Title: The Best 3 Star Hotels in Chester, MA from $93 | Expedia.com

[Chester Travel Guide](https://expedia.com/Chester.dx6005399)[Hotels in Chester](https://expedia.com/Chester-Hotels.d6005399.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d6005399.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d6005399.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d6005399.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d6005399.Destination-Travel-Guides)

![An amazing keystone arch bridge!](https://images.trvl-media.com/place/6005399/89add9e6-2382-4d4a-a865-76e87fb66a41.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Chris Addams

![](https://images.trvl-media.com/place/6005399/89add9e6-2382-4d4a-a865-76e87fb66a41.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Chester 3 Star Hotels

Tonight

[Mar 11 - Mar 12](https://www.expedia.com/Hotel-Search?regionId=6005399&startDate=2026-03-11&endDate=2026-03-12&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 12 - Mar 13](https://www.expedia.com/Hotel-Search?regionId=6005399&startDate=2026-03-12&endDate=2026-03-13&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6005399&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6005399&startDate=2026-03-20&endDate=2026-03-22&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chester 3-star hotels

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/8974a65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite | Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/12b5137a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive King Room | Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/4ae0b464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/efe975c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### D. Hotel Suites & Spa

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

Holyoke

9.2/10

Wonderful

(2,225 reviews)

"Great service, clean & quiet rooms, and a solid breakfast to start the day"

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

Stephanie

$121 nightly

$135 total

Mar 12 - Mar 13

Total with taxes and fees

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

![Lobby](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/6761ce21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/77fe0507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/465e60d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshire Mountain Lodge

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

Pittsfield

9.0/10

Wonderful

(871 reviews)

"Very comfortable and very close to ski slope and restaurants"

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

Frederick

$115 nightly

$128 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.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 drapes](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/e88abd9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/91284a89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](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.com/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

Pittsfield

8.0/10

Very Good

(1,000 reviews)

"Staff was very courteous and rooms clean."

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

Steven

$122 nightly

$137 total

Mar 13 - Mar 14

Total with taxes and fees

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

![Lobby](https://images.trvl-media.com/lodging/9000000/8450000/8449800/8449737/e6abed3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/9000000/8450000/8449800/8449737/f8a21b1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 King Bed with Sofa bed | Desk, blackout drapes, iron/ironing board, free rollaway beds](https://images.trvl-media.com/lodging/9000000/8450000/8449800/8449737/9b0790ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/9000000/8450000/8449800/8449737/aae7cd6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites Springfield Northampton/Amherst

[](https://www.expedia.com/Springfield-Hotels-Fairfield-Inn-Suites-Springfield-NorthamptonAmherst.h8449737.Hotel-Information)

Northampton

9.2/10

Wonderful

(1,005 reviews)

"Nice hotel "

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

Irfan

$152 nightly

$170 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Springfield-Hotels-Fairfield-Inn-Suites-Springfield-NorthamptonAmherst.h8449737.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/143e42a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/ef0345be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed | Iron/ironing board, free cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/df38277f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed | Iron/ironing board, free cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/7d7cb3ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ellery

[](https://www.expedia.com/Springfield-Hotels-The-Ellery.h892654.Hotel-Information)

Northampton

9.2/10

Wonderful

(985 reviews)

"clean room, nice staff"

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

david

$144 nightly

$161 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Springfield-Hotels-The-Ellery.h892654.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Villa, 3 Bedrooms | Iron/ironing board, free cribs/infant beds, WiFi, bed sheets](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/24f01653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/ed360a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/226579d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

South Lee

9.0/10

Wonderful

(854 reviews)

"Great overnights stay, wish I was here longer "

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

Thomas

$130 nightly

$145 total

Apr 8 - Apr 9

Total with taxes and fees

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

![Lobby lounge](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/967b0257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/6a569eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/4a1ad790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshires Untold

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

Lenox

9.0/10

Wonderful

(868 reviews)

"This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! "

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

Melissa

$83 nightly

$93 total

Mar 23 - Mar 24

Total with taxes and fees

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

![Property entrance](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/ef3ce5c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/e57afaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Library Suite, 1 King Bed | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/c5c7040f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/e65bd9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel On North

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

Pittsfield

9.6/10

Exceptional

(830 reviews)

"Great staff, beautiful hotel. Would definitely recommend "

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

Shawn

$149 nightly

$166 total

Mar 12 - Mar 13

Total with taxes and fees

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

![Property amenity](https://images.trvl-media.com/lodging/1000000/860000/852800/852716/481957a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/860000/852800/852716/7f59b235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/860000/852800/852716/41de68fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/1000000/860000/852800/852716/90877dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn by Marriott West Springfield

[](https://www.expedia.com/Springfield-Hotels-Residence-Inn-By-Marriott-West-Springfield.h852716.Hotel-Information)

West Springfield

8.6/10

Excellent

(556 reviews)

"I always enjoy my stay here."

