Hotels in Chestertown

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Check prices for these dates

This weekend
Jul 17 - Jul 19
Next weekend
Jul 24 - Jul 26

Where to stay in Chestertown?

Premier Room | 1 bedroom, premium bedding, iron/ironing board, WiFi (free)

Friends Lake Inn

Friends Lake Inn
4.0 star property
Chestertown
8.8 out of 10, Excellent, (110 reviews)
The price is $189
$210 total
includes taxes & fees
Jul 19 - Jul 20
Friends Lake Inn
Exterior

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
2.0 star property
Chestertown
9.2 out of 10, Wonderful, (149 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
Jul 19 - Jul 20
Pine Tree Motel & Cabins
Lake view

The Fern Lodge

The Fern Lodge
3.5 star property
Chestertown
9.8 out of 10, Exceptional, (57 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 $495
$549 total
includes taxes & fees
Jul 19 - Jul 20
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
8.6 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 $93
$103 total
includes taxes & fees
Jul 20 - Jul 21
Super 8 by Wyndham Lake George/Warrensburg Area
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, (685 reviews)
The price is $170
$199 total
includes taxes & fees
Aug 5 - Aug 6
The Alpine Lodge
Lunch and dinner served

Gore Mountain Lodge

Gore Mountain Lodge
2.0 star property
North Creek
9.2 out of 10, Wonderful, (219 reviews)
The price is $179
$199 total
includes taxes & fees
Jul 22 - Jul 23
Gore Mountain Lodge
Basic Cabin | Private kitchen | Coffee/tea maker, fridge, microwave, electric kettle

Maple Leaf Motel

Maple Leaf Motel
2.5 star property
Schroon Lake
8.8 out of 10, Excellent, (608 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
Jul 19 - Jul 20
Maple Leaf Motel
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, (164 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 $135
$150 total
includes taxes & fees
Aug 16 - Aug 17
Silver Bay YMCA Inn and Conference Center
Serves lunch and dinner

Garnet Hill Lodge

Garnet Hill Lodge
3.0 star property
North River
9.2 out of 10, Wonderful, (190 reviews)
The price is $160
$178 total
includes taxes & fees
Jul 22 - Jul 23
Garnet Hill Lodge
Property grounds

Amber Lantern Lake George Motel and Cottage Rentals

Amber Lantern Lake George Motel and Cottage Rentals
2.0 star property
Lake George
8.4 out of 10, Very Good, (320 reviews)
Wake up near pristine shores at this Lake George motel with an outdoor pool. Just a short drive from Six Flags Great Escape, this cozy retreat offers free WiFi and parking. Guests praise the helpful staff while enjoying nearby Hearthstone Point Campground.
The price is $100
$111 total
includes taxes & fees
Jul 20 - Jul 21
Amber Lantern Lake George Motel and Cottage Rentals
Indoor pool, outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas

Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites
2.5 star property
Lake George
9.4 out of 10, Exceptional, (1,001 reviews)
This peaceful motel offers clean rooms and attentive staff just minutes from Six Flags Great Escape. Enjoy volleyball courts, rowing activities, and a garden setting. The convenient location puts Lakeside Trail and Lake George attractions within easy reach.
The price is $116
$134 total
includes taxes & fees
Jul 20 - Jul 21
Adirondack Retreat Inn & Suites
Reception

Admiral Motel

Admiral Motel
2.5 star property
Lake George
9.4 out of 10, Exceptional, (751 reviews)
The price is $123
$137 total
includes taxes & fees
Jul 19 - Jul 20
Admiral Motel
Exterior

The Juliana Resort

The Juliana Resort
2.5 star property
Diamond Point
8.8 out of 10, Excellent, (195 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 $172
$191 total
includes taxes & fees
Jul 19 - Jul 20
The Juliana Resort
Free daily continental breakfast

Best Western of Lake George

Best Western of Lake George
2.5 star property
Lake George
7.6 out of 10, Good, (1,002 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 $100
$111 total
includes taxes & fees
Jul 29 - Jul 30
Best Western of Lake George
Room, 2 Queen Beds, Non Smoking | Desk, WiFi (free), bed sheets

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, (1,001 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 $109
$121 total
includes taxes & fees
Jul 19 - Jul 20
Howard Johnson by Wyndham 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.
The price is $193
$214 total
includes taxes & fees
Jul 20 - Jul 21
Llama House ADK
Lake

The Stone Gate Resort

The Stone Gate Resort
3.0 star property
Lake George
9.6 out of 10, Exceptional, (98 reviews)
Discover a tranquil retreat near Lake George with a refreshing seasonal outdoor pool. Explore nearby hiking trails or visit Six Flags Great Escape, just a short drive away. Free WiFi and parking add convenience while the attentive staff ensures a pleasant stay.
The price is $111
$130 total
includes taxes & fees
Jul 23 - Jul 24
The Stone Gate Resort
Terrace/patio

Inn on the Hill

Inn on the Hill
2.5 star property
Lake George
8.8 out of 10, Excellent, (346 reviews)
Escape to this charming Lake George inn with an inviting outdoor pool and garden terrace. Just minutes from Six Flags Great Escape and Lakeside Trail, this hotel offers free WiFi, parking, and in-room refrigerators and microwaves for added convenience.
The price is $111
$123 total
includes taxes & fees
Jul 19 - Jul 20
Inn on the Hill
Premium Chalet, Multiple Beds | Exterior

Lodge at Schroon Lake

Lodge at Schroon Lake
3.0 star property
Schroon Lake
9.2 out of 10, Wonderful, (491 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 $195
$253 total
includes taxes & fees
Aug 11 - Aug 12
Lodge at Schroon Lake
Lobby

Wingate by Wyndham Lake George

Wingate by Wyndham Lake George
3.0 star property
Lake George
6.2 out of 10, (1,002 reviews)
This quiet retreat offers free continental breakfast, WiFi, and parking, with easy access to Lake George's attractions. Enjoy snorkeling and water skiing nearby, or try the seasonal downhill skiing options just minutes away.
The price is $82
$91 total
includes taxes & fees
Jul 19 - Jul 20
Wingate 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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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 July
Currently viewing crowd sizes and weather for July.
Typical weather for Chestertown
July
High 27°C / low 15°C. Sunny most days.
View properties in July
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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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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.
12°
Monthly weather averages (ËšC)

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. 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 Loon Lake and Hudson River within a secluded setting.

See all hotels in Chestertown
A snowy lodge with cabins and tall pine trees.
Photo by Julie Miller
Open Photo by Julie Miller

Check out reviews of Chestertown hotels guests love

The Queensbury Hotel

The Queensbury Hotel

10/10 Excellent
"."
Heather 1-night trip
Posted less than an hour ago
The Queensbury Hotel

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 60 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 Keyâ„¢, our rewards program, you will be able to earn and use OneKeyCashâ„¢* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.