Cheshire Travel Guide
Tourist Guide
Visit Cheshire
Harbour House Inn
725 North State Road, Cheshire, MA
The price is ₹20,374 per night from 24 Jul to 25 Jul
₹20,374
₹21,535 total
24 Jul - 25 Jul
includes taxes & fees
Stay at this 3.5-star B&B in Cheshire. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions St Mary's of the Assumption Church and Adams Theater ...
9.6/10 Exceptional! (36 reviews)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!!"
Reviewed on 4 Jul 2025
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
The price is ₹8,101 per night from 18 Aug to 19 Aug
₹8,101
₹9,996 total
18 Aug - 19 Aug
includes taxes & fees
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,887 reviews)
"The room was massive and had all kitchen needs met"
Reviewed on 18 Jul 2025
Hotel Downstreet, Ascend Hotel Collection
40 Main St, North Adams, MA
The price is ₹14,680 per night from 28 Jul to 29 Jul
₹14,680
₹16,397 total
28 Jul - 29 Jul
includes taxes & fees
Stay at this 3-star hotel in North Adams. Enjoy free Wi-Fi, free parking and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,004 reviews)
"Great place"
Reviewed on 16 Jul 2025
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 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,887 reviews)
"The room was massive and had all kitchen needs met"
Reviewed on 18 Jul 2025
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants and 2 bars/lounges. Our guests praise the property condition in their reviews. Popular ...
8.2/10 Very Good! (950 reviews)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
Reviewed on 7 Jul 2025
The Ponds at Foxhollow
3 Foxhollow Drive Route 7, Lenox, MA
Stay at this 3-star 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! (121 reviews)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
Reviewed on 14 May 2025
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
Learn about the local history of Cheshire with a stop at St Mary's of the Assumption Church. Discover the area's mountain views or seek out its ski slopes.
- Tanglewood Music Center
- Jiminy Peak Mountain Resort
- National Shrine of the Divine Mercy
- Green Mountain National Forest
- Massachusetts Museum of Contemporary Art
- Berkshire East Ski Resort
- Norman Rockwell Museum
- The Mount
- Naumkeag Museum
- Hancock Shaker Village
- Zoar Outdoor/Deerfield Valley Canopy Tours
- Grafton Lakes State Park