Name: Club Wyndham Bentley Brook
Rating: 9.2

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Top Mountain Massachusetts Hotels

Jiminy Peak Mountain Resort

37 Corey Rd, Hancock, MA

NZ$303

1 Sept - 2 Sept

includes taxes & fees

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 our reviews. Popular ...

8.2/10 Very Good! (967 reviews)

"I liked everything about the the property, but it seemed difficult to get any peace and quiet. Lots of kids screaming in the hallways and banging on doors"

Reviewed on 23 Aug. 2025

Club Wyndham Bentley Brook

1 Corey Road, Hancock, MA

Stay at this 3-star ski hotel in Hancock. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition ...

9.2/10 Wonderful! (534 reviews)

"Perfect"

Reviewed on 18 Aug. 2025

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Chambery Inn

199 Main St, Lee, MA

30 min drive from Fenway Park

Stay at this 3-star B&B in Lee. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Tanglewood Music Center and Berkshire Mountain ...

9.4/10 Exceptional! (368 reviews)

"Beautiful stay. We booked last minute and it was amazing! We were able to book the room with jacuzzi and a fireplace—which made the whole stay so romantic. Will recommend and am planning to visit regularly. Hoping to return in the fall but definitely next spring. This family works hard and takes ..."

Reviewed on 13 Jun. 2025

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See all 17,470 properties in Massachusetts

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.