Title: Book The Best Hotels in Chester, VT for 2025 from CA $133 - Competitive Prices - Expedia.ca

 

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![aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont](https://images.trvl-media.com/place/89014/92c0e546-2b37-46d6-9961-c387fdf435b7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find hotels in Chester, VT from CA $133

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## Go beyond your typical stay in Chester

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America&regionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2025-11-19&d1=2025-11-19&endDate=2025-11-21&d2=2025-11-21&amenities=SPA_ON_SITE)

Resort

[](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America&regionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2025-11-19&d1=2025-11-19&endDate=2025-11-21&d2=2025-11-21&lodging=HOTEL_RESORT)

Cabin

[](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America&regionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2025-11-19&d1=2025-11-19&endDate=2025-11-21&d2=2025-11-21&lodging=CABIN)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America&regionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2025-11-19&d1=2025-11-19&endDate=2025-11-21&d2=2025-11-21&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America&regionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2025-11-19&d1=2025-11-19&endDate=2025-11-21&d2=2025-11-21&amenities=HOT_TUB)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America&regionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2025-11-19&d1=2025-11-19&endDate=2025-11-21&d2=2025-11-21&amenities=PETS)

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America&regionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2025-11-19&d1=2025-11-19&endDate=2025-11-21&d2=2025-11-21&lodging=APART_HOTEL)

Farm

[](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America&regionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2025-11-19&d1=2025-11-19&endDate=2025-11-21&d2=2025-11-21&lodging=AGRITOURISM)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America&regionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2025-11-19&d1=2025-11-19&endDate=2025-11-21&d2=2025-11-21&lodging=COTTAGE)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America&regionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2025-11-19&d1=2025-11-19&endDate=2025-11-21&d2=2025-11-21&lodging=APARTMENT)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America&regionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2025-11-19&d1=2025-11-19&endDate=2025-11-21&d2=2025-11-21&travelerType=family_friendly)

Chalet

[](https://www.expedia.ca/Hotel-Search?destination=Chester%2C+Vermont%2C+United+States+of+America&regionId=89014&latLong=43.262848%2C-72.595108&adults=2&startDate=2025-11-19&d1=2025-11-19&endDate=2025-11-21&d2=2025-11-21&lodging=CHALET)

## Check prices for these dates

Tonight

[Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=89014&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=89014&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=89014&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=89014&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 3,007 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![Garden](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/0b7fdcd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/c887af2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/78c81c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fullerton Inn

Chester Depot

8.2/10

Very good

(400)

"Gracious host"

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

Patricia

CA $181

CA $198 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/f814b3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/ae105a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 Queen Bed, Garden View](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/20cd6ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/0f0b56c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stone Hearth Inn and Eatery

Chester

9.2/10

Wonderful

(105)

"Room was super quiet and clean. "

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

Ernest

CA $273

CA $298 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/2ed69ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07d4fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/cd86c3e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Woodstock Inn & Resort

Woodstock

9.2/10

Wonderful

(546)

"I’ve traveled a lot around the world and this hotel has to be in my top 3 ever. Especially beautiful in autumn"

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

Kevin

CA $448

CA $555 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/05237c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/a73c2787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/9cdca5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Shire Woodstock

Woodstock

8.8/10

Excellent

(876)

"Everything was awesome! Great view and very clean. Just what we were looking for. Very easy check in and out"

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

Ahmed

CA $149

CA $174 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information)

![Meeting facility](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Guesthouse A](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/102e0e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Guesthouse C](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/309a4723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Two Queen Accessible](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/c243995a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aspen At Manchester

Manchester Center

8.8/10

Excellent

(598)

"Very nice hotel. Clean and looked recently remodeled. It was very quiet, allowing me to relax. Will stay here again when in the area."

