Photo by Julie Miller

Hotels in Chestertown

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Chestertown?

Friends Lake Inn
Friends Lake Inn
4.0 star property
Chestertown
8.8 out of 10, Excellent, (103 reviews)
The price is $258
$287 total
includes taxes & fees
Apr 27 - Apr 28
Friends Lake Inn
The Fern Lodge
The Fern Lodge
3.5 star property
Chestertown
10.0 out of 10, Exceptional, (53 reviews)
Tucked into the forests of Chestertown, this cozy B&B offers a lakeside escape with a private beach. Enjoy complimentary breakfast, unwind in the sauna, or book a relaxing massage. Friends Lake and Loon Lake Beach are nearby for outdoor adventures.
The price is $446
$495 total
includes taxes & fees
Apr 19 - Apr 20
The Fern Lodge
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, (142 reviews)
Escape to a peaceful retreat on Lake George with complimentary breakfast, WiFi, and parking. The 24-hour fitness center keeps your routine intact while the restaurant satisfies your appetite. Located near Huletts Landing Marina, this quiet haven earns praise for its attentive staff.
The price is $104
$115 total
includes taxes & fees
Apr 19 - Apr 20
Silver Bay YMCA Inn and Conference Center
Trout House Village Resort
Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (22 reviews)
Experience tranquility at this Hague resort with a private beach on Lake George. Cozy cabins feature Smart TVs and printers, while free WiFi and parking add convenience. Enjoy the garden setting and explore nearby Black Point Public Beach for a perfect Adirondack escape.
The price is $166
$210 total
includes taxes & fees
May 3 - May 4
Trout House Village Resort
The Queensbury Hotel
The Queensbury Hotel
3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1,559 reviews)
The price is $114
$127 total
includes taxes & fees
Apr 19 - Apr 20
The Queensbury Hotel
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
3.0 star property
Queensbury
9.6 out of 10, Exceptional, (490 reviews)
Just 15 minutes from Six Flags Great Escape, this hotel offers free breakfast and parking. Dive into the indoor pool or work out at the 24-hour fitness center. Guests rave about the helpful staff, making your Queensbury stay memorable.
The price is $113
$125 total
includes taxes & fees
May 10 - May 11
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
Days Inn by Wyndham Queensbury/Lake George
Days Inn by Wyndham Queensbury/Lake George
2.0 star property
Queensbury
5.6 out of 10, (1,000 reviews)
Tucked in a peaceful Queensbury neighborhood, this hotel offers free breakfast, WiFi, and parking. Just a 15-minute drive from Six Flags Great Escape and Lake George, with hiking trails nearby. Friendly staff and clean rooms create a comfortable base for adventure.
The price is $61
$68 total
includes taxes & fees
Apr 19 - Apr 20
Days Inn by Wyndham Queensbury/Lake George
Red Roof Inn Queensbury
Red Roof Inn Queensbury
2.5 star property
Queensbury
7.0 out of 10, Good, (1,001 reviews)
Located in Queensbury near Six Flags Great Escape, this motel offers free WiFi and parking. Clean rooms provide a comfortable base for exploring Lake George, with the helpful staff earning praise from fellow travelers.
The price is $71
$79 total
includes taxes & fees
Apr 19 - Apr 20
Red Roof Inn Queensbury
Holiday Inn Express Queensbury - Lake George Area by IHG
Holiday Inn Express Queensbury - Lake George Area by IHG
2.5 star property
Queensbury
9.0 out of 10, Wonderful, (1,002 reviews)
Located 15 minutes from Six Flags Great Escape, this Queensbury hotel offers free breakfast, WiFi, and parking. Enjoy the 24-hour fitness center and indoor pool after exploring nearby attractions. Fellow travelers praise the helpful staff.
The price is $101
$112 total
includes taxes & fees
Apr 26 - Apr 27
Holiday Inn Express Queensbury - Lake George Area by IHG
Econo Lodge Glens Falls / Lake George
Econo Lodge Glens Falls / Lake George
2.0 star property
Queensbury
7.0 out of 10, Good, (634 reviews)
Wake up minutes from adventure at this Queensbury hotel near Six Flags Great Escape and Lake George. Enjoy complimentary WiFi and parking while the 24-hour front desk staff provides attentive service praised by guests. Winter enthusiasts will appreciate nearby skiing and snowboarding options.
The price is $76
$84 total
includes taxes & fees
Apr 29 - Apr 30
Econo Lodge Glens Falls / Lake George
Sleep Inn & Suites Queensbury - Lake George
Sleep Inn & Suites Queensbury - Lake George
2.5 star property
Queensbury
8.4 out of 10, Very Good, (1,003 reviews)
Splash into vacation mode at this Queensbury hotel with a refreshing indoor pool and complimentary breakfast to start your day. Just a 10-minute drive from Six Flags Great Escape and Lake George, enjoy free WiFi and parking while the helpful staff ensures a comfortable stay.
The price is $84
$93 total
includes taxes & fees
Apr 26 - Apr 27
Sleep Inn & Suites Queensbury - Lake George
Home2 Suites by Hilton Queensbury Lake George
Home2 Suites by Hilton Queensbury Lake George
3.0 star property
Queensbury
9.2 out of 10, Wonderful, (868 reviews)
The price is $110
$122 total
includes taxes & fees
May 17 - May 18
Home2 Suites by Hilton Queensbury Lake George
Quality Inn Queensbury - Lake George Area
