Title: Book The Best Hotels in Chestertown, NY for 2025 from CA $99 - Competitive Prices - Expedia.ca

  

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Photo by Julie Miller

# Find hotels in Chestertown, NY from CA $99

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## Go beyond your typical stay in Chestertown

Cabin

[](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America&regionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&lodging=CABIN)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America&regionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&amenities=HOT_TUB)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America&regionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&amenities=POOL)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America&regionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&lodging=COTTAGE)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America&regionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&travelerType=family_friendly)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America&regionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&lodging=APARTMENT)

Castle

[](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America&regionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&lodging=CASTLE)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America&regionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&amenities=PETS)

Chalet

[](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America&regionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&lodging=CHALET)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America&regionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2025-11-11&d1=2025-11-11&endDate=2025-11-13&d2=2025-11-13&amenities=WATER_PARK)

## Check prices for these dates

Tonight

[Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=89045&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Compare 1,542 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

![Premier Room](https://images.trvl-media.com/lodging/10000000/9680000/9675100/9675030/8bdcc127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/10000000/9680000/9675100/9675030/1b13c3a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9680000/9675100/9675030/0a784cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier Room](https://images.trvl-media.com/lodging/10000000/9680000/9675100/9675030/3a2c4196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Friends Lake Inn

Chestertown

8.6/10

Excellent

(102)

"Staff was great. The inn is unique. Perfect!"

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

Linda

CA $361

CA $401 total

includes taxes & fees

Nov 7 - Nov 8

[](https://www.expedia.ca/Lake-George-Hotels-Friends-Lake-Inn.h9675030.Hotel-Information)

![Lake view](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/f2181584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/7d1b588f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/698049bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1540000/1539000/1538972/4c20fc37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Fern Lodge

Chestertown

9.8/10

Exceptional

(49)

"Comfortable, friendly, beautiful lodge, spacious facilities"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Frederick

CA $602

CA $668 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Lake-George-Hotels-The-Fern-Lodge.h1538972.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/4b0bd02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/ffb6051c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/5aba4978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/cd5678ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn & Suites by Wyndham Lake George

Lake George

9.0/10

Wonderful

(1707)

"Great place for a weekend to stay."

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

Heather

CA $136

CA $150 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Lake-George-Hotels-The-George-NY.h82499882.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/c38b9040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/75b79163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/a91c67c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/01f531cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Queensbury Hotel

Glens Falls

9.4/10

Exceptional

(1395)

"Great place to stay. "

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

Sandra

CA $131

CA $145 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/a8530560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/ff93fb28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/59b5e6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/7c36798c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fort William Henry Hotel and Conference Center

Lake George

8.4/10

Very good

(1001)

"a very nice place to stay"

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

william

CA $143

CA $186 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Lake-George-Hotels-Fort-William-Henry-Hotel-And-Conference-Center.h1129524.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/1000000/30000/26400/26327/b39bcc22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/26400/26327/cf6fcd4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26400/26327/866894ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26400/26327/2ad8e21c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clarion Inn & Suites at the Outlets of Lake George

Lake George

8.4/10

Very good

(1008)

"It was a great place to stay for one night."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Kevin

CA $124

CA $138 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Lake-George-Hotels-Clarion-Inn-Suites-At-The-Outlets-Of-Lake-George.h26327.Hotel-Information)

![Water park](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/fcd6f5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/4df3b4c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water park](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/a8a5ec23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/453a58c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Six Flags Great Escape Lodge & Indoor Waterpark

Queensbury

7.8/10

Good

(1355)

"Great place to stay and have fun with your family "

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

Yefrey

CA $160

CA $177 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/898100/898010/71e6a34a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/900000/898100/898010/66b810f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/900000/898100/898010/fc29924d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/898100/898010/0a130e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Super 8 by Wyndham Lake George/Downtown

Lake George

8.0/10

Very good

(966)

"We stay here a lot the owners and staff are always a joy to be around. Great place to stay and convenient to all popular lacations around the Lake. "

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

Steven

CA $89

CA $99 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeDowntown.h898010.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/4993b753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/0946ee85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/b8213718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/1d7dc909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lodges At Cresthaven

Lake George

9.4/10

Exceptional

(523)

"Great place to stay"

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

ROLAND

CA $220

CA $245 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Lake-George-Hotels-Lodges-At-Cresthaven.h1320727.Hotel-Information)

![Premium Chalet, Multiple Beds | Terrace/patio](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/060fd21f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, kayaking, motor boating](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/8459efd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/80567dc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/ff51d882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lodge at Schroon Lake

Schroon Lake

9.0/10

Wonderful

(399)

"Beautiful property. We had a great stay!"

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

Beth

CA $200

CA $269 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Schroon-Lake-Hotels-Lodge-At-Schroon-Lake.h92466918.Hotel-Information)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/5000000/4580000/4572000/4571987/daeeb60e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/5000000/4580000/4572000/4571987/dc44b8fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4580000/4572000/4571987/6c64ab08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/5000000/4580000/4572000/4571987/c4825ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Howard Johnson by Wyndham Lake George

Lake George

8.0/10

Very good

(1005)

"Great staff and location"

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

Anthony

CA $105

CA $116 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Lake-George-Hotels-Howard-Johnson-By-Wyndham-Lake-George.h4571987.Hotel-Information)

![Gazebo](https://images.trvl-media.com/lodging/12000000/11010000/11005300/11005273/d64038ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/12000000/11010000/11005300/11005273/56369705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/12000000/11010000/11005300/11005273/6851684c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/12000000/11010000/11005300/11005273/9d603462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mohican Resort Motel

Lake George

9.0/10

Wonderful

(166)

"It was clean and quiet. Very convient location. "

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

shawn

CA $92

CA $102 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Lake-George-Hotels-Mohican-Motel.h11005273.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/3f808d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/80e9c724.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/1000000/10000/1200/1178/4dfecf21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/a7d54fd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Resort Lake George - Adirondack Area by IHG

Lake George

9.2/10

Wonderful

(1001)

"We enjoyed our stay!"