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

Dorcas

$116 nightly

$133 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Springfield-Hotels-Residence-Inn-By-Marriott-West-Springfield.h852716.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/34000000/33300000/33298700/33298677/90293a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/34000000/33300000/33298700/33298677/e2688ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/34000000/33300000/33298700/33298677/eaa5d51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds | Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/34000000/33300000/33298700/33298677/8c645106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott West Springfield

[](https://www.expedia.com/Springfield-Hotels-Courtyard-By-Marriott-West-Springfield.h33298677.Hotel-Information)

West Springfield

9.2/10

Wonderful

(607 reviews)

"Nice and very clean hotel ! "

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

Morgan

$127 nightly

$145 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Springfield-Hotels-Courtyard-By-Marriott-West-Springfield.h33298677.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/6897a130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/fa13e671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/94cb14a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/3e2d816d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Red Lion Inn

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

Stockbridge

8.8/10

Excellent

(1,000 reviews)

"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."

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

Gary

$176 nightly

$197 total

Apr 5 - Apr 6

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1430000/1427800/1427786/cc7c6eb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1430000/1427800/1427786/abc61751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1430000/1427800/1427786/w3839h2558x0y0-2a718707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1430000/1427800/1427786/73fb47ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Homewood Suites by Hilton Holyoke-Springfield/North

[](https://www.expedia.com/Springfield-Hotels-Homewood-Suites-By-Hilton-Holyoke-SpringfieldNorth.h1427786.Hotel-Information)

Holyoke

9.0/10

Wonderful

(1,001 reviews)

"We enjoyed the large pool and hot tub. The breakfast staff were really friendly and helpful."

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

Emory

$134 nightly

$150 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Springfield-Hotels-Homewood-Suites-By-Hilton-Holyoke-SpringfieldNorth.h1427786.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/1c8d1bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/858efd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/388c68a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/d135e2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Homewood Suites by Hilton Hadley Amherst

[](https://www.expedia.com/Springfield-Hotels-Homewood-Suites-By-Hilton-Hadley-Amherst.h33232831.Hotel-Information)

Hadley

9.4/10

Exceptional

(743 reviews)

"Room was clean and the size of the room is outstanding."

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

Gregory

$152 nightly

$170 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Springfield-Hotels-Homewood-Suites-By-Hilton-Hadley-Amherst.h33232831.Hotel-Information)

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

![Lake](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/e459ce18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/53f3f179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/6a32b13e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Lee

9.2/10

Wonderful

(1,000 reviews)

"Clean room, nice staff , decent breakfast. Overall a good stay . "

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

Anindita

$92 nightly

$103 total

Apr 6 - Apr 7

Total with taxes and fees

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

![Property amenity](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/27ce1034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/w4000h2033x0y0-e62570a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/a63e9470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/5e996a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Lenox Berkshires

[](https://www.expedia.com/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information)

Lenox

9.2/10

Wonderful

(603 reviews)

"Our stay was great! "

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

Gianna

$141 nightly

$158 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/9d0420c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1c5bd04f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/c93f6ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

[](https://www.expedia.com/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information)

Great Barrington

9.4/10

Exceptional

(772 reviews)

"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."

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

Dinh

$152 nightly

$170 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/27ba18f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/1026298b.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)

![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/bba60f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Lenox Pittsfield

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

Pittsfield

9.2/10

Wonderful

(672 reviews)

" Nice staff - beautiful hotel!"

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

MARY

$128 nightly

$143 total

Mar 15 - Mar 16

Total with taxes and fees

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

![Property amenity](https://images.trvl-media.com/lodging/1000000/40000/34300/34260/13980508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/40000/34300/34260/cb762de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34300/34260/w4000h2665x0y2-3046acd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/40000/34300/34260/w4000h2663x0y4-2923be4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TownePlace Suites by Marriott Hadley Amherst

[](https://www.expedia.com/Hadley-Hotels-TownePlace-Suites-By-Marriott-Hadley-Amherst.h34260.Hotel-Information)

Hadley

9.8/10

Exceptional

(73 reviews)

"Loved that I could bring my dog! Large comfortable room and friendly staff! Great stay"

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

Pauline

$158 nightly

$176 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Hadley-Hotels-TownePlace-Suites-By-Marriott-Hadley-Amherst.h34260.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)

![Studio, 1 King Bed with Sofa bed | Desk, iron/ironing board, free rollaway beds, free WiFi](https://images.trvl-media.com/lodging/7000000/6260000/6250400/6250331/323c2406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/7000000/6260000/6250400/6250331/e44286b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6260000/6250400/6250331/36e61773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn Springfield Chicopee

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

Chicopee

9.2/10

Wonderful

(488 reviews)

"The hotel staff were very friendly and the hotel was clean"

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

Samantha

$144 nightly

$163 total

Mar 30 - Mar 31

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/63812de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/4c6ff871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/w6034h4018x7y7-c9e24ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/8801cfa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cornell Inn, Lenox & The Berkshires

[](https://www.expedia.com/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information)

Lenox

9.0/10

Wonderful

(1,001 reviews)

"The Inn was very nice and the staff was super friendly and attentive."

