Hotels in Chestertown

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Check prices for these dates

Tonight
Oct 27 - Oct 28
Tomorrow
Oct 28 - Oct 29
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Where to stay in Chestertown?

Room

1. Friends Lake Inn

Friends Lake Inn
4.0 star property
Chestertown
8.6 out of 10, Excellent, (136 reviews)
The price is $103
$115 total
includes taxes & fees
Oct 29 - Oct 30
Friends Lake Inn
A cozy log cabin interior with a stone fireplace, wooden ceiling, and a large arched window.

2. The Alpine Lodge

The Alpine Lodge
3.0 star property
North Creek
9.0 out of 10, Wonderful, (712 reviews)
The price is $140
$167 total
includes taxes & fees
Oct 29 - Oct 30
The Alpine Lodge
A log cabin-style building with a porch, windows, and a green roof.

3. Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
2.5 star property
Lake George
8.6 out of 10, Excellent, (1,002 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 $65
$72 total
includes taxes & fees
Nov 8 - Nov 9
Super 8 by Wyndham Lake George/Warrensburg Area
A row of cabins with balconies, a well-maintained lawn, and a lake view.

4. Lodge at Schroon Lake

Lodge at Schroon Lake
3.0 star property
Schroon Lake
9.0 out of 10, Wonderful, (581 reviews)
Immersive Adirondack experience at this Schroon Lake gem offering a private beach, full-service marina, and restaurant with bar. After exploring nearby Strand Theater, unwind in the sauna, hot tub, or 24-hour gym while enjoying free WiFi and parking.
The price is $135
$185 total
includes taxes & fees
Nov 8 - Nov 9
Lodge at Schroon Lake
A wooden lodge with a metal roof, a covered porch, and a sign that reads "Becks."

5. Gore Mountain Lodge

Gore Mountain Lodge
2.0 star property
North Creek
9.2 out of 10, Wonderful, (221 reviews)
The price is $149
$165 total
includes taxes & fees
Oct 28 - Oct 29
Gore Mountain Lodge
Room

6. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
3.0 star property
Lake George
9.2 out of 10, Wonderful, (1,001 reviews)
This lakeside hotel combines comfort with adventure, featuring a welcoming bar and 24-hour fitness center. Just minutes from Six Flags Great Escape and Black Mountain Loop, enjoy free WiFi and parking after exploring nearby attractions.
The price is $112
$124 total
includes taxes & fees
Nov 2 - Nov 3
Courtyard by Marriott Lake George
A cozy room with a fireplace, wooden furniture, and a framed picture of the Adirondack High Peaks.

7. North Creek Lodge at Gore Mountain

North Creek Lodge at Gore Mountain
3.0 star property
North Creek
7.8 out of 10, Good, (476 reviews)
Warm mountain retreat near Gore Mountain Ski Resort offers free breakfast, WiFi, and parking. After hitting the slopes, unwind at the on-site restaurant or bar. Guests consistently praise the helpful staff and immaculate rooms, with High Pines Glades also nearby.
The price is $113
$125 total
includes taxes & fees
Oct 28 - Oct 29
North Creek Lodge at Gore Mountain
A patio area with a stone fire pit, wooden chairs, and tables, surrounded by a building with large windows and a stone facade.

8. Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG
3.0 star property
Lake George
9.4 out of 10, Exceptional, (1,002 reviews)
Step into mountain tranquility at this Lake George hotel with dual pools, a fitness center, and bar/lounge. Just minutes from Six Flags Great Escape, enjoy convenient dining at TR Restaurant with scenic mountain and lake views that guests consistently praise.
The price is $110
$122 total
includes taxes & fees
Oct 29 - Oct 30
Holiday Inn Resort Lake George - Adirondack Area by IHG
A pool area with a yellow water slide and a pool.

9. La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George
3.0 star property
Lake George
8.6 out of 10, Excellent, (1,711 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 $84
$93 total
includes taxes & fees
Oct 29 - Oct 30
La Quinta Inn & Suites by Wyndham Lake George
An indoor swimming pool with a view of the city through large windows, a seating area with chairs, and a ceiling with exposed beams.

10. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
2.5 star property
Lake George
8.2 out of 10, Very good, (1,002 reviews)
The price is $77
$86 total
includes taxes & fees
Nov 1 - Nov 2
Spark by Hilton Lake George Outlets
A log cabin interior with round tables, chairs, a fireplace, and a bar area.

11. Public House

Public House
2.0 star property
North Creek
6.0 out of 10, Good, (1 review)
The price is $152
$169 total
includes taxes & fees
Oct 28 - Oct 29
Public House
An outdoor patio with red Adirondack chairs, a wooden pergola, and a covered seating area with picnic tables.

12. 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, (1,556 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 $78
$87 total
includes taxes & fees
Nov 22 - Nov 23
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
An indoor swimming pool with clear water, surrounded by stone walls and wooden windows.