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

Audrey

CA $141

CA $157 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Lake-George-Hotels-Holiday-Inn-Lake-George-Turf.h1178.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/a069ae03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/ac07d29e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/f450d89f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 Double Bed, Accessible, Non Smoking (Bathtub) | BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/480bcdc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Super 8 by Wyndham Lake George/Warrensburg Area

Lake George

8.6/10

Excellent

(1001)

"Nice place"

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

Patty

CA $97

CA $108 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/b0a450bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/66a73c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/133f198e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/89c08647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Queensbury

9.0/10

Wonderful

(1264)

"Friendly staff...clean rooms comfy beds great hotel great location"

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

Tarah

CA $126

CA $140 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Lake-George-Hotels-Country-Inn-Suites-By-Radisson.h1503683.Hotel-Information)

![Room, Multiple Beds, Non Smoking, Lake View (Balcony)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/f47df569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Non Smoking, Lake View (Balcony)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/db6cb3e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/6dc91933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/4d9439b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Lake George

Lake George

9.2/10

Wonderful

(1000)

"Great place to stay for enjoying the Lake George area."

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

Lisa

CA $159

CA $177 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.Hotel-Information)

![Luxury Cabin, 1 Bedroom, Lake View | Living area](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/f7b9a081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/ca48d4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 2 Bedrooms, Non Smoking, Lake View | Private kitchen](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/e2de35ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 1 Bedroom, Non Smoking, Lake View](https://images.trvl-media.com/lodging/109000000/108600000/108598400/108598337/f9b80062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trout House Village Resort

Hague

9.8/10

Exceptional

(17)

"Beautiful views and wonderful staff. Provides an atmosphere for activities and relaxation while being able to access anywhere on the lake."

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

John

CA $209

CA $267 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Hague-Hotels-Trout-House-Village-Resort.h108598337.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/201ef456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, One King Bed, Non-Smoking | Living area](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/98f82ace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/7a626a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/9e99e079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Lake George

Lake George

8.8/10

Excellent

(1001)

"Very pet friendly!"

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

Michael

CA $136

CA $151 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/e1f93c73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/ff1d0734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/e1ad3c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/fccf24b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western of Lake George

Lake George

7.8/10

Good

(1003)

"Nice place "

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

Frederick

CA $94

CA $104 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Lake-George-Hotels-Best-Western-Of-Lake-George.h24945.Hotel-Information)

![Private beach, beach volleyball, sailing, kayaking](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/9205018c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/dddb7afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/0c7cc18a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/f27894c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silver Bay YMCA Inn and Conference Center

Silver Bay

8.8/10

Excellent

(130)

"Awesome place"

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

Kevin

CA $125

CA $139 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Silver-Bay-Hotels-Silver-Bay-Inn-And-Conference-Center.h96493210.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=2025-11-11&endDate=2025-11-12&regionId=89045&adults=2&sort=RECOMMENDED&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

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

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## Where to stay in Chestertown

Find the best Chestertown areas and neighborhoods for the activities you enjoy most.

-   Chester Shores

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976471458)

![Chester Shores map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:acoiGllwaMaKiMcAeClAqZbGcNzAy%40jA%60Bj%40vClBt%40g%40lBL%7E%40fB%3FJ%60JuBpUHfK%7BDdA&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=6oH3CHLqktekrze35ZyWeVXKfRY=)

### Chester Shores

When in Chester Shores, you can plan a visit to Loon Lake Beach and Loon Lake, some noteworthy sights in the nearby area.

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976471458)

## Learn more about Chestertown

Nestled in the Adirondacks, this charming town offers hiking trails and kayaking on Friends Lake during summer months. Winter visitors can hit the slopes at nearby Gore Mountain in North Creek or explore the Natural Stone Bridge and Caves in Pottersville.

[See all hotels in Chestertown](https://www.expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12&adults=2&regionId=89045)

![A winter scene](https://images.trvl-media.com/place/89045/03fff121-2e0b-4e9d-87bf-e8549eff3948.jpg?impolicy=fcrop&w=900&h=736&p=1&q=high)

Photo by Julie Miller

### Stay near popular Chestertown attractions

[](https://expedia.ca/Friends-Lake-Hotels.0-l553248635976195601-0.Travel-Guide-Filter-Hotels)

#### Friends Lake

4/5(1 review)

Commune with nature and explore the great outdoors at Friends Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635976195601)

[](https://expedia.ca/Loon-Lake-Hotels.0-l553248635976196050-0.Travel-Guide-Filter-Hotels)

#### Loon Lake

Commune with nature and explore the great outdoors at Loon Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635976196050)

[](https://expedia.ca/Loon-Lake-Beach-Hotels.0-l553248621554184980-0.Travel-Guide-Filter-Hotels)

#### Loon Lake Beach

If a restful vacation is part of your travel plans, Loon Lake Beach might be the perfect place to seek out during your trip to Chestertown. While you're in the area, stroll along the lakeside.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621554184980)

[](https://expedia.ca/Tripp-Pond-Hotels.0-l553248635976197390-0.Travel-Guide-Filter-Hotels)