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

Grant

CA $147

CA $177 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information)

![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/32c31fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/d5194d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Accessible, Dog-Friendly Double](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/53cc1cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleep Woodstock Motel

Woodstock

9.6/10

Exceptional

(540)

"Great motel with complete amenities.. beautiful surrounding especially in this fall"

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

Giana

CA $145

CA $222 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/9c9da73f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/0ac91205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/bfff23a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/f3a720e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Palmer House Resort, an Ascend Collection Hotel

Manchester Center

8.4/10

Very good

(853)

"The area around the Palmer House is so beautiful. Mountains everywhere!! "

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

Mark

CA $142

CA $180 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 2 Queen Beds, Accessible, Bathtub (Mobility & Hearing)](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/b55c319b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3835h2558x0y0-ab7af499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3835h2559x0y0-b5950146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn and Suites Manchester

Manchester Center

9.6/10

Exceptional

(1001)

"The hotel was clean, the staff was friendly, and was a great location. The new Brewery on the property was great as well!"

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

Jake

CA $183

CA $202 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/a75b732a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Yoga](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/3d6e59aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/7c69c2ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/4c29d0ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Black Bear Lodge at Stratton Mountain Resort

Stratton

7.6/10

Good

(931)

"Great place for the price "

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

Karen

CA $198

CA $240 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/214f3dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Concierge desk](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/c5f36674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/d24f8b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/acbfdae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Covered Bridge Inn

Brattleboro

7.6/10

Good

(1000)

"Quiet, easy to get to right off the highway with lots of quick eats within walking distance. Staff was friendly and helpful with any requests."

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

Zachery

CA $143

CA $157 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information)

![Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-dbaacfef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-baca4e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Keene Hotel

Keene

8.4/10

Very good

(1000)

"Hotel was great."

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

Heidi

CA $209

CA $227 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information)

![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/f71e05d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/7bbf2ddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/fa5ce310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/9e4b70fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Days Inn by Wyndham Keene NH

Keene

7.0/10

Good

(1006)

"Very professional people good service good staff "

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

George

CA $142

CA $154 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Keene-Hotels-Days-Inn-By-Wyndham-Keene-NH.h50340.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/55f5385b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/1702fe64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/e86f622b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kimpton Taconic Hotel by IHG

Manchester

9.4/10

Exceptional

(812)

"Very nice, beautiful inn"

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

Susan

CA $223

CA $300 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/w776h446x0y3-b969a7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/1d2c94d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/96a629e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pointe at Castle Hill Resort

Cavendish

8.8/10

Excellent

(911)

"Love this place and we will be back again, the bed is awesome and I like all the pillows and the comfort as u feel when u walk in "

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

Jennie

CA $181

CA $207 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/c6f78187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/fddae827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/4b2f1194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Equinox Golf Resort & Spa

Manchester

7.4/10

Good

(564)

"Beautiful hotel! "

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

sarah

CA $142

CA $231 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/1f4ca265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b003390e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/738a0d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Manchester View

Manchester Center

9.4/10

Exceptional

(771)

"The setting is quiet peaceful and the accommodation is like home "

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

diane

CA $165

CA $181 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information)

![Sundeck](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/34b58580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, coffee/tea maker](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/2118745d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/e38be73f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Select Comfort beds, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/1836db06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverside Hotel, an Ascend Collection Hotel

West Chesterfield

9.6/10

Exceptional

(621)

"Loved my stay"

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

Christine

CA $215

CA $233 total

includes taxes & fees

Dec 4 - Dec 5

[](https://www.expedia.ca/Keene-Hotels-Riverside-Hotel.h2877372.Hotel-Information)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/b5010c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/2680e185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/2744f7ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/e51d292e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

8.8/10

Excellent

(1007)

"Beth at the front desk is the best"

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

Sean

CA $200

CA $220 total

includes taxes & fees

Nov 22 - Nov 23

[](https://www.expedia.ca/Brattleboro-Hotels-Holiday-Inn-Express-Hotel-Suites-Brattleboro.h845427.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/42aae2de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/2b9fdc82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/aa5bf8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Yoga](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/43a87c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vantage Point Villas at Stratton Mountain Resort

Stratton

8.4/10

Very good

(70)

"Great place to stay! We went on a last minute Father’s Day weekend trip and had the best time! Great location close to the shops and restaurants. "

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

Roberta

CA $319

CA $397 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Stratton-Hotels-Vantage-Point-Villas-At-Stratton-Mountain-Resort.h6602387.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/9f792a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/253542e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/d6e454fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jackson Gore Village

Jackson Gore Base Area

8.6/10

Excellent

(828)

"The hotel was peaceful and clean, perfect for the weekend getaway."

