Cheap Resorts in Massachusetts

KAYAK searches hundreds of resorts and all inclusive resorts in Massachusetts

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Recommended by KAYAK

Best Massachusetts resorts and all inclusive resorts

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All inclusive

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2+ stars3+ stars4+ stars5 stars

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6+ Okay7+ Good8+ Great9+ Excellent

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$72 - $165$165 - $258$258 - $351$351 - $444$444+ per night

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Most recommended Massachusetts resorts

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Margaritaville Resort Cape Cod - Hyannis - Hotel Entrance
Margaritaville Resort Cape Cod
Hyannis, MA
8.0Very good(1223)
Parking
Free Wi-Fi
Pool
Pet friendly
$200+
Check availability
Nantucket Resort Collection - Nantucket - Bedroom
Nantucket Resort Collection
Nantucket, MA
8.9Very good(252)
Free Wi-Fi
Pet friendly
$205+
Check availability
Chatham Bars Inn - Chatham - Building
Chatham Bars Inn
Chatham, MA
9.0Wonderful(196)
Parking
Free Wi-Fi
Pool
Spa
$494+
Check availability
Nantasket Beach Resort - Hull - Living room
Nantasket Beach Resort
Hull, MA
7.9Good(478)
Parking
Free Wi-Fi
Pool
Spa
$184+
Check availability
Sandcastle Resort - Provincetown - Pool
Sandcastle Resort
Provincetown, MA
7.3Good(1199)
Parking
Free Wi-Fi
Pool
$125+
Check availability
Red Jacket Beach Resort - South Yarmouth - Pool
Red Jacket Beach Resort
South Yarmouth, MA
8.4Very good(562)
Free Wi-Fi
Pool
Pet friendly
Spa
$227+
Check availability
Mansion House Inn - Vineyard Haven - Living room
Mansion House Inn
Vineyard Haven, MA
8.8Very good(180)
Free Wi-Fi
Pool
$239+
Check availability
Wequassett Resort and Golf Club - Harwich - Bedroom
Wequassett Resort and Golf Club
Harwich, MA
8.9Very good(116)
Parking
Free Wi-Fi
Pool
Pet friendly
$432+
Check availability
The Mariner Resort Cape Cod by The Red Collection - West Yarmouth - Bedroom
The Mariner Resort Cape Cod by The Red Collection
West Yarmouth, MA
7.3Good(939)
Parking
Free Wi-Fi
Pool
$93+
Check availability
Blue Water Resort - South Yarmouth - Pool
Blue Water Resort
South Yarmouth, MA
7.6Good(542)
Free Wi-Fi
Pool
Pet friendly
Spa
$232+
Check availability
Harbor Landing Resort - Vineyard Haven - Balcony
Harbor Landing Resort
Vineyard Haven, MA
6.5Okay(39)
Parking
Free Wi-Fi
$258+
Check availability
The Mansion at Ocean Edge Resort & Golf Club - Brewster - Living room
The Mansion at Ocean Edge Resort & Golf Club
Brewster, MA
8.4Very good(72)
Parking
Free Wi-Fi
Pool
$405+
Check availability
Chateau Merrimack Resort & Spa - Tyngsboro - Bedroom
Chateau Merrimack Resort & Spa
Tyngsboro, MA
7.8Good(250)
Parking
Free Wi-Fi
Pool
Pet friendly
$207+
Check availability
The Masthead Resort - Provincetown - Balcony
The Masthead Resort
Provincetown, MA
8.6Very good(334)
Free Wi-Fi
$205+
Check availability
Mirbeau Inn & Spa - Plymouth - Plymouth - Bedroom
Mirbeau Inn & Spa - Plymouth
Plymouth, MA
9.2Wonderful(169)
Parking
Free Wi-Fi
$546+
Check availability
Cape Cod Irish Village - Hyannis - Pool
Cape Cod Irish Village
Hyannis, MA
6.0Okay(403)
Parking
Free Wi-Fi
Pool
Spa
$136+
Check availability
Riviera Beach Resort - South Yarmouth - Bedroom
Riviera Beach Resort
South Yarmouth, MA
8.0Very good(652)
Free Wi-Fi
Pool
$189+
Check availability
Sunbird Cape Cod Resort - Yarmouth - Beach
Sunbird Cape Cod Resort
Yarmouth, MA
7.5Good(416)
Parking
Free Wi-Fi
Pool
$94+
Check availability
Holly Tree Resort - West Yarmouth - Patio
Holly Tree Resort
West Yarmouth, MA
8.5Very good(297)
Parking
Free Wi-Fi
Pool
$94+
Check availability
Jiminy Peak Mountain Resort - Hancock - Living room
Jiminy Peak Mountain Resort
Hancock, MA
8.3Very good(312)
Parking
Free Wi-Fi
Pool
$380+
Check availability
Booking Insights

KAYAK’s insights for resorts in Massachusetts

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Massachusetts with confidence.

How early should you book a resort in Massachusetts?

Book at least 65 days before your stay begins to get the best price for your Massachusetts resort.
Find deals

How much is a Massachusetts resort?

Here are our most popular and best value resorts and all inclusive resorts in Massachusetts

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

March
August
$367
$498
Cheapest month to stay with an average 66% drop in price.
Most expensive month to stay with an average 60% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK’s top tips for finding Massachusetts resort deals

  • If you want to ensure you get the best price possible, try to book more than 65 days before your stay to get the best price for a Massachusetts resort.
  • Not sure how long to spend on your trip? KAYAK users usually book their resort in Massachusetts for 2 days.

FAQs when booking a resort in Massachusetts

  • How much is a resort in Massachusetts?

    The average price for a resort in Massachusetts is $341/night. However, this depends on many factors, like seasonality, location and the hotel star rating. In the last 2 weeks, KAYAK users have found a room at a resort for as little as $74/night.

  • How many resorts are there in Massachusetts?

    There are currently a total of 78 resorts in Massachusetts available for you to book now.

  • What are the highest-rated Massachusetts all inclusive resorts?

    Currently on KAYAK the highest-rated all inclusive resort in Massachusetts is Top Mast Resort in North Truro with a rating of 10/10. Also loved among KAYAK users is Cape Cod Veranda in South Yarmouth with a rating of 9.3/10.

  • Which resorts in Massachusetts are family-friendly?

    If you’re traveling with the whole family, then check out Brewster Green Resort in Brewster, which is rated 9.2/10 and promises a great family time. Chatham Bars Inn in Chatham is also recommended as especially family-friendly and is rated 9/10.

  • Which resorts in Massachusetts are good for couples?

    If you’re looking for a romantic break then why not try Pelham House Resort in Dennis Port, which is rated 8.8/10? You could even look to stay at one of the adults-only resorts such as The Masthead Resort in Provincetown, which is rated 8.6/10.

Where to find the best resorts in Massachusetts?

Our map will help you find the perfect resort in Massachusetts by showing you the exact location of each resort.

Everything you need to know for your stay in Massachusetts