Best Resorts in Massachusetts

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Top Cities in Massachusetts

Nantucket which includes cbd, boating and a small town or village
ResortsResorts

Nantucket

Nantucket

Resorts in Massachusetts

Nantucket Inn
Relax in a spacious interior with wicker sofas and chairs arranged on a large rug, surrounded by a grid-patterned ceiling and white walls.

Nantucket Inn

3.5 star property
9.0 out of 10, Wonderful, (514)
"Gorgeous hotel, nicely decorated and a great price for July. "
$435 nightly
The price is $486
Sep 1 - Sep 2
Total includes taxes and fees
Nantucket Inn
Publick House Historic Inn and Country Motor Lodge
Stroll through this serene garden, surrounded by lush greenery and a beautiful arbor.

Publick House Historic Inn and Country Motor Lodge

2.5 star property
8.8 out of 10, Excellent, (1467)
"Great place to stay"
$99 nightly
The price is $111
Aug 5 - Aug 6
Total includes taxes and fees
Publick House Historic Inn and Country Motor Lodge
Great Wolf Lodge Boston / Fitchburg, MA
Relax by the pool surrounded by hotel buildings with rectangular windows.

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.6 out of 10, Excellent, (1004)
"The staffs are friendly, the rooms are clean nice and spacious."
$219 nightly
The price is $245
Aug 11 - Aug 12
Total includes taxes and fees
Great Wolf Lodge Boston / Fitchburg, MA
Margaritaville Resort Cape Cod
Relax by the resort's central pool surrounded by lounge chairs and umbrellas.

Margaritaville Resort Cape Cod

4.0 star property
8.6 out of 10, Excellent, (248)
"Great location, spacious rooms, good size pools and a lazy river. It is a restful oasis to retreat to, once you have explored the towns of the cape, including Hyannis, Chatham and Falmouth Great fun and friendly staff. "
$233 nightly
The price is $267
Aug 24 - Aug 25
Total includes taxes and fees
Margaritaville Resort Cape Cod
Chatham Bars Inn
Relax by the pool surrounded by lounge chairs and umbrellas, with ocean views and manicured lawns.

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (779)
"Perfect!!"
$875 nightly
The price is $1,001
Sep 1 - Sep 2
Total includes taxes and fees
Chatham Bars Inn
Blue Water Resort
Relax by the ocean with a clear view, lounge under shaded umbrellas and enjoy refreshments at the poolside.

Blue Water Resort

3.0 star property
8.2 out of 10, Very Good, (1004)
"Beautiful property by the beach...comfortable rooms..good food"
$199 nightly
The price is $228
Sep 1 - Sep 2
Total includes taxes and fees
Blue Water Resort
The Villages at Ocean Edge
Relax by the pool surrounded by shaded seating areas and lifeguard supervision.

The Villages at Ocean Edge

3.5 star property
8.4 out of 10, Very Good, (1004)
"There was lots to do and see. "
$245 nightly
The price is $280
Sep 1 - Sep 2
Total includes taxes and fees
The Villages at Ocean Edge
Cape Cod Irish Village
Relax by the rooftop pool surrounded by lounge chairs and umbrellas, with a spacious area for gatherings under a large tent.

Cape Cod Irish Village

3.5 star property
6.4 out of 10, (1007)
"Great place "
$125 nightly
The price is $144
Aug 5 - Aug 6
Total includes taxes and fees
Cape Cod Irish Village
Wequassett Resort and Golf Club
Relax in a serene gazebo-style seating area with a central bar, overlooking a scenic view.

Wequassett Resort and Golf Club

5.0 star property
9.4 out of 10, Exceptional, (228)
"An absolute delight, had a wonderful stay, can’t wait to return"
$1,161 nightly
The price is $1,329
Aug 17 - Aug 18
Total includes taxes and fees
Wequassett Resort and Golf Club
Sturbridge Host Hotel & Conference Center
Relax by the pool surrounded by lush greenery and lounge chairs.

Sturbridge Host Hotel & Conference Center

3.0 star property
6.4 out of 10, (1004)
"I enjoyed my stay as always staff is nice a place is what you make of it"
$120 nightly
The price is $134
Aug 7 - Aug 8
Total includes taxes and fees
Sturbridge Host Hotel & Conference Center
The Island Inn on Martha's Vineyard
Two single beds with white linens and wooden headboards, a desk and chair, and a large window with beige curtains.

The Island Inn on Martha's Vineyard

2.5 star property
8.4 out of 10, Very Good, (8)
"The property was very family oriented."
$454 nightly
The price is $507
Sep 3 - Sep 4
Total includes taxes and fees
The Island Inn on Martha's Vineyard
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
Cozy seating area with a fireplace, bench, and sofa, perfect for relaxing.

All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.

