Title: Hotels in Cheshire, MA - Best Cheshire Hotels from £42 - Fully Refundable Options - Expedia.co.uk

[Cheshire Travel Guide](https://expedia.co.uk/Cheshire.dx6005398)[Holiday Rentals in Cheshire](https://expedia.co.uk/Cheshire-Holiday-Rentals.d6005398.Travel-Guide-HolidayRentals)[Flights to Cheshire](https://expedia.co.uk/Cheap-Flights-To-Cheshire.d6005398.Travel-Guide-Flights)[Cheshire Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Cheshire.d6005398.Car-Hire-Guide)[Cheshire Holidays](https://expedia.co.uk/Cheshire.d6005398.Holidays-City-Breaks)

![An autumn view of Cheshire Lake in the Berkshire Mountains of Western Massachusetts.](https://images.trvl-media.com/place/6005398/af3c140d-6448-4a00-9ca4-43cb22b4b44b/northeast-usa-fall-foliage-lake-mountain-scenic-view.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find hotels in Cheshire, MA from £42

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## Go beyond your typical stay in Cheshire

Pool

[](https://www.expedia.co.uk/Hotel-Search?destination=Cheshire%2C+Massachusetts%2C+United+States+of+America&regionId=6005398&latLong=42.562027%2C-73.16288&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=POOL)

Pet friendly

[](https://www.expedia.co.uk/Hotel-Search?destination=Cheshire%2C+Massachusetts%2C+United+States+of+America&regionId=6005398&latLong=42.562027%2C-73.16288&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=PETS)

Cabin

[](https://www.expedia.co.uk/Hotel-Search?destination=Cheshire%2C+Massachusetts%2C+United+States+of+America&regionId=6005398&latLong=42.562027%2C-73.16288&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=CABIN)

Family friendly

[](https://www.expedia.co.uk/Hotel-Search?destination=Cheshire%2C+Massachusetts%2C+United+States+of+America&regionId=6005398&latLong=42.562027%2C-73.16288&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&travelerType=family_friendly)

Hot tub

[](https://www.expedia.co.uk/Hotel-Search?destination=Cheshire%2C+Massachusetts%2C+United+States+of+America&regionId=6005398&latLong=42.562027%2C-73.16288&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=HOT_TUB)

Farm

[](https://www.expedia.co.uk/Hotel-Search?destination=Cheshire%2C+Massachusetts%2C+United+States+of+America&regionId=6005398&latLong=42.562027%2C-73.16288&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=AGRITOURISM)

Apart­ment

[](https://www.expedia.co.uk/Hotel-Search?destination=Cheshire%2C+Massachusetts%2C+United+States+of+America&regionId=6005398&latLong=42.562027%2C-73.16288&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=APARTMENT)

Cottage

[](https://www.expedia.co.uk/Hotel-Search?destination=Cheshire%2C+Massachusetts%2C+United+States+of+America&regionId=6005398&latLong=42.562027%2C-73.16288&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=COTTAGE)

Condo

[](https://www.expedia.co.uk/Hotel-Search?destination=Cheshire%2C+Massachusetts%2C+United+States+of+America&regionId=6005398&latLong=42.562027%2C-73.16288&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=CONDO)

## Check prices for these dates

Tonight

[28 Dec - 29 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6005398&startDate=2025-12-28&endDate=2025-12-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[29 Dec - 30 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6005398&startDate=2025-12-29&endDate=2025-12-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6005398&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6005398&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cheshire hotels

![Exterior](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/6f32fa47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/b3ee4f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, Private Bathroom (Field of Dreams) | Individually decorated, individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/d973dbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/8a6408f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harbour House Inn

[](https://www.expedia.co.uk/Cheshire-Hotels-Harbour-House-Inn.h17326568.Hotel-Information)

Cheshire

9.4/10

Exceptional

(53)

"Nice place for a weekend away."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gregory