#### Tripp Pond

Commune with nature and explore the great outdoors at Tripp Pond during your travels in Chestertown. While you're in the area, stroll along the lakeside.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635976197390)

## More cheap stays in Chestertown

![The Georgian Lakeside Resort](https://images.trvl-media.com/lodging/2000000/1200000/1194100/1194009/f69be4ef_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Georgian Lakeside Resort

384 Canada Street, Lake George, NY

[Get rates](https://expedia.ca/Hotel-Search?startDate=11%2F11%2F2025&endDate=12%2F11%2F2025&selected=1194009&PinnedHotelID=1194009&HadPinnedHotel=true&regionId=89045)

8.6/10 Excellent! (1,015 reviews)

[](https://expedia.ca/Lake-George-Hotels-The-Georgian-Lakeside-Resort.h1194009.Hotel-Information)

![Baymont by Wyndham Queensbury / Lake George](https://images.trvl-media.com/lodging/1000000/30000/23700/23630/cf943129_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Baymont by Wyndham Queensbury / Lake George

1 Abbey Ln, Queensbury, NY

CA $103

CA $115 total

Oct 30 - Oct 31

includes taxes & fees

7.2/10 Good! (1,012 reviews)

[](https://expedia.ca/Lake-George-Hotels-Baymont-By-Wyndham-Queensbury-Lake-George.h23630.Hotel-Information)

![Clarion Inn & Suites at the Outlets of Lake George](https://images.trvl-media.com/lodging/1000000/30000/26400/26327/b39bcc22_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Clarion Inn & Suites at the Outlets of Lake George

1454 State Route 9, Lake George, NY

CA $124

CA $138 total

Nov 2 - Nov 3

includes taxes & fees

8.2/10 Very Good! (1,008 reviews)

[](https://expedia.ca/Lake-George-Hotels-Clarion-Inn-Suites-At-The-Outlets-Of-Lake-George.h26327.Hotel-Information)

![Howard Johnson by Wyndham Lake George](https://images.trvl-media.com/lodging/5000000/4580000/4572000/4571987/daeeb60e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Howard Johnson by Wyndham Lake George

99 Canada St, Lake George, NY

CA $105

CA $116 total

Oct 31 - Nov 1

includes taxes & fees

8/10 Very Good! (1,005 reviews)

[](https://expedia.ca/Lake-George-Hotels-Howard-Johnson-By-Wyndham-Lake-George.h4571987.Hotel-Information)

![Depe Dene Lakeside Resort](https://images.trvl-media.com/lodging/92000000/91500000/91494000/91493917/19175dfd_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Depe Dene Lakeside Resort

3494 Lake Shore Drive, Lake George, NY

[Get rates](https://expedia.ca/Hotel-Search?startDate=11%2F11%2F2025&endDate=12%2F11%2F2025&selected=91493917&PinnedHotelID=91493917&HadPinnedHotel=true&regionId=89045)

8.8/10 Excellent! (411 reviews)

[](https://expedia.ca/Lake-George-Hotels-Depe-Dene-Lakeside-Resort.h91493917.Hotel-Information)

![Surfside On The Lake](https://images.trvl-media.com/lodging/19000000/18600000/18593000/18593000/fcfb357c_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Surfside On The Lake

400 Canada Street, Lake George, NY

[Get rates](https://expedia.ca/Hotel-Search?startDate=11%2F11%2F2025&endDate=12%2F11%2F2025&selected=18593000&PinnedHotelID=18593000&HadPinnedHotel=true&regionId=89045)

7.8/10 Good! (727 reviews)

[](https://expedia.ca/Lake-George-Hotels-Surfside-On-The-Lake.h18593000.Hotel-Information)

## Hotels in Chestertown with star-rating

![4 Star Hotels](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/4993b753_w.jpg)

4 Star Hotels

3 properties

[](https://expedia.ca/4Star-Chestertown-Hotels.s40-0-d89045.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/c38b9040_w.jpg)

3 Star Hotels

182 properties

[](https://expedia.ca/3Star-Chestertown-Hotels.s30-0-d89045.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/2000000/1200000/1194100/1194009/f69be4ef_w.jpg)

2 Star Hotels

130 properties

[](https://expedia.ca/2Star-Chestertown-Hotels.s20-0-d89045.Travel-Guide-Filter-Hotels)

## Find out more about Chestertown

### Top reasons to visit Chestertown

-   **Outdoor Adventures:** Chestertown is a haven for outdoor enthusiasts, offering skiing, hiking, and scenic exploration.
-   **Charming Lakes and Beaches:** Enjoy stunning lakes and inviting beaches, perfect for relaxation and recreation.
-   **Romantic Getaways:** The picturesque setting makes it an ideal destination for couples looking for a romantic retreat.
-   **Unique Accommodations:** Choose from cozy lodges and agritourism properties to enhance your stay.
-   **Festivals and Events:** Participate in local holiday events and festivals for a taste of community spirit.

### Find great hotels near Chestertown

Explore a variety of lodging options in Chestertown, New York, where you can find cozy lodges and unique agritourism properties. Ideal for adventurous families and pet-friendly getaways, Chestertown offers a range of hotels and vacation rentals. Whether you're seeking luxurious rooms or spacious suites, you'll discover the perfect accommodation to enhance your stay in this charming destination.

