Title: Hotels in Chester, MA - Best Chester Hotels from £53 - Fully Refundable Options - Expedia.co.uk

[Holiday Rentals in Chester](https://expedia.co.uk/Chester-Holiday-Rentals.d6005399.Travel-Guide-HolidayRentals)[Chester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chester.d6005399.Car-Hire-Guide)[Chester Holidays](https://expedia.co.uk/Chester.d6005399.Holidays-City-Breaks)

![This abandoned arch looms sixty-five feet over a beautiful oasis fed by small cascades. It's amazing sight to discover in autumn!](https://images.trvl-media.com/place/6005399/0c1b1cf1-f718-45ae-a4ad-16ba5e76c8dc.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Chris Addams

# Find hotels in Chester, MA from £53

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## Go beyond your typical stay in Chester

Pool

[](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+Massachusetts%2C+United+States+of+America&regionId=6005399&latLong=42.279255%2C-72.978714&adults=2&startDate=2025-12-30&d1=2025-12-30&endDate=2026-01-01&d2=2026-01-01&amenities=POOL)

Apart­ment

[](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+Massachusetts%2C+United+States+of+America&regionId=6005399&latLong=42.279255%2C-72.978714&adults=2&startDate=2025-12-30&d1=2025-12-30&endDate=2026-01-01&d2=2026-01-01&lodging=APARTMENT)

Pet friendly

[](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+Massachusetts%2C+United+States+of+America&regionId=6005399&latLong=42.279255%2C-72.978714&adults=2&startDate=2025-12-30&d1=2025-12-30&endDate=2026-01-01&d2=2026-01-01&amenities=PETS)

Family friendly

[](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+Massachusetts%2C+United+States+of+America&regionId=6005399&latLong=42.279255%2C-72.978714&adults=2&startDate=2025-12-30&d1=2025-12-30&endDate=2026-01-01&d2=2026-01-01&travelerType=family_friendly)

Hot tub

[](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+Massachusetts%2C+United+States+of+America&regionId=6005399&latLong=42.279255%2C-72.978714&adults=2&startDate=2025-12-30&d1=2025-12-30&endDate=2026-01-01&d2=2026-01-01&amenities=HOT_TUB)

Cottage

[](https://www.expedia.co.uk/Hotel-Search?destination=Chester%2C+Massachusetts%2C+United+States+of+America&regionId=6005399&latLong=42.279255%2C-72.978714&adults=2&startDate=2025-12-30&d1=2025-12-30&endDate=2026-01-01&d2=2026-01-01&lodging=COTTAGE)

## Check prices for these dates

Tonight

[16 Dec - 17 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6005399&startDate=2025-12-16&endDate=2025-12-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[17 Dec - 18 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6005399&startDate=2025-12-17&endDate=2025-12-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6005399&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6005399&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chester hotels

![2 Bedrooms 1 Bath | Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38300000/38291200/38291154/9edc1253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/39000000/38300000/38291200/38291154/528aa5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 Bedroom 1 Bath | Room amenity](https://images.trvl-media.com/lodging/39000000/38300000/38291200/38291154/d032433b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/39000000/38300000/38291200/38291154/c67dcf8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tanglewood Suites

[](https://www.expedia.co.uk/Stockbridge-Hotels-Tanglewood-Suites.h38291154.Hotel-Information)

Stockbridge

6.4/10

(22)

"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."

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

Elizabeth

£164

includes taxes & fees

17 Dec - 18 Dec

[](https://www.expedia.co.uk/Stockbridge-Hotels-Tanglewood-Suites.h38291154.Hotel-Information)

![Suite, Private Bathroom (RedBird Suite) | View from room](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/a6ceeb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/2e09a8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast ](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/w3000h1988x0y3-ae06d912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Private Bathroom (Parlour Suite) | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/d4b17f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

[](https://www.expedia.co.uk/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information)

Stockbridge

9.2/10

Wonderful

(110)

"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "

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

Robert

£345

includes taxes & fees

5 Jan - 6 Jan 2026

[](https://www.expedia.co.uk/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/bb8fdf64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fire Spa Suite | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/de897732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/08a849e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/e112ee1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chambery Inn

[](https://www.expedia.co.uk/Lee-Hotels-Chambery-Inn.h1039621.Hotel-Information)

Lee

9.6/10

Exceptional

(373)

"Amazing customer service! Location was very good to explore the area."

