort

4.6

511/per night

Get the family ready for a luxurious escape to Winnetu Oceanside Resort in New England! 

With breathtaking ocean views, top-notch amenities, and tons of fun activities like the free kids’ program, outdoor playground, and Kids Corner area at the restaurant – your little ones won’t be able to get enough. 

Make amazing memories by spending time together, indulging yourselves in sunsets on the beach, or trying something new with an exciting event.

At a glance:

  • 56 suites and over 80 private homes for rent
  • Pet-friendly

Amenities:

  • Standard amenities( Kitchenette, Air-conditioning, Private balcony)
  • Wet bar
  • Spacious living area

At a glance:

  • The Dunes Restaurant
  • Poolside grill and bar
  • Private Dining

Must Try:

  • Summer Panzanella
  • Dunes Short Rib Burger
  • Grilled Vegetable Scamorza

In-house facilities:

  • Outdoor swimming pool
  • Tennis courts
  • Yoga
  • Beach area
  • Fitness center
  •  Pirate Ship children's playground
  • Catamaran trips

Spend time:

  • Dive into the Children's Day program, from adventures to the beach and The Farm Institute to activities and games with Counselors.
  • Gather around the glowing fire pit for some smores
  • Enjoy the sun by the pool while your kids participate in supervised play.

Address:

31 Dunes Road, Edgartown, MA 02539

Closest airport:

Boston Logan International Airport - 93 miles

Nearby attractions:

  • Long Point Wildlife Refuge - 9.4 miles
  • Farm Neck Golf Club - 8.6 miles
  • Cape Cod Children's Museum - 30 miles
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Cape Cod Family Resort

*Best for families with younger kids

Photo Credits: Cape Cod Family Resort

4

250/per night

With its inflatable park, game rooms, and water parks all set in a stunning Cape Cod backdrop, the Cape Cod Family Resort is an adventure paradise that promises exciting fun for everyone.

Perfectly suited to young families boasting plenty of kid-friendly activities plus family dining on-site, your holiday at this resort will create lasting memories! 

Pack up those flip-flops and get ready to experience every season at this magical destination.

At a glance:

  •  69 rooms adjacent to the Cape Cod Inflatable Park
  • Standard rooms (9), Family suites (39)

Amenities:

  • Standard amenities( Air conditioning, flat-screen TV, refrigerator, phone, hairdryer, iron & ironing board)
  • Kitchenette

At a glance:

  • Shark Bites cafe
  • Ice Cream Shop
  • Kids menu

Must Try:

  • Ice-cream waffles

In-house facilities:

  • Inflatable park
  • Water park
  • Heated Pool
  • Miniature Golf
  • Arcade room

Spend Time:

  • Enjoy a game of miniature golf, or test your skills at the Family Fun Center.
  • Cool off at the water park with slides, pools, and a shark tank arcade!

Address:

352 Main Street, Dennis Port, MA 02639

Closest airport:

Boston Logan International Airport - 76.8 miles

Nearby attractions:

  • Great Island Road Beach - 1.7 miles
  • Bayberry Hills Golf Course - 2.9 miles
  • Cahoon Museum of American Art - 11.8 miles
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XV Beacon

*Best for lovers seeking a luxurious holiday

Photo Credits: XV Beacon

4.6

714/per night

XV Beacon is a luxury couples resort located in Boston’s historic Beacon Hill neighborhood, perfect for a romantic getaway or a special occasion.

The romantic package includes everything from private rooftop dinners to champagne and cocktail bars in your room. 

Plus, movie nights under the stars are also available to make your stay full of comfort and romance.