13. Lodges At Cresthaven

Lodges At Cresthaven
4.0 star property
Lake George
9.4 out of 10, Exceptional, (661 reviews)
Escape to this beach lodge on Lake George with easy access to local attractions including Dark Bay and Hearthstone Point Campground. After a workout in the 24-hour fitness center, enjoy the restaurant or unwind at the bar. Free WiFi and parking enhance your stay.
The price is $149
$165 total
includes taxes & fees
Nov 9 - Nov 10
Lodges At Cresthaven
A large, historic hotel with multiple buildings, a well-maintained lawn, and a mountainous backdrop.

14. 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, (204 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 $91
$101 total
includes taxes & fees
Nov 15 - Nov 16
Silver Bay YMCA Inn and Conference Center
A hotel entrance with a stone facade, a covered entrance area, and a landscaped driveway.

15. Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George
2.5 star property
Lake George
8.8 out of 10, Excellent, (1,010 reviews)
This hotel near Six Flags Great Escape offers both indoor and seasonal outdoor pools plus a hot tub and fitness center. Enjoy free breakfast, WiFi, and parking while staying close to Lake George Forum. Travelers love the helpful staff and convenient location.
The price is $99
$110 total
includes taxes & fees
Nov 24 - Nov 25
Comfort Inn & Suites Lake George
A kitchen with dark wooden cabinets, a granite countertop, a stainless steel sink, and a built-in coffee maker.

16. Maple Leaf Motel

Maple Leaf Motel
2.5 star property
Schroon Lake
8.8 out of 10, Excellent, (684 reviews)
This charming Schroon Lake motel offers an 18-hole golf course and seasonal outdoor pool. Guests can enjoy snowmobiling, free WiFi, and complimentary parking. Located near Strand Theater and Park Beach with clean rooms that previous guests praise.
The price is $129
$146 total
includes taxes & fees
Oct 28 - Oct 29
Maple Leaf Motel
A dining area with multiple tables and chairs, a kitchen counter, and a television mounted on the wall.

17. Skyline Hotel Lake George

Skyline Hotel Lake George
2.5 star property
Lake George
7.4 out of 10, Good, (1,004 reviews)
Perfectly positioned for walkable adventures near shopping centers and restaurants, this hotel offers a refreshing outdoor pool and complimentary continental breakfast. Guests consistently praise the helpful staff while enjoying free WiFi and parking during their Lake George escape.
The price is $72
$80 total
includes taxes & fees
Nov 2 - Nov 3
Skyline Hotel Lake George
A cozy fireplace with a stone wall, a wooden shelf with books and candles, and a table with a bowl of apples and wine glasses.

18. Garnet Hill Lodge

Garnet Hill Lodge
3.0 star property
North River
9.4 out of 10, Exceptional, (212 reviews)
The price is $136
$151 total
includes taxes & fees
Nov 5 - Nov 6
Garnet Hill Lodge
An outdoor patio with a wooden pergola, stone walls, and a fire feature.

19. Super 8 by Wyndham Lake George/Downtown

Super 8 by Wyndham Lake George/Downtown
2.0 star property
Lake George
8.0 out of 10, Very good, (1,010 reviews)
Experience Lake George's charm at this friendly motel with an outdoor pool and terrace. Located within a 10-minute drive of Lake George and Six Flags Great Escape, enjoy free breakfast, WiFi, and parking, plus nearby hiking trails.
The price is $71
$81 total
includes taxes & fees
Oct 28 - Oct 29
Super 8 by Wyndham Lake George/Downtown
A hotel room with two beds, a desk, a chair, a TV, and a wall with decorative mirrors.

20. 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, (1,008 reviews)
Just 10 minutes from Lake George and Six Flags Great Escape, this motel offers free WiFi and parking for easy adventures. After exploring nearby attractions, cool off in the outdoor pool. Friendly staff and clean rooms make this a traveler-favorite base camp.
The price is $75
$83 total
includes taxes & fees
Oct 28 - Oct 29
Howard Johnson by Wyndham 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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Go beyond your typical stay in Chestertown

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Pet friendly
Pet friendly
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Hot tub
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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 October
Currently viewing crowd sizes and weather for October.

October

High 14°C / low 5°C. Cloudy most days.
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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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April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
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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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June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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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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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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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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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

8.8/10 (8 reviews)
Loon Lake is 3.2 mi (5.2 km) from central Chestertown, why not stop by during your stay.
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
A waterfront town with a pier, dock, and several buildings.

Check out reviews of Chestertown hotels guests love

A cozy log cabin interior with a stone fireplace, wooden ceiling, and a large arched window.
The Alpine Lodge

The Alpine Lodge

The Alpine Lodge
North Creek

10/10 Exceptional

For such a small town this hotel is perfect! Very nice rustic rooms, comfortable beds. Cozy fire place! Nice and clean! Love that you don't need to check in!
United States
Anonymous traveler
Reviewed October 15, 2016
The Alpine Lodge

Frequently Asked Questions

What accommodations do travelers like in Chestertown?

Guests like Pine Tree Motel & Cabins.

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 62 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.