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

Sophia

[](https://www.expedia.co.uk/Lee-Hotels-Chambery-Inn.h1039621.Hotel-Information)

![Room (Louis XIV) | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1680000/1673200/1673139/9e954e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast ](https://images.trvl-media.com/lodging/2000000/1680000/1673200/1673139/919a842d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/2000000/1680000/1673200/1673139/aa01ab9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/2000000/1680000/1673200/1673139/8cf443f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Naomi's Inn Bed & Breakfast

[](https://www.expedia.co.uk/Springfield-Hotels-Naomis-Inn-Bed-Breakfast.h1673139.Hotel-Information)

Liberty Heights

9.0/10

Wonderful

(423)

"Artful and inspiring interior decorating and delicious French toast for breakfast!"

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

Marielle

£89

includes taxes & fees

17 Dec - 18 Dec

[](https://www.expedia.co.uk/Springfield-Hotels-Naomis-Inn-Bed-Breakfast.h1673139.Hotel-Information)

![In-room dining](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/ca66a901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/fd5f12a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free cots/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/017819f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 Queen Bed | Desk, iron/ironing board, free cots/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/ec5f4855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Econo Lodge Lee - Great Barrington

[](https://www.expedia.co.uk/Lee-Hotels-Econo-Lodge-Lee-Great-Barrington.h913013.Hotel-Information)

Lee

6.4/10

(650)

"The room was clean and the service adequate"

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

David

£53

includes taxes & fees

30 Dec - 31 Dec

[](https://www.expedia.co.uk/Lee-Hotels-Econo-Lodge-Lee-Great-Barrington.h913013.Hotel-Information)

![Front of property – evening/night](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/8494e5b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room #1 - Collins, 1 Queen Bed, Fireplace, not pet friendly | Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/ae0cb55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room #4 - Roosevelt Suite, 1 King Bed, Fireplace, not pet friendly | Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/6fb5c35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room #10 Queen's Cottage | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/e69747b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Devonfield Inn B&B

[](https://www.expedia.co.uk/Lee-Hotels-Devonfield-Inn-BB.h1575232.Hotel-Information)

Lee

10/10

Exceptional

(134)

"The inn has an excellent location and amenities."

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

Christopher

[](https://www.expedia.co.uk/Lee-Hotels-Devonfield-Inn-BB.h1575232.Hotel-Information)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/abb5a87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/bd64a090.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/1690062a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/1000000/10000/1600/1543/3ed5d9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FairBridge Inn Express

[](https://www.expedia.co.uk/Pittsfield-Hotels-Econo-Lodge.h1543.Hotel-Information)

Pittsfield

5.4/10

(810)

"Room spotless and staff helpful."

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

William

£67

includes taxes & fees

30 Dec - 31 Dec

[](https://www.expedia.co.uk/Pittsfield-Hotels-Econo-Lodge.h1543.Hotel-Information)

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/c7538df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/19cf619f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/b03b8d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/25529e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pilgrim Inn

[](https://www.expedia.co.uk/Lee-Hotels-Pilgrim-Inn.h49177721.Hotel-Information)

Lee

5.8/10

(332)

"Was horrible. Unsafe and scarey"

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

Sharon

£67

includes taxes & fees

3 Jan - 4 Jan 2026

[](https://www.expedia.co.uk/Lee-Hotels-Pilgrim-Inn.h49177721.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/219cd416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deep-soaking bathtub](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/14870b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/6d051282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/049cb490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset Inn

