Cheshire Travel Guide
Tourist Guide
Visit Cheshire
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
The price is NZ$226 per night from 8 Apr to 9 Apr
NZ$226
per night
8 Apr - 9 Apr
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 ...
8.8/10 Excellent! (1,004 reviews)
Great location. Within walking distance to MOCA, and a few restaurants that were open during our stay. The town is post industrial and post manufacturing. Walking around MOCA is a wonderful experience in itself as much of the history of the building and surrounding area comes alive and is fascinating.The ...
Reviewed on 22 Mar 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is NZ$212 per night from 29 Mar to 30 Mar
NZ$212
per night
29 Mar - 30 Mar
Stay at this golf lodge in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (884 reviews)
This is our 3rd year staying here for my son’s birthday in March. Affordable and having the 2 rooms with a kitchen is so nice. My son’s favorite part is the pool which is always warm and clean, never smells too strong like some places. Hot tub feels amazing too. Will be back next year, or sooner ...
Reviewed on 22 Mar 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
The price is NZ$133 per night from 1 Apr to 2 Apr
NZ$133
per night
1 Apr - 2 Apr
Stay at this lodge in Lenox. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their reviews. ...
9/10 Wonderful! (880 reviews)
Wonderful place, great toiletries and great friendly staff. We will be back
Reviewed on 22 Mar 2026
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.
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 ...
9.4/10 Exceptional! (10 reviews)
Excelente servicio
Reviewed on 8 Mar 2026
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 ...
The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
Stay at this condo in Lenox. Enjoy free Wi-Fi, free parking and a fitness centre. Popular attractions Tanglewood Music Center and The Mount are located ...
8.6/10 Excellent! (141 reviews)
I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. ...
Reviewed on 9 Feb 2026
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.
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.
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- Visit Charlemont
- Visit Western Massachusetts
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- Visit Amherst
- Visit Hawley
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- Visit North Adams
- Visit Otis
- Charlemont Holidays
- Goose Pond Reservation
- Massachusetts Museum of Contemporary Art
- Otis Holidays
- G. William Pitt House and Collection
- Pittsfield Holidays
- North Adams Holidays
- National Shrine of the Divine Mercy
- Sterling and Francine Clark Art Institute
- Arthur A. Smith Covered Bridge
- Cheshire Holidays
- Williams College
- Norman Rockwell Museum
- All inclusive Holiday Packages Western Massachusetts
- Beach Holiday Packages Western Massachusetts