£153

includes taxes & fees

12 Jan - 13 Jan 2026

[](https://www.expedia.co.uk/Cheshire-Hotels-Harbour-House-Inn.h17326568.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/5acdf3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/207845f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a25612d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

[](https://www.expedia.co.uk/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

Pittsfield

8.0/10

Very good

(1000)

"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Frank

£73

includes taxes & fees

3 Jan - 4 Jan 2026

[](https://www.expedia.co.uk/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/90dd9d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/8666c376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Berkshire Hills Inn & Suites

[](https://www.expedia.co.uk/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)

Pittsfield

8.6/10

Excellent

(1000)

"Very friendly and good Breakfast."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jesse

£78

includes taxes & fees

4 Jan - 5 Jan 2026

[](https://www.expedia.co.uk/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/caece0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/af22be9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/44727a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Double Room, 2 Double Beds, Non Smoking | Blackout curtains, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/53d12ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Corner Motel

[](https://www.expedia.co.uk/Williamstown-Hotels-Cozy-Corner-Motel.h4595809.Hotel-Information)

Williamstown

9.2/10

Wonderful

(887)

"Clean, Great Staff, Quiet"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

john

£62

includes taxes & fees

19 Jan - 20 Jan 2026

[](https://www.expedia.co.uk/Williamstown-Hotels-Cozy-Corner-Motel.h4595809.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/b02dfcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment | Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/eba22fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/78a9a11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321116/0bc486c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blooming Inn

[](https://www.expedia.co.uk/Shelburne-Falls-Hotels-Blooming-Inn.h92321116.Hotel-Information)

Shelburne Falls

9.2/10

Wonderful

(126)

"Homey spot filled with extra Christmas cheer for the season. Hosts Ellie and Richard are so nice! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Allison

£102

includes taxes & fees

29 Dec - 30 Dec

[](https://www.expedia.co.uk/Shelburne-Falls-Hotels-Blooming-Inn.h92321116.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3a8723ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f3c92221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed, Fireplace | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/4ea5ab50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Yankee, Trademark Collection by Wyndham

[](https://www.expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

Lenox

9.2/10

Wonderful

(1000)

"Friendly staff, very clean room and super comfy bed"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Linda

£77

includes taxes & fees

4 Jan - 5 Jan 2026

[](https://www.expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/9aabb83a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, cots/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/a831aba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, cots/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/b5e2455f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Lee - Lenox South

[](https://www.expedia.co.uk/Lee-Hotels-Quality-Inn.h459706.Hotel-Information)

Lee

8.4/10

Very good

(1001)

"The staff is always so helpful & nice, and the rooms are always clean and comfortable. This is my favorite place to stay in Lee!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cooper

£70

includes taxes & fees

11 Jan - 12 Jan 2026

[](https://www.expedia.co.uk/Lee-Hotels-Quality-Inn.h459706.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/c0933de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/b38994ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/754813dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker, dining tables](https://images.trvl-media.com/lodging/117000000/116630000/116624600/116624515/5fd0e723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Element Lenox Berkshires

[](https://www.expedia.co.uk/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information)

Lenox

9.6/10

Exceptional

(14)

"Rooms were very clean and spacious."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Morgan

£112

includes taxes & fees

4 Jan - 5 Jan 2026

[](https://www.expedia.co.uk/Lenox-Hotels-Element-Lenox-Berkshires.h116624515.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/45e111cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/568a1b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/2c0ca8ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed | Desk, iron/ironing board, cots/infant beds, rollaway beds](https://images.trvl-media.com/lodging/3000000/2840000/2832200/2832172/6203d3bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Villager Motel

[](https://www.expedia.co.uk/Williamstown-Hotels-The-Villager-Motel.h2832172.Hotel-Information)

Williamstown

8.8/10

Excellent

(768)

"It's very good for stay over"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Frances

