
Photo by Julie Miller
Hotels in Chestertown
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The Fern Lodge
The Fern Lodge
3.5 star property
Chestertown
10.0 out of 10, Exceptional, (51)
10/10
Exceptional
(51)
The price is $599
$599
$665 total
includes taxes & fees
Jan 5 - Jan 6




Llama House ADK
Llama House ADK
2.5 star property
Wevertown
9.2 out of 10, Wonderful, (32)
9.2/10
Wonderful
(32)
The price is $145
$145
$161 total
includes taxes & fees
Jan 5 - Jan 6




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, (16)
9.8/10
Exceptional
(16)
The price is $1,074
$1,074
$1,486 total
includes taxes & fees
Jan 5 - Jan 6




The Alpine Lodge
The Alpine Lodge
3.0 star property
North Creek
9.0 out of 10, Wonderful, (664)
9.0/10
Wonderful
(664)
The price is $189
$189
$220 total
includes taxes & fees
Jan 11 - Jan 12




Gore Mountain Lodge
Gore Mountain Lodge
2.0 star property
North Creek
9.2 out of 10, Wonderful, (212)
9.2/10
Wonderful
(212)
The price is $229
$229
$254 total
includes taxes & fees
Jan 21 - Jan 22




North Creek Lodge at Gore Mountain
North Creek Lodge at Gore Mountain
3.0 star property
North Creek
8.0 out of 10, Very Good, (410)
8.0/10
Very Good
(410)
The price is $205
$205
$227 total
includes taxes & fees
Jan 5 - Jan 6




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
The price is $254
$254
$845 total
includes taxes & fees
Jan 5 - Jan 6




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, (1002)
8.8/10
Excellent
(1002)
The price is $74
$74
$82 total
includes taxes & fees
Jan 25 - Jan 26




Lodge at Schroon Lake
Lodge at Schroon Lake
3.0 star property
Schroon Lake
9.0 out of 10, Wonderful, (420)
9.0/10
Wonderful
(420)
The price is $140
$140
$191 total
includes taxes & fees
Jan 9 - Jan 10




Maple Leaf Motel
Maple Leaf Motel
2.5 star property
Schroon Lake
8.8 out of 10, Excellent, (549)
8.8/10
Excellent
(549)
The price is $119
$119
$134 total
includes taxes & fees
Jan 5 - Jan 6




Lodges At Cresthaven
Lodges At Cresthaven
4.0 star property
Lake George
9.4 out of 10, Exceptional, (548)
9.4/10
Exceptional
(548)
The price is $175
$175
$194 total
includes taxes & fees
Jan 5 - Jan 6




Silver Bay YMCA Inn and Conference Center
Silver Bay YMCA Inn and Conference Center
3.0 star property
Silver Bay
8.8 out of 10, Excellent, (137)
8.8/10
Excellent
(137)
The price is $109
$109
$121 total
includes taxes & fees
Jan 11 - Jan 12




Sun Castle Resort
Sun Castle Resort
3.5 star property
Lake George
9.0 out of 10, Wonderful, (62)
9.0/10
Wonderful
(62)
The price is $239
$239
$340 total
includes taxes & fees
Jan 5 - Jan 6




Courtyard by Marriott Lake George
Courtyard by Marriott Lake George
3.0 star property
Lake George
9.2 out of 10, Wonderful, (1004)
9.2/10
Wonderful
(1004)
The price is $112
$112
$124 total
includes taxes & fees
Jan 6 - Jan 7




Pinebrook Motel
Pinebrook Motel
2.0 star property
Lake George
7.4 out of 10, Good, (186)
7.4/10
Good
(186)
The price is $67
$67
$75 total
includes taxes & fees
Jan 5 - Jan 6




Sundowner on Lake George
Sundowner on Lake George
2.5 star property
Lake George
7.6 out of 10, Good, (245)
7.6/10
Good
(245)
The price is $81
$81
$173 total
includes taxes & fees
Jan 5 - Jan 6




Surfside On The Lake
Surfside On The Lake
2.5 star property
Lake George
8.0 out of 10, Very Good, (738)
8.0/10
Very Good
(738)
The price is $193
$193
$239 total
includes taxes & fees
Feb 1 - Feb 2




Lake Haven Motel
Lake Haven Motel
2.5 star property
Lake George
7.4 out of 10, Good, (110)
7.4/10
Good
(110)
The price is $196
$196
$301 total
includes taxes & fees
Jan 5 - Jan 6




The Inn of Lake George
The Inn of Lake George
2.5 star property
Lake George
9.6 out of 10, Exceptional, (106)
9.6/10
Exceptional
(106)
The price is $112
$112
$124 total
includes taxes & fees
Jan 5 - Jan 6




Howard Johnson by Wyndham Lake George
Howard Johnson by Wyndham Lake George
2.0 star property
Lake George
8.0 out of 10, Very Good, (1000)
8.0/10
Very Good
(1000)
The price is $99
$99
$110 total
includes taxes & fees
Jan 31 - Feb 1
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.
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.
Go beyond your typical stay in Chestertown
Apartment
Pet friendly
Family friendly
Cottage
trending_down When is the best time to visit Chestertown?
When is the best time to visit Chestertown?Our prices for hotels in Chestertown are cheapest in September
When is the best time to visit Chestertown?
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
Currently viewing crowd sizes and weather for January.
Typical weather for Chestertown
January
High -2°C / low -11°C. Snow likely.
View properties in January -2°
January, no crowd data, average high temperature -2 degrees Celsius, average low temperature -11 degrees Celsius. Snow likely.
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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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March, no crowd data, average high temperature 4 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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11°
April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
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19°
May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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23°
June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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27°
July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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26°
August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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22°
September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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14°
October, no crowd data, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Cloudy most days.
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7°
November, no crowd data, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
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1°
December, no crowd data, average high temperature 1 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
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.

Photo by Julie Miller
Open Photo by Julie Miller
Check out reviews of Chestertown hotels guests love

Lodge at Schroon Lake
10/10 Excellent
"Room was clean and spacious. Staff was courteous and very responsive to our requests. "

Home2 Suites by Hilton Queensbury Lake George
10/10 Excellent
"Excellent love the stay"

The Queensbury Hotel
10/10 Excellent
"Great atmosphere
Clean
Hot tub pool area great
Holiday haven "

Courtyard by Marriott Lake George
10/10 Excellent
"Room was great! Employees were very accommodating. We had a photo shoot in the lobby and invited the registration lady to join in! The bar was great after dinner. Would definitely stay again!"

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
10/10 Excellent
"Pleasant, friendly and helpful staff from desk clerk to breakfast. Clean, easy to find location. I would stay here again."

Six Flags Great Escape Lodge & Indoor Waterpark
10/10 Excellent
"Everything was amazing "

La Quinta Inn & Suites by Wyndham Lake George
10/10 Excellent
"The staff was great help and very friendly! Loved the atmosphere "

The Fern Lodge
10/10 Excellent
"I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning! "

Holiday Inn Resort Lake George - Adirondack Area by IHG
10/10 Excellent
"Seamless and friendly!"
Frequently asked questions
What accommodations do travelers like in Chestertown?
The Fern Lodge is an accommodation that is popular with guests.
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 57 vacation homes. You can also consider one of the 7 apartments or 17 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.