Cheshire, MA

Travel Guide
Photo by Ed Gaffny
Photo by Chris Addams
Photo by Chris Addams
Photo by Chris Addams
Photo by Chris Addams
Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
The price is AED 426 per night from Jan 23 to Jan 24
AED 426
AED 476 total
includes taxes & fees
23 Jan - 24 Jan
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,004 reviews)
"The Hotel Downstreet is the best hotel. We always enjoy our stay here and never hesitate to stay again when in the area."

Reviewed on 6 January 2025

Hotel Downstreet
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is AED 326 per night from Jan 23 to Jan 24
AED 326
AED 364 total
includes taxes & fees
23 Jan - 24 Jan
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! (469 reviews)
"Easy parking, quiet place and nice staff"

Reviewed on 8 January 2025

Life House Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is AED 378 per night from Jan 21 to Jan 22
AED 378
AED 422 total
includes taxes & fees
21 Jan - 22 Jan
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! (1,003 reviews)
Excellent stay
"Friendly, helpful management & staff. Excellent breakfast, made to order omelettes. Quiet. great pool & jacuzzi. Clean."

Reviewed on 4 January 2025

The Yankee, Trademark Collection by Wyndham
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
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a health club, and in-room massages. Our guests praise the helpful staff in our ...
8.6/10 Excellent! (1,750 reviews)
"So enjoyed this property and all the staff was always there to help in anyway!"

Reviewed on 1 January 2025

Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
3 out of 5
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 our reviews. Popular ...
8.2/10 Very Good! (922 reviews)
"It’s challenging to read the reviews and know what to expect for this hotel. One main reason for that is because each unit is owned by different owners. Some units may have been renovated more recently than other units. I booked 3 rooms. One unit had an old electric stove with coils while the other ..."

Reviewed on 28 December 2024

Jiminy Peak Mountain Resort
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
Lanesborough
Stay at this vacation home in Lanesborough. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Crane Museum of Papermaking and Crane ...
9.6/10 Exceptional! (229 reviews)
Cozy, quaint, and relaxing
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike."

Reviewed on 30 November 2024

Berkshire Village Carriage House - Super Private!!
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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