-   **[Super 8 by Wyndham Lake George/Warrensburg Area:](https://www.expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information)** This motel is an ideal choice for business travellers seeking a pet-friendly environment. Located 19.3km from Chestertown, it offers practical amenities tailored for professionals, including business services and facilities. The motel is accommodating to pets, allowing dogs on the premises, which is perfect for those travelling with furry companions. The service animal fee is waived, ensuring a stress-free experience. With its convenient location, guests can enjoy easy access to local attractions while enjoying a comfortable and budget-friendly stay.
-   **[The Alpine Lodge:](https://www.expedia.ca/Lake-George-Hotels-The-Alpine-Lodge.h5179323.Hotel-Information)** Nestled 16.1km from Chestertown, The Alpine Lodge is a charming 3-star accommodation perfect for those seeking adventure and romance. This lodge offers a plethora of outdoor activities such as skiing, hiking, and kayaking, making it a favourite for adventure enthusiasts. For couples, romance packages enhance the experience, featuring amenities like champagne service to celebrate special moments. Its city-centre location allows guests to explore local attractions easily. The Alpine Lodge combines thrilling activities with romantic touches, ensuring a memorable getaway.
-   **[North Creek Lodge at Gore Mountain:](https://www.expedia.ca/Lake-George-Hotels-Black-Mountain-Lodge.h7510444.Hotel-Information)** Positioned 16.1km from Chestertown, North Creek Lodge at Gore Mountain is a 3.5-star lodge that caters to adventure seekers. With a range of outdoor activities available, including hiking, snowboarding, and mountain climbing, it's a perfect base for those looking to explore the great outdoors. The lodge's proximity to Gore Mountain makes it an ideal choice for winter sports enthusiasts. Guests will appreciate the comfortable accommodations that provide a restful retreat after a day of adventure, ensuring an exhilarating stay in a scenic location.

### Where to stay in and around Chestertown

Chestertown, New York, offers a picturesque escape perfect for outdoor enthusiasts and couples alike. Surrounded by stunning scenery, this charming town is ideal for a weekend getaway or a romantic retreat. Nearby, explore family-friendly adventures and trendy recreation options that cater to all tastes. Embrace the relaxing atmosphere of Kent County, where you can unwind and create lasting memories in a serene setting.

-   **[Brant Lake:](https://www.expedia.ca/Brant-Lake-Hotels.d6347839.Travel-Guide-Hotels)** Nestled only 4.8km from Chestertown, Brant Lake is a picturesque destination that draws visitors with its stunning outdoor scenery and romantic ambiance. This city is particularly popular during the summer months, from June to August, when the natural beauty of the lake and mountains comes alive. Outdoor enthusiasts can enjoy a range of activities such as skiing in the winter and basking on the beach in the warmer months. Brant Lake’s ski resorts and fields are perfect for adventurous travellers looking to hit the slopes. Don’t miss the chance to explore the serene lakeside, where breathtaking views await.
-   **[The Glen:](https://www.expedia.ca/The-Glen-Hotels.d553248635975850312.Travel-Guide-Hotels)** A charming village located within the Chestertown area, The Glen is a delightful spot for those seeking a blend of outdoor adventure and romantic settings. Just like its neighbouring areas, The Glen experiences a seasonal influx of visitors, peaking from June to August. Here, you can enjoy skiing at local resorts during winter or relaxing at the nearby beaches and parks during summer. The village's natural surroundings provide an inviting atmosphere, making it ideal for leisurely strolls and picnics amidst nature’s beauty.
-   **[Chester Shores:](https://www.expedia.ca/Chester-Shores-Chestertown-Hotels.0-n553248635976471458-0.Travel-Guide-Filter-Hotels)** Situated around Chestertown, Chester Shores is a tranquil neighbourhood that offers a serene escape for those who appreciate the great outdoors. The area welcomes a seasonal crowd, especially during the summer months. Chester Shores is known for its scenic landscapes, including lakes, beaches, and mountains, making it a perfect spot for romantic getaways. Visitors can partake in various activities like skiing and enjoying the picturesque surroundings. With its inviting atmosphere and proximity to nature, Chester Shores promises a memorable experience for all who visit.

### Things to do near Chestertown

Chestertown, New York, is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can enjoy skiing at local resorts, exploring scenic landscapes, and participating in holiday events and festivals. Don't miss the chance to embark on house tours and engage in various outdoor activities that showcase the area's natural beauty and charm.

**Shopping**

In Chestertown, you can enjoy local shops for unique gifts. If you're up for a drive, the [Outlets at Lake George](https://www.expedia.ca/Outlets-At-Lake-George-Hotels.0-l6210494-0.Travel-Guide-Filter-Hotels) and [Adirondack Outlet Mall](https://www.expedia.ca/Adirondack-Outlet-Mall-Hotels.0-l6173782-0.Travel-Guide-Filter-Hotels), both 33.8km away, offer a variety of stores in a fun, family-friendly atmosphere. [The Shirt Factory](https://www.expedia.ca/The-Shirt-Factory-Hotels.0-l553248621532665348-0.Travel-Guide-Filter-Hotels), located 40.2km away, features local artisans and crafts.

**Recreation**

[North Creek Ski Bowl Town Park](https://www.expedia.ca/North-Creek-Ski-Bowl-Town-Park-Hotels.0-l553248633939088023-0.Travel-Guide-Filter-Hotels) offers a tranquil setting with wellness vibes, perfect for relaxation and outdoor activities, located 16.1km from Chestertown. [Shepard's Beach Park](https://www.expedia.ca/Shepards-Beach-Park-Hotels.0-l553248621554160470-0.Travel-Guide-Filter-Hotels), 25.7km away, features serene beach relaxation. For family fun, [Around the World Miniature Golf](https://www.expedia.ca/Around-The-World-Miniature-Golf-Hotels.0-l6171547-0.Travel-Guide-Filter-Hotels), 27.4km away, combines adventure and sports.

