Cheap Hotels & Resorts in Cheshire from AU$87

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Check availability on Cheshire Cheap Hotels

Our top choices for Cheshire cheap hotels

Exterior
Harbour House Inn

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"The owner Brandi was outstanding, friendly, she made us fresh homemade breakfast each morning, which the best. Will differently stay there again. Wonderful place and people."
United States
alton
The price is AU$342
includes taxes & fees
7 Jan - 8 Jan 2026
Harbour House Inn
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

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, (1001)
"Very friendly and good Breakfast."
United States
Jesse
The price is AU$128
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Plus Berkshire Hills Inn & Suites
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1002)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is AU$87
includes taxes & fees
1 Jan - 2 Jan 2026
Pleasant Valley Motel West Stockbridge
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1004)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is AU$159
includes taxes & fees
18 Dec - 19 Dec
The Yankee, Trademark Collection by Wyndham
Front of property
Blooming Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (124)
"Excellent! Really fun space with beautiful objects all around you. One of a kind, well run, seamless experience. "
United States
Ben
The price is AU$184
includes taxes & fees
5 Jan - 6 Jan 2026
Blooming Inn
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (989)
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
United States
Dwight
The price is AU$158
includes taxes & fees
20 Dec - 21 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
The price is AU$133
includes taxes & fees
21 Dec - 22 Dec
Howard Johnson by Wyndham Lenox
Lobby
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1002)
"Room was clean and comfortable; location was good with a breakfast restaurant next door. The in-house breakfast was OK, but we preferred an upgrade. Receptionist staff member was professional and pleasant. "
United States
Patrick
The price is AU$146
includes taxes & fees
9 Jan - 10 Jan 2026
Quality Inn Lee - Lenox South
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (13)
"New hotel very nice"
United States
joel
The price is AU$227
includes taxes & fees
4 Jan - 5 Jan 2026
Element Lenox Berkshires
Exterior
The Villager Motel

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (765)
"It's very good for stay over"
United States
Frances
The price is AU$116
includes taxes & fees
23 Dec - 24 Dec
The Villager Motel
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, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"This is a wonderful place to stay. The breakfast is delicious. The pool and hot tub are delightful. The staff are like family. "
Kathy 3-night trip
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham

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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