Best Resorts in Massachusetts

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Top Cities in Massachusetts

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

Nantucket

Nantucket

Resorts in Massachusetts

Outdoor wedding area
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 star property
Sturbridge
9.0 out of 10, Wonderful, (1572)
"Great place"
United States
John
$89 nightly
The price is $99
Jan 4 - Jan 5, 2026
Total with taxes and fees
Publick House Historic Inn and Country Motor Lodge
Outdoor pool, pool umbrellas, sun loungers
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4.0 star property
Hyannis
8.8 out of 10, Excellent, (411)
"The entire place was spotless and rooom beet pleasant. Staff was super friendly and the Landshark Bar was excellent. Highly recommend a stay here ! "
United States
Stephen
$198 nightly
The price is $226
Dec 8 - Dec 9
Total with taxes and fees
Margaritaville Resort Cape Cod
Lobby
Nantucket Inn

Nantucket Inn

3.5 star property
Nantucket
9.0 out of 10, Wonderful, (630)
"Lovely stay! "
United States
Caroline
$142 nightly
The price is $158
Jan 4 - Jan 5, 2026
Total with taxes and fees
Nantucket Inn
Seasonal outdoor pool
Chatham Bars Inn

Chatham Bars Inn

5.0 star property
Chatham
9.2 out of 10, Wonderful, (797)
"Great accommodation and staff."
United States
Michael
$357 nightly
The price is $409
Dec 14 - Dec 15
Total with taxes and fees
Chatham Bars Inn
Indoor pool
Sturbridge Host Hotel & Conference Center

Sturbridge Host Hotel & Conference Center

3.0 star property
Sturbridge
6.4 out of 10, (1001)
"Really interesting and cool place"
United States
Hillary
$92 nightly
The price is $103
Dec 10 - Dec 11
Total with taxes and fees
Sturbridge Host Hotel & Conference Center
Beach bar
Wequassett Resort and Golf Club

Wequassett Resort and Golf Club

5.0 star property
Harwich
9.4 out of 10, Exceptional, (241)
"Our Room looked over the beautiful gardens and out to the cove where small boats were bouyed. Very nicely appointed Room and superb weather during our stay. "
United States
Charles
$368 nightly
The price is $421
Dec 25 - Dec 26
Total with taxes and fees
Wequassett Resort and Golf Club
4 indoor pools, seasonal outdoor pool, cabanas (surcharge)
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
Fitchburg
8.6 out of 10, Excellent, (1000)
"Everything about this place was incredible "
United States
Jaida
$179 nightly
The price is $200
Dec 10 - Dec 11
Total with taxes and fees
Great Wolf Lodge Boston / Fitchburg, MA
Poolside bar
The Villages at Ocean Edge

The Villages at Ocean Edge

3.5 star property
Brewster
8.4 out of 10, Very Good, (1000)
"We loved the room we stayed in and will return again next time we go to the Cape"
United States
Robert A
The Villages at Ocean Edge
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Cape Cod Irish Village

Cape Cod Irish Village

3.5 star property
Hyannis
6.4 out of 10, (1000)
"Plenty of parking space, walking distance to shops & restaurants."
United States
FLOR
$129 nightly
The price is $148
Dec 12 - Dec 13
Total with taxes and fees
Cape Cod Irish Village
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Blue Water Resort

Blue Water Resort

3.0 star property
Bass River
8.2 out of 10, Very Good, (1001)
"Very nice hotel to spend a quiet time with family, I have a nice walk at the beach "
United States
Malba
Blue Water Resort
Outdoor pool, a heated pool
COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.

COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.

Hancock
9.6 out of 10, Exceptional, (18)
"Perfect for a weekend of skiing with the family."
United States
Michael D.
COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY.
Interior
The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

2.5 star property
Oak Bluffs
8.0 out of 10, Very Good, (31)
"This was my second time staying at the island inn and no complaints here all good things. Very clean well kept, friendly staff and house keeping. I will definitely book again!"
United States
Zulmira
The Island Inn on Martha's Vineyard
Interior
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants

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

Hancock
9.0 out of 10, Wonderful, (12)
"Great stay! It was perfect for 1. The owner was incredibly friendly and responsive to all of my questions (even the little ones), both before and during my stay. I loved the view from the balcony and the jetted tub. The bed while very low, was surprisingly really comfortable. "
United States
Jennifer F.
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Exterior
Bentley Brook the perfect home base for exploring nearby Berkshire County

Bentley Brook the perfect home base for exploring nearby Berkshire County

Hancock
10.0 out of 10, Exceptional, (2)
"Beautiful location, room was very clean,comfortable beds, wonderful guest service. Activities for kids, pool hot tub arcade. Skiing and snowboarding. Would highly recommend "
United States
Elaine M.
Bentley Brook the perfect home base for exploring nearby Berkshire County
Exterior
Bentley Brook the perfect home base for exploring nearby Berkshire County

Bentley Brook the perfect home base for exploring nearby Berkshire County

Hancock
Bentley Brook the perfect home base for exploring nearby Berkshire County
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop
Brewster Green Resort

Brewster Green Resort

2.5 star property
Brewster
$683 nightly
The price is $782
Jan 1 - Jan 2, 2026
Total with taxes and fees
Brewster Green Resort
Interior
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

Salisbury
The view of the beach from the penthouse deck resort with AC in charm Salisbury
Exterior
Bentley Brook the perfect home base for exploring nearby Berkshire County

Bentley Brook the perfect home base for exploring nearby Berkshire County

Hancock
9.6 out of 10, Exceptional, (4)
"Nice and comfortable. Desk was still on duty when we arrived quite late for check in. Room was spacious and clean. Will probably stay there again when we are in the area. "
United States
Gabrielle C.
Bentley Brook the perfect home base for exploring nearby Berkshire County
Lobby
1 Bd - Vacation Village in the Berkshires

1 Bd - Vacation Village in the Berkshires

2.0 star property
Hancock
10.0 out of 10, Exceptional, (2)
"We enjoyed staying at this clean, quiet, and comfy property. Close to so many beautiful spots! Only minutes to both New York and Vermont!"
United States
Erin T.
1 Bd - Vacation Village in the Berkshires
Fridge, microwave, oven, stovetop
Top Mast Resort-Anchor House, Private Beach Access.

Top Mast Resort-Anchor House, Private Beach Access.

North Truro
9.8 out of 10, Exceptional, (6)
"We were there for 3 nights in June. We had a wonderful time. The place was clean and was as advertised and I would go back again."
United States
Joanne G.
Top Mast Resort-Anchor House, Private Beach Access.
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

The Dagny Boston

The Dagny Boston

10/10 Excellent
"Room was great. Staff was great too. We were quite happy with everything. The only thing I needed was an outlet next to the bed."
Carlyn 2-night trip
Posted 7 hours ago
The Dagny Boston

Find out more about Massachusetts

Massachusetts Resorts information

Number of reviews
8,725
Accommodation
65 Resorts
Lowest Price
$99
Highest Price
$782

Frequently asked questions

How much do resorts in Massachusetts cost?
Prices for resorts in Massachusetts range between $99 and $782 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 65 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.

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