**Adventure**

Experience thrilling skiing at [Gore Mountain Ski Resort](https://www.expedia.ca/Gore-Mountain-Ski-Resort-Hotels.0-l6326108-0.Travel-Guide-Filter-Hotels), located 16.1km from Chestertown, where you can enjoy pristine slopes and vibrant sports energy. For an adrenaline rush, head to [Adirondack Extreme Adventure Course](https://www.expedia.ca/Adirondack-Extreme-Adventure-Course-Hotels.0-l553248621532665480-0.Travel-Guide-Filter-Hotels), also 16.1km away, featuring exhilarating ziplines and challenging rope courses amidst stunning outdoor scenery.

**Nightlife**

Experience the vibrant nightlife in Chestertown by visiting the [Seagle Music Colony](https://www.expedia.ca/Seagle-Music-Colony-Hotels.0-l553248621532665485-0.Travel-Guide-Filter-Hotels) for a delightful theatre performance, or catch a film at the [Strand Theater](https://www.expedia.ca/Strand-Theater-Hotels.0-l553248621532665486-0.Travel-Guide-Filter-Hotels) for a romantic evening. For a fun-filled adventure, head to the [Adventure Racing Family Fun Center](https://www.expedia.ca/Adventure-Racing-Family-Fun-Center-Hotels.0-l6210981-0.Travel-Guide-Filter-Hotels), perfect for the whole family.

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

### Booking tips and Expedia advantages for Chestertown

When planning your trip to Chestertown, New York, consider visiting during January, March, or November for lower accommodation rates. Tuesdays are typically the least expensive days to stay, while Saturdays are the most costly. Use Expedia to compare prices and book packages that combine flights and activities for better savings. Explore free outdoor activities in the area, and take advantage of local public transport options to cut travel costs. By planning your visit during the off-peak season and refining your search for budget-friendly accommodations, you can enjoy a more affordable vacation.

-   **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Chestertown are January, March and November, where the prices are slightly lower. This is in comparison to July to September, 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 Chestertown is Tuesday. The most expensive day to stay in Chestertown is Saturday.
-   **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your options based on your budget, desired location, and preferred type of accommodation. To find the most affordable prices and offers, simply arrange the price filter from lowest to highest.
-   **Consider bundling your trip:** You can save money by combining your hotel stay in Chestertown with flights and activities through an Expedia package.

### Find the best attractions in and around Chestertown

Chestertown, New York, offers a picturesque setting for outdoor enthusiasts and couples seeking a romantic getaway. With its stunning lakes, charming beaches, and inviting island resorts, the area is perfect for those looking to immerse themselves in nature. Visitors can enjoy a variety of scenic experiences, making it an ideal spot for relaxation and adventure alike. Whether you’re exploring Chestertown or nearby attractions, there’s no shortage of memorable activities to partake in.

-   **[The Sagamore Golf Club:](https://www.expedia.ca/The-Sagamore-Golf-Club-Hotels.0-l828201277410185216-0.Travel-Guide-Filter-Hotels)** Nestled on an island resort 12.9km from Chestertown, The Sagamore Golf Club offers a unique golfing experience surrounded by stunning views of the Adirondacks and serene waters. Play a round of golf while enjoying the luxury amenities of the resort, making it a perfect spot for relaxation and recreation.
-   **[Friends Lake:](https://www.expedia.ca/Friends-Lake-Hotels.0-l553248635976195601-0.Travel-Guide-Filter-Hotels)** Located within Chestertown, Friends Lake is a picturesque spot ideal for outdoor activities. With its beautiful beach and scenic views, it provides a romantic atmosphere for couples and a tranquil retreat for families looking to enjoy nature.
-   **[Natural Stone Bridge and Caves:](https://www.expedia.ca/Natural-Stone-Bridge-And-Caves-Hotels.0-l6230830-0.Travel-Guide-Filter-Hotels)** Just 11.3km from Chestertown, this adventure-filled site features impressive caves and unique rock formations. Explore the natural beauty and engage in outdoor activities, making it a perfect destination for thrill-seekers and nature lovers alike.

### Best time to go to Chestertown

The best time to visit Chestertown can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chestertown falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chestertown falls in January, visitor numbers are average 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 | 20.3°F (-6.5°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| February | 22.3°F (-5.4°C) | Light Rain | Mostly Cloudy | Average | Average |
| March | 30.4°F (-0.9°C) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| April | 42.6°F (5.9°C) | Light Rain | Mostly Cloudy | Average | Average |
| May | 55.9°F (13.3°C) | Light Rain | Mostly Sunny | Average | Average |
| June | 63.1°F (17.3°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| July | 69.1°F (20.6°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High |
| August | 67.1°F (19.5°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High |
| September | 60.3°F (15.7°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| October | 48.6°F (9.2°C) | Light Rain | Mostly Cloudy | Slightly Low | Average |
| November | 36.1°F (2.3°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |
| December | 27.5°F (-2.5°C) | Light Rain | Mostly Cloudy | Slightly Low | Average |