[](https://www.expedia.co.uk/Lee-Hotels-Sunset-Inn.h3025486.Hotel-Information)

Lee

7.6/10

Good

(410)

"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "

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

Kimberly

£75

includes taxes & fees

18 Dec - 19 Dec

[](https://www.expedia.co.uk/Lee-Hotels-Sunset-Inn.h3025486.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)

![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)

![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/a97806ae.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

(988)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dwight

£78

includes taxes & fees

19 Dec - 20 Dec

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

![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/1f3ef87e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/b5bad44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/c5b973e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/3eac4fd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Stockbridge

[](https://www.expedia.co.uk/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information)

Lee

9.8/10

Exceptional

(99)

"Well-run and elegant property. "

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

Steven

£220

includes taxes & fees

1 Jan - 2 Jan 2026

[](https://www.expedia.co.uk/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/7b953453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/870ad54c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Suite, 1 Bedroom, Private Bathroom, Lake View | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/b4a4e013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/84c5ab19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakehouse Inn

[](https://www.expedia.co.uk/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information)

Lee

9.6/10

Exceptional

(290)

"A charming inn in the center of the Berkshires."

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

Danny

£153

includes taxes & fees

19 Dec - 20 Dec

[](https://www.expedia.co.uk/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107580000/107579600/107579521/a50fdd34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, Multiple Beds | Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107580000/107579600/107579521/1eae2c98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, Multiple Beds | Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107580000/107579600/107579521/b2e93f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Studio, 1 King Bed | Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107580000/107579600/107579521/b8e5643f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Valley Inn

[](https://www.expedia.co.uk/West-Hatfield-Hotels-Hatfield-Inn.h107579521.Hotel-Information)

West Hatfield

8.6/10

Excellent

(98)

"Clean room, comfortable bed, nice shower! Owners were very nice - we will definitely stay here again!"

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

Deb

£77

includes taxes & fees

23 Dec - 24 Dec

[](https://www.expedia.co.uk/West-Hatfield-Hotels-Hatfield-Inn.h107579521.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)

![BBQ/picnic Area](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/de2ab5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/300000/297200/297173/b138d836.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

£67

includes taxes & fees

1 Jan - 2 Jan 2026

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

![Balcony](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/05fa2663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/8d37b75c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/5a448032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch flat-screen TV with cable channels, TV, streaming services](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/0e28a2e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Central Downtown Inn & Suites

[](https://www.expedia.co.uk/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information)

Pittsfield

8.6/10

Excellent

(346)

"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."

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

Lynn

£75

includes taxes & fees

18 Dec - 19 Dec

[](https://www.expedia.co.uk/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information)

![Standard Double Room, 2 Double Beds, Non Smoking | Premium bedding, desk, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/860000/856300/856259/7667da5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/860000/856300/856259/19f55017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, desk, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/860000/856300/856259/9dea6791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/856300/856259/5fdae7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Chicopee - Springfield

[](https://www.expedia.co.uk/Springfield-Hotels-Quality-Inn-Chicopee-Springfield.h856259.Hotel-Information)

Chicopee

6.4/10

(838)

"Breakfast was convenient, loved coffee in the lobby and staff very friendly. "

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

Julia

£79

includes taxes & fees

4 Jan - 5 Jan 2026

[](https://www.expedia.co.uk/Springfield-Hotels-Quality-Inn-Chicopee-Springfield.h856259.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6260000/6250400/6250331/6d969748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/7000000/6260000/6250400/6250331/026e0514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free rollaway beds, free WiFi](https://images.trvl-media.com/lodging/7000000/6260000/6250400/6250331/26821ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/7000000/6260000/6250400/6250331/e362a583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn Springfield Chicopee

[](https://www.expedia.co.uk/Springfield-Hotels-Residence-Inn-Springfield-Chicopee.h6250331.Hotel-Information)

Chicopee

9.2/10

Wonderful

(472)

