Title: The 10 Best Hotels Near Chesterwood, South Lee from CA $90 | Expedia.ca

  

[South Lee Travel Guide](https://expedia.ca/South-Lee.dx183343)[Vacation Rentals in South Lee](https://expedia.ca/South-Lee-Vacation-Rentals.d183343.Travel-Guide-VacationRentals)[Chesterwood Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterwood.d6091841.Car-Rental-Guide)[Chesterwood Vacations](https://expedia.ca/Chesterwood-South-Lee.d6091841.Vacation-Attraction)

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# Find hotels near Chesterwood, South Lee from CA $90

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## Check prices for these dates

Tonight

[Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=6091841&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 6 - Nov 7](https://www.expedia.ca/Hotel-Search?regionId=6091841&startDate=2025-11-06&endDate=2025-11-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6091841&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6091841&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Top Hotels Close to Chesterwood

![Business centre](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/587b0e23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Private Bathroom (RedBird Suite)](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/a6ab46e6.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)

![Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/5312662c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

0.6 km from Chesterwood

9.2/10

Wonderful

(109)

"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

CA $436

CA $528 total

includes taxes & fees

Nov 18 - Nov 19

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

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room (Firehouse)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/71ef2331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Main Inn Queen)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/3ac2703b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Queen Beds (Main Inn)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/5f2e6b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Red Lion Inn

3.3 km from Chesterwood

8.8/10

Excellent

(1028)

"Food was great!"

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

Emily

CA $200

CA $287 total

includes taxes & fees

Nov 13 - Nov 14

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

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

![Standard Apartment, Private Bathroom (Greylock - No Pets)](https://images.trvl-media.com/lodging/2000000/1510000/1506600/1506594/9aba043f.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

5.8 km from Chesterwood

9.6/10

Exceptional

(433)

"Nice place, easy check in"

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

Robert

CA $144

CA $159 total

includes taxes & fees

Nov 12 - Nov 13

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

![Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/83dd2b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/a1ad800b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/44ab9667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Monument Mountain Motel

8.7 km from Chesterwood

9.0/10

Wonderful

(782)

"This was an older property, but room was nice and bathroom was updated. "

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

Martha

[](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information)

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

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

![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/f2aaf746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/32c535e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

8.6 km from Chesterwood

9.4/10

Exceptional

(749)

"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"

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

Denise

CA $201

CA $225 total

includes taxes & fees

Nov 10 - Nov 11

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

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/62ab3ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/e2e7e72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/11bb9318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Hotel & Suites Great Barrington by IHG

8 km from Chesterwood

8.8/10

Excellent

(688)

"This motel was easy access right off the highway, super clean, and the staff was great. We would definitely stay here again. Breakfast options were good as well. "

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

Tina

CA $143

CA $160 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/25fee020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/28577ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/6d6ce66a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Bedroom, Non Smoking (Room 1)](https://images.trvl-media.com/lodging/51000000/50880000/50873900/50873824/65bd4c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Granville House

6.4 km from Chesterwood

10/10

Exceptional

(86)

"Wonderful! Will stay again!"

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

Rebecca

CA $316

CA $353 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Housatonic-Hotels-Granville-House.h50873824.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/4f7ca94f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Villa, 3 Bedrooms](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/5aedd4f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/3c0625c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

6.6 km from Chesterwood

9.0/10

Wonderful

(778)

"Lovely spot, great accommodations, friendly staff, and great location."

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

Joanne

CA $170

CA $210 total

includes taxes & fees

Nov 6 - Nov 7

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/edd6aeec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gilded Stage in the Mainhouse](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/76b1fb3d.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)

![Interior](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/44792ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Stockbridge

5.2 km from Chesterwood

9.8/10

Exceptional

(98)

"A first class little inn"

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

Philip

CA $386

CA $453 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.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)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/4fd790fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/fc6e2544.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

8.6 km from Chesterwood

9.0/10

Wonderful

(1001)

"Good for one night stay"

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

Marla

CA $154

CA $172 total

includes taxes & fees

Nov 26 - Nov 27

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

![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/6fb451ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/36b54e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/c97f0de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/aaa7fba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Little Lion

5.1 km from Chesterwood

8.6/10

Excellent

(543)

"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "

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

Maria

CA $178

CA $199 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information)

![In-room safe, desk, free cribs/infant beds, free rollaway beds](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/7c78ca51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/fd39ba7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms, Non Smoking](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/723a5f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/2000000/1240000/1239700/1239604/a393dfb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Great Barrington Berkshires

6.2 km from Chesterwood

7.6/10

Good

(556)

"I loved the stay people were nice loved the pool and internet was great "

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

Jennifer

CA $105

CA $118 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Great-Barrington-Hotels-Travelodge-By-Wyndham-Great-Barrington-Berkshires.h1239604.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 #4 - Roosevelt Suite, 1 King Bed, Fireplace, not pet friendly](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/6fb5c35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/2d151170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/6cbad311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Devonfield Inn B&B

7.5 km from Chesterwood

10/10

Exceptional

(133)

"The inn has an excellent location and amenities."