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

Terrence

CA $261

CA $318 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.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=89014&adults=2&sort=RECOMMENDED&openPlayBack=true)

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

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## Where to stay in Chester

Chester, Vermont, offers a delightful blend of relaxation and adventure, making it a perfect getaway for Canadian travellers. Explore the charming city centre for unique shops and local eateries, or venture into nearby hidden gems that showcase the area's natural beauty. Whether you're seeking a romantic escape or a budget-friendly trip, Chester’s friendly atmosphere and proximity to ski resorts and outdoor activities will create lasting memories for every visitor.

-   Chester Depot

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976384383)

![Chester Depot map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ooagGr%7DezLiAcAwAqGp%40iZKgJ%7DPc%40Ya%40%3Fs%40hAgB%7E%40cIe%40%7BCq%40cAJoFjA%7DEbBmDkA_%40iAp%40wA%3FqIoFiQbAsGuIoBqFgEuBrEqFbDcH%7C%40iDJ_FhCiCvOwXpPgJnDyCtLkKhQiSnDgB%7C%40%3FhAvBr%40NdGcIhA%60%40K%7CE%7C%40dHzD%7CEp%40vBbBp%40fE_%40zBrApIfI%60D%7CErG%7CDhAdBq%40%60GkHbPW%60OaFhJq%40xC%3FvBuAfC_A%3FwAgCiAq%40_Fc%40gGiDgEeA%7BBPyFzKaDhKYdIc%40vBsGbO%7D%40zDiC%7CSJnM%7D%40rHp%40hKWtAcD%7CE&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=6tE1A6bFmLDnspvwJI_lpxoGnCw=)

### Chester Depot

Chester Depot, a charming neighbourhood in Vermont, offers a delightful blend of adventure and culture year-round. With peak visitor numbers in February, August, and October, it's an ideal destination for skiing and outdoor experiences. Explore the scenic Lowell Lake State Park for hiking and nature, immerse yourself in local culture at DaVallia Art & Accents, or discover the fascinating Vermont Museum of Mining and Minerals for a family-friendly outing. Whether you seek adventure or relaxation, Chester Depot promises a memorable vacation experience in the heart of New England.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976384383)

## Learn more about Chester

Nestled in a relaxing small-town setting, Chester invites visitors to explore DaVallia Art & Accents and browse handcrafted treasures at Bonnie's Bundles Dolls. Outdoor enthusiasts can enjoy nearby Stoughton Pond Recreation Area or take a scenic drive to Lowell Lake State Park and the charming Vermont Country Store.

[See all hotels in Chester](https://www.expedia.ca/Hotel-Search?startDate=2025-11-19&endDate=2025-11-20&adults=2&regionId=89014)

![aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont](https://images.trvl-media.com/place/89014/92c0e546-2b37-46d6-9961-c387fdf435b7.jpg?impolicy=fcrop&w=900&h=530&p=1&q=high)

### Stay near popular Chester attractions

Chester, Vermont, is perfect for ski and adventure vacations, offering a variety of outdoor and cultural experiences. Visitors can explore notable attractions such as Chester Castle and the charming Chester city. The area features stunning parks and national/state parks, making it an ideal destination for families and sports enthusiasts alike. Enjoy the blend of natural beauty and local culture that Chester has to offer!

[](https://expedia.ca/DaVallia-Art-Accents-Hotels.0-l553248621532666916-0.Travel-Guide-Filter-Hotels)

#### DaVallia Art & Accents

Explore the vibrant atmosphere of DaVallia Art & Accents, where captivating art meets rich cultural vibes, offering a unique experience for every visitor.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532666916)

[](https://expedia.ca/Bonnies-Bundles-Dolls-Hotels.0-l553248621561865050-0.Travel-Guide-Filter-Hotels)

#### Bonnie's Bundles Dolls

Bonnie's Bundles Dolls offers a charming experience with romantic vibes, showcasing an exquisite collection of dolls that evoke nostalgia and whimsy, perfect for a memorable visit.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621561865050)

## More cheap stays in Chester

![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/214f3dc0_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Covered Bridge Inn

