A lake surrounded by autumn-colored trees and hills.

Cheap Hotels in Cheshire

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Cheap Hotels in Cheshire

1. Harbour House Inn

Cheshire

$254

$268 total

includes taxes & fees

Sep 17 - Sep 18

Hypo-allergenic bedding available, desk, laptop workspace

2. Hotel Downstreet, an Ascend Collection Hotel

North Adams

$144

$160 total

includes taxes & fees

Sep 20 - Sep 21

Honeymoon Suite, 1 King Bed, Patio | Laptop workspace, WiFi (free), individually decorated

Cabin, 3 Bedrooms, Mountainside | Living area | Smart TV

3. The Springs Motel

New Ashford

$114

$125 total

includes taxes & fees

Sep 15 - Sep 16

Desk, iron/ironing board, WiFi (free), bed sheets

Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, WiFi (free), bed sheets

4. FairBridge Inn Express

Pittsfield

$62

$69 total

includes taxes & fees

Sep 15 - Sep 16

55-inch LCD TV with digital channels, printers

5. The Revival House

Adams

$166

$185 total

includes taxes & fees

Sep 15 - Sep 16

1 bedroom, premium bedding, desk, WiFi (free)

6. The Trail in Adams - Berkshires’ Art Hotel

Adams

$175

$195 total

includes taxes & fees

Sep 15 - Sep 16

7. Vacation Village in the Berkshires

Williamstown

$112

$136 total

includes taxes & fees

Sep 15 - Sep 16

Library Suite, 1 King Bed | Premium bedding, minibar, in-room safe, desk

8. Hotel On North

Pittsfield

$152

$170 total

includes taxes & fees

Sep 15 - Sep 16

Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

9. Maple Terrace Motel

Williamstown

$125

$140 total

includes taxes & fees

Sep 15 - Sep 16

Desk, iron/ironing board (on request), cribs (surcharge), WiFi (free)

10. Willows Motel Williamstown

Williamstown

$109

$122 total

includes taxes & fees

Sep 15 - Sep 16

Standard Room, 1 King Bed, Non Smoking | Minibar, iron/ironing board, WiFi (free), bed sheets

Minibar, iron/ironing board, WiFi (free), bed sheets

11. Rodeway Inn

Adams

$72

$81 total

includes taxes & fees

Oct 13 - Oct 14

Desk, iron/ironing board, cribs (free), rollaway beds (free)

12. Howard Johnson by Wyndham Williamstown

Williamstown

$110

$123 total

includes taxes & fees

Sep 15 - Sep 16

Standard Room, 1 Queen Bed, Non Smoking | Blackout drapes, iron/ironing board (on request), WiFi (free)

13. Cozy Corner Motel

Williamstown

$88

$104 total

includes taxes & fees

Sep 16 - Sep 17

14. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

$115

$128 total

includes taxes & fees

Oct 12 - Oct 13

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes

In-room safe, desk, laptop workspace, blackout drapes

15. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

$110

$123 total

includes taxes & fees

Sep 16 - Sep 17

16. Berkshire Inn

Pittsfield

$86

$96 total

includes taxes & fees

Sep 27 - Sep 28

17. Berkshire Mountain Lodge

Pittsfield

$91

$124 total

includes taxes & fees

Oct 1 - Oct 2

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

Pittsfield

$127

$142 total

includes taxes & fees

Sep 20 - Sep 21

Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, cribs (surcharge), rollaway beds (surcharge)

19. Quality Inn Lee - Lenox South

Lee

$107

$120 total

includes taxes & fees

Sep 27 - Sep 28

20. Williamstown Motel

Williamstown

$99

$111 total

includes taxes & fees

Sep 17 - Sep 18

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Top landmarks in Cheshire

St Mary's of the Assumption Church

10.0/10 (1 review)

St Mary's of the Assumption Church is in the heart of Cheshire, so why not stop by during your stay.

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Frequently Asked Questions

What are the best cheap things to do in Cheshire?

Sightseeing doesn't mean you have to blow the budget. For some things to do in Cheshire, enjoy the outdoors at Mount Greylock State Reservation or Cheshire Reservoir.