Title: Book the Best PET FRIENDLY Hotels in Chester, NY from CA $127 - Chester Dog-Friendly Hotels | Expedia.ca

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![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)

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## Check availability on Chester Pet-friendly Hotels

Tonight

[Feb 15 - Feb 16](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-02-15&endDate=2026-02-16&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 16 - Feb 17](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-02-16&endDate=2026-02-17&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chester pet-friendly hotels

![Exterior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/47637293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/00e54810.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/20894557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/49ef52ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borland House Inn

[](https://www.expedia.ca/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information)

Montgomery

9.2/10

Wonderful

(150 reviews)

"Breakfast was hot and tasty. Staff were all pleasant and accommodating. "

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

wendy

[](https://www.expedia.ca/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information)

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

![Fitness facility](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/e9045f80.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

(1,001 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 $111

CA $127 total

includes taxes & fees

Mar 8 - Mar 9

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

![Comfort Room, 2 Double Beds](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/366b5630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Room, 1 Queen Bed](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/8995b312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/9bba8a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/dad3e76a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### High Point Motel

[](https://www.expedia.ca/Sussex-Hotels-High-Point-Motel.h107253932.Hotel-Information)

Sussex

9.2/10

Wonderful

(112 reviews)

"Great place to stay"

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

Bob

CA $113

CA $127 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Sussex-Hotels-High-Point-Motel.h107253932.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c.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)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/383ffb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/8626bd92.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

(1,002 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 $138

CA $157 total

includes taxes & fees

Feb 23 - Feb 24

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

![Classic Quadruple Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/58000000/57560000/57555400/57555387/02c64296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Room, 1 Queen Bed, Non Smoking, Refrigerator & Microwave | Bathroom](https://images.trvl-media.com/lodging/58000000/57560000/57555400/57555387/fef47c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Room, 1 Queen Bed, Non Smoking, Refrigerator & Microwave | Living area](https://images.trvl-media.com/lodging/58000000/57560000/57555400/57555387/6f763a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/58000000/57560000/57555400/57555387/c9568c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rolling Hills Motel

[](https://www.expedia.ca/Sussex-Hotels-Rolling-Hills-Motel.h57555387.Hotel-Information)

Sussex

8.6/10

Excellent

(201 reviews)

"Room was very spacious, easy check in and check out procedure, "

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

KIRK

CA $109

CA $122 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Sussex-Hotels-Rolling-Hills-Motel.h57555387.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38c7288e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/cabaefdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/6b6d035b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Queen Beds, Non Smoking, Lake View](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/ae84ea2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

New Windsor

8.4/10

Very good

(1,004 reviews)

"Clean room, friendly staff"

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

KAREN

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

![Property amenity](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5a64b5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/ba2c672f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/0bd48f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/046baaca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Middletown Goshen

[](https://www.expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information)

Middletown

8.6/10

Excellent

(1,001 reviews)

"Love staying here "

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

devin

CA $115

CA $135 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/94000000/93140000/93135700/93135696/cb4d648c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/94000000/93140000/93135700/93135696/11e85be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/94000000/93140000/93135700/93135696/8d257ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/94000000/93140000/93135700/93135696/e7e6cbbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hamlet Inn at Warwick

[](https://www.expedia.ca/Warwick-Hotels-The-Hamlet-Inn-At-Warwick.h93135696.Hotel-Information)

Warwick

7.6/10

Good

(154 reviews)

"good accommodations "

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

Alejandro

CA $116

CA $131 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Warwick-Hotels-The-Hamlet-Inn-At-Warwick.h93135696.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)

![Reception](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/11731bca.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)

![Free self parking](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/5191c840.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

(522 reviews)

"Room was clean everything was good "

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

Daniel

CA $92

CA $105 total

includes taxes & fees

Feb 16 - Feb 17

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

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/26de74c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/cdebce5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/ce430437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/fed7909a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn & Suites by Wyndham Middletown-Goshen

[](https://www.expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information)

Middletown

9.4/10

Exceptional

(973 reviews)

"Room was clean & comfortable. Staff was accommodating and friendly."

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

Nadine

CA $150

CA $178 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information)

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

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&regionId=6046665&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_6046665)

## Top Chester Hotel Reviews

![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg)

### Sonesta Simply Suites Nanuet

10/10 Excellent

"Very nice staff its clean and warm. They also have a very good outdoor team to clean up the snow. "

[](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information)

![Crowne Plaza Suffern - Mahwah by IHG](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf_y.jpg)

### Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent

"Great stay, beautiful lobby and outside area, reception was friendly, breakfast was delicious, enjoyed our stay. Thank you "

[](https://expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information)

![HYATT house Fishkill/Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/4a7fc30b_y.jpg)

### HYATT house Fishkill/Poughkeepsie

10/10 Excellent

"All was good no complaints "

[](https://expedia.ca/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.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

"Everything was perfect"

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

![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg)

### La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent

"Everything was great. Staff was great"

[](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information)

![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9_y.jpg)

### DoubleTree by Hilton Hotel Nanuet

10/10 Excellent

"Thank you to the staff at DoubleTree in Nanuet, NY. Excellent service Clean rooms Respectful staff Great breakfast. Thank you again… 😊"

[](https://expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.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

"yup"

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

![Residence Inn by Marriott Saddle River](https://images.trvl-media.com/lodging/1000000/900000/892900/892852/55c60c22_y.jpg)

### Residence Inn by Marriott Saddle River

10/10 Excellent

"Xxxxx"

[](https://expedia.ca/Saddle-River-Hotels-Residence-Inn-By-Marriott-Saddle-River.h892852.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)

## Frequently asked questions

### What's the best time of year to travel to Chester with my pet?

### What is there to see and do with your pet in Chester?

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