Search Resorts in Western Massachusetts

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Resorts in Western Massachusetts

Dining
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out

Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out

Hancock
10.0 out of 10, Exceptional, (6)
"Great location, clean and perfect for a family! "
United States
Allison A.
The price is SAR 2,064
SAR 2,637 total
includes taxes & fees
31 Dec - 1 January 2026
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
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
The price is SAR 301
SAR 336 total
includes taxes & fees
4 Jan - 5 January 2026
Publick House Historic Inn and Country Motor Lodge
Front of property
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3.0 star property
West Dover
8.8 out of 10, Excellent, (243)
"Great place to stay!"
United States
Sonia
The price is SAR 579
SAR 693 total
includes taxes & fees
9 Dec - 10 Dec
Mount Snow Grand Summit Resort
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
Sturbridge Host Hotel & Conference Center
Exterior
Deluxe King Room w/fireplace and separate entrance

Deluxe King Room w/fireplace and separate entrance

West Dover
10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our one-night stay. Our room was cozy and all the staff were wonderful."
United States
Charles B.
The price is SAR 859
SAR 1,302 total
includes taxes & fees
14 Dec - 15 Dec
Deluxe King Room w/fireplace and separate entrance
Exterior
Deluxe 2xQueen- 2nd floor in Historic Inn

Deluxe 2xQueen- 2nd floor in Historic Inn

West Dover
10.0 out of 10, Exceptional, (5)
"Everything was just fantastic! Everyone was friendly and accommodating. Owners were so nice! Property is amazing and a great location to Mount Snow. Can not go wrong with this spot."
United States
Brendan M.
The price is SAR 729
SAR 1,302 total
includes taxes & fees
9 Dec - 10 Dec
Deluxe 2xQueen- 2nd floor in Historic Inn
Exterior
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace

Deluxe King, Living Room w/sofa bed, bunk bed & fireplace

Dover
9.4 out of 10, Exceptional, (6)
"This is a beautiful, large suite in a quaint Vermont town. There are two main rooms: a bedroom with a king bed and a bunk bed, and a separate living room with a fireplace. The main inn also has lounge areas open to guests all night, and is a perfect stay for both families and couples. "
United States
Olivia
The price is SAR 988
SAR 1,608 total
includes taxes & fees
9 Dec - 10 Dec
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
Exterior
Deluxe King, kitchenette, fireplace

Deluxe King, kitchenette, fireplace

West Dover
10.0 out of 10, Exceptional, (4)
"End of season special. Perfect size, fireplace was great on a cold rainy night. Last night restaurant was open for a few weeks."
United States
john L.
The price is SAR 902
SAR 1,337 total
includes taxes & fees
9 Dec - 10 Dec
Deluxe King, kitchenette, fireplace
Interior
Luxury King with balcony

Luxury King with balcony

West Dover
The price is SAR 859
SAR 1,466 total
includes taxes & fees
9 Dec - 10 Dec
Luxury King with balcony
Exterior
Luxury King w/balcony, accessible

Luxury King w/balcony, accessible

West Dover
10.0 out of 10, Exceptional, (2)
"My husband and I had a wonderful time at the Inn . our room was beautiful and we had two delicious meals in the restaurant I would definitely recommend this Inn to anyone traveling in southern Vermont."
United States
Kimberley B.
The price is SAR 816
SAR 1,229 total
includes taxes & fees
9 Dec - 10 Dec
Luxury King w/balcony, accessible
Exterior
Deluxe 2xQueen in Historic Inn

Deluxe 2xQueen in Historic Inn

West Dover
The price is SAR 729
SAR 1,285 total
includes taxes & fees
9 Dec - 10 Dec
Deluxe 2xQueen in Historic Inn
Exterior
Deluxe King- 2nd floor in Historic Inn