£122

includes taxes & fees

22 Dec - 23 Dec

[](https://www.expedia.co.uk/Springfield-Hotels-Residence-Inn-Springfield-Chicopee.h6250331.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18100/18056/f05f40a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/18100/18056/71c77a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking, City View | Premium bedding, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/18100/18056/3b33b8ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18100/18056/e59f44b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn & Suites by Wyndham Springfield MA

[](https://www.expedia.co.uk/Springfield-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Springfield-MA.h18056.Hotel-Information)

Metro Center

8.0/10

Very good

(1307)

"Great staff, very clean property, and good breakfast. "

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

Jasmine

£94

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Springfield-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Springfield-MA.h18056.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/28000000/27070000/27064300/27064222/5b50a276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House | Private kitchen | Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/28000000/27070000/27064300/27064222/9e3d1bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House | Terrace/patio](https://images.trvl-media.com/lodging/28000000/27070000/27064300/27064222/26677985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room, 1 Queen Bed, Non Smoking | Individually furnished, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27070000/27064300/27064222/182327c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Becket Motel

[](https://www.expedia.co.uk/Becket-Hotels-Becket-Motel.h27064222.Hotel-Information)

Becket

6.8/10

(60)

"Comfortable stay "

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

Paul

£100

includes taxes & fees

23 Dec - 24 Dec

[](https://www.expedia.co.uk/Becket-Hotels-Becket-Motel.h27064222.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892598/fc660f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Down duvets, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/900000/892600/892598/a668b8c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892600/892598/d47c2eca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892600/892598/dcb9c41b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Chicopee/Springfield

[](https://www.expedia.co.uk/Springfield-Hotels-Hampton-Inn-ChicopeeSpringfield.h892598.Hotel-Information)

Chicopee

9.0/10

Wonderful

(1002)

"Clean comfortable rooms, great breakfast, very nice staff"

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

Edward

£88

includes taxes & fees

4 Jan - 5 Jan 2026

[](https://www.expedia.co.uk/Springfield-Hotels-Hampton-Inn-ChicopeeSpringfield.h892598.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=2025-12-30&endDate=2025-12-31&regionId=6005399&adults=2&sort=RECOMMENDED&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

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## Stay near popular Chester attractions

### Chester Town Hall

You can get tickets for a performance at Chester Town Hall on your trip to Chester. Wander the lakeside and forests in this relaxing area. 

[See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532666604)

## Learn more about Chester

Experience the hiking, camping and theatre in Chester! 

[See all hotels in Chester](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&adults=2&regionId=6005399)

![Frozen Sanderson Brook Falls in Chester ](https://images.trvl-media.com/place/6005399/400cb5cc-e1d2-4765-9a2f-8870b6e8f711.jpg?impolicy=fcrop&w=300&h=400&p=1&q=high)

Photo by Elizabeth Massa Peroulakis

## Top Chester Hotel Reviews

![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg)

### D. Hotel Suites & Spa

10/10 Excellent

"A great check-in experience"

[](https://expedia.co.uk/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information)

![The Ellery](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/0b76727c_y.jpg)

### The Ellery

10/10 Excellent

"This is one of my favorite places to stay! I came in late, but you can still make a cup of tea and grab a chocolate chip cookie. It’s quiet, comfortable and immaculate. The continental breakfast has numerous healthy choices and always a selection of baked goods. There is an excellent selection of organic teas and various juices. I’m not a coffee drinker, but I’m sure it’s wonderful as well. "

[](https://expedia.co.uk/Springfield-Hotels-The-Ellery.h892654.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 clean. Nice amenities. Had everything you needed. "

[](https://expedia.co.uk/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.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 room was fantastic, cozy as can be! Also, as soon as you walk into the lobby it looked wonderful! The Manager, Jennifer was so nice to talk too! She made sure everything with room, etc. was good! She was a delight!"

