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

Cheap Hotels & Resorts in Cheshire from AU$104

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Check availability on Cheshire Cheap Hotels

Our top choices for Cheshire cheap hotels

Exterior

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is AU$370
includes taxes & fees
22 June - 23 June
Harbour House Inn
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 AU$176
includes taxes & fees
22 June - 23 June
Best Western Plus Berkshire Hills Inn & Suites
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 AU$104
includes taxes & fees
17 June - 18 June
Berkshire Travel Lodge
Children’s activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"The property is in terrible condition."
United States
Olga V
The price is AU$112
includes taxes & fees
17 June - 18 June
Pleasant Valley Motel West Stockbridge
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (138 reviews)
"The room was clean and comfortable. It was a quiet night's sleep as I believe I was the only one there. Breakfast was very plain and simple: English muffins and cinnamon toast, with no fruit or juice. Coffee was plentiful"
United States
Sarah
The price is AU$218
includes taxes & fees
17 June - 18 June
Blooming Inn
Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,015 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is AU$176
includes taxes & fees
17 June - 18 June
The Yankee Inn
55-inch LCD TV with digital channels, printers

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (34 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is AU$262
includes taxes & fees
21 June - 22 June
The Revival House
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 AU$109
includes taxes & fees
30 June - 1 July
FairBridge Inn Express
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 AU$214
includes taxes & fees
6 July - 7 July
Quality Inn Lee - Lenox South
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, (867 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is AU$141
includes taxes & fees
17 June - 18 June
Howard Johnson by Wyndham Lenox
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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Top Cheshire Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"Can not say enough about our stay at The Yankee. Loved it!!!!! Updated, clean, incredibly freindly staff..... we will definitely be back."
Marie 1-night trip
Posted 9 hours ago
The Yankee Inn

Frequently asked questions

What is Cheshire like for travellers on a budget?
Discover discount places to stay in Cheshire on Expedia.com and plan a trip that matches your budget. You can browse a wide offering of hotels and other types of accommodation with Member Prices to find great deals and earn rewards. With our site's helpful page filters, you can limit results by price per night, or by favourite amenities like free breakfast and a swimming pool. If you're interested in affordable options near specific attractions, such as Mount Greylock State Reservation, try filtering by location to refine your search. As you browse, click the heart button to keep track of your favourites so that it's easy to find them when you're ready to decide. Interested in a car or a flight too? Choose from the Bundle and Save travel packages and discover big savings by reserving transport at the same time.
When is the best time for a budget trip to Cheshire?
Weather will likely play an important role when you plan your trip to Cheshire, but bear in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Cheshire are January, March, February and November, with each month seeing an average of 17 cm of snowfall.
What is there to see and do in Cheshire?
You don't have to spend a lot to take advantage of things to see and do in Cheshire. You can budget for the local attractions that interest you most, and then make time for activities that cost little or nothing at all. If you're eager to get outdoors, you can enjoy the natural setting at Mount Greylock State Reservation, Mount Greylock State Reservation Visitor Center or Mount Greylock.
How can I get to Cheshire and get around on a budget?
Scoping out the transportation options in Cheshire can help keep you on budget. The nearest airport is 11.5 mi (18.5 km) from the centre in Pittsfield, MA (PSF-Pittsfield Municipal). However, if that doesn't suit your budget, you can look into flights to Hudson, NY (HCC-Columbia County), which is 33.6 mi (54 km) away. Cheshire might not have many public transport choices so a rental car could be a reasonable alternative to see the area.

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