A lake surrounded by autumn-colored trees and hills.

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Check availability on Cheshire Cheap Hotels

Tonight
Sep 18 - Sep 19
Tomorrow
Sep 19 - Sep 20
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Cheshire cheap hotels

Exterior
TV
Exterior
Garden

1. Harbour House Inn

Harbour House Inn
Cheshire
United States
Gregory
CA $327
CA $345 total
includes taxes & fees
Sep 24 - Sep 25
Harbour House Inn
Exterior
Seasonal outdoor pool
Front of property
Honeymoon Suite, 1 King Bed, Patio

2. The Springs Motel

The Springs Motel
New Ashford
United States
Elizabeth
CA $159
CA $174 total
includes taxes & fees
Sep 20 - Sep 21
The Springs Motel
Lobby
Front of property - evening/night
Indoor pool, outdoor pool, pool umbrellas
Lobby sitting area

3. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
United States
Sarah
CA $133
CA $164 total
includes taxes & fees
Sep 23 - Sep 24
Vacation Village in the Berkshires
Desk, iron/ironing board, WiFi (free), bed sheets
Breakfast area
Fitness facility
Business centre

4. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
Horace
CA $87
CA $97 total
includes taxes & fees
Sep 27 - Sep 28
FairBridge Inn Express
55-inch LCD TV with digital channels, printers
Front of property
Romantic Room, 1 King Bed (Room 4)
Reception

5. The Revival House

The Revival House
Adams
United States
Katrina
CA $232
CA $259 total
includes taxes & fees
Sep 20 - Sep 21
The Revival House
Superior Room, 1 King Bed, Jetted Tub | Jetted tub
Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
View from room
42-inch flat-screen TV with cable channels, TV

6. The Yankee Inn

The Yankee Inn
Lenox
United States
Robert
CA $146
CA $163 total
includes taxes & fees
Sep 22 - Sep 23
The Yankee Inn
Terrace/patio
Property entrance
Lobby
1 bedroom, premium bedding, desk, WiFi (free)

7. The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
Adams
United States
Jenna
CA $232
CA $259 total
includes taxes & fees
Sep 21 - Sep 22
The Trail in Adams - Berkshires’ Art Hotel
Exterior
Indoor pool
Exterior
Hypo-allergenic bedding available, desk, laptop workspace

8. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Debra
CA $152
CA $170 total
includes taxes & fees
Oct 19 - Oct 20
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Standard Room, 1 King Bed, Non Smoking
Standard Room, 1 King Bed, Non Smoking
Exterior
Minibar, iron/ironing board, WiFi (free), bed sheets

9. Rodeway Inn

Rodeway Inn
Adams
United States
Brandie
CA $101
CA $113 total
includes taxes & fees
Oct 14 - Oct 15
Rodeway Inn
Desk, iron/ironing board (on request), cribs (surcharge), WiFi (free)
Outdoor pool
Exterior
Desk, iron/ironing board (on request), cribs (surcharge), WiFi (free)

10. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
United States
Bill
CA $118
CA $132 total
includes taxes & fees
Sep 20 - Sep 21
Willows Motel Williamstown
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Top Cheshire Hotel Reviews

Frequently asked questions

What is Cheshire like for travelers on a budget?
Discover cheap places to stay in Cheshire on Expedia.com and plan a vacation that stays within your budget. You can browse a wide offering of hotels and other accommodations with Member Prices to find the best deal for you. With our site's handy page filters, you can search by your price range, or by amenities that customers often look for like free breakfast and free parking. 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 favorites so that you can come back to them when you're ready to book. Interested in a car or a flight too? Take a look at the vacation packages available under Bundle and Save and discover huge discounts by reserving transportation 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, and keep 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 temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Cheshire are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to see and do in Cheshire?
You won't have to spend a fortune to find places to visit in Cheshire. You can budget for the local attractions that interest you most, and then make time for sights and activities that are easy on the wallet. 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 closest airport is Pittsfield, MA (PSF-Pittsfield Municipal), situated 11.5 mi (18.5 km) away. However, if that doesn't suit your budget, you can arrange flights in and out of Hudson, NY (HCC-Columbia County), which is 33.6 mi (54 km) away. Cheshire may not have many public transit options so a rental car could be a reasonable alternative to explore more of the area.

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