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

Christopher

[](https://www.expedia.ca/Lee-Hotels-Devonfield-Inn-BB.h1575232.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)

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

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/4000000/3210000/3201500/3201405/2558ee66.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)

### Pleasant Valley Motel West Stockbridge

4.7 km from Chesterwood

6.8/10

(1001)

"good average place to stay."

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

Terry

CA $82

CA $90 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/West-Stockbridge-Hotels-Pleasant-Valley-Motel-West-Stockbridge.h3201405.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](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/de897732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/a6853cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fire Spa Suite | Room amenity](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/af4baaa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chambery Inn

8.7 km from Chesterwood

9.6/10

Exceptional

(372)

"We LOVED our mini getaway at the Chambery Inn. The room was gorgeous, spacious, and very comfortable. The fireplace couldn't have been easier to operate. The jetted tubs were divine with plenty of hot water the towel warmer was a nice bonus. The room was fully stocked with glassware and a corkscrew which was appreciated. We look forward to coming back"

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

Samuel

[](https://www.expedia.ca/Lee-Hotels-Chambery-Inn.h1039621.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)

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

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

![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/05418243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn

9.2 km from Chesterwood

8.4/10

Very good

(1010)

"Fine lodging for short term business stay"

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

Lawrence

CA $130

CA $145 total

includes taxes & fees

Dec 1 - Dec 2

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

![Loft, Private Bathroom (Skylight Loft)](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/48ea2807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, Private Bathroom (Victorian Room)](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/49947e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/eb4406db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/86910798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brook Farm Inn

9.1 km from Chesterwood

9.4/10

Exceptional

(162)

"This is our second stay at the Brook Farm Inn and we enjoyed it just as much as our first stay! Maureen and Joe are fantastic inn keepers. They are polite, full of knowledge and provide a wonderful experience. Our room was cozy and comfortable. The breakfast was delicious. We couldn’t ask for a better weekend away! "

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

John

[](https://www.expedia.ca/Lenox-Hotels-Brook-Farm-Inn.h1196186.Hotel-Information)

![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/0fb6095c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/f0e5252a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/f9deb77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/e4a88a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Econo Lodge Lee - Great Barrington

7.4 km from Chesterwood

6.4/10

(644)

"Staff friendly, room was quiet, large and comfortable. "

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

Barbara

CA $82

CA $92 total

includes taxes & fees

Dec 1 - Dec 2

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

![Property amenity](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/b4c52f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/36a39838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/ccde32c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/cbf141ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Lenox Berkshires

12.1 km from Chesterwood

9.2/10

Wonderful

(585)

"Fabulous place"

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

Mary

CA $179

CA $200 total

includes taxes & fees

Nov 23 - Nov 24

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

![Premium Apartment | Private kitchen](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/61ae6bd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/fbd2cba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/c0c5a00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/22135a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### East Rock Inn

10.1 km from Chesterwood

9.4/10

Exceptional

(35)

"Quiet and peaceful location set off the road, with woodsy area in the back. Very close to Main Street shops and restaurants. "

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

Amanda

CA $200

CA $224 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Great-Barrington-Hotels-East-Rock-Inn.h102806911.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.ca/Hotel-Search?startDate=2025-11-19&endDate=2025-11-20&regionId=6091841&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Top Chesterwood Hotel Reviews

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

### The Red Lion Inn

10/10 Excellent

"The Red Lion Hotel was a great place to stay!! I would definitley come back again and stay there! I loved the bar downstairs and the restaurant! Our room was perfect and we had lots of room! The bed was super comfy - a marshmallow bed!! LOL! The location was nice to walk to the different shops in town! Fun place! "

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

![The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood](//images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/587b0e23_y.jpg)

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

10/10 Excellent

"It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!"

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

![Secluded Family Home in Serene Stockbridge Woods](//images.trvl-media.com/lodging/34000000/33670000/33660100/33660074/abf132cf_y.jpg)

### Secluded Family Home in Serene Stockbridge Woods

10/10 Excellent

"This place is beyond amazing. If you have a chance to book it, do it immediately."

