Best Resorts in Massachusetts

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Find properties with these dates

Tonight
May 14 - May 15
Tomorrow
May 15 - May 16
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Top Cities in Massachusetts

Boston Common featuring a monument, a city and a statue or sculpture
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Boston

Boston

Compare 33 Resorts in Massachusetts with updated reviews, rates, and availability.

Interior
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
10.0 out of 10, Exceptional, (2)
"This property is great for skiing, especially with kids. There is a nice pool and little movie theater thats prefect for after a day on the slopes."
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
Interior
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
10.0 out of 10, Exceptional, (1)
"Great property! Great location. Smooth check-in."
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Interior
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
10.0 out of 10, Exceptional, (2)
"Jimney is always a great time"
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
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Interior
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
10.0 out of 10, Exceptional, (1)
"Great location and overall wonderful stay at Jiminy Peak!"
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Property grounds
Riverview Resort on Cape Cod 175 night. Available Aug 16th-22nd "ONLY"
10.0 out of 10, Exceptional, (3)
"Excellent location. Very comfortable and clean. Would highly recommend staying here."
The price is $175
$294 total
includes taxes & fees
May 21 - May 22
Riverview Resort on Cape Cod 175 night. Available Aug 16th-22nd "ONLY"
Pool | Outdoor pool, a heated pool
Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool
10.0 out of 10, Exceptional, (1)
"The Inn was beautiful and very accommodating. The staff was great and the location perfect."
Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool
Pool | Outdoor pool, a heated pool
Cozy Cabin on resort property in Cultural Berkshires. Pets are welcome!
9.8 out of 10, Exceptional, (13)
"Very nice stay"
Cozy Cabin on resort property in Cultural Berkshires. Pets are welcome!
Exterior
Wequassett Resort and Golf Club
5.0 star property
9.4 out of 10, Exceptional, (189)
"Staff went out of their way to make our stay perfect"
The price is $425
$511 total
includes taxes & fees
May 20 - May 21
Wequassett Resort and Golf Club
Seasonal outdoor pool
Chatham Bars Inn
5.0 star property
9.2 out of 10, Wonderful, (687)
"Long term homeowner in proximity to CBI and first time guest. Beautiful location and grounds, but stay fell short given established reputation and the cost of accommodations, Room smelled quit musty. Decor suggested a collection of castoff furnishings from perhaps past renovations. Bathroom needed updating! Nespresso machine was very dirty and dispensed old coffee grounds. Night guard container, obviously from a previous guest, found on floor near bed. Honestly, I have never posted such a...
The price is $404
$485 total
includes taxes & fees
May 22 - May 23
Chatham Bars Inn
4 indoor pools, seasonal outdoor pool, cabanas (surcharge)
Great Wolf Lodge Boston / Fitchburg, MA
3.5 star property
8.6 out of 10, Excellent, (683)
"Breakfast was good. Staff very friendly and ready to help with a smile"
The price is $179
$235 total
includes taxes & fees
May 21 - May 22
Great Wolf Lodge Boston / Fitchburg, MA
Outdoor wedding area
Publick House Historic Inn and Country Motor Lodge
2.5 star property
8.6 out of 10, Excellent, (1068)
"Absolutely fantastic experience "
The price is $79
$88 total
includes taxes & fees
May 19 - May 20
Publick House Historic Inn and Country Motor Lodge
Lobby
Nantucket Inn
3.5 star property
8.4 out of 10, Very Good, (278)
"We went during non peak time but hotel and room was amazing. Would definitely stay again"
The price is $271
$303 total
includes taxes & fees
May 29 - May 30
Nantucket Inn
Poolside bar
The Villages at Ocean Edge
3.5 star property
8.2 out of 10, Very Good, (914)
"It was peaceful Exactly what I needed"
The price is $160
$211 total
includes taxes & fees
May 19 - May 20
The Villages at Ocean Edge
Exterior
Blue Water Resort
3.0 star property
8.2 out of 10, Very Good, (972)
"The room was great, just a few steps to the beach. Brien at the front desk made this a wonderful getaway for me. The staff always made aure i have frwsh towels and im sure that was thanks to Brien. It was a wonderful stay. I will be back in the fall!"
The price is $159
$202 total
includes taxes & fees
May 27 - May 28
Blue Water Resort
Property amenity
Cape Codder Resort and Spa
3.0 star property
7.6 out of 10, Good, (1002)
"Everything was perfect. Will make sure to return "
The price is $114
$161 total
includes taxes & fees
May 23 - May 24
Cape Codder Resort and Spa
View from property
"The Crab House" @ The Onset Beach Compound Resort - Habitat
7.4 out of 10, Good, (6)
"Cozy clean property that allows pets. Outdoor fire pit area was great and perfectly private. I also loved that the property had a private beach area with lounge chairs. I used the grill and had brunch on the patio table. So nice to enjoy the water from so many parts of the property. Area is quiet and a 7 min walk to Onset Center where you can grab icecream or on some weekdays there’s an even in town. Close to plazas for other needs."
"The Crab House" @ The Onset Beach Compound Resort - Habitat
Property grounds
The Mermaid House @The Onset Beach Compound Resort - Habitat
6.6 out of 10, (4)
"Worse experience ever - false advertising, no air conditioning and the host walks around at night taking pictures of guests through the window. First and last time using VRBO and definitely last time staying here. Do yourself a favor and stay away!"
The price is $56
$520 total
includes taxes & fees
May 15 - May 16
The Mermaid House @The Onset Beach Compound Resort - Habitat
Indoor pool
Sturbridge Host Hotel & Conference Center
3.0 star property
6.4 out of 10, (974)
"Loved the view of the lake and the ease of taking my dog in & out. "
The price is $127
$142 total
includes taxes & fees
May 22 - May 23
Sturbridge Host Hotel & Conference Center
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Cape Cod Irish Village
3.5 star property
6.2 out of 10, (1000)
"Staff were amazing! Completely welcoming and friendly. "
Cape Cod Irish Village
Exterior
Ski resort, Wydham Bently Brook in Berkshire mountains, MA
Ski resort, Wydham Bently Brook in Berkshire mountains, MA
Don't see what you're looking for?
See all available properties in Massachusetts
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.

Massachusetts Resorts information

Number of reviews
7,792
Accommodation
33 Resorts
Lowest Price
$56
Highest Price
$425

Frequently asked questions

How much do resorts in Massachusetts cost?
Prices for resorts in Massachusetts range between $56 and $425 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 33 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.

Recent reviews of Massachusetts hotels
Expedia verified reviews

The Godfrey Hotel Boston

The Godfrey Hotel Boston

5/5 Excellent
"Great hotel - close to everything. Was able to check in early. Room was clean and comfortable. Had a street room but didn’t notice/mind the noise - staff asked prior to check in. We walked everywhere needed to go. Love coffee shop. Will definitely stay again."
A verified traveler stayed at The Godfrey Hotel Boston
Posted 10 hours ago
The Godfrey Hotel Boston