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The Best Hotels for a Weekend Getaway in Massachusetts

Massachusetts is a fantastic city to visit for a weekend getaway, and finding the right hotel can make your trip even more enjoyable. Whether you're traveling as a couple, a family, or solo, we've analyzed all of the hotels in the area to help you decide where to stay for a weekend in Massachusetts. There are many affordable options for a hotel here, from cozy bed and breakfasts to large chain hotels. When considering where to stay in Massachusetts for your long weekend escape, make sure to look for amenities that will help you relax and unwind, such as a fitness center, spa, or pool. And don't forget to consider location - finding a hotel near restaurants and other things to do can make your stay much more enjoyable. Massachusetts is a great city for sightseeing, and there are plenty of things to do for families or couples during a weekend escape, including museums or outdoor activities which are perfect for a 2-day or 3-day trip. So if you're looking for a weekend getaway in Massachusetts, one of these wonderful hotels will help you take advantage of everything on offer.

(Prices are listed in U.S. Dollars.)

The Mansion at Ocean Edge Resort & Golf Club

Brewster, Massachusetts
4-star Resort with prices starting at $349 (before taxes) - See All Prices
Perfect Hotel for a 3-day trip in Massachusetts
  • Outdoor pool
  • Spa
  • Heated pool
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Located at 2907 Main Street, The Mansion at Ocean Edge Resort & Golf Club has great rooms from $349 (before taxes). It offers an outdoor pool, room service, a restaurant, a fitness center, and a bar. It has a terrific 8.60 rating out of 10 from previous guests who have stayed here. Only 67.9 miles from the city center, visitors will especially love hiking, rooms with kitchenettes, child care, laundry services, and golf at this convenient hotel. We find the kitchenette here to be a great way to get a good breakfast and save time and money.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Hot tub
  • Spa
  • Child pool
  • Indoor pool
  • Horse riding
  • Bicycle rental
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Hiking
  • Kitchenette
  • Babysitting / Child Care
  • Laundry service
  • Free parking
  • Family rooms
  • Heated pool
  • Tennis
  • Microwave
  • Refrigerator
  • Playground
  • Breakfast in the room
  • Kids' club
View Prices and Reviews


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Seven Sea Street Inn

Nantucket, Massachusetts
Bed & Breakfast with prices starting at $627 (before taxes) - See All Prices
A Great Stay for a Weekend Trip to Massachusetts
  • High Quality: guest ratings are higher than average.
  • Family-Friendly
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Location on Map

A great place to stay is Seven Sea Street Inn which has nice rooms starting at $627. Offering room service, scuba diving, snorkeling, hiking, and rooms with kitchens, it also has a great guest rating of 9.40 out of 10 from many previous guests. It's located at 7 Sea Street. This fun hotel is also nice because it offers rooms with kitchenettes, golf, a game room, free parking, and a pool table which weekend visitors will enjoy. Also, it's just 90.9 miles from the city center. And with the ability to cook your own meals in the kitchen, you can save money and time.

Weekend Trip Hotel Amenities
  • Room service
  • Snorkeling
  • Kitchen
  • Bicycle rental
  • Family-Friendly
  • Golf
More Great Amenities
  • Hiking
  • Kitchenette
  • Game room
  • Free parking
  • Family rooms
  • Tennis
  • Microwave
  • Refrigerator
  • Breakfast in the room
View Prices and Reviews


Prospect Berkshires

Great Barrington, Massachusetts
3-star Hotel with prices starting at $190 (before taxes) - See All Prices
A Great Hotel for the Ultimate 3 Days in Massachusetts
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Outdoor pool
  • Pets allowed
  • Heated pool
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We found Prospect Berkshires to be a great place to stay, and the price starts at $190. We loved that is has an outdoor pool, skiing, a restaurant, snorkeling, and a bar, and it also has a terrific guest rating of 9.70 out of 10 from previous guests. It's located at 50 Prospect Lake Road. You'll also find hiking, pet-friendly rooms, free parking, evening entertainment, and horse riding which weekend travelers will love. And this comfortable hotel is just 120.2 miles from the center of town. It's always nice having a heated pool to relax in. It's a great value, too, because it's less than the average price for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Skiing
  • Snorkeling
  • Pets allowed
  • Horse riding
  • Bicycle rental
  • Golf
More Great Amenities
  • Restaurant
  • Bar/Lounge
  • Hiking
  • Free parking
  • Heated pool
  • Tennis
  • Refrigerator
View Prices and Reviews