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

If you're planning a visit to Chestertown, New York, the nearest major airports are Rutland Southern Vermont Regional ([RUT](https://www.expedia.ca/Rutland-Southern-Vermont-Regional-Airport-Hotels.0-aRUT-0.Travel-Guide-Filter-Hotels)) and Adirondack Regional ([SLK](https://www.expedia.ca/Adirondack-Regional-Airport-Hotels.0-aSLK-0.Travel-Guide-Filter-Hotels)). Rutland is located 70.8km from Chestertown, with nearby hotels like [Killington Mountain Lodge](https://www.expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) and [Killington Grand Hotel](https://www.expedia.ca/Killington-Hotels-Killington-Grand-Hotel.h693673.Hotel-Information), both offering convenient accommodations. Saranac Lake Airport is 86.9km away, with excellent options such as Hotel Saranac and [Ampersand Bay Resort](https://www.expedia.ca/Saranac-Lake-Hotels-Ampersand-Bay-Resort.h71632176.Hotel-Information). Lake Placid Airport ([LKP](https://www.expedia.ca/Lake-Placid-Airport-Hotels.0-aLKP-0.Travel-Guide-Filter-Hotels)) is 69.2km distant, featuring fine lodgings like [The Whiteface Lodge](https://www.expedia.ca/Lake-Placid-Hotels-The-Whiteface-Lodge.h1343777.Hotel-Information) and [High Peaks Resort](https://www.expedia.ca/Lake-Placid-Hotels-High-Peaks-Resort.h2163041.Hotel-Information). These airports provide various transportation services to ensure a smooth journey to Chestertown.

## Recent reviews of Chestertown hotels

![Fort William Henry Hotel and Conference Center](//images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/a8530560_y.jpg)

### Fort William Henry Hotel and Conference Center

5/5 Excellent

"Beautiful area, nice room"

A verified traveller stayed at Fort William Henry Hotel and Conference Center

Posted 1 day ago

[](https://expedia.ca/Lake-George-Hotels-Fort-William-Henry-Hotel-And-Conference-Center.h1129524.Hotel-Information)

![The Georgian Lakeside Resort](//images.trvl-media.com/lodging/2000000/1200000/1194100/1194009/f69be4ef_y.jpg)

### The Georgian Lakeside Resort

5/5 Excellent

"we enjoyed the happy hour with a glass of wine and a beer with nachos. Food was great. I would have enjoyed the wine more if it was in a glass, vs a plastic cup. Service was great and the staff was friendly."

A verified traveller stayed at The Georgian Lakeside Resort

Posted 1 day ago

[](https://expedia.ca/Lake-George-Hotels-The-Georgian-Lakeside-Resort.h1194009.Hotel-Information)

![Lodge at Schroon Lake](//images.trvl-media.com/lodging/93000000/92470000/92467000/92466918/060fd21f_y.jpg)

### Lodge at Schroon Lake

5/5 Excellent

"Liked "

A verified traveller stayed at Lodge at Schroon Lake

Posted 2 days ago

[](https://expedia.ca/Schroon-Lake-Hotels-Lodge-At-Schroon-Lake.h92466918.Hotel-Information)

![The Queensbury Hotel](//images.trvl-media.com/lodging/1000000/50000/40400/40334/c38b9040_y.jpg)

### The Queensbury Hotel

5/5 Excellent

"Beautiful, clean, comfortable stay. The pub had great service, food and waitstaff. Breakfast was delicious and great service. Wonderful location and easy to walk to other places downtown. We will be back!❤️"

A verified traveller stayed at The Queensbury Hotel

Posted 2 days ago

[](https://expedia.ca/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Lake George](//images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/4b0bd02a_y.jpg)

### La Quinta Inn & Suites by Wyndham Lake George

5/5 Excellent

"Everything was great. Our room was ready early and the property was quiet and the room was very clean. And we were very close to the outlet shopping areas. "

A verified traveller stayed at La Quinta Inn & Suites by Wyndham Lake George

Posted 2 days ago

[](https://expedia.ca/Lake-George-Hotels-The-George-NY.h82499882.Hotel-Information)

![Comfort Inn & Suites Lake George](//images.trvl-media.com/lodging/2000000/1650000/1640200/1640103/93d3500a_y.jpg)

### Comfort Inn & Suites Lake George

5/5 Excellent

"Clean and not crowded, went offseason and almost Empty! Little dated but huge rooms and everything you needed plus breakfast, win-win. I’d go back"

A verified traveller stayed at Comfort Inn & Suites Lake George

Posted 3 days ago

[](https://expedia.ca/Lake-George-Hotels-Comfort-Inn-Suites.h1640103.Hotel-Information)

![Six Flags Great Escape Lodge & Indoor Waterpark](//images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/fcd6f5d2_y.jpg)

### Six Flags Great Escape Lodge & Indoor Waterpark

5/5 Excellent

"Clean, staff was super friendly and accommodating for children "

A verified traveller stayed at Six Flags Great Escape Lodge & Indoor Waterpark

Posted 3 days ago

[](https://expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information)

![Clarion Inn & Suites at the Outlets of Lake George](//images.trvl-media.com/lodging/1000000/30000/26400/26327/b39bcc22_y.jpg)

### Clarion Inn & Suites at the Outlets of Lake George

5/5 Excellent

"Hotel was maintained and kept in good shape for being an older place."

