A lake surrounded by autumn-colored trees and hills.

Cheap Hotels & Resorts in Cheshire from AU$99

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Check availability on Cheshire Cheap Hotels

Tonight
25 Sept - 26 Sept
Tomorrow
26 Sept - 27 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Cheshire cheap hotels

A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.
A room with a large sliding glass door leading to a garden. Inside, there is a table with chairs and a small table with a vase.
A spacious living room with a large window, a sofa, a chair, and a dining area.
A gazebo in a lush garden with flowering plants and a large tree.

1. Harbour House Inn

Harbour House Inn
Cheshire
United States
Gregory
AU$383
includes taxes & fees
28 Sept - 29 Sept
Harbour House Inn
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.
A dining area with wooden tables and chairs, a television, and a door with a sign.
A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

2. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
Horace
AU$99
includes taxes & fees
1 Oct - 2 Oct
FairBridge Inn Express
A patio area with outdoor furniture, a fire pit, and potted plants.
A hotel room with a large bed, a desk, a chair, and a view of the outdoors.
A cozy living room with a stone fireplace, comfortable seating, and a television.
A poolside area with lounge chairs, umbrellas, and a swimming pool.

3. The Springs Motel

The Springs Motel
New Ashford
United States
Elizabeth
AU$167
includes taxes & fees
27 Sept - 28 Sept
The Springs Motel
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.
A spacious living room with large windows, a fireplace, and a variety of seating options.

4. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Jacob
AU$167
includes taxes & fees
27 Sept - 28 Sept
Vacation Village in the Berkshires
A hotel room with a bed, two bedside lamps, a chair, a dresser, a mirror, and a painting on the wall.
A reception desk with a computer, a monitor, and a sign about Choice Privileges.
A single-story building with a porch, a chimney, and a satellite dish.
A hotel room with a desk, chair, TV, and a painting on the wall.

5. Rodeway Inn

Rodeway Inn
Adams
United States
Brandie
AU$121
includes taxes & fees
7 Oct - 8 Oct
Rodeway Inn
A living room with a fireplace, two sofas, and four black side tables.
A doorway leading to a room with a fireplace, a sofa, and decorative wall sconces.
A two-story building with a symmetrical facade, large columns, and a central entrance.
A bedroom with a bed, a sofa, a fireplace, and a chandelier.

6. The Revival House

The Revival House
Adams
United States
Katrina
AU$264
includes taxes & fees
27 Sept - 28 Sept
The Revival House
A building with a covered parking area and a grassy front yard.
A rectangular swimming pool with a wooden deck surrounding it.
A dining area with wooden chairs and tables, a kitchen counter with appliances, and framed pictures on the wall.
A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

7. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
Williamstown
United States
Donna
AU$159
includes taxes & fees
27 Sept - 28 Sept
Howard Johnson by Wyndham Williamstown
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

8. The Yankee Inn

The Yankee Inn
Lenox
United States
William
AU$174
includes taxes & fees
25 Oct - 26 Oct
The Yankee Inn
A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.
A living room with a sofa, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.
A blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.
A kitchen with a fireplace, dining area, and a large window with curtains.

9. Williamstown Motel

Williamstown Motel
Williamstown
United States
Ahmet
AU$163
includes taxes & fees
27 Sept - 28 Sept
Williamstown Motel
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.
A motel with a parking lot, a swimming pool, and outdoor seating.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

10. Berkshire Inn

Berkshire Inn
Pittsfield
United States
Kristina
AU$129
includes taxes & fees
26 Oct - 27 Oct
Berkshire Inn
View all properties

Top Cheshire Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

8/10 Good
"Toilet was faulty but they gave us another room. Not much variety on the breakfast"
Ron 3-night trip
Posted 19 hours ago
Hampton Inn & Suites Berkshires-Lenox
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"great for families"
Emily 1-night trip
Posted 21 hours ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"No Pool or hot tub available"
Betty 1-night trip
Posted 23 hours ago
The Yankee Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."
Karl 1-night trip
Posted 2 days ago
Hotel Downstreet, an Ascend Collection Hotel
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Great location for our trip into NE."
Mark 1-night trip
Posted 3 days ago
Quality Inn Lee - Lenox South
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Good"
Kauan 1-night trip
Posted 6 days ago
Howard Johnson by Wyndham Lenox

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 hoping for reasonable options around local sights, such as Mount Greylock State Reservation or Cheshire Reservoir, try out the location filters to narrow down 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, Cheshire Reservoir or Mount Greylock State Reservation Visitor Center.
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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