[](https://expedia.ca/West-Stockbridge-Hotels-Tranquil-Getaway-In-The-Stockbridge-Woods-Warm.h33660074.Hotel-Information)

![Stockbridge Home, Come Experience The Berkshires!](//images.trvl-media.com/lodging/88000000/87640000/87633700/87633659/b5ee0956_y.jpg)

### Stockbridge Home, Come Experience The Berkshires!

10/10 Excellent

"Our stay at the Stockbridge Home was fabulous! Lovely home! Clean, well stocked kitchen and beautiful comfortable bedrooms. The bathrooms were spotless and spacious. We loved the private backyard in the quiet neighborhood. We were able to walk into town on safe walkways. Short drive to hiking trails. We would highly recommend this home for your visit to the Berkshires! Thank you Lucas and Drew! Excellent hosts. "

[](https://expedia.ca/Stockbridge-Hotels-Stockbridge-Home.h87633659.Hotel-Information)

![Secluded + Modern | Enclosed Patio, Forest Views | Woodland Zen by AvantStay](//images.trvl-media.com/lodging/106000000/105020000/105019600/105019545/a7b5f2d0_y.jpg)

### Secluded + Modern | Enclosed Patio, Forest Views | Woodland Zen by AvantStay

10/10 Excellent

"Clean "

[](https://expedia.ca/Housatonic-Hotels-Woodland-Zen-By-AvantStay-Modern-Design-Patio.h105019545.Hotel-Information)

![A Grand property in Historic Stockbridge](//images.trvl-media.com/lodging/34000000/33970000/33960400/33960335/222fc9b7_y.jpg)

### A Grand property in Historic Stockbridge

10/10 Excellent

"Everything was just perfect right down to the details"

[](https://expedia.ca/Stockbridge-Hotels-A-Grand-Estate-In-Historic-Stockbridge.h33960335.Hotel-Information)

![Brand NEW Charming 2-bedroom apartment with WiFi, AC on Main Street Stockbridge](//images.trvl-media.com/lodging/118000000/117970000/117968500/117968482/f7665b54_y.jpg)

### Brand NEW Charming 2-bedroom apartment with WiFi, AC on Main Street Stockbridge

10/10 Excellent

"We enjoyed our stay. It was a perfect location (, famous section of town painted by Norman Rockwell) and very nice accommodations. VRBO email didn't come through so a little hiccup checking in but that and other questions were resolved by host. "

[](https://expedia.ca/Stockbridge-Hotels-Brand-NEW-Charming-2-Bedroom-Apartment-With-WiFi.h117968482.Hotel-Information)

![Prime Location and Charm – 5 Mins to Tanglewood & Best Berkshire Attractions](//images.trvl-media.com/lodging/103000000/102010000/102001500/102001430/b9eabd0d_y.jpg)

### Prime Location and Charm – 5 Mins to Tanglewood & Best Berkshire Attractions

10/10 Excellent

"Lovely home, great location. The grounds, outdoor dining setup, etc. were all terrific."

[](https://expedia.ca/Stockbridge-Hotels-Charming-Cape-Cod-Home-In-Prime-Berkshire-Location-5-Minutes-To-Tanglewood.h102001430.Hotel-Information)

![Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10](//images.trvl-media.com/lodging/93000000/92110000/92100700/92100621/369ddb1e_y.jpg)

### Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10

8/10 Good

"Very nice house"

[](https://expedia.ca/Stockbridge-Hotels-New-4500-Sq-Ft-Modern-5-Bed-55-Bath-On-Housatonic-River-And-Walk-To-Stockbridge.h92100621.Hotel-Information)

## Hotels near other Chesterwood attractions

[](https://www.expedia.ca/Norman-Rockwell-Museum-Hotels.0-l6091839-0.Travel-Guide-Filter-Hotels)

### Norman Rockwell Museum

4.7/5 (252 reviews)

You can spend time studying the exhibits at Norman Rockwell Museum during your travels in Stockbridge. Wander the lakeside in this quaint area.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6091839)

[](https://www.expedia.ca/Berkshire-Botanical-Garden-Hotels.0-l553248621532665247-0.Travel-Guide-Filter-Hotels)

### Berkshire Botanical Garden

4.0/5 (1 review)

Explore the great outdoors at Berkshire Botanical Garden, a lovely green space in Stockbridge. While you're in the area, stroll along the lakeside.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665247)

[](https://www.expedia.ca/Mission-House-Hotels.0-l553248621560941222-0.Travel-Guide-Filter-Hotels)

### Mission House

You can spend time exploring the galleries in Mission House in Stockbridge. Wander the lakeside in this quaint area.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621560941222)

[](https://www.expedia.ca/Naumkeag-Museum-Hotels.0-l6091843-0.Travel-Guide-Filter-Hotels)

### Naumkeag Museum

3.5/5 (2 reviews)

You can spend time browsing the exhibits at Naumkeag Museum during your travels in Stockbridge. While you're in the area, stroll along the lakeside.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6091843)

[](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels)

### National Shrine of the Divine Mercy

4.5/5 (54 reviews)

Learn about the local history of Stockbridge when you spend time at National Shrine of the Divine Mercy. While you're in the area, stroll along the lakeside.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665250)

[](https://www.expedia.ca/Schantz-Galleries-Hotels.0-l553248621532665248-0.Travel-Guide-Filter-Hotels)