1043 Putney Road, Brattleboro, VT

CA $143

CA $157 total

Nov 6 - Nov 7

includes taxes & fees

7.6/10 Good! (1,003 reviews)

[](https://expedia.ca/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information)

![Keene Elm City Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd, Keene, NH

CA $176

CA $191 total

Nov 25 - Nov 26

includes taxes & fees

8.4/10 Very Good! (943 reviews)

[](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information)

![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Comfort Inn & Suites Brattleboro I-91

1186 Putney Road, Brattleboro, VT

CA $148

CA $163 total

Nov 20 - Nov 21

includes taxes & fees

8.4/10 Very Good! (719 reviews)

[](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hampton Inn and Suites Manchester

4519 Main St, Manchester Center, VT

CA $183

CA $202 total

Nov 23 - Nov 24

includes taxes & fees

9.6/10 Exceptional! (1,003 reviews)

[](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

![Latchis Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Latchis Hotel

50 Main Street, Brattleboro, VT

CA $163

CA $180 total

Nov 11 - Nov 12

includes taxes & fees

8.4/10 Very Good! (814 reviews)

[](https://expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information)

![Mountaineer Inn](https://images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/7d61f01d_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Mountaineer Inn

270 Handle Rd, West Dover, VT

CA $115

CA $133 total

Nov 6 - Nov 7

includes taxes & fees

8.6/10 Excellent! (538 reviews)

[](https://expedia.ca/West-Dover-Hotels-Mountaineer-Inn.h82906124.Hotel-Information)

## Hotels in Chester with star-rating

![5 Star Hotels](https://images.trvl-media.com/lodging/101000000/100710000/100702800/100702715/5fa05705_w.jpg)

5 Star Hotels

1 properties

[](https://expedia.ca/5Star-Chester-Hotels.s50-0-d89014.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_w.jpg)

4 Star Hotels

20 properties

[](https://expedia.ca/4Star-Chester-Hotels.s40-0-d89014.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_w.jpg)

3 Star Hotels

269 properties

[](https://expedia.ca/3Star-Chester-Hotels.s30-0-d89014.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/214f3dc0_w.jpg)

2 Star Hotels

190 properties

[](https://expedia.ca/2Star-Chester-Hotels.s20-0-d89014.Travel-Guide-Filter-Hotels)

## Find out more about Chester

### Top reasons to visit Chester

-   **Outdoor Adventures:** Chester is perfect for skiing, hiking, and exploring local parks, catering to all adventure enthusiasts.
-   **Rich History:** History buffs can explore the area’s heritage at the local history museum, offering insights into the past.
-   **Charming Accommodations:** Enjoy a variety of cozy bed & breakfasts and agritourism properties for a unique stay.
-   **Scenic Beauty:** The picturesque surroundings provide stunning views and a tranquil atmosphere away from crowds.
-   **Family-Friendly Activities:** Chester offers various activities for families, ensuring a well-rounded vacation experience.

### Find great hotels near Chester

Discover a charming selection of accommodations in Chester, Vermont, where agritourism properties and cozy bed & breakfasts cater to every type of traveler. Whether you're seeking family-friendly options, adventurous getaways, or pet-friendly stays, Chester offers a variety of hotels and inns to ensure a memorable experience. Explore the best hotels in the area, including the inviting Chester Inn, to enjoy a delightful stay in this picturesque New England town.

-   **[Best Western Springfield Hotel:](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information)** Embrace a pet-friendly getaway at the Best Western Springfield Hotel, located 12.9km from Chester. This welcoming property is perfect for travellers looking to bring their furry friends along for the adventure. With amenities tailored for pets, including designated areas for dogs and a relaxed atmosphere, guests can enjoy a comfortable stay while exploring the surrounding beauty of Vermont. Convenience meets hospitality in this family-friendly hotel, making it an excellent choice for those seeking a home away from home.
-   **[Pointe at Castle Hill Resort:](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)** Experience the perfect blend of business and leisure at Pointe at Castle Hill Resort, just 14.5km from Chester. This 3.5-star hotel caters to business travellers with accessible meeting rooms and a fully equipped business centre. For those craving adventure, the resort offers a variety of outdoor activities, including fishing, skiing, and ziplining. After an exhilarating day, unwind at the full-service spa featuring massages and body treatments. Whether you're here for business or pleasure, this resort ensures an enriching stay.
-   **[Jackson Gore Village:](https://www.expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information)** Ideal for families and golf enthusiasts, Jackson Gore Village is located 20.9km from Chester and offers a delightful blend of relaxation and recreation. With amenities designed for children, including a playground and arcade games, families can enjoy quality time together. Golfers will appreciate the on-site golfing experience, while the full-service spa provides rejuvenating treatments like hot stone and deep tissue massages. This 3-star hotel combines family fun with wellness, making it an excellent choice for a memorable vacation.