Deluxe King- 2nd floor in Historic Inn

West Dover
The price is SAR 773
SAR 1,358 total
includes taxes & fees
11 Dec - 12 Dec
Deluxe King- 2nd floor in Historic Inn
Exterior
Deluxe King Suite, Living Room w/sofa bed & fireplace

Deluxe King Suite, Living Room w/sofa bed & fireplace

West Dover
10.0 out of 10, Exceptional, (1)
"My husband and I really enjoyed the accommodations. Great location with tons do do nearby. The place was so cozy and inviting. Would definitely stay again"
United States
Megan M.
The price is SAR 988
SAR 1,608 total
includes taxes & fees
9 Dec - 10 Dec
Deluxe King Suite, Living Room w/sofa bed & fireplace
Exterior
Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn

West Dover
The price is SAR 816
SAR 1,410 total
includes taxes & fees
9 Dec - 10 Dec
Deluxe King - 2nd floor in Historic Inn
Exterior
Deluxe King, Living Room w/sofa bed & fireplace

Deluxe King, Living Room w/sofa bed & fireplace

Dover
10.0 out of 10, Exceptional, (4)
"Had a really nice time - the place was lovely. They had some on property activities and were very close to the mountain. We had a great time and would definitely stay here again if back in the area!"
United States
Taylor G.
The price is SAR 945
SAR 1,552 total
includes taxes & fees
9 Dec - 10 Dec
Deluxe King, Living Room w/sofa bed & fireplace
Exterior
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub

Luxury King Suite, Living Room w/sofa bed and jacuzzi tub

West Dover
10.0 out of 10, Exceptional, (2)
"Such a quaint, beautiful Spot. It’s uniqueness, historic feel and common area was very warming. Personnel was very friendly and attentive"
United States
Jessica
The price is SAR 859
SAR 1,285 total
includes taxes & fees
9 Dec - 10 Dec
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
Exterior
King with Bunk Bed- 2nd floor in Historic Inn

King with Bunk Bed- 2nd floor in Historic Inn

West Dover
10.0 out of 10, Exceptional, (2)
"Very well apportioned room. Super clean and comfortable. Restaurant was delicious. Bartender is cool to chat with."
United States
Forrest W.
The price is SAR 902
SAR 1,522 total
includes taxes & fees
9 Dec - 10 Dec
King with Bunk Bed- 2nd floor in Historic Inn
Exterior
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

West Dover
8.0 out of 10, Very Good, (1)
"The inn and grounds were wonderful. Great food at the Sawmill. Wonderful area to explore leading to an all around wonderful time."
United States
Craig C.
The price is SAR 859
SAR 1,302 total
includes taxes & fees
9 Dec - 10 Dec
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
Exterior
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

Dover
9.8 out of 10, Exceptional, (7)
"My husband and I stayed here so we could ride Mt Snow for a few days. The place is wonderful! All staff is incredibly helpful and friendly, the food and cocktails in their restaurant are phenomenal, the landscape and accommodation are beautiful. We will definitely be back."
United States
Sydney W.
The price is SAR 1,032
SAR 1,660 total
includes taxes & fees
9 Dec - 10 Dec
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Exterior
Deluxe 2xQueen & fireplace

Deluxe 2xQueen & fireplace

Dover
10.0 out of 10, Exceptional, (1)
"Beautiful Inn however, the fridge should be lifted off the floor. It’s too low. A small broom and dust pan would be nice to sweep up the dirt that treks in from the dirt parking lot and walk ways. Upgrade full size beds to at least two Queen size beds."
United States
Christina R.
The price is SAR 945
SAR 1,393 total
includes taxes & fees
9 Dec - 10 Dec
Deluxe 2xQueen & fireplace
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Western Massachusetts Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"The roomy and comfortable suite was a step above a typical hotel room. We took advantage of the full kitchen to prepare our own meals. We enjoyed the pool and hot tub. We will definitely consider staying here again at a future trip to the Berkshires."
Richard 3-night trip
Posted 5 hours ago
Berkshire Mountain Lodge

Explore a world of travel with Expedia