### Schantz Galleries

You can spend an afternoon exploring the galleries in Schantz Galleries during your trip to Stockbridge. Wander the lakeside in this quaint area.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665248)

[](https://www.expedia.ca/Art-Et-Industrie-Hotels.0-l553248621532665245-0.Travel-Guide-Filter-Hotels)

### Art et Industrie

You can spend an afternoon exploring the galleries in Art et Industrie in Great Barrington. Amble around this quaint area's gardens, or seek out the hiking trails.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665245)

[](https://www.expedia.ca/Berkshire-Theatre-Festival-Hotels.0-l553248621532665249-0.Travel-Guide-Filter-Hotels)

### Berkshire Theatre Festival

You can get tickets for a performance at Berkshire Theatre Festival on your trip to Stockbridge. Wander the lakeside in this quaint area.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532665249)

## Frequently asked questions

### What are the top-rated hotels near Chesterwood?

> Discover the top-rated hotels near Chesterwood in South Lee that provide exceptional stays and stunning views for travellers seeking a memorable experience.
> 
>   
> 
> [Taggart Treehouse: Modern Luxury Meets Nature: Stunning river views, sleeps 10](https://expedia.ca/Stockbridge-hotels-Taggart-Treehouse:-Modern-Luxury-Meets-Nature:-Stunning-river-views,-sleeps-10.h92100621.Hotel-information)
> 
>   
> 
> Taggart Treehouse offers a luxurious escape with breathtaking river views, just 3.2 km from Chesterwood. Rated an impressive 10 by travellers, this modern retreat accommodates up to 10 travellers, perfect for larger groups. Guests can enjoy amenities such as a fully equipped kitchen with a dishwasher, oven, and coffee maker, along with a spacious patio and garden area for relaxation.
> 
>   
> 
> [Vacation in a Berkshire Farmhouse](https://expedia.ca/West-Stockbridge-hotels-Vacation-in-a--Berkshire-Farmhouse.h33973032.Hotel-information)
> 
>   
> 
> Located 4.7 km from Chesterwood, the Vacation in a Berkshire Farmhouse boasts a remarkable review rating of 9.8. This historic hotel combines charm with modern comforts, featuring a well-equipped kitchen, outdoor play areas, and nearby hiking trails. Guests can unwind on the patio or explore local attractions such as wineries and ski resorts, making it a versatile choice for all travellers.
> 
>   
> 
> [The Inn at Stockbridge](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information)
> 
>   
> 
> The Inn at Stockbridge is a 4-star gem just 6.6 km from Chesterwood, rated 9.8 by travellers. Guests can indulge in complimentary cooked breakfasts and relax by the outdoor pool. With a variety of amenities, including a spa, fitness facilities, and beautifully designed rooms with premium bedding, this inn perfectly blends comfort and elegance, creating a peaceful retreat amidst the stunning Berkshire landscape.

### What hotels are within walking distance to Chesterwood?

> Discover cozy accommodations just a short stroll from Chesterwood, perfect for travellers seeking top-rated stays!
> 
>   
> 
> [The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood](https://www.expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information)
> 
>   
> 
> The Stockbridge Country Inn is a charming 4.5-star bed and breakfast located just a 12-minute walk from Chesterwood, with an excellent review rating of 9.2. Guests can enjoy delightful amenities such as complimentary breakfast options, an onsite art gallery, and a terrace for relaxation. Outdoor enthusiasts will appreciate the hiking and biking trails nearby, along with a golf course located just a short distance away. The inn boasts a luxurious historic design, complete with premium bedding and a fireplace, ensuring a comfortable and memorable stay.

### How much is a hotel near Chesterwood?

> Staying near Chesterwood is a treat, with plenty of hotels from CA $90 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

### What are the most popular family-friendly hotels near Chesterwood?

> For families seeking a delightful stay near Chesterwood, these top-rated hotels offer family-friendly amenities ensuring a memorable getaway.
> 
>   
> 
> [Taggart Treehouse: Modern Luxury Meets Nature: Stunning river views, sleeps 10](https://expedia.ca/Stockbridge-hotels-Taggart-Treehouse:-Modern-Luxury-Meets-Nature:-Stunning-river-views,-sleeps-10.h92100621.Hotel-information)
> 
>   
> 
> Taggart Treehouse: Modern Luxury Meets Nature is only 3.2 km from Chesterwood and enjoys a perfect 10 travellers' rating. This unique hotel offers a cozy kitchen and a lovely patio, perfect for family gatherings. With a travel crib and stair gate for children, it ensures safety and comfort for younger travellers. The stunning river views and nearby nature trails make it an ideal retreat for families looking to connect and unwind.
> 
>   
> 
> [Vacation in a Berkshire Farmhouse](https://expedia.ca/West-Stockbridge-hotels-Vacation-in-a--Berkshire-Farmhouse.h33973032.Hotel-information)
> 
>   
> 
> Vacation in a Berkshire Farmhouse is a fantastic option just 4.7 km from Chesterwood, an impressive travellers' rating of 9.8. This inviting farmhouse features amenities tailored for families, including a spacious kitchen, outdoor play area for children, and a variety of toys to keep the little ones entertained. With a beautiful garden and patio, parents can relax while kids explore. Guests also enjoy nearby hiking, skiing, and antique shopping.
> 
>   
> 
> [Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)
> 
>   
> 
> Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG, located 7.6 km from Chesterwood, offers a family-friendly environment with a review rating of 9.0 and a 3.5-star rating. Families will appreciate the onsite playground, arcade game room, and spacious rooms equipped with kitchen facilities and a crib at no extra charge. Guests can also take advantage of the indoor and outdoor pools, hot tub, and nearby skiing activities for a fun-filled family holidays.

