Photo by Julie Miller

Hotels in Chestertown

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Check prices for these dates

This weekend
Jun 5 - Jun 7
Next weekend
Jun 12 - Jun 14

Where to stay in Chestertown?

Premier Room | 1 bedroom, premium bedding, individually decorated

Friends Lake Inn

Friends Lake Inn
4.0 star property
Chestertown
8.8 out of 10, Excellent, (104 reviews)
The price is $140
$156 total
includes taxes & fees
Jun 7 - Jun 8
Friends Lake Inn
Exterior

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
2.0 star property
Chestertown
9.2 out of 10, Wonderful, (146 reviews)
This motel offers complimentary WiFi and parking in Chestertown. Enjoy the outdoor terrace or play volleyball on site, with bike repair services available. Loon Lake Beach and Loon Lake attractions are located nearby for day trips.
The price is $175
$194 total
includes taxes & fees
Jun 2 - Jun 3
Pine Tree Motel & Cabins
Lake view

The Fern Lodge

The Fern Lodge
3.5 star property
Chestertown
10.0 out of 10, Exceptional, (54 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
Jun 2 - Jun 3
The Fern Lodge
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, (1,001 reviews)
Wake up to complimentary breakfast at this conveniently located motel near Warren County Nature Trails. Enjoy free WiFi and parking while exploring nearby Lake George and Six Flags Great Escape. Travelers praise the helpful staff and clean, quiet rooms despite busy seasons.
The price is $76
$84 total
includes taxes & fees
Jun 7 - Jun 8
Super 8 by Wyndham Lake George/Warrensburg Area
WiFi

Lake George Escape - Campground

Lake George Escape - Campground
2.0 star property
Diamond Point
8.4 out of 10, Very Good, (169 reviews)
The price is $104
$115 total
includes taxes & fees
Jun 3 - Jun 4
Lake George Escape - Campground
Gazebo

Heritage of Lake George

Heritage of Lake George
3.0 star property
Lake George
9.0 out of 10, Wonderful, (691 reviews)
Escape to Lake George at this motel with a welcoming outdoor pool. Free WiFi and complimentary parking make exploring easy. Visit nearby Six Flags Great Escape or hike Lakeside Trail. Fellow travelers praise the clean rooms and helpful staff.
The price is $80
$89 total
includes taxes & fees
Jun 4 - Jun 5
Heritage of Lake George
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, (144 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 $140
$156 total
includes taxes & fees
Jun 12 - Jun 13
Silver Bay YMCA Inn and Conference Center
Cabin, 1 Bedroom, Non Smoking, Lake View | Egyptian cotton sheets, premium bedding, individually decorated

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 $150
$191 total
includes taxes & fees
Jun 14 - Jun 15
Trout House Village Resort
Lobby

Quality Inn Queensbury - Lake George Area

Quality Inn Queensbury - Lake George Area
2.5 star property
Queensbury
7.8 out of 10, Good, (1,001 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 $72
$80 total
includes taxes & fees
Jun 21 - Jun 22
Quality Inn Queensbury - Lake George Area
Check-in/check-out kiosk

The Queensbury Hotel

The Queensbury Hotel
3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1,584 reviews)
The price is $144
$160 total
includes taxes & fees
Jun 14 - Jun 15
The Queensbury Hotel
Property amenity

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, (1,418 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 $98
$109 total
includes taxes & fees
Jun 21 - Jun 22
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Deluxe Room, 2 Queen Beds, Refrigerator & Microwave | Laptop workspace, iron/ironing board, free WiFi, bed sheets

Motel 6 Lake George, NY – Adirondacks

Motel 6 Lake George, NY – Adirondacks
2.5 star property
Lake George
9.0 out of 10, Wonderful, (182 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 $60
$67 total
includes taxes & fees
Jun 2 - Jun 3
Motel 6 Lake George, NY – Adirondacks
Exterior

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, (1,003 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 $114
$127 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Express Queensbury - Lake George Area by IHG
Exterior

The Juliana Resort

The Juliana Resort
2.5 star property
Diamond Point
8.8 out of 10, Excellent, (182 reviews)
Nestled in Diamond Point, this beach hotel offers a private shoreline for kayaking and canoeing. Just a 15-minute drive from Lake George and Six Flags, you'll appreciate the terrace, garden, free WiFi and parking while exploring nearby attractions.
The price is $99
$110 total
includes taxes & fees
Jun 2 - Jun 3
The Juliana Resort
In-room safe, desk, laptop workspace, blackout drapes

Red Roof Inn Queensbury

Red Roof Inn Queensbury
2.5 star property
Queensbury
7.0 out of 10, Good, (1,002 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 $64
$72 total
includes taxes & fees
Jun 2 - Jun 3
Red Roof Inn Queensbury
Exterior

Depe Dene Lakeside Resort

Depe Dene Lakeside Resort
2.0 star property
Lake George
8.8 out of 10, Excellent, (432 reviews)
Wake to spectacular sunrises at this quiet Lake George resort with a pristine private beach and crystal-clear waters. Kayak on the lake, cool off in the seasonal outdoor pool, and watch magnificent sunsets from your patio.
The price is $89
$99 total
includes taxes & fees
Jun 2 - Jun 3
Depe Dene Lakeside Resort
Bar (on property)

The Georgian Lakeside Resort

The Georgian Lakeside Resort
2.5 star property
Lake George
8.6 out of 10, Excellent, (1,002 reviews)
Dive into vacation mode at this lakeside resort boasting a seasonal outdoor pool with swim-up bar. Just minutes from Six Flags Great Escape, enjoy free WiFi, parking, and convenient in-room refrigerators while exploring nearby Black Mountain Loop.
The price is $99
$110 total
includes taxes & fees
Jun 2 - Jun 3
The Georgian Lakeside Resort
Fountain

Studio Motel

Studio Motel
2.0 star property
Lake George
8.6 out of 10, Excellent, (955 reviews)
The price is $79
$90 total
includes taxes & fees
Jun 2 - Jun 3
Studio Motel
Studio Suite, 2 Queen Beds, Non Smoking | Hypo-allergenic bedding, in-room safe, desk, blackout drapes

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George
2.5 star property
Queensbury
7.4 out of 10, Good, (1,040 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 $74
$82 total
includes taxes & fees
Jun 2 - Jun 3
Baymont by Wyndham Queensbury / Lake George
Lobby

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, (504 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 $137
$152 total
includes taxes & fees
Jun 14 - Jun 15
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
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 June
Currently viewing crowd sizes and weather for June.
Typical weather for Chestertown
June
High 23°C / low 12°C. Sunny most days.
View properties in June
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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.
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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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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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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°
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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.
7°
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

4.4/5 (8 reviews)
Loon Lake is 3.2 mi (5.2 km) from central Chestertown, why not stop by during your stay. Chestertown has other popular natural features you might want to visit such as Lake George.
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 Hudson River and Loon Lake 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

Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

10/10 Excellent
"The rooms are fantastic. Clean and roomy. We were there during Americade and they put out towels for us to wipe our bikes down with due to the rain. Checking in was easy and staff was very friendly. Would definitely recommend this hotel"
Barb 2-night trip
Posted 1 hour ago
Adirondack Retreat Inn & Suites

Frequently asked questions

What accommodations do travelers like in Chestertown?
Guests like Friends Lake Inn.
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 61 vacation homes. You can also consider one of the 5 apartments or 20 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.