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

Steven

$137 nightly

$154 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information)

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## Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Chester.

![The Central Downtown Inn & Suites](https://images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/4092a889_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$102 nightly

$114 total

Mar 15 - Mar 16

Total with taxes and fees

8.6/10 Excellent! (358 reviews)

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

![Lakehouse Inn](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/7b953453_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Lakehouse Inn

615 Laurel St. Lee MA

$132 nightly

$147 total

Mar 13 - Mar 14

Total with taxes and fees

9.6/10 Exceptional! (294 reviews)

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

![The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/a6ceeb05_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

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

26 Glendale Road, RR 183 Stockbridge MA

$335 nightly

$374 total

Mar 25 - Mar 26

Total with taxes and fees

9.2/10 Wonderful! (110 reviews)

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

Still don't see what you're looking for?

[See all properties in Chester.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&regionId=6005399&star=30)

You can also use these popular filters to refine your search.

[Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&regionId=6005399&star=30&star=30&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&regionId=6005399&star=30&star=30&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&regionId=6005399&star=30&star=30&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&regionId=6005399&star=30&star=30&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&regionId=6005399&star=30&star=30&amenities=WATER_PARK)

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.

## Learn more about Chester

Experience the hiking, camping, and monuments in Chester! 

[See all hotels in Chester](https://www.expedia.com/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&adults=2&regionId=6005399)

![An amazing keystone arch bridge!](https://images.trvl-media.com/place/6005399/89add9e6-2382-4d4a-a865-76e87fb66a41.jpg?impolicy=fcrop&w=473&h=473&p=1&q=high)

Photo by Chris Addams

## Top Chester Hotel Reviews

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"the room was huge - we loved it!!"

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

![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/8974a65a_y.jpg)

### D. Hotel Suites & Spa

10/10 Excellent

"This has become our company's preferred hotel for business trips to the Holyoke/Northampton area. It is clean, quiet, safe, convenient, and the breakfast is stellar."

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

![Courtyard by Marriott West Springfield](https://images.trvl-media.com/lodging/34000000/33300000/33298700/33298677/90293a2b_y.jpg)

### Courtyard by Marriott West Springfield

10/10 Excellent

"Clean and efficient. Great location to find a meal and get away from the Big E chaos."

[](https://expedia.com/Springfield-Hotels-Courtyard-By-Marriott-West-Springfield.h33298677.Hotel-Information)

![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17_y.jpg)

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

8/10 Good

"This place is okay. The view is stellar, but the hotel itself is average. It did the job. "

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

![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg)

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

6/10 Okay

"Hotel is going through a renovation which makes the place a little rougher than it’s used to be. No parking or limited parking at entrance of hotel. Valet parking personnel were parking cars on entrance round entrance and in the mourning, they were towing those cars from the property. Not a good look or feel for those staying there. Maybe in six months or a year down the line, hotel will come back to its glory. Today still needs lots of work. "

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

![Courtyard by Marriott Lenox Berkshires](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/27ce1034_y.jpg)

### Courtyard by Marriott Lenox Berkshires

10/10 Excellent

"Very comfortable "

[](https://expedia.com/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information)

![Fairfield Inn & Suites Springfield Northampton/Amherst](https://images.trvl-media.com/lodging/9000000/8450000/8449800/8449737/e6abed3c_y.jpg)

### Fairfield Inn & Suites Springfield Northampton/Amherst

6/10 Okay

"I booked because of the pool however pool was out of service my entire stay and I was unable to use, def a let down"

[](https://expedia.com/Springfield-Hotels-Fairfield-Inn-Suites-Springfield-NorthamptonAmherst.h8449737.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Springfield MA](https://images.trvl-media.com/lodging/1000000/20000/18100/18056/f05f40a5_y.jpg)

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

8/10 Good

"Gym is really nice and has bit of everything. Pool and hot tub a nice plus too"

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

## Find out more about Chester

## Three Star Hotel Guide for Chester

There’s a reason the top 3 star hotels in Chester, Massachusetts are so incredibly popular: They combine comforting amenities and just-for-you service with some of the best rates and discounts the area has to offer. When you book a stay at a three star hotel in Chester, you’ll get access to perfect little perks like on-site restaurants and cocktail bars, well-appointed fitness centers, and spacious rooms.

Search for a cheap deal on a 3 star upscale hotel in Chester for the most elegant experience, or grab a low rate on one of the cheap 3 star hotels in Chester near the local attractions, if you want something a touch more unassuming. Whatever your traveling style, make sure to use the search tools at Expedia to track down prices, read more about amenities, and score a few local discounts.

From business trips to family getaways, the Chester 3 star hotels offer a fantastic home base for any type of vacation.

## Frequently asked questions

### How much does it cost to stay in a 3-star hotel in Chester?

> - Search for the lowest price per night right now from $114

### What is the difference between a 4-star and 3-star hotel in Chester?

### What is the difference between a 3-star hotel and a motel in Chester?

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