### Which hotels near Chesterwood offer the best views?

> For travellers seeking top-rated hotels with stunning views near Chesterwood, South Lee offers some delightful options.
> 
>   
> 
> [Vacation in a Berkshire Farmhouse](https://expedia.ca/West-Stockbridge-hotels-Vacation-in-a--Berkshire-Farmhouse.h33973032.Hotel-information)
> 
>   
> 
> Located just 4.7 km from Chesterwood, this charming farmhouse is rated an impressive 9.8 by travellers. Guests can relish breathtaking mountain views from the patio and enjoy outdoor adventures, including hiking and skiing nearby. The hotel features a fully equipped kitchen, a cozy garden, and ample parking, making it a perfect retreat for nature lovers who appreciate rustic charm.
> 
>   
> 
> [The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood](https://www.expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information)
> 
>   
> 
> Just a short 12-minute walk from Chesterwood, this 4.5-star inn is rated 9.2 by travellers. Guests are treated to scenic mountain views from the terrace and can indulge in complimentary full breakfasts. With amenities like a pool, hiking options on-site, and a charming historic design, this inn provides a cozy and luxurious feel, making it an ideal spot for art and nature enthusiasts alike.
> 
>   
> 
> [Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)
> 
>   
> 
> This 3.5-star resort is situated 7.6 km from Chesterwood and boasts a review rating of 9.0. Guests can take advantage of the outdoor and indoor pools, hot tubs, and on-site tennis courts. The resort's balconies and patios offer lovely resort views, perfect for relaxation after a day of exploring. With family-friendly amenities and a variety of activities, it's a delightful choice for those looking to enjoy the Berkshires.

### What are the best affordable hotels near Chesterwood?

> For travellers seeking top-rated yet affordable hotels near Chesterwood, these charming properties offer the perfect blend of comfort and convenience without breaking the bank.
> 
>   
> 
> [Taggart Treehouse: Modern Luxury Meets Nature: Stunning river views, sleeps 10](https://expedia.ca/Stockbridge-hotels-Taggart-Treehouse:-Modern-Luxury-Meets-Nature:-Stunning-river-views,-sleeps-10.h92100621.Hotel-information)
> 
>   
> 
> Taggart Treehouse is a spacious retreat just 3.2 km from Chesterwood, rated an impressive 10 by travellers. This hotel features stunning river views and is perfect for families or groups, providing amenities like a fully equipped kitchen with a dishwasher and an oven, plus a cozy patio to enjoy the outdoors. Guests can also benefit from onsite parking and WiFi, ensuring a comfortable stay.
> 
>   
> 
> [Vacation in a Berkshire Farmhouse](https://expedia.ca/West-Stockbridge-hotels-Vacation-in-a--Berkshire-Farmhouse.h33973032.Hotel-information)
> 
>   
> 
> Just 4.7 km from Chesterwood, Vacation in a Berkshire Farmhouse boasts a remarkable review rating of 9.8. This family-friendly farmhouse features an outdoor play area for children and is surrounded by opportunities for hiking, skiing, and winery tours. Guests can enjoy a kitchen equipped with modern appliances, a charming patio, and WiFi to stay connected during their stay.
> 
>   
> 
> [Shaker Mill Inn](https://www.expedia.ca/West-Stockbridge-Hotels-Shaker-Mill-Inn.h1506594.Hotel-Information)
> 
>   
> 
> Located 7.9 km from Chesterwood, Shaker Mill Inn is a cozy escape with a review rating of 9.6. This inn offers a free breakfast and self-parking, making it a convenient choice for travellers. Guests can relax in their rooms featuring a kitchenette and enjoy the beautiful garden or the private hot tub. With contactless check-in and a warm atmosphere, it's a delightful option for a restful stay.