At a glance:

  • 63 rooms
  • Presidential Suite
  • Décor in a taupe, cream, and espresso palette with high-end, top-of-the-line modern amenities
  • Custom-designed XVB amenities

Amenities:

  • Standard amenities (Private balcony, free Wi-Fi, flat-screen TV, coffee maker, iron)
  • In-room champagne and cocktail bar
  • Gas fireplace
  • Luxe parlor with dining table

At a glance:

  • Moo's Steakhouse
  • Wine cellar
  • In-room dining

Must Try:

  • New York Sirloin 
  • Japanese A5 Wagyu Sirloin
  • Couscous Salad and Beef Tenderloin BLT

In-house facilities:

  • Lexus drop-off service
  • Event venues
  • Fitness center
  • Sauna

Spend time:

  • Rekindle your flame with a romantic package including a bottle of Moet Rose, chocolate-covered strawberries, rose petal turndown, and breakfast in bed for two.
  • Go shopping or explore the area with your personal Lexus and a private driver.

Address:

15 Beacon Street, Boston, MA 02108

Closest airport:

Boston Logan International Airport - 2.7 miles

Nearby attractions:

  • Boston Public Library - 1.5 miles
  • TD Boston Garden - 0.8 miles
  • New England Aquarium - 1.1 miles
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Chatham Inn

*Best for couples looking for a honeymoon destination

Photo Credits: Chatham Inn

4.9

376/per night

To kick off your honeymoon in style, Chatham Inn offers the perfect blend of luxury and nature.

Snuggle up with your special someone on a romantic getaway at one of Massachusetts’ finest adults-only resorts – boasting 18 luxurious rooms overlooking Cape Cod’s breathtaking views!

Even better? You’ll be just steps away from charming village shops and oceanfront restaurants, making it easier than ever to treat yourself to an unforgettable vacation experience

At a glance:

  • 18 rooms
  • Suites, Deluxe Rooms, Premier Fireplace Rooms

Amenities:

  • Standard amenities (Air-conditioning, balcony Nespresso coffee machine, iron and ironing board, complimentary Wi-Fi
  • Spa-like bathrooms with hot tubs
  • Luxurious robes and Frette slippers
  • Cozy fireplace

At a glance:

  • Cuvée at Chatham Inn Restaurant
  • Terrace Bistro
  • Wine Bar
  • In-room dining
  • Complimentary breakfast

Must Try: 

  •  Crab Cake Benedict
  • Cranberry Nut French toast

In-house facilities:

  • Private beach
  • Bicycle rentals
  • Firepit
  • Aerobics and Yoga
  • Board games and cards
  • Beach towels, backpack beach chairs, and sunscreen

Spend time:

  • Lounging on the beach with a cocktail
  • Share memories by the cozy fire pit under the stars
  • Explore the area with the help of the concierge that can arrange any trip for you

Address:

359 Main Street, Suite 2, Chatham, MA 02633

Closest airport:

Chatham Municipal Airport - 2.7 miles

Nearby attractions:

  • The Captains Golf Course - 7.2 miles
  • Chatham Lighthouse - 0.6 miles
  • Atwood Museum - 1.3 miles
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Battery Wharf Hotel Boston Waterfront

*Best for couples looking for an intimate & spa getaway

Photo Credits: Battery Wharf Hotel Boston Waterfront

4.4

334/per night

Escape with your special someone to Battery Wharf Hotel Boston Waterfront and experience a romantic getaway like no other. 

From the stunning views of Boston Harbor right outside your room window to award-winning spa treatments at Exhale Spa – all culminating in savoring locally-sourced fare from our intimate dining spot; you’ll feel lavish pampering that only this luxury hotel can offer.

At a glance: 

  • 150 accommodations
  • Deluxe Guest rooms, Suites, Presidential Suite
  • Furnished with rich fabrics and burled wood finishes, and unmatched views of Boston Harbor
  • Pet friendly

Amenities:

  • Standard amenities (Air conditioning, Balcony, Coffee-maker, Flat-screen TV)
  • Walk-in rainforest shower
  • Ergonomic chair

At a glance:

  • Waterfront Restaurant 
  •  Grille
  • Café Amalfi

Must Try:

  • Artisanal pastries
  • Gorgonzola Pear Salad
  • Braised Beef Short Ribs

In-house facilities:

  • Fitness Center
  • Exhale Spa
  • Waterfront Yoga
  • 10,000 Square Feet of Meeting Space
  • Business Center 
  • Valet Parking 

Spend time:

  •  Kayaking along Newport Bay
  • Maintain your fitness routine with state-of-the-art equipment
  • Restore your mind and body with Exhale's complete menu of spa therapies

Address:

3 Battery Wharf, Boston, MA 02109, United States

Closest airport:

Boston Logan International Airport - 4 miles

Nearby attractions:

  • New England Aquarium - 0.7 miles
  • Leonard P. Zakim Hill Memorial Bridge - 1.1 miles
  • Boston Public Garden - 2.5 miles
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Ocean Edge Resort & Golf Club

*Best for golfing and beach-loving families

Photo Credits: Ocean Edge Resort & Golf Club

4.1

202/per night

Ocean Edge Resort is an upscale golf resort that offers stunning views of its 18-hole golf course, making it one of the best golf resorts in Massachusetts.

This 400-acre estate is next to Cape Cod Bay and provides diverse accommodations to satisfy everyone’s taste. 

There’s plenty of entertainment available on-site, including a half-day golf school, so you should stay at The Villages if you want to be closer to all the golfing fun.

At a glance:

  • 90 rooms and 31 villas
  • Refined rooms with separate living areas, suites, and villas with multi-bedrooms.

Amenities:

  • Standard amenities (Air conditioning, living area, coffee maker, cable TV)
  • Private beach access
  • 24-hour room service

At a glance:

  • 3 Restaurants
  • Snack cabanas
  • Traditional pub
  • Fine-dining bistro
  • Bar

Must try:

  • Seared scallops with apple ginger chutney
  • Butternut squash risotto
  • Sweet potato gnocchi

In-house facilities:

  • Nicklaus Design golf course
  • 700-foot private beach
  • Beach House Spa
  • Five pools
  • Tennis complex
  • Fitness center
  • Kids Club

Spend time

  • Golfing on an 18-hole golf course
  • Indulge in a massage or a revitalizing facial
  • Meditate on the beach
  • Rent a bike and explore the area

Address:

2907 Main St, Brewster, MA 02631.

Closest airport:

Logan International Airport- Boston - 90 miles

Nearby attractions:

  • Hog Island Brewery - 3 miles
  • Truro Vineyards - 24 miles
  • Cape Cod Baseball League - 6 miles
Via Official Website

Wyndhurst Manor & Club

*Best for golfers looking for an affordable place to improve their game

Photo Credits: Wyndhurst Manor & Club

3.9

268/per night

Wyndhurst Manor & Club is a traditional Gilded-age mansion that has been renovated and now serves as accommodations with both casual and fine dining options available.

The 18-hole golf course on the property is a historic gem in Massachusetts and offers private lessons as well as brand new practice putting green and a golf simulator. 

What really makes Wyndhurst special is its proximity to the region’s unique cultural experiences. – You can truly get a sense of New England living.

At a glance:

  •  105 rooms
  •  Old-world charm and contemporary comfort inspired by the beauty of the Berkshire mountains

Amenities:

  • Standard amenities (Air conditioning, free Wi-Fi, coffee maker, balcony)
  • Private bathroom with shower and bathtub

At a glance:

  • Sloane's Tavern
  • Fireside Bistro & Bar
  • In-room dining

Must try:

  • Veno's famous clam chowder soup
  • Sloane's Burger with Beyond meat

In-house facilities:

  • Golf course
  • Health club
  • Indoor pool
  • Outdoor pool
  • Spa
  • Tennis courts
  • Whirlpool

Spend time:

  • Enjoy a memorable golf experience on a historic 18-hole golf course
  • Stay in shape with state-of-the-art workout machines
  • Indulge in a 50-minute signature relaxation massage or facial at the Life in Balance Spa

Address:

55 Lee Rd, Lenox, MA 01240, United States

Closest airport:

Albany International Airport - 39 miles

Nearby attractions:

  • Ventfort Hall Mansion and Gilded Age Museum - 2.1 miles
  • First Lenox Library - 1.7 miles
  • The Mount - 1.5 miles
Via Official Website

Mirbeau Inn & Spa Plymouth

*Best for golfing on world-famous courses

Photo Credits: Mirbeau Inn & Spa Plymouth

4.5

421/per night

Mirbeau Inn & Spa offers a romantic getaway perfect for golf lovers, nature enthusiasts, and those looking to share an unforgettable experience with the one they love. 

