An autumn view of Cheshire Lake in the Berkshire Mountains of Western Massachusetts.

2 Stars Hotels in Cheshire, Massachusetts from CA $103

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Check availability on Cheshire 2 Star Hotels

Our top choices for Cheshire 2-star hotels

Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,016 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is CA $156
CA $174 total
includes taxes & fees
Jun 18 - Jun 19
The Yankee Inn
Indoor pool

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (107 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is CA $189
CA $211 total
includes taxes & fees
Jun 22 - Jun 23
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Free daily buffet breakfast

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Good location and great breakfast."
United States
Linda
The price is CA $194
CA $217 total
includes taxes & fees
Jun 24 - Jun 25
Hampton Inn & Suites Berkshires-Lenox
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,006 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is CA $189
CA $211 total
includes taxes & fees
Jul 7 - Jul 8
Quality Inn Lee - Lenox South
Exterior

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (309 reviews)
"A beautiful old inn in the heart of a lovely old town."
United States
Linda
The price is CA $217
CA $242 total
includes taxes & fees
Jun 24 - Jun 25
The Whitlock
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is CA $156
CA $174 total
includes taxes & fees
Jun 21 - Jun 22
Best Western Plus Berkshire Hills Inn & Suites
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (868 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is CA $125
CA $139 total
includes taxes & fees
Jun 18 - Jun 19
Howard Johnson by Wyndham Lenox
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (862 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
United States
Hannah
The price is CA $116
CA $129 total
includes taxes & fees
Jun 22 - Jun 23
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (828 reviews)
"Plenty of parking. Staff was friendly"
United States
William
The price is CA $98
CA $109 total
includes taxes & fees
Jun 18 - Jun 19
FairBridge Inn Express
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (8 reviews)
"Wonderful pet-friendly property in a fantastic location. Everything in the village is just a short walk away, making it easy to enjoy local shops, restaurants, and attractions."
United States
Leonardo
The price is CA $206
CA $230 total
includes taxes & fees
Jun 18 - Jun 19
Hideaway Inn Lenox
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (667 reviews)
"Decent place.friendly, quiet"
United States
William
The price is CA $99
CA $111 total
includes taxes & fees
Jun 24 - Jun 25
Econo Lodge Lee - Great Barrington
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (915 reviews)
"Very clean! Friendly staff! Will stop there again!"
United States
Theresa
The price is CA $118
CA $139 total
includes taxes & fees
Jun 22 - Jun 23
Cozy Corner Motel
Mountain view

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (912 reviews)
"clean; quiet; good breakfast; as advertised; easy check-in/check out; convenient parking; "
United States
Thomas
The price is CA $140
CA $156 total
includes taxes & fees
Jun 18 - Jun 19
Howard Johnson by Wyndham Williamstown
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (611 reviews)
"Very well run property with good amenities and a lovely pool and sitting area. Lots of good attention to detail to make it a desirable place to stay!"
United States
Carolyn
The price is CA $161
CA $180 total
includes taxes & fees
Jun 24 - Jun 25
Maple Terrace Motel
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (469 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is CA $92
CA $103 total
includes taxes & fees
Jun 18 - Jun 19
Berkshire Travel Lodge
Exterior

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (213 reviews)
"The whole place was beautifully well kept and the view couldn't be beat. Would definitely recommend to others and hope to return in the future."
United States
Jared
The price is CA $275
CA $290 total
includes taxes & fees
Jun 29 - Jun 30
Blue Vista Motor Lodge
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (791 reviews)
"The room was comfortable and clean, I will stay there again"
United States
Monica
The price is CA $125
CA $139 total
includes taxes & fees
Jun 21 - Jun 22
The Villager Motel
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,000 reviews)
"The property was nice and the staff enthusiastic"
United States
Matt
The price is CA $116
CA $129 total
includes taxes & fees
Jun 30 - Jul 1
Willows Motel Williamstown
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (461 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is CA $198
CA $217 total
includes taxes & fees
Jun 22 - Jun 23
Shaker Mill Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (416 reviews)
"Nice place for a stay"
United States
Jay
The price is CA $146
CA $163 total
includes taxes & fees
Jul 6 - Jul 7
Sunset Inn
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Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Cheshire.
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA
The price is CA $215 per night from Jun 21 to Jun 22
CA $215
CA $240 total
Jun 21 - Jun 22
includes taxes & fees
8.8/10 Excellent! (1,015 reviews)
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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.

Learn more about Cheshire

Get away to romantic Cheshire! Enjoy the skiing, hiking, and wildlife.

See all hotels in Cheshire
An autumn view of Cheshire Lake in the Berkshire Mountains of Western Massachusetts.

Top Cheshire Hotel Reviews

The Whitlock

The Whitlock

8/10 Good
"Perfect location. No greeting staff - all remote; which was weird but I also kinda liked? Lovely saf, clean and in town - very walkable village! So as a solo traveler it was great. But kind of weird not seeing people onsite. I finally saw a staff member on 2nd day and got help on not having to move my room since I had extended my stay by one more day. Would I go back? Definitely!"
Beryl 1-night trip
Posted 1 day ago
The Whitlock
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"Exceeded my expectations. Nice room for a fair price. Friendly staff."
Paul 1-night trip
Posted 2 weeks ago
Howard Johnson by Wyndham Lenox

Find out more about Cheshire

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Cheshire, Cheshire you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Cheshire are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Cheshire.

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