### Are there any hotels with pools close to Chesterwood?

> For those seeking a refreshing stay near Chesterwood, these top-rated hotels with pools offer the perfect retreat for relaxation and fun.
> 
>   
> 
> [The Inn at Stockbridge](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information)
> 
>   
> 
> The Inn at Stockbridge, just 6.6 km from Chesterwood, is a sophisticated 4-star retreat with an outstanding review rating of 9.8. This hotel features a serene outdoor pool surrounded by beautiful gardens, ideal for relaxation. Guests are treated to complimentary breakfast and access to a 24-hour fitness centre, ensuring a comfortable and energizing stay.
> 
>   
> 
> [The Red Lion Inn](https://expedia.ca/Stockbridge-hotels-The-Red-Lion-Inn.h5780784.Hotel-information)
> 
>   
> 
> Located only 3.7 km from Chesterwood, The Red Lion Inn boasts a charming 3.5-star experience with a review rating of 8.8. Guests can unwind in the outdoor pool area, featuring comfortable sun loungers. This historic hotel offers a variety of amenities including a spa, 24-hour room service, and easy access to skiing and snowboarding activities, perfect for those looking to explore the nearby mountains.
> 
>   
> 
> [Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)
> 
>   
> 
> Situated just 7.6 km from Chesterwood, the Holiday Inn Club Vacations Oak n' Spruce Resort is a family-friendly gem with an impressive review rating of 9.0. Guests can enjoy both indoor and outdoor pools, complete with sun loungers and a poolside bar for leisurely afternoons. Additional highlights include a hot tub, mini-golf, and on-site tennis facilities, making it an ideal choice for families and outdoor enthusiasts alike.

### What are the best pet-friendly hotels near Chesterwood?

> For travellers with pets visiting Chesterwood, finding a welcoming and comfortable hotel is a breeze with these top-rated options nearby.
> 
>   
> 
> [Vacation in a Berkshire Farmhouse](https://expedia.ca/West-Stockbridge-hotels-Vacation-in-a--Berkshire-Farmhouse.h33973032.Hotel-information)
> 
>   
> 
> Just 4.7 km from Chesterwood, Vacation in a Berkshire Farmhouse is an idyllic retreat for pet owners, allowing pets in-room. With an outstanding review rating of 9.8, this farmhouse boasts a historic charm and offers a plethora of amenities that include a kitchen, outdoor play area for children, and nearby hiking opportunities. Guests can unwind on the patio or explore local attractions, making it an excellent choice for families and travellers with pets alike.
> 
>   
> 
> [The Inn at Stockbridge](https://www.expedia.ca/Stockbridge-Hotels-The-Inn-At-Stockbridge.h1502130.Hotel-Information)
> 
>   
> 
> The Inn at Stockbridge, located 6.6 km from Chesterwood, is a charming 4-star hotel that welcomes dogs only. With a remarkable review rating of 9.8, this inn features an outdoor pool, spa services, and a lovely garden area, perfect for relaxing with pets. Guests can indulge in a complimentary cooked breakfast and enjoy comfortable accommodations with premium bedding and designer toiletries, ensuring a delightful stay for both you and your furry friend.
> 
>   
> 
> [Econo Lodge Lee - Great Barrington](https://www.expedia.ca/Lee-Hotels-Econo-Lodge-Lee-Great-Barrington.h913013.Hotel-Information)
> 
>   
> 
> Econo Lodge Lee - Great Barrington is just 8.0 km from Chesterwood and offers a cozy stay for travellers with pets. This budget-friendly hotel allows pets in-room, making it a great choice for those traveling with furry companions. Guests can enjoy amenities like daily housekeeping, free continental breakfast, and access to a mini-golf course on-site. Rated by travellers at 6.4, it's a convenient option for families looking to explore the beautiful Berkshire region.

### Can I book a fully refundable hotel close to Chesterwood?

> Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "Chesterwood", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore [deals with free cancellation](https://www.expedia.ca/deals/free-cancellation) options on Expedia.

### Can I find Expedia discounts for hotels near Chesterwood?

> Sign in to your account to unlock instant savings and access Member Prices on Expedia. Members always get our best prices, so join for free and look for great discounts on top hotels near Chesterwood.

