Photo by Julie Miller

Hotels in Chestertown

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Check prices for these dates

Tonight
Apr 6 - Apr 7
Tomorrow
Apr 7 - Apr 8
This weekend
Apr 10 - Apr 12
Next weekend
Apr 17 - Apr 19

Where to stay in Chestertown?

Premier Room | 1 bedroom, premium bedding, individually decorated
Friends Lake Inn
Friends Lake Inn
4.0 star property
Chestertown
8.6 out of 10, Excellent, (102 reviews)
The price is $264
$293 total
includes taxes & fees
Apr 27 - Apr 28
Friends Lake Inn
Lake view
The Fern Lodge
The Fern Lodge
3.5 star property
Chestertown
10.0 out of 10, Exceptional, (53 reviews)
  • cleanliness
    Woodland retreat near Adirondack lakes with enchanting private beach and dining.
The price is $446
$495 total
includes taxes & fees
Apr 28 - Apr 29
The Fern Lodge
Exterior
Llama House ADK
Llama House ADK
2.5 star property
Wevertown
9.2 out of 10, Wonderful, (34 reviews)
  • cleanliness
    Cozy lodge near Gore Mountain, with free WiFi and hiking trails to explore.
The price is $145
$161 total
includes taxes & fees
Apr 7 - Apr 8
Llama House ADK
Exterior
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
3.0 star property
Bolton Landing
9.8 out of 10, Exceptional, (17 reviews)
The price is $1,074
$1,420 total
includes taxes & fees
Apr 7 - Apr 8
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
Premium Room | Premium bedding, down comforters, individually decorated
The Alpine Lodge
The Alpine Lodge
3.0 star property
North Creek
9.0 out of 10, Wonderful, (676 reviews)
The price is $120
$144 total
includes taxes & fees
Apr 20 - Apr 21
The Alpine Lodge
Lunch, dinner served; German cuisine, garden views
Gore Mountain Lodge
Gore Mountain Lodge
2.0 star property
North Creek
9.2 out of 10, Wonderful, (216 reviews)
The price is $137
$152 total
includes taxes & fees
Apr 12 - Apr 13
Gore Mountain Lodge
Restaurant
North Creek Lodge at Gore Mountain
North Creek Lodge at Gore Mountain
3.0 star property
North Creek
7.8 out of 10, Good, (446 reviews)
  • cleanliness
    Slope-side convenience meets mountain charm at this cozy North Creek lodge with free perks.
The price is $102
$114 total
includes taxes & fees
Apr 7 - Apr 8
North Creek Lodge at Gore Mountain
House, 5 Bedrooms | Exterior
10 Mi To Gore Mountain: Home In Adirondack Park 5 Bedroom Home
10 Mi To Gore Mountain: Home In Adirondack Park 5 Bedroom Home
3.0 star property
Olmstedville
  • cleanliness
    Experience the tranquility of a golf-adjacent home in Olmstedville with hiking trails.
The price is $254
$845 total
includes taxes & fees
Apr 12 - Apr 13
10 Mi To Gore Mountain: Home In Adirondack Park 5 Bedroom Home
Exterior
Super 8 by Wyndham Lake George/Warrensburg Area
Super 8 by Wyndham Lake George/Warrensburg Area
2.5 star property
Lake George
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Downtown Lake George getaway with free breakfast and easy access to outdoor fun.
The price is $74
$82 total
includes taxes & fees
Apr 7 - Apr 8
Super 8 by Wyndham Lake George/Warrensburg Area
Premium Chalet, Multiple Beds | Exterior
Lodge at Schroon Lake
Lodge at Schroon Lake
3.0 star property
Schroon Lake
9.0 out of 10, Wonderful, (450 reviews)
  • cleanliness
    Rustic lakeside retreat with private beach, indoor pool, and marina access.
The price is $129
$179 total
includes taxes & fees
Apr 16 - Apr 17
Lodge at Schroon Lake
Basic Cabin | Private kitchen | Fridge, microwave, coffee/tea maker, electric kettle
Maple Leaf Motel
Maple Leaf Motel
2.5 star property
Schroon Lake
8.8 out of 10, Excellent, (575 reviews)
  • cleanliness
    Cozy lakeside motel with a seasonal pool and golf course for outdoor enthusiasts.
The price is $129
$146 total
includes taxes & fees
Apr 7 - Apr 8
Maple Leaf Motel
Front of property
Silver Bay YMCA Inn and Conference Center
Silver Bay YMCA Inn and Conference Center
2.0 star property
Silver Bay
8.8 out of 10, Excellent, (141 reviews)
  • cleanliness
    Lakeside tranquility at this serene YMCA inn with fitness center, dining, and beach.
The price is $99
$110 total
includes taxes & fees
Apr 7 - Apr 8
Silver Bay YMCA Inn and Conference Center
Indoor/outdoor pool
Lodges At Cresthaven
Lodges At Cresthaven
4.0 star property
Lake George
9.4 out of 10, Exceptional, (572 reviews)
  • cleanliness
    Experience Lake George's charm at this lodge just 15 minutes from Six Flags.
The price is $199
$221 total
includes taxes & fees
Apr 12 - Apr 13
Lodges At Cresthaven
Flat-screen TV, DVD player
Sun Castle Resort
Sun Castle Resort
3.5 star property
Lake George
9.0 out of 10, Wonderful, (62 reviews)
The price is $239
$340 total
includes taxes & fees
Apr 7 - Apr 8
Sun Castle Resort
Garden
Pinebrook Motel
Pinebrook Motel
2.0 star property
Lake George
7.4 out of 10, Good, (191 reviews)
  • cleanliness
    Close to Lake George and Six Flags, enjoy a refreshing pool after adventure.
The price is $75
$83 total
includes taxes & fees
Apr 7 - Apr 8
Pinebrook Motel
Property entrance
Lake Haven Motel
Lake Haven Motel
2.5 star property
Lake George
7.4 out of 10, Good, (110 reviews)
  • cleanliness
    Stay lakeside at this relaxing motel, minutes from Six Flags Great Escape.
The price is $95
$189 total
includes taxes & fees
Apr 7 - Apr 8
Lake Haven Motel
Property grounds
Heritage of Lake George
Heritage of Lake George
3.0 star property
Lake George
9.0 out of 10, Wonderful, (685 reviews)
  • cleanliness
    Enjoy refreshing pool days near Lake George with friendly service and free parking.
The price is $120
$133 total
includes taxes & fees
May 3 - May 4
Heritage of Lake George
Premium bedding, desk, laptop workspace, blackout drapes
Courtyard by Marriott Lake George
Courtyard by Marriott Lake George
3.0 star property
Lake George
9.2 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Relax by Lake George with an indoor pool, on-site dining, and convenient amenities.
The price is $116
$129 total
includes taxes & fees
Apr 12 - Apr 13
Courtyard by Marriott Lake George
Bar (on property)
The Georgian Lakeside Resort
The Georgian Lakeside Resort
2.5 star property
Lake George
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Lake George escape with a poolside cabana bar and private beach access.
The price is $159
$176 total
includes taxes & fees
Apr 17 - Apr 18
The Georgian Lakeside Resort
Outdoor dining
Lido Motel Lake George
Lido Motel Lake George
2.0 star property
Lake George
7.6 out of 10, Good, (238 reviews)
  • cleanliness
    Lakeside motel near Six Flags Great Escape offers pool and tennis facilities.
The price is $69
$77 total
includes taxes & fees
Apr 15 - Apr 16
Lido Motel Lake George
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.
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When is the best time to visit Chestertown?