Quality Inn Queensbury - Lake George Area
2.5 star property
Queensbury
7.8 out of 10, Good, (1,000 reviews)
This Queensbury hotel offers complimentary breakfast, WiFi, and parking, with Six Flags Great Escape just a 10-minute drive away. Enjoy the fitness center after exploring Lake George, and benefit from a helpful staff ready to enhance your stay.
The price is $80
$89 total
includes taxes & fees
Apr 19 - Apr 20
Quality Inn Queensbury - Lake George Area
Baymont by Wyndham Queensbury / Lake George
Baymont by Wyndham Queensbury / Lake George
2.5 star property
Queensbury
7.4 out of 10, Good, (1,028 reviews)
Enjoy serene accommodations at this Queensbury retreat, just minutes from Six Flags Great Escape and Lake George. Travelers love the comfortable beds, quiet atmosphere, and convenient location near shopping and dining options. Free WiFi and parking add value.
The price is $75
$83 total
includes taxes & fees
Apr 19 - Apr 20
Baymont by Wyndham Queensbury / Lake George
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
3.0 star property
Queensbury
9.0 out of 10, Wonderful, (1,379 reviews)
Escape to this Queensbury hotel where indoor and seasonal outdoor pools await. Just minutes from Six Flags Great Escape and Lake George, you'll enjoy free breakfast, WiFi, and parking. The fitness center completes your stay while helpful staff ensure maximum comfort.
The price is $82
$91 total
includes taxes & fees
Apr 26 - Apr 27
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Six Flags Great Escape Lodge & Indoor Waterpark
Six Flags Great Escape Lodge & Indoor Waterpark
3.5 star property
Queensbury
8.0 out of 10, Very Good, (1,624 reviews)
Splash into fun at this Queensbury resort with free indoor water park and lazy river near Six Flags Great Escape. With 3 on-site restaurants, including Hurricane Wings and Grill, this family-friendly haven offers free WiFi, parking, and in-room refrigerators.
The price is $119
$132 total
includes taxes & fees
May 17 - May 18
Six Flags Great Escape Lodge & Indoor Waterpark
Rodeway Inn Lake George Outlets
Rodeway Inn Lake George Outlets
2.0 star property
Lake George
6.4 out of 10, (497 reviews)
This motel offers free WiFi and parking near French Mountain Commons. Located in Lake George, it's perfect for winter sports enthusiasts with nearby skiing and snowboarding options. Cable TV channels ensure entertainment after outdoor adventures.
The price is $80
$89 total
includes taxes & fees
Apr 17 - Apr 18
Rodeway Inn Lake George Outlets
Motel 6 Lake George, NY – Adirondacks
Motel 6 Lake George, NY – Adirondacks
2.5 star property
Lake George
9.0 out of 10, Wonderful, (176 reviews)
Colonial-style motel with hot tub and fitness center, just minutes from Six Flags Great Escape. Rooms include microwaves and refrigerators for added convenience, while free WiFi and parking enhance your Adirondack adventure.
The price is $65
$72 total
includes taxes & fees
Apr 19 - Apr 20
Motel 6 Lake George, NY – Adirondacks
La Quinta Inn & Suites by Wyndham Lake George
La Quinta Inn & Suites by Wyndham Lake George
3.0 star property
Lake George
8.8 out of 10, Excellent, (1,718 reviews)
Wake up to complimentary breakfast before exploring Lake George attractions. This family-friendly hotel offers an indoor pool and hot tub for year-round relaxation. Just 10 minutes from Six Flags Great Escape with convenient free WiFi and parking.
The price is $93
$103 total
includes taxes & fees
May 7 - May 8
La Quinta Inn & Suites by Wyndham Lake George
Studio 6 Lake George, NY - Adirondacks
Studio 6 Lake George, NY - Adirondacks
2.0 star property
Lake George
The price is $90
$100 total
includes taxes & fees
Apr 17 - Apr 18
Studio 6 Lake George, NY - Adirondacks
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.

Get last-minute hotel deals in Chestertown and save more

Sign in to unlock great savings.
Showing deals for:Apr 24 - Apr 26

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°
weather_cloudy
April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
19°
weather_sun
May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
23°
weather_sun
June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
27°
weather_sun
July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
26°
weather_sun
August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
22°
weather_sun
September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
14°
weather_cloudy
October, no crowd data, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Cloudy most days.
weather_partly_sunny
November, no crowd data, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
ac_unit
December, no crowd data, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
-2°
ac_unit
January, no crowd data, average high temperature -2 degrees Celsius, average low temperature -11 degrees Celsius. Snow likely.
-11°
-1°
ac_unit
February, no crowd data, average high temperature -1 degrees Celsius, average low temperature -10 degrees Celsius. Snow likely.
-10°
ac_unit
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

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

Frequently asked questions

What accommodations do travelers like in Chestertown?
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.