Cheshire Travel Guide
Tourist Guide
Visit Cheshire
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
The price is £130 per night from 30 Jun to 1 Jul
£130
30 Jun - 1 Jul
includes taxes & fees
Stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,000 reviews)
"No real breakfast"
Reviewed on 21 Jun 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is £121 per night from 7 Jul to 8 Jul
£121
7 Jul - 8 Jul
includes taxes & fees
Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,000 reviews)
"I had an excellent experience with the Yankee Inn. The room was updated and the house keeping was excellent. The location was good and the staff was very nice. The breakfast was very good. I would definitely recommend staying here."
Reviewed on 23 Jun 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is £116 per night from 23 Jul to 24 Jul
£116
23 Jul - 24 Jul
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 ...
8.8/10 Excellent! (2,409 reviews)
"The room was great. Had everything I needed and was very comfortable."
Reviewed on 24 Jun 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.
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 ...
8.8/10 Excellent! (2,409 reviews)
"The room was great. Had everything I needed and was very comfortable."
Reviewed on 24 Jun 2026
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Whitingham VT
Stay at this apartment in Whitingham. Enjoy free breakfast, a sauna and laundry facilities. Popular attractions Harriman Reservoir and Readsboro Community Library ...
9.8/10 Exceptional! (6 reviews)
"We had a wonderful Memorial Day weekend here with our two young daughters. We enjoyed the gorgeous views, the hot tub, and the very comfortable beds. There was plenty of space for four people. Chris responded very quickly to any questions we had. A very unique home that we are happy to have made ..."
Reviewed on 25 May 2026
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
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.
Stay near popular Cheshire attractions
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- Adams Hotels
- Guest Houses in Ashuwillticook Rail Trail
- Cummington Hotels
- Dalton Hotels
- Berkshire County Hotels
- Drury Hotels
- Florida Hotels
- Hancock Hotels
- Hawley Hotels
- Hinsdale Hotels
- Hotels near Jiminy Peak Mountain Resort
- Lanesborough Hotels
- B&B in Lenox
- Adults Only Resorts & in Lenox
- Cheap Hotels in Lenox
- Gay-Friendly Hotels in Lenox
- Hotels with Babysitting Services in Lenox
- Hotels with Indoor Pools in Lenox
- Luxury Hotels in Lenox
- Lenox Hotels
- Hotels near Mount Greylock
- New Ashford Hotels
- North Adams Hotels
- Lodges in October Mountain State Forest
- Peru Hotels
- Cheap Hotels in Pittsfield
- Pittsfield Hotels
- B&B in Savoy
- Hilton Hotels in Savoy
- Savoy Hotels
- Washington Hotels
- Hotels near Williams College Museum of Art
- Gay-Friendly Hotels in Williamstown
- Luxury Hotels in Williamstown
- Pet-Friendly Hotels in Williamstown
- Williamstown Hotels
- Windsor Hotels
- Hotels near Zoar Outdoor/Deerfield Valley Canopy Tours
- Flights to Florida
- Flights to Lanesborough
- Flights to Lenox
- Flights to North Adams
- Flights to Pittsfield
- Flights to Williamstown
- Flights from Peru
- Flights from Hinsdale
- Flights from Plainfield
- Flights from Windsor
- Flights from Lenox
- Flights from North Adams
- Flights from Pittsfield
- Flights from New York (JFK) to Pittsfield (PSF)
- Visit Amherst
- Ashuwillticook Rail Trail Holidays
- Visit Ashuwillticook Rail Trail
- Visit Becket
- Visit Berkshire County
- Visit Blandford
- Visit Colrain
- Cummington Holidays
- Visit Cummington
- Drury Holidays
- Visit East Longmeadow
- Visit Goshen
- Visit Great Barrington
- Visit Greenfield
- Hancock Holidays
- Visit Hancock
- Lanesborough Holidays
- Lenox Holidays
- Visit Lenox
- Visit Longmeadow
- Visit Mill River
- New Ashford Holidays
- North Adams Public Library
- Visit North Adams
- Visit Northampton
- Visit Orange
- Visit Pittsfield
- Visit Sandisfield
- Savoy Holidays
- Visit Shelburne Falls
- Visit Southampton
- Visit Springfield
- Visit Stockbridge
- Visit Sunderland
- Visit The Berkshires
- Visit Turners Falls
- Visit West Stockbridge
- Visit Western Massachusetts
- Williams College
- Visit Williamstown
- Windsor Holidays