### Things to do near Chester

Chester, Vermont, offers an exciting blend of skiing and outdoor adventures, making it an ideal destination for sports enthusiasts. Visitors can enjoy various activities at local ski resorts, explore scenic sightseeing opportunities, and unwind around cozy fire pits. Whether you're hitting the slopes or relaxing in the great outdoors, Chester promises a memorable vacation experience for all.

**Shopping**

In Chester, visit the [Vermont Country Store](https://www.expedia.ca/Vermont-Country-Store-Hotels.0-l553248621532666908-0.Travel-Guide-Filter-Hotels), a charming spot located 9.7km away, offering unique gifts and Vermont-made products. [My Minds Design](https://www.expedia.ca/My-Minds-Design-Hotels.0-l553248621532666897-0.Travel-Guide-Filter-Hotels), also 9.7km away, features eclectic home décor. If you're up for a drive, the [West River Farmers Market](https://www.expedia.ca/West-River-Farmers-Market-Hotels.0-l553248621532666878-0.Travel-Guide-Filter-Hotels), 17.7km away, showcases local produce and crafts.

**Recreation**

Experience the scenic [Fox Run Golf Course](https://www.expedia.ca/Fox-Run-Golf-Course-Hotels.0-l6115888-0.Travel-Guide-Filter-Hotels), just 19.3km from Chester, where you can enjoy outdoor sports in a vibrant atmosphere. Alternatively, indulge in wellness and relaxation at [The Ice House Ice Skating](https://www.expedia.ca/The-Ice-House-Ice-Skating-Hotels.0-l825491671559647232-0.Travel-Guide-Filter-Hotels), located 20.9km away, perfect for unwinding with friends and family.

**Adventure**

At [Okemo Mountain Resort](https://www.expedia.ca/Okemo-Mountain-Resort-Hotels.0-l6082889-0.Travel-Guide-Filter-Hotels), located 17.7km from Chester, experience thrilling skiing amidst stunning landscapes. [Morningside Flight Park](https://www.expedia.ca/Morningside-Flight-Park-Hotels.0-l553248621532666955-0.Travel-Guide-Filter-Hotels), 19.3km away, offers breathtaking scenic flights that will elevate your adventure. For more excitement, try the [Solitude Express Ski Lift](https://www.expedia.ca/Solitude-Express-Ski-Lift-Hotels.0-l750085676808343552-0.Travel-Guide-Filter-Hotels), also 19.3km from Chester, providing exhilarating access to the slopes.

**Nightlife**

In Chester, Vermont, the nightlife offers a mix of culture and entertainment. The [Weston Playhouse](https://www.expedia.ca/Weston-Playhouse-Hotels.0-l6330791-0.Travel-Guide-Filter-Hotels) and [Bellows Falls Opera House](https://www.expedia.ca/Bellows-Falls-Opera-House-Hotels.0-l6330782-0.Travel-Guide-Filter-Hotels) provide captivating theatrical experiences, while [Maple Lanes](https://www.expedia.ca/Maple-Lanes-Hotels.0-l553248621532666956-0.Travel-Guide-Filter-Hotels) ArcadeAdventureZone adds an adventurous twist with fun arcade games, perfect for families and friends seeking a lively night out.

