Hotels in Chestertown

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Next weekend
Jun 12 - Jun 14
In two weeks
Jun 19 - Jun 21

Where to stay in Chestertown?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Chestertown on Hotels.com. These Chestertown hotels consistently deliver on comfort, location, and value. Last updated on .

Water park

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, (1,682 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.
$205 nightly
The price is $228
Jun 17 - Jun 18
Total with taxes and fees
Six Flags Great Escape Lodge & Indoor Waterpark
Lake view

The Fern Lodge

The Fern Lodge
3.5 star property
Chestertown
9.8 out of 10, Exceptional, (55 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.
$431 nightly
The price is $478
Jun 16 - Jun 17
Total with taxes and fees
The Fern Lodge
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.
$175 nightly
The price is $194
Jun 8 - Jun 9
Total with taxes and fees
Pine Tree Motel & Cabins
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)
$138 nightly
The price is $153
Jun 8 - Jun 9
Total with taxes and fees
Friends Lake Inn
Indoor pool

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, (1,698 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.
$101 nightly
The price is $112
Jun 10 - Jun 11
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Lake George
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, (682 reviews)
$136 nightly
The price is $151
Jun 8 - Jun 9
Total with taxes and fees
The Alpine Lodge
Check-in/check-out kiosk

The Queensbury Hotel

The Queensbury Hotel
3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1,594 reviews)
$129 nightly
The price is $143
Jun 21 - Jun 22
Total with taxes and fees
The Queensbury Hotel
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, (450 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.
$126 nightly
The price is $140
Jun 14 - Jun 15
Total with taxes and fees
North Creek Lodge at Gore Mountain
Breakfast and dinner served

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)
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.
$148 nightly
The price is $164
Jun 14 - Jun 15
Total with taxes and fees
Courtyard by Marriott Lake George
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, (1,425 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.
$104 nightly
The price is $115
Jun 10 - Jun 11
Total with taxes and fees
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Lunch and dinner served

Gore Mountain Lodge

Gore Mountain Lodge
2.0 star property
North Creek
9.2 out of 10, Wonderful, (219 reviews)
$149 nightly
The price is $165
Jun 30 - Jul 1
Total with taxes and fees
Gore Mountain Lodge
Exterior

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, (1,001 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.
$140 nightly
The price is $155
Jun 15 - Jun 16
Total with taxes and fees
Holiday Inn Resort Lake George - Adirondack Area by IHG
Terrace/patio

Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
2.5 star property
Lake George
8.8 out of 10, Excellent, (1,001 reviews)
$123 nightly
The price is $136
Jun 21 - Jun 22
Total with taxes and fees
Hampton Inn & Suites Lake George
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.
$76 nightly
The price is $84
Jun 14 - Jun 15
Total with taxes and fees
Super 8 by Wyndham Lake George/Warrensburg Area
Exterior

Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center
3.0 star property
Lake George
8.6 out of 10, Excellent, (1,001 reviews)
Unwind at this tranquil Lake George retreat with stunning sunrise-to-sunset views from the seasonal outdoor pool and terrace. Just minutes from town and Fort William Henry Museum, the resort offers 2 restaurants and a refreshing indoor pool.
$182 nightly
The price is $202
Jun 8 - Jun 9
Total with taxes and fees
Fort William Henry Hotel and Conference Center
Shower, free toiletries, hair dryer, towels

Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George
2.0 star property
Lake George
8.2 out of 10, Very Good, (1,007 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.
$75 nightly
The price is $83
Jun 8 - Jun 9
Total with taxes and fees
Howard Johnson by Wyndham Lake George
Exterior

Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George
2.5 star property
Lake George
8.8 out of 10, Excellent, (1,001 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.
$105 nightly
The price is $117
Jun 21 - Jun 22
Total with taxes and fees
Comfort Inn & Suites Lake George
Exterior

Llama House ADK

Llama House ADK
2.5 star property
Wevertown
9.2 out of 10, Wonderful, (34 reviews)
Experience the Adirondacks at this charming Wevertown lodge offering complimentary WiFi and parking. Just minutes from Gore Mountain Ski Resort, enjoy nearby hiking trails, kayaking, and mountain biking. A lobby fireplace welcomes you back after outdoor adventures.
$162 nightly
The price is $179
Jun 14 - Jun 15
Total with taxes and fees
Llama House ADK
Seasonal outdoor pool

Lodges At Cresthaven

Lodges At Cresthaven
4.0 star property
Lake George
9.4 out of 10, Exceptional, (605 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.
$290 nightly
The price is $322
Jun 8 - Jun 9
Total with taxes and fees
Lodges At Cresthaven
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 February
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 74°F / low 53°F. Sunny most days.
View properties in June
74°
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June, no crowd data, average high temperature 74 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
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80°
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July, no crowd data, average high temperature 80 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
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78°
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August, no crowd data, average high temperature 78 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
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71°
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September, no crowd data, average high temperature 71 degrees Fahrenheit, average low temperature 51 degrees Fahrenheit. Sunny most days.
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57°
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October, no crowd data, average high temperature 57 degrees Fahrenheit, average low temperature 41 degrees Fahrenheit. Cloudy most days.
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44°
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November, no crowd data, average high temperature 44 degrees Fahrenheit, average low temperature 29 degrees Fahrenheit. Partly sunny.
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33°
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December, no crowd data, average high temperature 33 degrees Fahrenheit, average low temperature 22 degrees Fahrenheit. Snow likely.
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28°
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January, no crowd data, average high temperature 28 degrees Fahrenheit, average low temperature 13 degrees Fahrenheit. Snow likely.
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30°
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February, no crowd data, average high temperature 30 degrees Fahrenheit, average low temperature 14 degrees Fahrenheit. Snow likely.
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39°
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March, no crowd data, average high temperature 39 degrees Fahrenheit, average low temperature 22 degrees Fahrenheit. Snow likely.
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52°
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April, no crowd data, average high temperature 52 degrees Fahrenheit, average low temperature 33 degrees Fahrenheit. Cloudy most days.
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67°
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May, no crowd data, average high temperature 67 degrees Fahrenheit, average low temperature 45 degrees Fahrenheit. Sunny most days.
45°
Monthly weather averages (˚F)

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

The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"Great spot clean room awesome bar overlooking the lake!!"
John-Henry 1-night trip
Posted 1 hour ago
The Georgian Lakeside Resort

Frequently asked questions

How much does a hotel room cost in Chestertown?
You can find top hotels in Chestertown from $66 with options to suit your budget and needs. To find an affordable hotel in Chestertown that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How can I find deals and earn rewards at Chestertown hotels?
Discover great deals on Chestertown hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. And make sure to check out our last-minute deals on Chestertown hotels.
Can I book Chestertown hotels with free cancellation?
In order to book a refundable Chestertown hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best hotels in Chestertown for couples?
Stay at a top-rated Chestertown romantic hotel and make the most of your couple's vacation. Our travelers love Friends Lake Inn, a hotel with a restaurant as well as in-room champagne service. Another romantic hotel with top reviews is The Fern Lodge. This bed & breakfast offers a private hot tub and an in-room fireplace for a perfect stay. Discover more hotels in Chestertown on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are some of the best Chestertown hotels with free parking?
If you're driving, a great Chestertown hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Chestertown?
If you're looking for hotels in central Chestertown, check out Friends Lake Inn. Travelers love Friends Lake Inn for its location, as well as the restaurant, bar/lounge and proposal/romance packages this hotel offers. Chester Shores is a central neighborhood for your Chestertown vacation.
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.

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