Our prices for hotels in Chestertown are cheapest in September
Price trends for hotels in Chestertown
Pricing is based on two traveler single night rates
View properties in April
Currently viewing crowd sizes and weather for April.
Typical weather for Chestertown
April
High 11°C / low 1°C. Cloudy most days.
View properties in April
11°
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April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
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19°
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May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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23°
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June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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27°
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July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
26°
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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22°
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September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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14°
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October, no crowd data, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Cloudy most days.
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7°
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November, no crowd data, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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January, no crowd data, average high temperature -2 degrees Celsius, average low temperature -11 degrees Celsius. Snow likely.
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-1°
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February, no crowd data, average high temperature -1 degrees Celsius, average low temperature -10 degrees Celsius. Snow likely.
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4°
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March, no crowd data, average high temperature 4 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
Monthly weather averages (˚C)

Top neighborhoods in Chestertown

Chester Shores

Chestertown's Chester Shores neighborhood offers attractions including Loon Lake.

Top landmarks in Chestertown

Loon Lake

Crystal waters of Loon Lake reflect the Adirondack Mountains, creating a paddler's paradise in upstate New York. Bring your own picnic and rent a kayak to spot the lake's namesake birds calling across the water.
See properties

Friends Lake

This private Adirondack lake offers pristine waters and tranquil surroundings for swimming, fishing, and kayaking. Access is limited to guests of lakeside accommodations, ensuring a peaceful retreat from crowds.
See properties

Learn more about Chestertown

Chestertown is well-known for its attractions such as Loon Lake Beach and Friends Lake. The city has something for everyone including sights like Loon Lake and Hudson River within a secluded setting.

See all hotels in Chestertown
Photo by Julie Miller
Open Photo by Julie Miller

Check out reviews of Chestertown hotels guests love

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

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

10/10 Excellent
"Check in was very smooth, room was clean and as described. Breakfast was good. I’d certainly stay here again."
Cullen 1-night trip
Posted 10 hours ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Frequently asked questions

What accommodations do travelers like in Chestertown?
Guests like North Creek Lodge at Gore Mountain.
Can I book a refundable accommodation in Chestertown?
If you want the flexibility to change your plans to Chestertown, most hotels offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Chestertown if I want a vacation home instead of a hotel?
If you're looking for a good alternative to a hotel, look over our selection of 59 vacation homes. You can also consider one of the 5 apartments or 19 cottages.
What will the weather in Chestertown be like during my visit?
The warmest months in Chestertown are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 25°F. The rainiest months are June and July.
Why should I book my Chestertown hotel with Hotels.com?
There are plenty of reasons to book your Chestertown travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.