Title: Chester B&B: Find the Best Bed and Breakfast from CA $157 | Expedia.ca

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![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 prices for these dates

Next weekend

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6005399&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

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

In one month

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6005399&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=6005399&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chester bed & breakfast

![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)

![Room (Global Fusion)](https://images.trvl-media.com/lodging/2000000/1680000/1673200/1673139/8b862974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mort's Library](https://images.trvl-media.com/lodging/2000000/1680000/1673200/1673139/f25262f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Naomi's Inn Bed & Breakfast

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

Liberty Heights

9.0/10

Wonderful

(428 reviews)

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

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

Marielle

CA $138

CA $157 total

includes taxes & fees

Mar 15 - Mar 16

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1639400/1639314/177e0ff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1639400/1639314/ff08161f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1639400/1639314/4c325a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1640000/1639400/1639314/4a306dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Mill Inn

[](https://www.expedia.ca/Springfield-Hotels-Old-Mill-Inn.h1639314.Hotel-Information)

Hatfield

9.4/10

Exceptional

(503 reviews)

"Clean facilities, beautiful aesthetic, attentive staff, quiet area, tasty breakfast."

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

Scarlett

[](https://www.expedia.ca/Springfield-Hotels-Old-Mill-Inn.h1639314.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)

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

![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/d4fc7cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakehouse Inn

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

Lee

9.6/10

Exceptional

(293 reviews)

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

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

Danny

CA $179

CA $211 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.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)

![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)

![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039621/3d2d74c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chambery Inn

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

Lee

9.6/10

Exceptional

(376 reviews)

"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.ca/Lee-Hotels-Chambery-Inn.h1039621.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)

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

![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502130/88348850.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)

### The Inn at Stockbridge

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

Lee

9.8/10

Exceptional

(99 reviews)

"Well-run and elegant property. "

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

Steven

CA $326

CA $382 total

includes taxes & fees

Mar 13 - Mar 14

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

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

![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1580000/1575300/1575232/4f8b66e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![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)

### Devonfield Inn B&B

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

Lee

10/10

Exceptional

(136 reviews)

"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/21000000/20040000/20033800/20033760/c5994ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/w488h380x9y0-567859b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually decorated, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/225b50c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/21000000/20040000/20033800/20033760/4037455f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 33 Main

[](https://www.expedia.ca/Lenox-Hotels-33-Main.h20033760.Hotel-Information)

Lenox

10/10

Exceptional

(74 reviews)

"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."

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

James

CA $633

CA $708 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Lenox-Hotels-33-Main.h20033760.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)

![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)

![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)

![Suite, Private Bathroom (Parlour Suite)](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.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information)

Stockbridge

9.2/10

Wonderful

(110 reviews)

"Great breakfast, friendly helpful staff, pretty yard, good location "

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

Deborah

CA $422

CA $511 total

includes taxes & fees

Mar 13 - Mar 14

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

![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241164/e8b9576b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241164/976df379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241164/23b3990f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241164/52586681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Experience Timeless Elegance in The Edith Wharton Room!

[](https://www.expedia.ca/Lenox-Hotels-Experience-Timeless-Elegance-In-The-Edith-Wharton-Room.h115241164.Hotel-Information)

Lenox

CA $302

CA $390 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Lenox-Hotels-Experience-Timeless-Elegance-In-The-Edith-Wharton-Room.h115241164.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241220/67e04fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241220/0ab2702a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241220/12a0d554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241220/66c88863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Carriage House room with a double bed and private balcony

[](https://www.expedia.ca/Lenox-Hotels-Cozy-Carriage-House-Room-With-A-Double-Bed-And-Private-Balcony.h115241220.Hotel-Information)

Lenox

CA $414

CA $539 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Lenox-Hotels-Cozy-Carriage-House-Room-With-A-Double-Bed-And-Private-Balcony.h115241220.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241207/1e673737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241207/9a87bae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241207/4609a9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241207/b0925eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant Carriage House room with a queen bed and private patio.

[](https://www.expedia.ca/Lenox-Hotels-Elegant-Carriage-House-Room-With-A-Queen-Bed-And-Private-Patio.h115241207.Hotel-Information)

Lenox

CA $392

CA $511 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Lenox-Hotels-Elegant-Carriage-House-Room-With-A-Queen-Bed-And-Private-Patio.h115241207.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/bb79982b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Deluxe Room, Private Bathroom (Field of Dreams)](https://images.trvl-media.com/lodging/18000000/17330000/17326600/17326568/903dd1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Harbour House Inn

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

Cheshire

9.4/10

Exceptional

(53 reviews)

"Nice place for a weekend away."