£57

includes taxes & fees

29 Dec - 30 Dec

[](https://www.expedia.co.uk/Williamstown-Hotels-The-Villager-Motel.h2832172.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/8e50ee57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Suite, Private Bathroom (Catamount - Pets Allowed) | 1 bedroom](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/13717808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Suite, Private Bathroom (Rockwell - No Pets) | 1 bedroom](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/4d5a91f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, Private Bathroom (Garden - Pets Allowed) | Miscellaneous](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/c68ae4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Shaker Mill Inn

[](https://www.expedia.co.uk/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.Hotel-Information)

West Stockbridge

9.6/10

Exceptional

(438)

"Nice place, easy check in"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

£91

includes taxes & fees

12 Jan - 13 Jan 2026

[](https://www.expedia.co.uk/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, 1 King Bed, Non Smoking | In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/5a6f7f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/7062b6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gazebo](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/20495b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howard Johnson by Wyndham Lenox

[](https://www.expedia.co.uk/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information)

Lenox

7.6/10

Good

(828)

"Staff was very friendly and helpful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pamela

£65

includes taxes & fees

29 Dec - 30 Dec

[](https://www.expedia.co.uk/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Non Lakeside Superior Room, 2 Queen beds | Premium bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/d3eea453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ba9d3ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Black Swan Lee - Lenox, an Ascend Collection Hotel

[](https://www.expedia.co.uk/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

Lee

9.0/10

Wonderful

(1001)

"Room was clean and the staff was super friendly and helpful!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ethan

£86

includes taxes & fees

6 Jan - 7 Jan 2026

[](https://www.expedia.co.uk/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/c3ce1b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/c07737f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/3a99baa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/b4275c3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshire Inn

[](https://www.expedia.co.uk/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information)

Pittsfield

7.8/10

Good

(840)

"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MARIA J

£66

includes taxes & fees

29 Dec - 30 Dec

[](https://www.expedia.co.uk/Pittsfield-Hotels-Berkshire-Inn.h297173.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/5fa17ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/1715f4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/b6081d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch LCD TV with cable/satellite TV channels, TV, MP3 dock](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/8f88194e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Lenox Pittsfield

[](https://www.expedia.co.uk/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information)

Pittsfield

9.2/10

Wonderful

(659)

"The room was very clean with comfortable King bed. We really enjoyed the hot tub."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christine

£106

includes taxes & fees

2 Jan - 3 Jan 2026

[](https://www.expedia.co.uk/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753359/a5e72142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753359/7549d558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753359/w1290h860x0y968-0dd10b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753359/4a1f06eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Willows Motel Williamstown

[](https://www.expedia.co.uk/Williamstown-Hotels-Willows-Motel-Williamstown.h1753359.Hotel-Information)

Williamstown

9.0/10

Wonderful

(997)

"Convenient location & a clean room"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie

£63

includes taxes & fees

29 Dec - 30 Dec

[](https://www.expedia.co.uk/Williamstown-Hotels-Willows-Motel-Williamstown.h1753359.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/56630735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/9b821fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/cdf64ef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/bb325877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pleasant Valley Motel West Stockbridge

[](https://www.expedia.co.uk/West-Stockbridge-Hotels-Pleasant-Valley-Motel-West-Stockbridge.h3201405.Hotel-Information)

West Stockbridge

6.8/10

(1003)

"Priced very reasonably and the room was clean and comfy!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wayne

£42

includes taxes & fees

1 Jan - 2 Jan 2026

[](https://www.expedia.co.uk/West-Stockbridge-Hotels-Pleasant-Valley-Motel-West-Stockbridge.h3201405.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One King Bed, Non-Smoking, Accessible | View from room](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/5d049cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/3e2c75da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/e55e7242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Berkshires-Lenox

[](https://www.expedia.co.uk/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information)

Lenox

9.2/10

Wonderful

(1003)

"Very comfortable beds! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gerald