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-   [Alford Hotels](https://www.expedia.ca/Alford-Hotels.d3000421226.Travel-Guide-Hotels)
-   [Lodges in Alford](https://www.expedia.ca/Alford-Lodges.d3000421226-aaLodges.Travel-Guide-Accommodation)
-   [Hotels near Berkshire Botanical Garden](https://www.expedia.ca/Berkshire-Botanical-Garden-Hotels.0-l553248621532665247-0.Travel-Guide-Filter-Hotels)
-   [Berkshire County Hotels](https://www.expedia.ca/Destinations-In-Berkshire-County.d553248635083901436.Hotel-Destinations)
-   [Farmstay in Glendale](https://www.expedia.ca/Glendale-Agritourism.d901769277689110528-aaAgritourism.Travel-Guide-Accommodation)
-   [Apartments in Glendale](https://www.expedia.ca/Glendale-Apartments.d901769277689110528-aaApartments.Travel-Guide-Accommodation)
-   [Resorts in Glendale](https://www.expedia.ca/Glendale-Resort-Hotels.d901769277689110528-aaResortHotels.Travel-Guide-Accommodation)
-   [Great Barrington Hotels](https://www.expedia.ca/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)
-   [Hotels near Hancock Shaker Village](https://www.expedia.ca/Hancock-Shaker-Village-Hotels.0-l6091849-0.Travel-Guide-Filter-Hotels)
-   [Housatonic Hotels](https://www.expedia.ca/Housatonic-Hotels.d3000441135.Travel-Guide-Hotels)
-   [Hotels near Jacob's Pillow](https://www.expedia.ca/Jacobs-Pillow-Hotels.0-l553248621532666599-0.Travel-Guide-Filter-Hotels)
-   [B&B in Lee](https://www.expedia.ca/Lee-Bed-And-Breakfast.d8572-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Chalets in Lee](https://www.expedia.ca/Lee-Chalets.d8572-aaChalets.Travel-Guide-Accommodation)
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-   [Luxury Hotels in Lee](https://www.expedia.ca/Lee-Hotels-Luxury-Hotel.0-0-d8572-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Lee](https://www.expedia.ca/Lee-Hotels-Pet-Friendly-Hotel.0-0-d8572-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
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-   [Lee Hotels](https://www.expedia.ca/Lee-Hotels.d8572.Travel-Guide-Hotels)
-   [Inns in Lee](https://www.expedia.ca/Lee-Inns.d8572-aaInns.Travel-Guide-Accommodation)
-   [Motels in Lee](https://www.expedia.ca/Lee-Motels.d8572-aaMotels.Travel-Guide-Accommodation)
-   [Hotels near Lee Premium Outlets](https://www.expedia.ca/Lee-Premium-Outlets-Hotels.0-l6127084-0.Travel-Guide-Filter-Hotels)
-   [Aparthotels in Lenox](https://www.expedia.ca/Lenox-Apart-Hotels.d8587-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Lenox](https://www.expedia.ca/Lenox-Bed-And-Breakfast.d8587-aaBedAndBreakfast.Travel-Guide-Accommodation)
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-   [Adults Only Resorts & in Lenox](https://www.expedia.ca/Lenox-Hotels-Adults-Only-Resorts.0-0-d8587-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [Beach Hotel Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-Beach-Hotel.0-0-d8587-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-Boutique-Hotel.0-0-d8587-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-Cheap-Hotels.0-0-d8587-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Honeymoon Resorts and in Lenox](https://www.expedia.ca/Lenox-Hotels-Honeymoon-Hotels.0-0-d8587-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
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-   [Lgbt Friendly Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-LGBT-Friendly-Hotel.0-0-d8587-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-Luxury-Hotel.0-0-d8587-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Lenox](https://www.expedia.ca/Lenox-Hotels-Spa-Hotel.0-0-d8587-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Lenox Hotels](https://www.expedia.ca/Lenox-Hotels.d8587.Travel-Guide-Hotels)
-   [Inns in Lenox](https://www.expedia.ca/Lenox-Inns.d8587-aaInns.Travel-Guide-Accommodation)
-   [Resorts in Lenox](https://www.expedia.ca/Lenox-Resort-Hotels.d8587-aaResortHotels.Travel-Guide-Accommodation)
-   [Hotels near Mahaiwe Performing Arts Center](https://www.expedia.ca/Mahaiwe-Performing-Arts-Center-Hotels.0-l553248621532665242-0.Travel-Guide-Filter-Hotels)
-   [Mill River Hotels](https://www.expedia.ca/Mill-River-Hotels.d3000748895.Travel-Guide-Hotels)
-   [Monterey Hotels](https://www.expedia.ca/Monterey-Hotels.d6005411.Travel-Guide-Hotels)
-   [Hotels near National Shrine of the Divine Mercy](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels)
-   [New Marlborough Hotels](https://www.expedia.ca/New-Marlborough-Hotels.d137834.Travel-Guide-Hotels)
-   [Hotels near Norman Rockwell Museum](https://www.expedia.ca/Norman-Rockwell-Museum-Hotels.0-l6091839-0.Travel-Guide-Filter-Hotels)
-   [Pittsfield Hotels](https://www.expedia.ca/Pittsfield-Hotels.d9478.Travel-Guide-Hotels)
-   [Richmond Hotels](https://www.expedia.ca/Richmond-Hotels.d151138.Travel-Guide-Hotels)
-   [Sheffield Hotels](https://www.expedia.ca/Sheffield-Hotels.d157238.Travel-Guide-Hotels)
-   [Hotels near Ski Butternut](https://www.expedia.ca/Ski-Butternut-Hotels.0-l6182072-0.Travel-Guide-Filter-Hotels)
-   [South Egremont Hotels](https://www.expedia.ca/South-Egremont-Hotels.d183341.Travel-Guide-Hotels)
-   [Guest Houses in South Lee](https://www.expedia.ca/South-Lee-Guest-Houses.d183343-aaGuestHouses.Travel-Guide-Accommodation)
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-   [B&B in Stockbridge](https://www.expedia.ca/Stockbridge-Bed-And-Breakfast.d162575-aaBedAndBreakfast.Travel-Guide-Accommodation)
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-   [Resorts in Stockbridge](https://www.expedia.ca/Stockbridge-Resort-Hotels.d162575-aaResortHotels.Travel-Guide-Accommodation)
-   [Hotels near Tanglewood Music Center](https://www.expedia.ca/Tanglewood-Music-Center-Hotels.0-l503292-0.Travel-Guide-Filter-Hotels)
-   [The Berkshires Hotels](https://www.expedia.ca/The-Berkshires-Hotels.d6047665.Travel-Guide-Hotels)
-   [Hotels near The Mount](https://www.expedia.ca/The-Mount-Hotels.0-l553248621532665265-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Tyringham Cobble](https://www.expedia.ca/Tyringham-Cobble-Hotels.0-l553248621532665261-0.Travel-Guide-Filter-Hotels)
-   [Tyringham Hotels](https://www.expedia.ca/Tyringham-Hotels.d183347.Travel-Guide-Hotels)
-   [Hotels near Ventfort Hall Mansion and Gilded Age Museum](https://www.expedia.ca/Ventfort-Hall-Mansion-And-Gilded-Age-Museum-Hotels.0-l553248621532665270-0.Travel-Guide-Filter-Hotels)
-   [Lgbt Friendly Hotels in West Stockbridge](https://www.expedia.ca/West-Stockbridge-Hotels-LGBT-Friendly-Hotel.0-0-d173346-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in West Stockbridge](https://www.expedia.ca/West-Stockbridge-Hotels-Luxury-Hotel.0-0-d173346-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in West Stockbridge](https://www.expedia.ca/West-Stockbridge-Hotels-Pet-Friendly-Hotel.0-0-d173346-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in West Stockbridge](https://www.expedia.ca/West-Stockbridge-Hotels-Spa-Hotel.0-0-d173346-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [West Stockbridge Hotels](https://www.expedia.ca/West-Stockbridge-Hotels.d173346.Travel-Guide-Hotels)