*\*Distances are measured in a straight line; actual driving distances may vary depending on the route.*

### Booking tips and Expedia advantages for Chester

To save money on your trip to Chester, Vermont, consider visiting during the off-peak months of April to May and November for lower accommodation prices. Tuesdays are the most affordable days to stay, while Fridays tend to be pricier. Use Expedia’s search tool to find budget-friendly options, and consider eco-certified hotels for sustainable choices. Additionally, combining your hotel, flights, and activities into an Expedia package can lead to significant savings. Take advantage of free activities in the area, and explore on foot to save on transportation costs.

-   **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Chester are April to May and November, where the prices are slightly lower. This is in comparison to January to February and October, where prices are slightly higher.
-   **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Chester is Tuesday. The most expensive day to stay in Chester is Friday.
-   **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your preferences based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
-   **Consider bundling your trip:** You can save money by combining your hotel stay in Chester with your flights and activities by choosing an Expedia package.

### Best time to go to Chester

The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

| **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** |
| --- | --- | --- | --- | --- | --- |
| January | 20.7°F (-6.3°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly High |
| February | 22.6°F (-5.2°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly High |
| March | 30.7°F (-0.7°C) | Light Rain | Mostly Cloudy | Slightly Low | Average |
| April | 42.8°F (6.0°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| May | 55.8°F (13.2°C) | Light Rain | Mostly Sunny | Average | Slightly Low |
| June | 63.1°F (17.3°C) | Light Rain | Mostly Sunny | Average | Average |
| July | 69.3°F (20.7°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| August | 67.3°F (19.6°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| September | 60.3°F (15.7°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| October | 48.6°F (9.2°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| November | 36.1°F (2.3°C) | Light Rain | Mostly Sunny | Average | Slightly Low |
| December | 27.3°F (-2.6°C) | Light Rain | Mostly Cloudy | Average | Average |

### The nearest major airports for your trip to Chester

To visit Chester, Vermont, you have several airport options. Lebanon Municipal Airport ([LEB](https://www.expedia.ca/Lebanon-Municipal-Airport-Hotels.0-aLEB-0.Travel-Guide-Filter-Hotels)) is situated 46.7km away, with nearby accommodations like the 4-star [Hanover Inn Dartmouth](https://www.expedia.ca/Lebanon-Hotels-Hanover-Inn-Dartmouth.h3974306.Hotel-Information), 8.0km from the airport, and the 3-star [Hotel Coolidge](https://www.expedia.ca/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information), 3.2km from LEB. Rutland Southern Vermont Regional Airport ([RUT](https://www.expedia.ca/Rutland-Southern-Vermont-Regional-Airport-Hotels.0-aRUT-0.Travel-Guide-Filter-Hotels)) is 28.0km away, with options such as the 3.5-star [Killington Grand Hotel](https://www.expedia.ca/Killington-Hotels-Killington-Grand-Hotel.h693673.Hotel-Information), 16.1km from RUT. Lastly, Hartness State Airport (VSF) is conveniently located just 11.3km from Chester, with nearby stays like the 4-star Inn at Weathersfield, 1.6km away. Each airport offers various transportation services to ensure a smooth arrival.

## Recent reviews of Chester hotels

![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg)

### The Shire Woodstock

5/5 Excellent

"Everything was awesome! Great view and very clean. Just what we were looking for. Very easy check in and out"

A verified traveller stayed at The Shire Woodstock

Posted 2 days ago

[](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information)

![Best Western Plus Keene Hotel](//images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg)

### Best Western Plus Keene Hotel

5/5 Excellent

"Front desk woman excellent "

A verified traveller stayed at Best Western Plus Keene Hotel

Posted 2 days ago

[](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information)

![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](//images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg)

### Holiday Inn Club Vacations Mount Ascutney Resort by IHG

5/5 Excellent

"We loved this hotel as everything was very clean. The staff was very friendly and helpful. They provided us with information as to other areas or places we could go with our family. They were very informative. And they do provide just about everything you need."

A verified traveller stayed at Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Posted 3 days ago

[](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information)

![Hampton Inn and Suites Manchester](//images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg)

### Hampton Inn and Suites Manchester

5/5 Excellent

"Excellent. Most folks were friendly and would smile. Front desk seemed to being having some rough days. :( But still a great stay. "

A verified traveller stayed at Hampton Inn and Suites Manchester

Posted 4 days ago

[](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg)

### Woodstock Inn & Resort

5/5 Excellent

"The staff were so welcoming and friendly! When we got engaged they all cheered for us and were so sweet!"

