Book a Western Massachusetts Resort
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Resorts in Western Massachusetts
Compare 13 Resorts in Western Massachusetts with updated reviews, rates, and availability.
Ski resort, Wydham Bently Brook in Berkshire mountains, MA
Ski resort, Wydham Bently Brook in Berkshire mountains, MA
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
10.0 out of 10, Exceptional, (2)
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
Save an average of 15% on thousands of hotels when you're signed in
Cozy Cabin on resort property in Cultural Berkshires. Pets are welcome!
Cozy Cabin on resort property in Cultural Berkshires. Pets are welcome!
9.8 out of 10, Exceptional, (13)
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
10.0 out of 10, Exceptional, (1)
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
10.0 out of 10, Exceptional, (2)
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Vacation Village In The Berkshires 5 Star Resort - Suite B
Vacation Village In The Berkshires 5 Star Resort - Suite B
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
10.0 out of 10, Exceptional, (2)
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
10.0 out of 10, Exceptional, (1)
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
10.0 out of 10, Exceptional, (1)
Bentley Brook: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury
Bentley Brook: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury
10.0 out of 10, Exceptional, (1)
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
10.0 out of 10, Exceptional, (1)
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
Bentley Brook at Jiminy Peak ^ Studio
Bentley Brook at Jiminy Peak ^ Studio
Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
Slope-Side Ski-in Ski-Out: Bentley Brook Resort
Slope-Side Ski-in Ski-Out: Bentley Brook Resort
Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
Mountain Lodge Apt!
Mountain Lodge Apt!
Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
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.
Other property types in Western Massachusetts
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
8.2 out of 10, Very Good, (857)
The price is ¥24,716
per night
Jun 5 - Jun 6
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
Peace and quiet on the lake
Peace and quiet on the lake
9.6 out of 10, Exceptional, (184)
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.
Western Massachusetts Resorts information
Number of reviews | 24 |
---|---|
Accommodation | 13 Resorts |
Lowest Price | |
Highest Price |
Recent reviews of Western Massachusetts hotelsExpedia verified reviews
5/5 Excellent
"Really beautiful hotel rooms. Nice pool. Could have more but it’s good for the area. "
A verified traveler stayed at MGM Springfield
Posted 15 hours ago
Top Resorts in Other Destinations
More Accommodation Types in Western Massachusetts
- Vacation Homes in Western Massachusetts (332)
- Apartments in Western Massachusetts (111)
- Cottages in Western Massachusetts (87)
- Condo Rentals in Western Massachusetts (42)
- B&B in Western Massachusetts (34)
- Cabin Rentals in Western Massachusetts (31)
- Motels in Western Massachusetts (30)
- Farmstay in Western Massachusetts (12)
- Guest Houses in Western Massachusetts (11)
- Inns in Western Massachusetts (7)
- Aparthotels in Western Massachusetts (6)
- Villas in Western Massachusetts (6)
- Chalets in Western Massachusetts (3)
- Lodges in Western Massachusetts (3)
- Condo Resorts in Western Massachusetts (2)
- Hotels (1,325)
All Accommodation Types
Be inspired: Top Resorts destinations in 2024
- Resorts in Kanto
- Resorts in Sapporo
- Resorts in Awaji Island
- Resorts in Okinawa
- Resorts in Tohoku
- Resorts in Kinki
- Resorts in Itoshima
- Resorts in Kumamoto
- Resorts in Hatsushima
- Resorts in Fukui
- Resorts in Saga
- Resorts in Kagoshima
- Resorts in Yamanakako
- Resorts in Kobe
- Resorts in Saitama
- Resorts in Sesoko-Jima Island
- Resorts in Ginoza
- Resorts in Numazu
- Resorts in Chubu
- Resorts in Shizuoka
Expedia's Latest Trends
Hotels
Packages
General
Visit Long IslandVisit Catalina IslandVisit CambridgeVisit Florida PanhandleVisit Key LargoVisit Nantucket IslandVisit SalemVisit Aleutian IslandsVisit Beacon HillVisit White MountainsVisit Downtown BostonVisit Seaport DistrictVisit Mackinac IslandVisit Siesta KeyVisit Chappaquiddick IslandVisit Whidbey IslandVisit Cape CodVisit Glen Canyon National Recreation AreaVisit Popponesset IslandVisit Bainbridge Island