A verified traveller stayed at Clarion Inn & Suites at the Outlets of Lake George

Posted 3 days ago

[](https://expedia.ca/Lake-George-Hotels-Clarion-Inn-Suites-At-The-Outlets-Of-Lake-George.h26327.Hotel-Information)

![Admiral Motel](//images.trvl-media.com/lodging/19000000/18530000/18528500/18528423/a3b9e25a_y.jpg)

### Admiral Motel

5/5 Excellent

"Besides the bathroom needing to be updated it’s a great place to stay. Very clean. You can walk to the local restaurants. Even though you’re on the main strip it’s very quiet. I stayed for 3 nights and I would stay again. "

A verified traveller stayed at Admiral Motel

Posted 3 days ago

[](https://expedia.ca/Lake-George-Hotels-Admiral-Motel.h18528423.Hotel-Information)

## Frequently asked questions

### What are the most popular pet-friendly hotels in Chestertown?

> The most popular pet-friendly hotels in Chestertown include [Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing](https://www.expedia.ca/Chestertown-Hotels-Modern-Cabin-W-Hot-Tub-Minutes-To-Lakes-Skiing.h87344475.Hotel-Information), [Pine Tree Motel & Cabins](https://www.expedia.ca/Lake-George-Hotels-Pine-Tree-Motel-Cabins.h8355292.Hotel-Information), Save on weekly rental & Mon to Thurs. Perfect for Ski Holidays or Summer Fun, and Three Bears, Immaculate 2 Bed/2.5 bath suite, Heat/ AC & Washer/dryer.
> 
>   
> 
> Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing, with a great 10.0 rating, offers a full kitchen, which is ideal for preparing your pet's meals, and is conveniently located near lakes and skiing areas, providing ample outdoor opportunities.
> 
>   
> 
> Pine Tree Motel & Cabins, rated 9.2, is situated amidst mountains, offering a scenic environment for walks. Guests frequently praise its good location and comfortable rooms.
> 
>   
> 
> Save on weekly rental & Mon to Thurs. Perfect for Ski Holidays or Summer Fun, with a 9.4 rating, boasts a kitchen and is located in a mountain setting with lake views, great for guests who enjoy the outdoors with their pets.
> 
>   
> 
> Three Bears, Immaculate 2 Bed/2.5 bath suite, Heat/ AC & Washer/dryer, rated 9.2, provides a kitchen and outdoor play areas, which can be a bonus for pets needing space to roam.

### How much does a pet-friendly hotel in Chestertown cost?

> You can find pet-friendly hotels in Chestertown from CA $99 with Expedia. Staying at a pet-friendly hotel offers a convenient and welcoming experience for travellers who don't want to leave their furry companions behind. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

### Which area of Chestertown is best to stay in for pet-friendly hotels?

> The best area to stay in Chestertown for pet-friendly hotels is the central village area, particularly along Main Street (US Route 9).
> 
>   
> 
> This area is the heart of Chestertown, offering easy access to local amenities and natural surroundings. Main Street is lined with various lodging options, from cozy inns to larger hotels, many of which welcome pets. You'll find a selection of shops and eateries within walking distance, and it serves as a convenient base for exploring the wider Adirondack region.
> 
>   
> 
> Couples travelling with their pets will find this area particularly convenient. Many of the accommodations here are set back from the main road, offering a nice setting for walks with your dog. The proximity to local parks and walking trails means you won't have to travel far for outdoor pet activities.
> 
>   
> 
> For solo travellers bringing their furry companions, staying in the village centre provides a welcoming environment. You'll have easy access to dog-friendly spots and the chance to meet other pet owners, making your trip more enjoyable.

### What are some great pet-friendly hotels in Chestertown with outdoor spaces?

> For pet-friendly hotels in Chestertown with excellent outdoor spaces, consider [Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing](https://www.expedia.ca/Chestertown-Hotels-Modern-Cabin-W-Hot-Tub-Minutes-To-Lakes-Skiing.h87344475.Hotel-Information), [Pine Tree Motel & Cabins](https://www.expedia.ca/Lake-George-Hotels-Pine-Tree-Motel-Cabins.h8355292.Hotel-Information), and Save on weekly rental & Mon to Thurs. Perfect for Ski Holidays or Summer Fun.
> 
>   
> 
> Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing, with a great 10.0 rating, offers a porch, lanai, patio, and deck, providing a variety of private outdoor areas for you and your pet to enjoy.
> 
>   
> 
> Pine Tree Motel & Cabins, rated 9.2, provides guests with a terrace, yard, and patio, giving pets ample space to roam and relax.
> 
>   
> 
> Save on weekly rental & Mon to Thurs. Perfect for Ski Holidays or Summer Fun, with a 9.4 rating, features multiple deck and patio options, ensuring plenty of outdoor access for your furry companion.

### How do I ensure I have booked a pet-friendly room in Chestertown?

> To ensure you've booked a pet-friendly room on Expedia, use the filters in your search and select "Pet friendly" under the "Amenities" section. This will narrow your options to properties that allow pets. Once you find a hotel you're interested in, click on it and review the "Policies" section for specific details about their pet policy. This often includes information about pet types, size restrictions, fees, and whether pets are allowed in all rooms or only certain ones.When selecting your room type, read the room description to check that its pet-friendly, as not all rooms in a pet-friendly hotel may accommodate pets. For added peace of mind, contact the hotel directly to confirm the room you've selected allows pets.

### What amenities should I look for in a pet-friendly hotel in Chestertown?

> When selecting a hotel in Chestertown for you and your pet, look for amenities like food and water bowls, pet-friendly outdoor spaces and pet beds. You may find hotels that go the extra mile with pet-friendly dining options, treats and toys. It's also worth looking to see if there are any pet-friendly parks or walking trails nearby.

### How can I save on a pet-friendly hotel in Chestertown with Expedia?

> There are plenty of ways to save on a pet-friendly hotel in Chestertown. Join [One Key™](https://www.expedia.ca/welcome-one-key)—Expedia's free travel rewards program—to unlock discounted Member Prices. Typically, booking in advance will help you save on your pet-friendly hotel booking.

### Do any Chestertown hotels have restrictions on pet sizes or breeds?

> First ensure you have picked a pet-friendly hotel by using the "Pet friendly" filter under the "Amenities" section in your search. If a hotel in Chestertown has restrictions on pet sizes or breeds, you will find this information clearly in their property listing on Expedia. When you're on the property listing page, simply click on "Policies" to see what pet-specific policies the hotel implements.