Candleberry Inn on Cape Cod

Brewster, Massachusetts
Bed & Breakfast with prices starting at $368 (before taxes) - See All Prices
Perfect for 2 Days in Massachusetts
  • High Quality: guest ratings are higher than average.
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With terrific rooms from $368, Candleberry Inn on Cape Cod, at 1882 Main Street provides a water park, scuba diving, snorkeling, hiking, and golf. Its terrific guest rating is 9.70 out of 10 from previous guests staying here. Travelers will really like this relaxing hotel which also offers free parking, horse riding, an indoor play area, mini-golf, and laundry facilities. It's located just 67.2 miles from the city center, too. The kids will love the water park, too.

Weekend Trip Hotel Amenities
  • Water park
  • Snorkeling
  • Horse riding
  • Bicycle rental
  • Golf
More Great Amenities
  • Hiking
  • Free parking
  • Tennis
  • Microwave
  • Refrigerator
View Prices and Reviews


Chatham Bars Inn

Chatham, Massachusetts
5-star Resort with prices starting at $936 (before taxes) - See All Prices
A Great Weekend Getaway Hotel
  • High Quality: guest ratings are higher than average.
  • Outdoor pool
  • Spa
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Location on Map

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Chatham Bars Inn has a great guest rating of 8.70 out of 10, and offers an outdoor pool, room service, a restaurant, a fitness center, and a bar. The great rooms here start at $936 before taxes and depending on the season. It can be found at 297 Shore Road. Furthermore, it also offers hiking, child care, laundry services, a hot tub, and a spa, which is nice for visitors. Just 75.7 miles from the city center, this terrific hotel is a terrific choice. Unwinding at the restaurant after sightseeing is a nice way to end the day.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Hot tub
  • Spa
  • Bicycle rental
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Hiking
  • Babysitting / Child Care
  • Laundry service
  • Free parking
  • Family rooms
  • Tennis
  • Refrigerator
  • Kids' club
View Prices and Reviews


Red Jacket Beach Resort

South Yarmouth, Massachusetts
3-star Resort with prices starting at $282 (before taxes) - See All Prices
A Terrific Hotel for a Long Weekend in Massachusetts
  • Outdoor pool
  • Spa
  • Heated pool
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Location on Map

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The great guest rating of Red Jacket Beach Resort is 8.60 out of 10. This place has an outdoor pool, room service, a restaurant, a fitness center, and a bar. Prices for the terrific rooms are from $282, and it's located at 1 South Shore Drive. We also love the parking, rooms with kitchens, child care, golf, and a spa which are great for weekend visitors. And since it's just 67.9 miles from the center of the town, the location is great, too. Make sure to set aside some time for swimming in the pool, too.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Parking
  • Kitchen
  • Spa
  • Child pool
  • Indoor pool
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Family rooms
  • Heated pool
  • Tennis
  • Refrigerator
  • Kids' club
View Prices and Reviews


The Ponds At Foxhollow

Lenox, Massachusetts
3-star Resort with prices starting at $205 (before taxes) - See All Prices
A Great Stay for a Weekend Escape
  • Great Value: the price is lower than average for 3-star hotels.
  • Outdoor pool
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Location on Map

A cool place is The Ponds At Foxhollow because it has great rooms that start at $205. It has an outdoor pool, skiing, a fitness center, hiking, and rooms with kitchens, it also earned a great guest rating of 8.30 out of 10 from people who have stayed here before. It's found at 3 Foxhollow Drive Route 7. Only 111.1 miles from the city center, weekend travelers will especially love golf, a hot tub, a game room, an indoor pool, and free parking at this fun hotel. Everyone loves a nice indoor pool, and the one here does not disappoint! It's also less than the average price for weekend trip hotels, so it's a great value.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Skiing
  • Kitchen
  • Hot tub
  • Indoor pool
  • Bicycle rental
  • Golf
More Great Amenities
  • Fitness center
  • Hiking
  • Game room
  • Free parking
  • Family rooms
  • Tennis
  • Microwave
  • Refrigerator
  • Playground
View Prices and Reviews


