Title: Book the Best Chester MOUNTAIN Hotels & Resorts in 2026 | Expedia.ca

[Hotels in Chester](https://expedia.ca/Chester-Hotels.d6046665.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d6046665.Travel-Guide-VacationRentals)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d6046665.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d6046665.Destination-Travel-Guides)

![Black dirt region farm Chester New York](https://images.trvl-media.com/place/6046665/d9882a23-1cf5-416b-8c04-b5101f7be1f4.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6046665/d9882a23-1cf5-416b-8c04-b5101f7be1f4.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Chester Mountain Hotels

Tonight

[Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-01-26&endDate=2026-01-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chester hotels with mountains nearby

![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/e850dcfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/5922b597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/dbf205dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/84f664f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn near Mountain Creek

[](https://www.expedia.ca/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information)

Vernon

7.6/10

Good

(994 reviews)

"Good breakfast, and everything was clean in a great room. "

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

Steven

CA $118

CA $135 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/e0fcb0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/709ff346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room | Living area](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/7a9acd26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/903ceccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Harriman Woodbury

[](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information)

Central Valley

9.2/10

Wonderful

(1,049 reviews)

"Easy check in, clean room, very good breakfast."

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

Robert

CA $145

CA $178 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/7384700a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/13890846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Overlook Lodge at Bear Mountain

[](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information)

Bear Mountain

8.4/10

Very good

(1,003 reviews)

"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."

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

Judith

CA $140

CA $159 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information)

![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58071d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/150c0508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/ab21b3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/w5520h3677x0y0-69f9a2c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

[](https://www.expedia.ca/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information)

Peekskill

9.2/10

Wonderful

(1,006 reviews)

"Very comfortable beds,clean and breakfast was great."

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

Dawn

CA $158

CA $180 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/f57ee72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/de450357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/2f96f964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/c73b0205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Fishkill

[](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Fishkill.h119273.Hotel-Information)

Fishkill

8.6/10

Excellent

(1,001 reviews)

"Excellent stay, personnel and breakfast!! "

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

Wilma L

CA $129

CA $149 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Fishkill.h119273.Hotel-Information)

![View from room](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/dcfab2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/96738a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/11731bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/6a619585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Appalachian Motel

[](https://www.expedia.ca/Vernon-Hotels-Appalachian-Motel.h9665655.Hotel-Information)

Vernon

7.6/10

Good

(521 reviews)

"Room was clean everything was good "

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

Daniel

CA $92

CA $106 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Vernon-Hotels-Appalachian-Motel.h9665655.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/1fb7d2dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/9bf42dbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/72bbd1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/d8f79ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express West Point by IHG

[](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-West-Point.h860232.Hotel-Information)

Fort Montgomery

9.0/10

Wonderful

(228 reviews)

"It was a short trip for sport competition. Clean room, good breakfast. Overall great hotel."

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

Yuriy

CA $163

CA $184 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-West-Point.h860232.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005170/aa7f9d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005170/d05dbb0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005170/7d4cc9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005170/941ff0b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cold Spring Hotel

[](https://www.expedia.ca/Poughkeepsie-Hotels-Cold-Spring-Hotel.h23005170.Hotel-Information)

Cold Spring

8.6/10

Excellent

(155 reviews)

"The owner is so warm and kind. The room was clean. Great place to stay for the weekend! "

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

Wydayessi

CA $331

CA $380 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Poughkeepsie-Hotels-Cold-Spring-Hotel.h23005170.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/383d1993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/126b99ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/a124fb3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/ac02d781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cromwell Manor Inn

[](https://www.expedia.ca/Cornwall-Hotels-Cromwell-Manor-Inn.h83825039.Hotel-Information)

Cornwall

9.4/10

Exceptional

(95 reviews)

"Great stay!"

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

Amrita

CA $367

CA $433 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Cornwall-Hotels-Cromwell-Manor-Inn.h83825039.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=2026-02-09&endDate=2026-02-10&regionId=6046665&adults=2&location_highlights_explore=mountain&sort=RECOMMENDED&openPlayBack=true)

## Top Chester Hotel Reviews

![Hampton Inn Nanuet](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/af6569cb_y.jpg)

### Hampton Inn Nanuet

10/10 Excellent

"Sam at the front desk is the best. She makes my stays very pleasurable "

[](https://expedia.ca/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.Hotel-Information)

![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg)

### Overlook Lodge at Bear Mountain

10/10 Excellent

"Great staff. I will be back soon. I wanted to hike but couldn’t find were to access because the construction "

[](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information)

![Quality Inn near Mountain Creek](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/a8ff6ee8_y.jpg)

### Quality Inn near Mountain Creek

10/10 Excellent

"Clean rooms and updated!"

[](https://expedia.ca/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information)

![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg)

### Hampton Inn Harriman Woodbury

10/10 Excellent

"An amazing experience - the staff was excellent"

[](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information)

![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg)

### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent

"Good stay"

[](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information)

![Mountain Creek](https://images.trvl-media.com/lodging/3000000/2900000/2899900/2899900/f09dc021_y.jpg)

### Mountain Creek

10/10 Excellent

"easy check-in/check-out"

[](https://expedia.ca/Vernon-Hotels-Mountain-Creek.h2899900.Hotel-Information)

![Homewood Suites by Hilton Mahwah](https://images.trvl-media.com/lodging/1000000/700000/699300/699247/85ff4dc1_y.jpg)

### Homewood Suites by Hilton Mahwah

10/10 Excellent

"Clean room, comfortable bed, accommodated all of our needs. "

[](https://expedia.ca/Mahwah-Hotels-Homewood-Suites-By-Hilton-Mahwah.h699247.Hotel-Information)

![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e_y.jpg)

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

10/10 Excellent

"Yanki was very helpful , attentive and friendly. The breakfast was lousy ! It was the same thing every day . They had coffee and tea available. Parking was easy . Clean room . "

[](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information)

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