Adjacent to two championship 19-hole courses designed by Rees Jones and Jack Nicklaus at Pinehills Golf Club, you can spend your days on lush greens surrounded by tranquil topiary gardens before winding down in style, sipping cocktails or reading quietly together amidst gentle waterfalls as candlelight flickers around you.

At a Glance:

  • 58 rooms
  • Guest rooms, Romantic Turret Suites, elegant one-bedroom Suites
  •  Monet pond garden views

Amenities:

  • Standard Amenities ( Air conditioning, balcony, coffee maker, sitting area)
  • Fireplace
  • Oversized bathrooms equipped with a walk-in shower, soaking tub, and double sinks.

At a glance:

  • Restaurant
  • Bistro
  • Wine bar
  • Garden Bar

Must Try:

  • Profiteroles De Cafe
  • Plymouth Rock Oysters
  • Duck wing drummettes

In-house facilities:

  • Golf courses
  • Fitness center
  • Hiking trails
  • Spa
  • Event spaces

Spend Time:

  • Golfing at the Rees Jones golf course and Jack Nicklaus course at the Pinehills Golf Club. 
  • Private daily fitness classes, including yoga, Pilates, and TRX.
  • Indulge in a couples massage with chocolate and hot stones.

Address:

35 Landmark Drive, Plymouth, MA 02360

Closest airport:

Logan International Airport - 40 miles

Nearby attractions:

  • Cape Cod Canal - 3.9 miles
  • Ellisville Harbor State Park - 3.8 miles
  • Plimoth Patuxet History Museum - 4.4 miles
Via Kayak's Secure Website

Popular Places in Massachusetts, USA

As far as vacation destinations in Massachusetts go, you’ll find no shortage of possibilities. This picturesque state has it all, from the beaches of Cape Cod to the woodlands of the Berkshires.

The following are a few of the state’s most popular vacation spots.

Cape Cod

Cape Cod, Massachusetts, USA

Cape Cod is a popular vacation destination with pristine beaches, fishing spots, and a relaxed atmosphere. Also, it is a peninsula that juts out into the Atlantic Ocean, so you will have no shortage of fantastic views of the infinite blue.

The Berkshires

The Berkshires Region, Massachusetts, USA

The Berkshires are known for their beautiful hiking trails and cultural attractions. It offers a variety of shows and events year-round, plus a plethora of museums perfect for history and art lovers, including the Norman Rockwell Museum and “Moby Dick” author Herman Melville’s Arrowhead Home. 

The Islands

Nantucket Island, Massachusetts, USA

The islands off the coast of Massachusetts are popular tourist destinations for their scenic beauty and relaxed atmosphere. Ferries run regularly from the mainland, making it easy to get to these island paradises. 

Martha's Vineyard

Oak Bluffs, Martha's Vineyard, Massachusetts, USA

Martha’s Vineyard is a popular destination for its quaint villages, vineyards, and beautiful beaches. You can enjoy various activities such as shopping, dining, and exploring the many historical sites.

FAQ - All-Inclusive Resorts in Massachusetts, USA

The best time to book an all-inclusive resort in Massachusetts, USA, is during the shoulder season months of April and October. You can take advantage of lower rates during these months due to reduced demand and fewer crowds. In addition to lower prices, you also benefit from higher availability at most resorts as well as other attractions in the area.

On average, the nightly cost for an all-inclusive resort in Massachusetts, USA, is around $618 per night.

The average rating from travelers for all-inclusive in Massachusetts, USA, is 4.4/5.

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Final Thoughts

As you can see, there are many reasons to consider spending your next holiday in Massachusetts. 

When you factor in the stunning locations and all that is included in the price of these all-inclusive resorts, it becomes clear that this state should be at the top of your travel list. 

So what are you waiting for? Choose one of these all-inclusive Massachusetts resorts and start planning your dream vacation today!

Massachusetts Resorts
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