Title: Western Massachusetts Mountain Holidays 2025/2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/6047669/43e0c07e-06ba-4b30-88d8-d023f823e62f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Western Massachusetts Mountain Holidays ## Book a Mountain Hotel + Flight or Car together to unlock savings Photo by Groovy Trip Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ### Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## Plan, book, travel with confidence ### Better together Save up to £335 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Packages with flights are ATOL protected ## Top Mountain Western Massachusetts Hotels ![Jiminy Peak Mountain Resort](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Jiminy Peak Mountain Resort 37 Corey Rd, Hancock, MA - 1 hour drive from Six Flags New England Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants and 2 hot tubs. Our guests praise the property condition in their reviews. Popular ... 8.2/10 Very Good! (977 reviews) "Absolutely beautiful" Reviewed on 17 Sept 2025 [](https://expedia.co.uk/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information) ![Club Wyndham Bentley Brook](https://images.trvl-media.com/lodging/1000000/980000/973700/973618/bb582c2d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Club Wyndham Bentley Brook 1 Corey Road, Hancock, MA - 1 hour drive from Six Flags New England Stay at this 3-star ski hotel in Hancock. Enjoy free Wi-Fi, free parking and a 24-hour fitness centre. Our guests praise the helpful staff and the property condition ... 9.2/10 Wonderful! (538 reviews) "Club Wyndham Bentley Brook was AMAZING! We had no idea we were getting two full rooms - one very large room had 2 queen beds with a TV that had an outside sitting area with a table and 2 chairs. The other room had a full kitchen with everything you need to cook and eat (plates, silverware, pots, ..." Reviewed on 17 Sept 2025 [](https://expedia.co.uk/Hancock-Hotels-Club-Wyndham-Bentley-Brook.h973618.Hotel-Information) ![Cavalier Cottage B&B](https://images.trvl-media.com/lodging/19000000/18620000/18610500/18610415/e20cf265_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cavalier Cottage B&B 236 East Oxbow Road, Shelburne Falls, MA - 2 hours drive from Six Flags New England Stay at this 3-star business-friendly cottage in Shelburne Falls. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Catamount State Forest ... Would return! "Perfect for a quiet, weekend getaway. We went to celebrate our 5 year anniversary and brought our dog, Ollie. Ollie's a very timid and nervous guy, but he felt very comfortable here. We went during the winter, but would be interested in returning in the summer because there seems to be a lot of outdoor ..." Reviewed on 13 Apr 2018 [](https://expedia.co.uk/Shelburne-Falls-Hotels-Cavalier-Cottage-BB.h18610415.Hotel-Information) [See all 1,482 properties in Western Massachusetts](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6234063) 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. ## More holidays you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holiday packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ## More Holiday Ideas [Flights to Western Massachusetts](https://expedia.co.uk/Cheap-Flights-To-Western-Massachusetts.d6234063.Travel-Guide-Flights)[Western Massachusetts Hotels](https://expedia.co.uk/Western-Massachusetts-Hotels.d6234063.Travel-Guide-Hotels)[Western Massachusetts Holiday Rentals](https://expedia.co.uk/Western-Massachusetts-Holiday-Rentals.d6234063.Travel-Guide-HolidayRentals)[Western Massachusetts Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Western-Massachusetts.d6234063.Car-Hire-Guide)[Western Massachusetts Holidays](https://expedia.co.uk/Western-Massachusetts.d6234063.Holidays-City-Breaks) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)