Village Inn

Yarmouth, Massachusetts
Bed & Breakfast with prices starting at $309 (before taxes) - See All Prices
A Nice Option for a Weekend Retreat
  • High Quality: guest ratings are higher than average.
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Location on Map

Village Inn offers room service, a water park, snorkeling, hiking, and golf which we really like. The terrific rooms here start at $309 (before taxes). It's located at 92 Route 6a and has earned a guest rating of 9.60/10. This comfortable hotel is also nice because it offers free parking, horse riding, mini-golf, bicycle rental, and family rooms which travelers will enjoy. Also, it's just 63.3 miles from the city center. Nothing says relaxation like having room service delivered.

Weekend Trip Hotel Amenities
  • Room service
  • Water park
  • Snorkeling
  • Horse riding
  • Bicycle rental
  • Golf
More Great Amenities
  • Hiking
  • Free parking
  • Family rooms
  • Breakfast in the room
View Prices and Reviews


Jiminy Peak Mountain Resort

Hancock, Massachusetts
3-star Hotel with prices starting at $140 (before taxes) - See All Prices
Perfect Hotel for a 3-day trip in Massachusetts
  • Great Value: the price is lower than average for 3-star hotels.
  • Outdoor pool
  • Heated pool
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Location on Map

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Located at 37 Corey Road, Jiminy Peak Mountain Resort has great rooms from $140 (before taxes). It offers an outdoor pool, skiing, a restaurant, a fitness center, and a bar. It has a terrific 8.40 rating out of 10 from previous guests who have stayed here. You'll also find hiking, rooms with kitchens, rooms with kitchenettes, golf, and a hot tub which visitors will love. And this relaxing hotel is just 112.1 miles from the center of town. You'll enjoy unwinding in the hot tub, too. It's a great value, as the price is less than the average for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Skiing
  • Kitchen
  • Hot tub
  • Bicycle rental
  • Golf
  • Spa/Wellness
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Hiking
  • Kitchenette
  • Free parking
  • Family rooms
  • Heated pool
  • Tennis
  • Microwave
  • Refrigerator
  • Playground
View Prices and Reviews


1800 Devonfield Inn, an English Country Estate

Lee, Massachusetts
Bed & Breakfast with prices starting at $379 (before taxes) - See All Prices
A Great Stay for a Weekend Trip to Massachusetts
  • Outdoor pool
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Location on Map

A great place to stay is 1800 Devonfield Inn, an English Country Estate which has nice rooms starting at $379. Offering an outdoor pool, skiing, hiking, child care, and golf, it also has a great guest rating of 8.30 out of 10 from many previous guests. It's located at 85 Stockbridge Road. Weekend visitors will really like this terrific hotel which also offers a hot tub, free parking, horse riding, bicycle rental, and family rooms. It's located just 110.1 miles from the city center, too.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Skiing
  • Hot tub
  • Horse riding
  • Bicycle rental
  • Spa/Wellness
More Great Amenities
  • Hiking
  • Babysitting / Child Care
  • Free parking
  • Family rooms
View Prices and Reviews


Also, take a look at the weekend trip hotels in nearby destinations: Boston, Newport, Cambridge, Providence, and Portsmouth.

For more terrific hotel ideas in Boston, make sure you also see Best Family-Friendly Hotels in Boston, Best Luxury Hotels in Boston, Best Pet-Friendly Hotels in Boston, Best Hotels for First Time Visitors in Boston, Best Hotels for a Weekend Getaway in Boston, Best Hotels for One Week in Boston, Best Hotels for One Night in Boston, Best Romantic Hotels for Couples in Boston, Best Business Hotels in Boston, or Best Party Hotels in Boston.


How much do hotels for a weekend visit cost in Massachusetts?

Massachusetts Average Weekend Trip Hotel Price
$260

Travelers to Massachusetts will have a large number of terrific weekend trip accommodation options with a variety of great prices. The price of weekend trip hotels here can vary by amenities, dates, and the neighborhood. Based on thorough data from 279 weekend trip hotels, their average price is a very reasonable $260. If you're interested in more information about hotels here, see our guide to hotel prices in Massachusetts.

The average prices of our suggested weekend trip hotels by star rating:

  • 5-star hotels: $639
  • 4-star hotels: $306
  • 3-star hotels: $222


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