A verified traveller stayed at Woodstock Inn & Resort

Posted 5 days ago

[](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information)

![Latchis Hotel](//images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg)

### Latchis Hotel

5/5 Excellent

"Friendly staff. Unique stay. "

A verified traveller stayed at Latchis Hotel

Posted 5 days ago

[](https://expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information)

![The Jackson ](//images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg)

### The Jackson

5/5 Excellent

"The owner and staff were great. Whole experience was very good. Highly recommend "

A verified traveller stayed at The Jackson

Posted 5 days ago

[](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information)

![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg)

### Pointe at Castle Hill Resort

5/5 Excellent

"We had a great experience at Resort and the room was clean and very nice. "

A verified traveller stayed at Pointe at Castle Hill Resort

Posted 7 days ago

[](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg)

### Jackson Gore Village

5/5 Excellent

"Great swimming pools.. Also enjoyed the hot chocolate at the complimentary wending machine.. Rooms were cosy too.."

A verified traveller stayed at Jackson Gore Village

Posted 7 days ago

[](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information)

## Frequently asked questions

### Are there any hotels in Chester with parking?

> The [Stone Hearth Inn and Eatery](https://www.expedia.ca/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.Hotel-Information) is a charming 3-star hotel that not only offers free self-parking but also boasts stunning mountain views. With a remarkable traveller rating of 9.2, guests rave about the delicious breakfast and the excellent hospitality, making it a delightful choice for families seeking both comfort and convenience.
> 
>   
> 
> Another great option is the [Fullerton Inn](https://www.expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information), which also provides complimentary self-parking. With a rating of 8.2, guests appreciate the cozy, clean rooms and the friendly staff. The inn's restaurant is known for its delicious food, adding to the overall positive experience.
> 
>   
> 
> For those who prefer a more unique stay, the [King & Queen Suite in Historic Inn Circa 1780](https://www.expedia.ca/Chester-Hotels-King-Queen-Suite-In-Historic-Inn-Circa-1780.h83938140.Hotel-Information) offers a lovely kitchen and a picturesque porch, making it superb for families looking to enjoy a cozy feel. This suite has an impressive traveller rating of 9.8, and guests have mentioned the good quality coffee as a delightful perk.
> 
>   
> 
> Additionally, the [Motel in the Meadow](https://www.expedia.ca/Chester-Hotels-Motel-In-The-Meadow.h14724639.Hotel-Information) welcomes pets at no extra charge and features free parking, alongside a review score of 8.4. This could be a wonderful choice for families travelling with pets, seeking both affordability and comfort.

### Are there Chester hotels that offer free parking?

> If you're looking for hotels in Chester that offer free parking, the [Stone Hearth Inn and Eatery](https://www.expedia.ca/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.Hotel-Information) is a wonderful option to consider. This charming 3-star inn boasts a stellar review rating of 9.2, where travellers rave about the delicious breakfast and the comfortable, clean rooms. Nestled in a beautiful location, it offers stunning mountain views and is conveniently close to mountain biking and climbing activities, making it great for adventure-seeking families.
> 
>   
> 
> Another great choice is the [Fullerton Inn](https://www.expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information), which has a rating of 8.2. Guests appreciate the cozy, clean rooms and the friendly, helpful staff. The inn also serves a delightful continental breakfast and features a lovely restaurant on-site. Plus, with its free self-parking, it provides added convenience for those travelling with children or pets.
> 
>   
> 
> Don't overlook the [Motel in the Meadow](https://www.expedia.ca/Chester-Hotels-Motel-In-The-Meadow.h14724639.Hotel-Information), either. With an excellent review score of 8.4, this motel offers both free WiFi and breakfast options, making it an excellent value for families. It welcomes pets at no extra charge and ensures a straightforward stay with complimentary self-parking.

### How much does a hotel with parking in Chester typically cost?

> Enjoy staying in a hotel in Chester with parking, with plenty of hotels from CA $133 offering incredible amenities. Be sure to book in advance to explore more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays. Prices can vary depending on the area, season, and hotel amenities.