£85

includes taxes & fees

4 Jan - 5 Jan 2026

[](https://www.expedia.co.uk/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/111000000/110900000/110897100/110897047/7b825179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Shared Dormitory | Free WiFi](https://images.trvl-media.com/lodging/111000000/110900000/110897100/110897047/f69b88ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast ](https://images.trvl-media.com/lodging/111000000/110900000/110897100/110897047/542dbb84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110900000/110897100/110897047/38e7a71c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### UU Rowe Camp and Conference Center

[](https://www.expedia.co.uk/Rowe-Hotels-UU-Rowe-Camp-And-Conference-Center.h110897047.Hotel-Information)

Rowe

£117

includes taxes & fees

29 Dec - 30 Dec

[](https://www.expedia.co.uk/Rowe-Hotels-UU-Rowe-Camp-And-Conference-Center.h110897047.Hotel-Information)

![Hypo-allergenic bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, open 6:00 AM to 10 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/41222353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/a866db4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/5e762248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Downstreet, an Ascend Collection Hotel

[](https://www.expedia.co.uk/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information)

North Adams

8.8/10

Excellent

(1000)

"Great property, nice staff, lovely rooms, awesome location."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Krysten

£102

includes taxes & fees

27 Jan - 28 Jan 2026

[](https://www.expedia.co.uk/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information)

![Single Room | In-room safe, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/6242d368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/954b171c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/cad3bb20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room | In-room safe, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84370000/84362200/84362148/d0c9280e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Vista Motor Lodge 

[](https://www.expedia.co.uk/North-Adams-Hotels-Blue-Vista-Motor-Lodge.h84362148.Hotel-Information)

North Adams

9.8/10

Exceptional

(197)

"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jean

£140

includes taxes & fees

29 Dec - 30 Dec

[](https://www.expedia.co.uk/North-Adams-Hotels-Blue-Vista-Motor-Lodge.h84362148.Hotel-Information)

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.

[View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&regionId=6005398&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Stay near popular Cheshire attractions

### St Mary's of the Assumption Church

This historic Catholic parish has served Cheshire's community since 1879, offering a serene space for reflection. Visit during religious holidays to experience special services in its traditional architectural setting. 

[See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665539)

## Learn more about Cheshire

Get away to romantic Cheshire! Enjoy the skiing, hiking and local cuisine. 

[See all hotels in Cheshire](https://www.expedia.co.uk/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&adults=2&regionId=6005398)

![An autumn view of Cheshire Lake in the Berkshire Mountains of Western Massachusetts.](https://images.trvl-media.com/place/6005398/af3c140d-6448-4a00-9ca4-43cb22b4b44b.jpg?impolicy=fcrop&w=900&h=599&p=1&q=high)

## Top Cheshire Hotel Reviews

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"Clean and warm, very spacious and cozy. People here are very nice too! Very good experience here. "

[](https://expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Hampton Inn & Suites Berkshires-Lenox](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822_y.jpg)

### Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent

"Clean room. Plenty of parking. Friendly staff."

[](https://expedia.co.uk/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg)

### The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"The bed was very comfortable. The staff was helpful and courteous"

[](https://expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg)

### Hotel On North

10/10 Excellent

"Staff is incredibly helpful and friendly "

[](https://expedia.co.uk/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information)

![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg)

### Berkshires Untold

10/10 Excellent

"Our room was spotless and cozy. I was very pleased to be able to control the temperature as I like to sleep in a cool room. The shower and sink products are lovely -- especially the moisturizer for cold weather skin. I cannot speak highly enough about the restaurant -- beautiful decor, delicious cocktails, amazing food, everything we ordered was great!"

[](https://expedia.co.uk/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg)

### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent

"very good stay my only recommendation would be to have more coffee supplies as their is only enough for one pot of coffee and we were staying two days other than that very peaceful and comfortable."