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

![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg)

### The Red Lion Inn

10/10 Excellent

"We had a very nice experience staying at the Red Lion Inn. Our room was upgraded when checking in which was a nice surprise. The hotel was beautifully decorated for the season. We loved the cozy feel of the fireplace in the lobby especially on such a cold day. "

[](https://expedia.co.uk/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

![Blue – A Modern Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/27900/27815/02a266b2_y.jpg)

### Blue – A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent

"Room was clean and neat. Staff was very friendly and professional. Nice amenities - very good free fresh baked cookies, snacks and water, coffee/tea. Nice bathroom. Small fridge- great for leftovers or cooling beverages. Microwave. Excellent tv. Great bed linens. Plenty of towels. Oh, and nice bathrobes and slippers. We definitely will come back. We often hp out to this area. It's good to find a hotel like this. Quiet, but just moments away from dining, shopping, and nearby local activities."

[](https://expedia.co.uk/West-Springfield-Hotels-Blue-A-Modern-Hotel.h27815.Hotel-Information)

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

### Berkshires Untold

10/10 Excellent

"Lovely little elegant hotel. Beautiful well appointed rooms. Comfortable bed. Reasonably price. Great find. "

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

![Tru by Hilton Chicopee Springfield](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/2bcbba21_y.jpg)

### Tru by Hilton Chicopee Springfield

10/10 Excellent

"Perfect"

[](https://expedia.co.uk/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.Hotel-Information)

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

### Berkshire Mountain Lodge

10/10 Excellent

"Nice room"

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

## More cheap stays in Chester

![Riverdale Inn](https://images.trvl-media.com/lodging/1000000/460000/459800/459711/28e65efc_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Riverdale Inn

1500 Riverdale Street West Springfield MA

£56

24 Dec - 25 Dec

includes taxes & fees

5.8/10 (1,000 reviews)

[](https://expedia.co.uk/Springfield-Hotels-Super-8-By-Wyndham-West-SpringfieldRoute-5.h459711.Hotel-Information)

![Quality Inn West Springfield](https://images.trvl-media.com/lodging/1000000/10000/7500/7486/7f7ace74_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn West Springfield

1150 Riverdale St West Springfield MA

£67

11 Jan - 12 Jan 2026

includes taxes & fees

7/10 Good! (1,000 reviews)

[](https://expedia.co.uk/Springfield-Hotels-Quality-Inn-West-Springfield.h7486.Hotel-Information)

![Red Roof Inn PLUS+ West Springfield](https://images.trvl-media.com/lodging/1000000/30000/27100/27090/23b7c14f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Red Roof Inn PLUS+ West Springfield

1254 Riverdale Street West Springfield MA

£72

22 Dec - 23 Dec

includes taxes & fees

6.8/10 (1,003 reviews)

[](https://expedia.co.uk/Springfield-Hotels-Red-Roof-Inn-PLUS-West-Springfield.h27090.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

£73

9 Jan - 10 Jan 2026

includes taxes & fees

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

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

![Tru by Hilton Chicopee Springfield](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/2bcbba21_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Tru by Hilton Chicopee Springfield

440 Memorial Dr Chicopee MA

£74

2 Jan - 3 Jan 2026

includes taxes & fees

8.8/10 Excellent! (1,001 reviews)

[](https://expedia.co.uk/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.Hotel-Information)

![Quality Inn & Suites Northampton - Amherst](https://images.trvl-media.com/lodging/1000000/30000/24600/24588/f86e1269_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA

£99

24 Dec - 25 Dec

includes taxes & fees

7/10 Good! (1,001 reviews)

[](https://expedia.co.uk/Springfield-Hotels-Quality-Inn-Suites-Northampton-Amherst.h24588.Hotel-Information)

## Hotels in Chester with star rating

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

11 properties

[](https://expedia.co.uk/4Star-Chester-Hotels.s40-0-d6005399.Travel-Guide-Filter-Hotels)