### Which area of Chester is best to stay in for convenient parking?

> The charming village of Chester, Vermont, is an excellent choice for travellers seeking convenience and comfort, particularly when it comes to parking. This picturesque area is known for its historic architecture and friendly atmosphere, making it easy to explore on foot. With ample off-street parking options available, visitors can enjoy the quaint shops and delightful eateries without the hassle of searching for a spot.
> 
>   
> 
> For families, staying near the town centre is particularly advantageous. This area not only provides easy access to local attractions like the historic Chester Village Green and the nearby Okemo Mountain Resort, but it also ensures a relaxed environment where children can roam freely. Parks and playgrounds are within walking distance, making it a superb base for family adventures.
> 
>   
> 
> Couples may find the scenic outskirts of Chester to be an enchanting retreat. With beautiful landscapes and serene surroundings, this area offers romantic accommodations, where you can unwind after a day of exploring. The proximity to hiking trails and local wineries allows for intimate outings, while still providing convenient parking for ease of access.

### What are the best hotels in Chester with electric vehicle charging stations?

> The Beautiful Farmhouse in Historic Village is an excellent option for travellers seeking a charming stay in Chester, Vermont. This delightful property not only features electric vehicle charging stations but also offers stunning mountain views that enhance its picturesque setting.
> 
>   
> 
> Families will appreciate the thoughtful amenities designed for children, including a shared outdoor play area, toys, books, and games that will keep the little ones entertained. The farmhouse is well-equipped with a kitchen for convenient meal preparation, alongside a comfortable sofa bed for extra sleeping arrangements. With a remarkable review rating of 9.2, guests consistently praise the warm atmosphere and the welcoming environment for families.

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

> There are plenty of ways to save on a hotel with parking in Chester. Join [One Key™](https://www.expedia.ca/welcome-one-key)—Expedia's free travel rewards program—to unlock discounted prices across a range of top hotels. Another tip is to book in advance as this will often help you secure a cheaper rate. But, if you're feeling spontaneous, be sure to check for last-minute deals.

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

> If your plans change, it's easy to cancel your hotel with free cancellation on Expedia. Just use the "Fully refundable property" filter during your search to find the right hotel in Chester with parking. Before confirming your booking, review the property's cancellation policy for complete peace of mind.

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

> With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Chester hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.

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

> Prices for hotels in Chester often vary, but you can find a great deal from CA $133 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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-   [Flights from Springfield](https://www.expedia.ca/lp/flights/10292/flights-from-springfield)
-   [Flights from Grafton](https://www.expedia.ca/lp/flights/184049/flights-from-grafton)
-   [Flights from Columbia (CAE) to Springfield (VSF)](https://www.expedia.ca/lp/flights/cae/vsf/columbia-to-springfield)
-   [Flights from Charlotte (CLT) to Springfield (VSF)](https://www.expedia.ca/lp/flights/clt/vsf/charlotte-to-springfield)
-   [Flights from Wilmington (ILM) to Springfield (VSF)](https://www.expedia.ca/lp/flights/ilm/vsf/wilmington-to-springfield)
-   [Flights from Minneapolis (MSP) to Springfield (VSF)](https://www.expedia.ca/lp/flights/msp/vsf/minneapolis-to-springfield)
-   [Flights from Ottawa (YOW) to Springfield (VSF)](https://www.expedia.ca/lp/flights/yow/vsf/ottawa-to-springfield)

-   [Andover Vacations](https://www.expedia.ca/Andover.d6023580.Destination-Travel-Guides)
-   [Visit Andover](https://www.expedia.ca/Andover.dx6023580)
-   [Vermont Country Store](https://www.expedia.ca/Vermont-Country-Store-Bellows-Falls.d553248621532666908.Vacation-Attraction)

-   [Car rental Grafton](https://www.expedia.ca/Car-Rentals-In-Grafton.d184049.Car-Rental-Guide)
-   [Car rental Windham](https://www.expedia.ca/Car-Rentals-In-Windham.d6150553.Car-Rental-Guide)

-   [Book Hotels in Chester on Expedia.com](https://www.expedia.com/Chester-Hotels.d89014.Travel-Guide-Hotels)

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