[](https://expedia.co.uk/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

![Holiday Inn Express & Suites Pittsfield - Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915_y.jpg)

### Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

10/10 Excellent

"Extremely impressed by this hotel. The staff was very friendly and professional. The rooms were so comfortable and high quality everything! Check in and check out was easy. Highly recommend!"

[](https://expedia.co.uk/Pittsfield-Hotels-Holiday-Inn-Express-Pittsfield-Berkshires.h119210.Hotel-Information)

![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg)

### The Williams Inn

10/10 Excellent

"Staff was courteous. Room was clean and felt...warm and inviting. Decor is classy cozy and clean. Every floor has coffee station with tea and coffee instead of in the room making it convenient before venturing out. The Barn is nice. I visited in winter so the ground, firepit and pool, were closed at 10 degrees. Gym is nice and has enough to get a good workout in and is clean."

[](https://expedia.co.uk/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information)

![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9_y.jpg)

### The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Very friendly and helpful woman at reception desk. Loved the Indian restaurant Mint right in the hotel."

[](https://expedia.co.uk/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

## More cheap stays in Cheshire

![Howard Johnson by Wyndham Lenox](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

£65

29 Dec - 30 Dec

includes taxes & fees

7.4/10 Good! (827 reviews)

[](https://expedia.co.uk/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information)

![Quality Inn](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn

170 Housatonic Street Lee MA

£70

11 Jan - 12 Jan 2026

includes taxes & fees

8.2/10 Very Good! (1,002 reviews)

[](https://expedia.co.uk/Lee-Hotels-Quality-Inn.h459706.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA

£77

4 Jan - 5 Jan 2026

includes taxes & fees

9/10 Wonderful! (1,007 reviews)

[](https://expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Best Western Plus Berkshire Hills Inn & Suites](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St Pittsfield MA

£78

4 Jan - 5 Jan 2026

includes taxes & fees

8.4/10 Very Good! (1,001 reviews)

[](https://expedia.co.uk/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)

![Hampton Inn & Suites Berkshires-Lenox](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd Lenox MA

£85

4 Jan - 5 Jan 2026

includes taxes & fees

9/10 Wonderful! (1,000 reviews)

[](https://expedia.co.uk/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information)

![Fairfield Inn & Suites by Marriott Williamstown](https://images.trvl-media.com/lodging/36000000/35100000/35099400/35099355/5d49dcf2_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Fairfield Inn & Suites by Marriott Williamstown

430 Main St Williamstown MA

£130

1 Jan - 2 Jan 2026

includes taxes & fees

8.8/10 Excellent! (396 reviews)

[](https://expedia.co.uk/Williamstown-Hotels-Fairfield-Inn-Suites-By-Marriott-Williamstown.h35099355.Hotel-Information)

## Frequently asked questions

### When is the best time to go to Cheshire?

> During the peak season of June to August, Cheshire comes alive with a variety of outdoor activities and events. Attractions such as the beautiful Tatton Park and the historic Chester Zoo are bustling with families and nature enthusiasts alike. The delightful weather lends itself to leisurely walks along the picturesque canals or through the scenic gardens, allowing you to fully immerse yourself in the region's natural beauty.
> 
>   
> For couples seeking romance, these summer months offer vibrant festivals, open-air concerts, and various local events that showcase Cheshire's rich heritage. Imagine indulging in al fresco dining at one of the many quaint bistros, where you can enjoy seasonal dishes made from local produce while soaking up the lively atmosphere.
> 
>   
> If you're looking for a slightly quieter experience, consider visiting in September. This month often sees fewer crowds while still enjoying lovely weather and the beautiful autumn colours beginning to emerge. You'll be able to explore the area at a more leisurely pace and perhaps take advantage of some off-peak pricing on accommodations and activities.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Cheshire hotel booking with Expedia?

### How much is the nightly rate at a Cheshire hotel?

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- [Book Hotels in Cheshire on Expedia.com ](https://www.expedia.com/Cheshire-Hotels.d6005398.Travel-Guide-Hotels)

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