Cheshire
Travel Guide
Visit Cheshire
Life House Berkshires
194 Pittsfield Rd, Lenox, MA
The price is S$180 per night from 4 Jun to 5 Jun
S$180
per night
4 Jun - 5 Jun
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (251 reviews)
"Terrific renovation of two story motel. Great bedding and toiletries. Everything has a curated retro-hipster look. Spacious shower and bathroom, closet space, robes, plenty of charging outlets and a big TV, great if you use Apple. The only downside is noisy, bulky air conditioner. Be sure to ask ..."
Reviewed on 28 May,2024
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
The price is S$191 per night from 9 Jun to 10 Jun
S$191
per night
9 Jun - 10 Jun
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,004 reviews)
"This is our go-to spot for short trips to the Berkshires. It's on a busy road, but set back from the street, and it's convenient to everything we need. Good breakfast (better than the one I had a much more expensive hotel in NYC last week) and it's clean and comfortable."
Reviewed on 25 May,2024
The Red Lion Inn
30 Main Street, Stockbridge, MA
The price is S$345 per night from 16 Jun to 17 Jun
S$345
per night
16 Jun - 17 Jun
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (888 reviews)
"Historical. Beautiful night to sit outside. Friendly staff."
Reviewed on 30 May,2024
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.
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 helpful staff and the clean rooms in our ...
8/10 Very Good! (858 reviews)
Time in the woods
"Staff were so attentive, even at the late hour we checked in (10pm) the place had everything you need. Amazing views and amenities. Loved it"
Reviewed on 27 May,2024
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.