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

Gregory

CA $329

CA $348 total

includes taxes & fees

Mar 9 - Mar 10

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

![3 bedrooms, bed sheets](https://images.trvl-media.com/lodging/116000000/115170000/115170000/115169907/2db66224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, bed sheets](https://images.trvl-media.com/lodging/116000000/115170000/115170000/115169907/83bfa6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels](https://images.trvl-media.com/lodging/116000000/115170000/115170000/115169907/416eb364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, bed sheets](https://images.trvl-media.com/lodging/116000000/115170000/115170000/115169907/04d04d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

[](https://www.expedia.ca/Lenox-Hotels-Historic-Cornell-Inn-Cozy-Berkshires-Retreat-Lenox.h115169907.Hotel-Information)

Lenox

CA $302

CA $390 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Lenox-Hotels-Historic-Cornell-Inn-Cozy-Berkshires-Retreat-Lenox.h115169907.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241178/5094c384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241178/40061863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241178/4d1c49db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241178/8e547a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Susan B. Anthony Room - Cozy & Charming Stay

[](https://www.expedia.ca/Lenox-Hotels-Historic-Susan-B-Anthony-Room-Cozy-Charming-Stay.h115241178.Hotel-Information)

Lenox

CA $437

CA $568 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Lenox-Hotels-Historic-Susan-B-Anthony-Room-Cozy-Charming-Stay.h115241178.Hotel-Information)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241126/64c22087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241126/af794997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241126/w1301h728x0y4-b0569205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241126/0854d241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

[](https://www.expedia.ca/Lenox-Hotels-Experience-Timeless-Elegance-In-The-Niles-Johnson-Room-At-The-Cornell-Inn.h115241126.Hotel-Information)

Lenox

CA $538

CA $700 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Lenox-Hotels-Experience-Timeless-Elegance-In-The-Niles-Johnson-Room-At-The-Cornell-Inn.h115241126.Hotel-Information)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241192/8bc6f060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241192/d1245af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241192/dbe22f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241192/ba1c0df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

[](https://www.expedia.ca/Lenox-Hotels-Elegant-Emily-Dickinson-Junior-Suite-With-King-Bed-Fireplace.h115241192.Hotel-Information)

Lenox

CA $583

CA $741 total

includes taxes & fees

Mar 12 - Mar 13

[](https://www.expedia.ca/Lenox-Hotels-Elegant-Emily-Dickinson-Junior-Suite-With-King-Bed-Fireplace.h115241192.Hotel-Information)

![Fireplace](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241145/c9ca2020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241145/d7f33db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241145/05ab7e44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241145/4e19895e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

[](https://www.expedia.ca/Lenox-Hotels-Experience-Luxury-In-The-Lady-Cicely-Grand-Suite-At-The-Cornell-Inn.h115241145.Hotel-Information)

Lenox

CA $651

CA $842 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Lenox-Hotels-Experience-Luxury-In-The-Lady-Cicely-Grand-Suite-At-The-Cornell-Inn.h115241145.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241234/f2181b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241234/fe17beac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241234/0e5c3882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels](https://images.trvl-media.com/lodging/116000000/115250000/115241300/115241234/2dde0ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant suite with a king bed, fireplace, and kitchenette.

[](https://www.expedia.ca/Lenox-Hotels-Elegant-Suite-With-A-King-Bed.h115241234.Hotel-Information)

Lenox

CA $651

CA $842 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Lenox-Hotels-Elegant-Suite-With-A-King-Bed.h115241234.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)

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

![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/dc04db42.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)

### The Cornell Inn, Lenox & The Berkshires

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

Lenox

9.0/10

Wonderful

(1,000 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

CA $182

CA $209 total

includes taxes & fees

Mar 4 - Mar 5

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

![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)

![Loft, Private Bathroom (Skylight Loft)](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/a856ec31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/58d2b953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Library](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196186/9ee8409f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brook Farm Inn

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

Lenox

9.4/10

Exceptional

(164 reviews)

"Everything was perfect - location and accommodation."

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

Christopher

[](https://www.expedia.ca/Lenox-Hotels-Brook-Farm-Inn.h1196186.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=2026-03-14&endDate=2026-03-15&regionId=6005399&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true)

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## Top Chester Hotel Reviews

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

### Berkshire Mountain Lodge

10/10 Excellent

"Overall pleasant stay; great facilities, staff, and location"

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

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

### D. Hotel Suites & Spa

10/10 Excellent

"Staff was super helpful and hospitable! Shout out to Jim! We were here during a blizzard and they actually cleaned the snow off of our car! Room was lovely and clean. Great breakfast. "

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

![Residence Inn Springfield Chicopee](https://images.trvl-media.com/lodging/7000000/6260000/6250400/6250331/6d969748_y.jpg)

### Residence Inn Springfield Chicopee

10/10 Excellent

"Great place to stay, convienent, friendly staff and very clean"

[](https://expedia.ca/Springfield-Hotels-Residence-Inn-Springfield-Chicopee.h6250331.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

"Clean room, breakfast was good👍"

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

![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg)

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

10/10 Excellent

"Nice and responsive"

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

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

### The Ellery

10/10 Excellent

"Excellent stay at the Ellery. Quaint inn with lots of Northampton charm. Room was very clean, bathroom was spotless with a great shower, and the included breakfast was very nice with lots of options and great coffee. Highly recommended! "

[](https://expedia.ca/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 spacious and comfortable. Great for families."

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

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

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

10/10 Excellent

"Affordable price, clean bedroom and close to everything. "

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

10/10 Excellent

"Spotless, comfortable, quiet room. Front desk staff friendly, helpful and welcoming in a way that felt notable on two different stays even with very late night arrival. I don’t have an electric vehicle but they have several charging stations in their parking lot. My go to stay when visiting my daughter at Smith."

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

## Find out more about Chester

## Chester B&B information

| Number of reviews | 3,236   |
| ----------------- | ------- |
| Accommodation     | 32 B&B  |
| Lowest Price      | CA $157 |
| Highest Price     | CA $842 |

## Frequently asked questions

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