### Is it cheaper to book flights and a pet-friendly hotel in Chestertown as a package?

> Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.

### Can I cancel my pet-friendly hotel reservation on Expedia?

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right pet-friendly hotel in Chestertown for you.

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

> Prices for hotels in Chestertown often vary, but you can find a great deal from CA $99 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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-   [Business Hotels in Pottersville](https://www.expedia.ca/Pottersville-Hotels-Business-Hotel.0-0-d6349845-tBusinessHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Pottersville](https://www.expedia.ca/Pottersville-Hotels-Cheap-Hotels.0-0-d6349845-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Pottersville Hotels](https://www.expedia.ca/Pottersville-Hotels.d6349845.Travel-Guide-Hotels)
-   [Lodges in Pottersville](https://www.expedia.ca/Pottersville-Lodges.d6349845-aaLodges.Travel-Guide-Accommodation)
-   [Motels in Pottersville](https://www.expedia.ca/Pottersville-Motels.d6349845-aaMotels.Travel-Guide-Accommodation)
-   [Resorts in Pottersville](https://www.expedia.ca/Pottersville-Resort-Hotels.d6349845-aaResortHotels.Travel-Guide-Accommodation)
-   [Hotels near Revolution Rail Co.](https://www.expedia.ca/Revolution-Rail-Co-Hotels.0-l700785706713473024-0.Travel-Guide-Filter-Hotels)
-   [Villas in Riparius](https://www.expedia.ca/Riparius-Villas.d553248635975950120-aaVillas.Travel-Guide-Accommodation)
-   [Schroon Lake Hotels](https://www.expedia.ca/Schroon-Lake-Hotels.d155803.Travel-Guide-Hotels)
-   [Silver Bay Hotels](https://www.expedia.ca/Silver-Bay-Hotels.d158177.Travel-Guide-Hotels)
-   [Aparthotels in The Glen](https://www.expedia.ca/The-Glen-Apart-Hotels.d553248635975850312-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in The Glen](https://www.expedia.ca/The-Glen-Bed-And-Breakfast.d553248635975850312-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Castles in The Glen](https://www.expedia.ca/The-Glen-Castles.d553248635975850312-aaCastles.Travel-Guide-Accommodation)
-   [Chalets in The Glen](https://www.expedia.ca/The-Glen-Chalets.d553248635975850312-aaChalets.Travel-Guide-Accommodation)
-   [Condo Resorts in The Glen](https://www.expedia.ca/The-Glen-Condominium-Resort.d553248635975850312-aaCondominiumResort.Travel-Guide-Accommodation)
-   [Cottages in The Glen](https://www.expedia.ca/The-Glen-Cottages.d553248635975850312-aaCottages.Travel-Guide-Accommodation)
-   [The Glen Hotels](https://www.expedia.ca/The-Glen-Hotels.d553248635975850312.Travel-Guide-Hotels)
-   [Inns in The Glen](https://www.expedia.ca/The-Glen-Inns.d553248635975850312-aaInns.Travel-Guide-Accommodation)
-   [Lodges in The Glen](https://www.expedia.ca/The-Glen-Lodges.d553248635975850312-aaLodges.Travel-Guide-Accommodation)
-   [Resorts in The Glen](https://www.expedia.ca/The-Glen-Resort-Hotels.d553248635975850312-aaResortHotels.Travel-Guide-Accommodation)
-   [Hotels near The Sagamore Golf Club](https://www.expedia.ca/The-Sagamore-Golf-Club-Hotels.0-l828201277410185216-0.Travel-Guide-Filter-Hotels)
-   [Warrensburg Hotels](https://www.expedia.ca/Warrensburg-Hotels.d171313.Travel-Guide-Hotels)
-   [Chalets in Wevertown](https://www.expedia.ca/Wevertown-Chalets.d3000450116-aaChalets.Travel-Guide-Accommodation)
-   [Wevertown Hotels](https://www.expedia.ca/Wevertown-Hotels.d3000450116.Travel-Guide-Hotels)

-   [Flights to North Creek](https://www.expedia.ca/Cheap-Flights-To-North-Creek.d139117.Travel-Guide-Flights)
-   [Flights to Pottersville](https://www.expedia.ca/Cheap-Flights-To-Pottersville.d6349845.Travel-Guide-Flights)
-   [Flights from Brant Lake](https://www.expedia.ca/lp/flights/6347839/flights-from-brant-lake)

-   [Adirondack Vacations](https://www.expedia.ca/Adirondack.d6349269.Destination-Travel-Guides)
-   [Visit Bolton Landing](https://www.expedia.ca/Bolton-Landing.dx55597)
-   [Loon Lake Beach](https://www.expedia.ca/Loon-Lake-Beach-Chestertown.d553248621554184980.Vacation-Attraction)

-   [Car rental Pottersville](https://www.expedia.ca/Car-Rentals-In-Pottersville.d6349845.Car-Rental-Guide)

-   [Adirondack Vacation Rentals](https://www.expedia.ca/Adirondack-Vacation-Rentals.d6349269.Travel-Guide-VacationRentals)
-   [Bolton Landing Vacation Rentals](https://www.expedia.ca/Bolton-Landing-Vacation-Rentals.d55597.Travel-Guide-VacationRentals)

-   [Book Hotels in Chestertown on Expedia.com](https://www.expedia.com/Chestertown-Hotels.d89045.Travel-Guide-Hotels)

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