## Frequently asked questions

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

> During these sunny months, outdoor activities abound. Take a leisurely stroll along the picturesque River Dee, or enjoy a picnic in one of Chester's lovely parks. The famous Chester Zoo and the beautiful Roman walls are also must-visit attractions, both of which are particularly enjoyable in the warm weather. With long daylight hours, you'll have plenty of time to soak in the sights and sounds of this charming city.
> 
>   
> For those who appreciate a quieter experience, consider visiting in November. While this month may see cooler temperatures averaging around 8 to 10°C, it also offers the opportunity to enjoy Chester's festive atmosphere as the holiday season approaches. You'll find that prices tend to be lower during this time, allowing you to enjoy quality experiences without the summer crowds.

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

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

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

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- [Westfield Hotels ](https://www.expedia.co.uk/Westfield-Hotels.d10439.Travel-Guide-Hotels)
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- [Worthington Hotels ](https://www.expedia.co.uk/Worthington-Hotels.d6005428.Travel-Guide-Hotels)

- [Flights to The Berkshires ](https://www.expedia.co.uk/Cheap-Flights-To-The-Berkshires.d6047665.Travel-Guide-Flights)
- [Flights to Western Massachusetts ](https://www.expedia.co.uk/Cheap-Flights-To-Western-Massachusetts.d6234063.Travel-Guide-Flights)
- [Flights from Peru ](https://www.expedia.co.uk/lp/flights/553248634999167831/flights-from-peru)
- [Flights from Otis ](https://www.expedia.co.uk/lp/flights/6005412/flights-from-otis)
- [Flights from Russell ](https://www.expedia.co.uk/lp/flights/6005415/flights-from-russell)
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- [Visit Becket ](https://www.expedia.co.uk/Becket.dx6005395)
- [Blandford Ski Area ](https://www.expedia.co.uk/Blandford-Ski-Area-Blandford.d553248621532666606.Attraction)
- [Visit Blandford ](https://www.expedia.co.uk/Blandford.dx80625)
- [Chesterfield Gorge ](https://www.expedia.co.uk/Chesterfield-Gorge-Chesterfield.d553248621532666609.Attraction)
- [Otis Holidays ](https://www.expedia.co.uk/Otis.d6005412.Holidays-City-Breaks)
- [Russell Holidays ](https://www.expedia.co.uk/Russell.d6005415.Holidays-City-Breaks)
- [The Berkshires Holidays ](https://www.expedia.co.uk/The-Berkshires.d6047665.Holidays-City-Breaks)
- [Visit The Berkshires ](https://www.expedia.co.uk/The-Berkshires.dx6047665)
- [Western Massachusetts Holidays ](https://www.expedia.co.uk/Western-Massachusetts.d6234063.Holidays-City-Breaks)
- [Visit Western Massachusetts ](https://www.expedia.co.uk/Western-Massachusetts.dx6234063)

- [Car hire near The Berkshires ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-The-Berkshires.d6047665.Car-Hire-Guide)
- [Hertz Rental Cars in The Berkshires ](https://www.expedia.co.uk/Hertz-Car-Rentals-In-The-Berkshires.d6047665-c40.Car-Rental-Guide-Suppliers)

- [Becket Holiday Rentals ](https://www.expedia.co.uk/Becket-Holiday-Rentals.d6005395.Travel-Guide-HolidayRentals)
- [Peru Holiday Rentals ](https://www.expedia.co.uk/Peru-Holiday-Rentals.d553248634999167831.Travel-Guide-HolidayRentals)
- [The Berkshires Holiday Rentals ](https://www.expedia.co.uk/The-Berkshires-Holiday-Rentals.d6047665.Travel-Guide-HolidayRentals)
- [Western Massachusetts Holiday Rentals ](https://www.expedia.co.uk/Western-Massachusetts-Holiday-Rentals.d6234063.Travel-Guide-HolidayRentals)

- [Book Hotels in Chester on Expedia.com ](https://www.expedia.com/Chester-Hotels.d6005399.Travel-Guide-Hotels)

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