Title: 2 Stars Hotels in Chester, Vermont from CA $80 - Find Cheap Chester Hotels With 2 Stars | Expedia.ca

[Chester Travel Guide](https://expedia.ca/Chester.dx89014)[Hotels in Chester](https://expedia.ca/Chester-Hotels.d89014.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d89014.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.ca/Cheap-Flights-To-Chester.d89014.Travel-Guide-Flights)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d89014.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d89014.Destination-Travel-Guides)

![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)

# 2 Stars Hotels in Chester, Vermont from CA $80

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## Check availability on Chester 2 Star Hotels

Tonight

[Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-12-27&endDate=2025-12-28&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2025-12-28&endDate=2025-12-29&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-01-02&endDate=2026-01-04&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=89014&startDate=2026-01-09&endDate=2026-01-11&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chester 2-star hotels

![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)

![Lobby](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/9e4b70fb.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)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/60000/50400/50340/b4de2547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Days Inn by Wyndham Keene NH

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

Keene

7.0/10

Good

(1000)

"Checkin was quick. I like the pre-check in process."

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

Anthony

CA $115

CA $125 total

includes taxes & fees

Dec 31 - Jan 1, 2026

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

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3835h2559x0y0-24a9373a.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)

![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)

### Hampton Inn and Suites Manchester

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

Manchester Center

9.6/10

Exceptional

(1004)

"Great time "

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

Paul

CA $178

CA $196 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Free breakfast](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/1eab968f.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/2000000/1160000/1158100/1158047/f3cee559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/b79a8982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Brattleboro

[](https://www.expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

Brattleboro

8.2/10

Very good

(928)

"The room was very clean, and both staff and service were outstanding."

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

Wonji

CA $201

CA $221 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

![Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/64648cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/71a0fd3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/96f1f3b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/8edbcf67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Claremont Motor Lodge

[](https://www.expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.Hotel-Information)

Claremont

8.8/10

Excellent

(453)

"Great place"

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

brier

CA $132

CA $144 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.Hotel-Information)

![Hiking](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/2e9ea916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room, Accessible, Ensuite (Old Solarium Queen)](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/0d6df977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/501b3c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Latchis Hotel

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

Brattleboro

8.4/10

Very good

(839)

"Great stay"

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

Jason

CA $149

CA $164 total

includes taxes & fees

Dec 29 - Dec 30

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

![Lobby](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/dd202f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/9ca0f525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/776c9b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Brattleboro I-91

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

Brattleboro

8.6/10

Excellent

(746)

"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"

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

Jack

CA $164

CA $181 total

includes taxes & fees

Dec 31 - Jan 1, 2026

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/907a3236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Refrigerator & Microwave](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/acae342c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/89435dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Putney Inn

[](https://www.expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information)

Putney

8.4/10

Very good

(1001)

"The room was okay for a quick stop to rest. "

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

Janice

[](https://www.expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information)

![Fireplace](https://images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/7d61f01d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/dfe673e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite](https://images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/ef2d6927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/01c7428c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountaineer Inn

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

West Dover

8.6/10

Excellent

(551)

"Small but clean room. Hotel is under construction but staff was accommodating and pleasant to work with durning our travel. If traveling for work we’d stay again "

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

Joseph

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

![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)

![Guesthouse B | Living area](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/98f6f22e.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)

### Aspen At Manchester

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

Manchester Center

8.8/10

Excellent

(613)

"Super clean and modern rooms, excellent location, scenic views… "

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

Fernando

CA $136

CA $164 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.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/acbfdae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/548b84a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Covered Bridge Inn

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

Brattleboro

7.6/10

Good

(1002)

"Front Desk boy was super cute, but no breakfast served. Very quiet for being such a busy street. "

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

Megan

CA $116

CA $127 total

includes taxes & fees

Dec 30 - Dec 31

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

![Reception](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/189b6d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/a961b35a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/7abf75ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/bbdb2e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Keene

[](https://www.expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information)

Keene

8.8/10

Excellent

(359)

"Clean comfy nice staff "

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

Katherine

CA $229

CA $248 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/211acecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/5e6bf716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/8ffbb75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Keene

8.4/10

Very good

(968)

"Staff was very welcoming and the room was very clean. "

