Cheap Resorts in Massachusetts

KAYAK searches hundreds of resorts and all-inclusive resorts in Massachusetts

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Booking Insights
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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C$ 100 - C$ 258C$ 258 - C$ 414C$ 414 - C$ 570C$ 570 - C$ 727C$ 727+ per night

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Free breakfastFree parkingFree cancellationFree internetFree airport shuttle

Most recommended Massachusetts resorts

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Chatham Bars Inn - Chatham - Building
Chatham Bars Inn
Chatham, MA, United States
8.9Very good(197)
Parking
Free Wi-Fi
Pool
Spa
C$ 2,483+
Check availability
Nantucket Resort Collection - Nantucket - Bedroom
Nantucket Resort Collection
Nantucket, MA, United States
9.3Wonderful(262)
Free Wi-Fi
Pet friendly
C$ 1,209+
Check availability
Red Jacket Beach Resort - South Yarmouth - Beach
Red Jacket Beach Resort
South Yarmouth, MA, United States
8.3Very good(582)
Free Wi-Fi
Pool
Spa
C$ 971+
Check availability
Sandcastle Resort - Provincetown - Living room
Sandcastle Resort
Provincetown, MA, United States
7.3Good(1232)
Parking
Free Wi-Fi
Pool
C$ 486+
Check availability
Nantasket Beach Resort - Hull - Living room
Nantasket Beach Resort
Hull, MA, United States
8.5Very good(468)
Parking
Free Wi-Fi
Pool
Spa
C$ 467+
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, United States
7.5Good(996)
Parking
Free Wi-Fi
Pool
C$ 289+
Check availability
The Masthead Resort - Provincetown - Kitchen
The Masthead Resort
Provincetown, MA, United States
8.8Very good(330)
Free Wi-Fi
C$ 549+
Check availability
Green Harbor Resort - West Yarmouth - Building
Green Harbor Resort
West Yarmouth, MA, United States
9.3Wonderful(239)
Free Wi-Fi
Pool
Pet friendly
C$ 757+
Check availability
Riviera Beach Resort - South Yarmouth - Bedroom
Riviera Beach Resort
South Yarmouth, MA, United States
8.3Very good(675)
Free Wi-Fi
Pool
C$ 770+
Check availability
Mansion House Inn - Vineyard Haven - Living room
Mansion House Inn
Vineyard Haven, MA, United States
8.9Very good(166)
Free Wi-Fi
Pool
C$ 1,018+
Check availability
Cape Cod Family Resort - West Yarmouth - Patio
Cape Cod Family Resort
West Yarmouth, MA, United States
8.7Very good(311)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 703+
Check availability
Bluegreen Vacations The Soundings, an Ascend Collection Resort - Dennis Port - Building
Bluegreen Vacations The Soundings, an Ascend Collection Resort
Dennis Port, MA, United States
8.3Very good(225)
Parking
Pool
C$ 411+
Check availability
Edgewater Beach Resort - Dennis Port - Patio
Edgewater Beach Resort
Dennis Port, MA, United States
8.8Very good(214)
Parking
Free Wi-Fi
Pool
C$ 566+
Check availability
Riverview Resort - South Yarmouth
Riverview Resort
South Yarmouth, MA, United States
8.6Very good(151)
Parking
Free Wi-Fi
Pool
C$ 561+
Check availability
Blue Rock Resort - South Yarmouth - Building
Blue Rock Resort
South Yarmouth, MA, United States
7.7Good(282)
Free Wi-Fi
Pool
Pet friendly
C$ 376+
Check availability
Seaport Resort and Marina - Fairhaven - Outdoors view
Seaport Resort and Marina
Fairhaven, MA, United States
7.2Good(541)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 270+
Check availability
Pelham House Resort - Dennis Port - Bedroom
Pelham House Resort
Dennis Port, MA, United States
9.0Wonderful(552)
Parking
Free Wi-Fi
Pool
C$ 1,293+
Check availability
Pleasant Bay Village Resort - Chatham - Living room
Pleasant Bay Village Resort
Chatham, MA, United States
9.3Wonderful(304)
Parking
Free Wi-Fi
Pool
C$ 606+
Check availability
Cape Cod Veranda - South Yarmouth - Restaurant
Cape Cod Veranda
South Yarmouth, MA, United States
9.5Wonderful(1023)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 431+
Check availability
The Ponds At Foxhollow - Lenox - Outdoors view
The Ponds At Foxhollow
Lenox, MA, United States
7.9Good(217)
Parking
Free Wi-Fi
Pool
C$ 414+
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.

Which month has the cheapest resort rates in Massachusetts?

Resorts are cheapest in Massachusetts in January, with average rates of C$ 141/night. In comparison, July is the most expensive month, with prices at C$ 434/night.

How early should you book a resort in Massachusetts?

Book at least 85 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)

November
July
C$ 948
C$ 1,039
Cheapest month to stay with an average 58% drop in price.
Most expensive month to stay with an average 16% 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 85 days before your stay for a Massachusetts resort.
  • Not sure how long to spend on your trip? KAYAK users usually book their resort in Massachusetts for 3 days.

FAQs when booking a resort in Massachusetts

  • How much is a resort in Massachusetts?

    The average price for a resort in Massachusetts is C$ 913/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 C$ 78/night.

  • How many resorts are there in Massachusetts?

    There are currently a total of 67 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 Cape Cod Veranda in South Yarmouth with a rating of 9.5/10. Also popular among KAYAK users is Nantucket Resort Collection in Nantucket with a rating of 9.3/10.

  • Which resorts in Massachusetts are family-friendly?

    If you’re travelling with the whole family, then check out Green Harbor Resort in West Yarmouth, which is rated 9.3/10 and promises a great family vacation. Pleasant Bay Village Resort in Chatham is also recommended as especially family-friendly and is rated 9.3/10.

  • 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 9/10? You could even look to stay at one of the adults-only resorts, such as The Masthead Resort in Provincetown, which is rated 8.8/10.

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