Name: Hotel Downstreet, an Ascend Collection Hotel
Price range: 2.824.655 ₫
Rating: 8.6

Harbour House Inn

725 North State Road Cheshire MA

6.917.376 ₫

7.311.666 ₫ total

1 Dec - 2 Dec

includes taxes & fees

Stay at this B&B in Cheshire. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Adams Theater and Mount Greylock State Reservation Visitor ...

9.6/10 Exceptional! (39 reviews)

Great place, great hosts, lovely experience. Would go back 100x.

Reviewed on 14 Nov 2025

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

1.953.047 ₫

2.470.876 ₫ total

29 Nov - 30 Nov

includes taxes & fees

Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...

8.6/10 Excellent! (2,146 reviews)

Nice place to stay, off season. Price was very reasonable. Room was comfortable, (1st floor, Building 5), entire building was very quiet, hardly anyone on the property. Nice amenities, but we only walked through, did not use (pool, locker rooms, hot tub, fire pit). Room was nicely appointed and comfortable. ...

Reviewed on 22 Nov 2025

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

2.824.655 ₫

3.155.141 ₫ total

20 Dec - 21 Dec

includes taxes & fees

Stay at this business-friendly hotel in North Adams. Enjoy free Wi-Fi, free parking and a 24-hour fitness centre. Our guests praise the helpful staff and the ...

8.6/10 Excellent! (1,008 reviews)

Wonderful Experience

Reviewed on 23 Nov 2025

See all 990 properties in Cheshire

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.

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...

8.6/10 Excellent! (2,146 reviews)

Nice place to stay, off season. Price was very reasonable. Room was comfortable, (1st floor, Building 5), entire building was very quiet, hardly anyone on the property. Nice amenities, but we only walked through, did not use (pool, locker rooms, hot tub, fire pit). Room was nicely appointed and comfortable. ...

Reviewed on 22 Nov 2025

Jiminy Peak Mountain Resort

37 Corey Rd Hancock MA

Stay at this ski condo in Hancock. Enjoy free parking, 2 restaurants and 2 hot tubs. Our guests praise the property condition in their reviews. Popular attractions ...

8.2/10 Very Good! (986 reviews)

This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the ...

Reviewed on 5 Oct 2025

Huttopia Berkshires

312 Kittle Rd Williamstown MA

Stay at this campsite in Williamstown. Enjoy free parking, breakfast (surcharge) and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ...

10/10 Exceptional! (7 reviews)

Healthy food too!

Reviewed on 20 Oct 2025

See all properties in Cheshire

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.

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Popular places to visit

St Mary's of the Assumption Church

St Mary's of the Assumption Church is just one of the places to see in Cheshire, so why not enjoy the other things to explore during your travels? Discover the area's mountain views or seek out its ski slopes.