2.0 star property
10.0 out of 10, Exceptional, (41)
"The room was larger than expected and VERY clean. It had everything I needed for a pleasant and relaxing stay while attending the Berkshire Yoga Festival at Jiminy Peak. "
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
Bentley Brook the perfect home base for exploring nearby Berkshire County
Set amidst lush greenery, this hotel features a traditional facade with evenly spaced windows and balconies.

Bentley Brook the perfect home base for exploring nearby Berkshire County

10.0 out of 10, Exceptional, (1)
"We just spent a couple nights here but enjoyed our time here. There was plenty of room for 4 people and it was a close walk to the base of Jiminy Peak for the adventure park. Staff was helpful and friendly as well. "
Bentley Brook the perfect home base for exploring nearby Berkshire County
Bentley Brook the perfect home base for exploring nearby Berkshire County
Situated in a lush valley, this hotel offers a traditional architectural style with a symmetrical facade and balconies.

Bentley Brook the perfect home base for exploring nearby Berkshire County

10.0 out of 10, Exceptional, (1)
Bentley Brook the perfect home base for exploring nearby Berkshire County
COZY CABIN IN BERKSHIRES RESORT - LABOR DAY SALE
Enjoy a refreshing swim in the pool surrounded by a wooden deck and a white fence.

COZY CABIN IN BERKSHIRES RESORT - LABOR DAY SALE

9.6 out of 10, Exceptional, (17)
"Perfect for a weekend of skiing with the family."
COZY CABIN IN BERKSHIRES RESORT - LABOR DAY SALE
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Enjoy meals at the kitchen's wooden dining table with benches.

In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants

8.6 out of 10, Excellent, (10)
"Great place to stay very clean and comfortable."
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Cozy History Resort Located in the center of the city
Harbor Landing offers outdoor seating areas with umbrellas and a welcoming entrance.

Cozy History Resort Located in the center of the city

4.8 out of 10, (3)
"Lovely community. No restaurant onsite but the location is in the center of plenty of shopping and places to dine. Excellent staff."
Cozy History Resort Located in the center of the city
Top Mast Resort-Anchor House, Private Beach Access.
Enjoy cooking in this well-equipped kitchen with a large island, bar stools, and a view through a framed picture.

Top Mast Resort-Anchor House, Private Beach Access.

9.6 out of 10, Exceptional, (5)
"Perfect location, loved the amenities and friendly staff. "
Top Mast Resort-Anchor House, Private Beach Access.
Lg 1 Bd - Vacation Village in the Berkshires
Relax in the spacious lobby with a comfortable seating area, ornate coffee table, and stunning mountain views.

Lg 1 Bd - Vacation Village in the Berkshires

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great spot"
Lg 1 Bd - Vacation Village in the Berkshires
The view of the beach from the penthouse deck resort with AC in charm Salisbury
Cozy living space with a kitchenette and seating area, featuring a sofa, table, and chair, and a sliding glass door to a balcony with outdoor views.

The view of the beach from the penthouse deck resort with AC in charm Salisbury

The view of the beach from the penthouse deck resort with AC in charm Salisbury
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Massachusetts Hotel Reviews

Seaport Hotel Boston

Seaport Hotel Boston

10/10 Excellent
"Great hotel in the seaport area. It’s in walking distance from the Pavilion."
John 1-night trip
Posted 4 hours ago
Seaport Hotel Boston

Frequently asked questions

How much do resorts in Massachusetts cost?
Prices for resorts in Massachusetts range between $111 and $1,329 per night. Whether you're searching for an economical family resort or a stylish couples-only retreat, you're sure to find the ideal stay with Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many resorts are there in Massachusetts?
Pick from 71 resorts in Massachusetts. Whether you're looking to find a deluxe honeymoon escape or a sprawling family resort packed with adventure, you're sure to find the right place on Expedia.
Why book your resort in Massachusetts with Expedia?
Reserving a resort in Massachusetts is as simple as working out your travel dates and selecting an option that has what you need. Looking for something budget friendly or upmarket, or a stay that also features free WiFi? Use Expedia's search filters to narrow your results even further and find your ideal place.
How can I find cheap resorts in Massachusetts?
Expedia can help you narrow down your search for cheap resorts in Massachusetts. Try out our filter tool to select amenities, star rating and budget to refine your search and book your special stay in just a few clicks.
What is there to do in Massachusetts near my resort?
Whether you're into shopping, sightseeing, relaxation or adventure, Massachusetts offers it all, and more! The well-known city of Boston has tons of attractions and activities, including New England Aquarium, Boston Museum of Fine Arts and Museum of Science. If you're vacationing in Cambridge, Boston Museum of Fine Arts, Museum of Science and Isabella Stewart Gardner Museum have to be on your itinerary.