-   [Flights to Lenox](https://www.expedia.ca/Cheap-Flights-To-Lenox.d8587.Travel-Guide-Flights)
-   [Flights to Stockbridge](https://www.expedia.ca/Cheap-Flights-To-Stockbridge.d162575.Travel-Guide-Flights)
-   [Flights from Lee](https://www.expedia.ca/lp/flights/8572/flights-from-lee)
-   [Flights from Lenox](https://www.expedia.ca/lp/flights/8587/flights-from-lenox)

-   [Visit Great Barrington](https://www.expedia.ca/Great-Barrington.dx110336)
-   [Lake Mansfield Park](https://www.expedia.ca/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Vacation-Attraction)
-   [National Shrine of the Divine Mercy](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Stockbridge.d553248621532665250.Vacation-Attraction)
-   [Naumkeag Museum](https://www.expedia.ca/Naumkeag-Museum-Stockbridge.d6091843.Vacation-Attraction)
-   [Norman Rockwell Museum](https://www.expedia.ca/Norman-Rockwell-Museum-Stockbridge.d6091839.Vacation-Attraction)
-   [Visit South Lee](https://www.expedia.ca/South-Lee.dx183343)
-   [Visit Stockbridge](https://www.expedia.ca/Stockbridge.dx162575)
-   [Ventfort Hall Mansion and Gilded Age Museum](https://www.expedia.ca/Ventfort-Hall-Mansion-And-Gilded-Age-Museum-Lenox.d553248621532665270.Vacation-Attraction)

-   [Avis Rental Cars in Lenox](https://www.expedia.ca/Avis-Car-Rentals-In-Lenox.d8587-c41.Car-Rental-Guide-Suppliers)
-   [Avis Rental Cars in Stockbridge](https://www.expedia.ca/Avis-Car-Rentals-In-Stockbridge.d162575-c41.Car-Rental-Guide-Suppliers)
-   [Car rental Lee](https://www.expedia.ca/Car-Rentals-In-Lee.d8572.Car-Rental-Guide)
-   [Car rental Lenox](https://www.expedia.ca/Car-Rentals-In-Lenox.d8587.Car-Rental-Guide)
-   [Car rental Stockbridge](https://www.expedia.ca/Car-Rentals-In-Stockbridge.d162575.Car-Rental-Guide)