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

Rebecca

CA $170

CA $184 total

includes taxes & fees

Dec 29 - Dec 30

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

![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/e51d292e.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)

![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)

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

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

Brattleboro

8.8/10

Excellent

(1000)

"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "

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

Belinda

CA $197

CA $217 total

includes taxes & fees

Dec 31 - Jan 1, 2026

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

![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)

![Reception](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/b14a9816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverside Hotel, an Ascend Collection Hotel

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

West Chesterfield

9.6/10

Exceptional

(631)

"Clean room, beautiful location"

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

Marcie

CA $208

CA $226 total

includes taxes & fees

Jan 26 - Jan 27, 2026

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

![Suite, 1 King Bed, Accessible, Refrigerator & Microwave (with Sofabed)](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/c828df52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/ac65fd90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Springfield Hotel

[](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information)

Springfield

8.8/10

Excellent

(807)

"so clean and friendly it was a perfect stay!"

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

Colette

CA $208

CA $229 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.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)

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

![King Suite, 2 Bedrooms | Living room](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/7a801e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### The Manchester View

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

Manchester Center

9.4/10

Exceptional

(782)

"Staff and room was clean "

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

Melissa

CA $194

CA $213 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![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)

![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)

### Sleep Woodstock Motel

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

Woodstock

9.6/10

Exceptional

(550)

"The staff at this motel are 5 star! Lisa went above and beyond to make my stay easy since I was there for a medical procedure. "

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

Crystal

CA $107

CA $203 total

includes taxes & fees

Jan 6 - Jan 7, 2026

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

![Lobby](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/d22bae40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/6142d87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 7:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/99da9548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed | View from room](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/58757ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Winds Country Motel

[](https://www.expedia.ca/Bennington-Hotels-Four-Winds-Country-Motel.h7640832.Hotel-Information)

Manchester Center

8.4/10

Very good

(521)

"The check in was very quick and staff was friendly. The room is clean, comfortable, and quiet. "

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

Alicia

CA $231

CA $254 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Bennington-Hotels-Four-Winds-Country-Motel.h7640832.Hotel-Information)

![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/2000000/1580000/1579500/1579404/1e6fe6b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/2000000/1580000/1579500/1579404/e7909b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/2000000/1580000/1579500/1579404/a0936949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/2000000/1580000/1579500/1579404/53c6ab25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Royal Inn Claremont

[](https://www.expedia.ca/Claremont-Hotels-Royal-Inn-Claremont.h1579404.Hotel-Information)

Claremont

6.6/10

(318)

"Affordable"

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

Cheryl

CA $138

CA $150 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Claremont-Hotels-Royal-Inn-Claremont.h1579404.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/19b6c01d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/f50c0b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/1e752373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/17df5014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Brattleboro VT

[](https://www.expedia.ca/Brattleboro-Hotels-Travelodge-By-Wyndham-Brattleboro-VT.h1039680.Hotel-Information)

Brattleboro

6.0/10

(737)

"Bitten up motel needs renovation definitely. "

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

Piotr

CA $73

CA $80 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Brattleboro-Hotels-Travelodge-By-Wyndham-Brattleboro-VT.h1039680.Hotel-Information)

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## Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Chester.

![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Shire Woodstock

46 Pleasant St. Woodstock VT

[Get rates](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=10453651&PinnedHotelID=10453651&HadPinnedHotel=true&regionId=89014)

8.6/10 Excellent! (891 reviews)

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

![Best Western Plus Keene Hotel](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Best Western Plus Keene Hotel

401 Winchester St Keene NH

CA $190

CA $206 total

Dec 29 - Dec 30

includes taxes & fees

8.2/10 Very Good! (1,001 reviews)

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

![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Pointe at Castle Hill Resort

2940 State Route 103 Cavendish VT

CA $187

CA $214 total

Jan 4 - Jan 5, 2026

includes taxes & fees

8.6/10 Excellent! (930 reviews)

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

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

[See all properties in Chester.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&regionId=89014&star=20)

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

[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&regionId=89014&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&regionId=89014&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&regionId=89014&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&regionId=89014&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&regionId=89014&star=20&star=20&amenities=WATER_PARK)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

## Learn more about Chester

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=2026-01-11&endDate=2026-01-12&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)

## Top Chester Hotel Reviews

## Find out more about Chester

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Chester, Chester you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Chester are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Chester.

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