Hotels in Chestertown

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Oct 3 - Oct 4
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Oct 16 - Oct 18

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 quality, location and traveler experience. Last updated on .

A small, single-story house with a gabled roof and a front porch.
A room with wooden walls, a bed, a dresser, a television, and a small refrigerator.
A wooden arbor structure in a grassy area with two potted plants.
A small wooden cabin with a porch and two chairs in front.

1. Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
Chestertown
CNY1,174
CNY1,303 total
includes taxes & fees
Oct 4 - Oct 5
Pine Tree Motel & Cabins
A bathroom with two white pedestal sinks, a glass shelf above, a wooden door, and a trash bin.
A large, multi-story log cabin with a prominent chimney, surrounded by dense forest and rocky terrain.
A wooden cabin interior with a stone fireplace, a wooden bathtub, and a view of a lake.
A lakeside setting with a boat docked near the shore, surrounded by trees and a fire pit area with seating.

2. The Fern Lodge

The Fern Lodge
Chestertown
CNY2,689
CNY2,985 total
includes taxes & fees
Oct 4 - Oct 5
The Fern Lodge
Room
Room
Television
Room

3. Friends Lake Inn

Friends Lake Inn
Chestertown
CNY866
CNY962 total
includes taxes & fees
Oct 27 - Oct 28
Friends Lake Inn
A hotel entrance with a stone facade, a covered entrance area, and a landscaped driveway.
A hotel room with a large bed, a bench, a TV, and a window with curtains.
A Comfort Inn & Suites sign with a blue background and a yellow stripe.
A hotel pool area with lounge chairs and umbrellas, a clear sky, and a building with multiple windows.

4. Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George
Lake George
CNY665
CNY738 total
includes taxes & fees
Oct 7 - Oct 8
Comfort Inn & Suites Lake George
Two people dining at an outdoor table with a pizza and drinks, overlooking a lake with a boat and hills in the background.
A bar area with wooden chairs, a counter with a glass display, and hanging lights.
A couple sitting on a green sofa in a hotel lobby with a tiled floor and wooden shelves in the background.
A modern lounge area with a round table, chairs, a fireplace, and a television mounted on a textured wall.

5. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
CNY932
CNY1,035 total
includes taxes & fees
Oct 19 - Oct 20
Courtyard by Marriott Lake George
A row of cabins with balconies, a well-maintained lawn, and a lake view.
A dining area with a table set for four, large windows offering a view of a lake and trees, and a stone wall in the background.
A lakeside property with docked boats, a stone pathway, and a view of the surrounding forest and buildings.
A bar area with a central island, wooden chairs, and a stone fireplace.

6. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
CNY929
CNY1,270 total
includes taxes & fees
Nov 2 - Nov 3
Lodge at Schroon Lake
An indoor swimming pool with a view of the city through large windows, a seating area with chairs, and a ceiling with exposed beams.
A residential area with two-story buildings, a well-maintained lawn, and a clear sky.
A gym with treadmills, an elliptical, a bench press, a water dispenser, and a TV on the wall.
A hotel room with a large bed, bedside tables, a desk, and a window with curtains.

7. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
CNY734
CNY815 total
includes taxes & fees
Oct 8 - Oct 9
Spark by Hilton Lake George Outlets
An outdoor patio with red Adirondack chairs, a wooden pergola, and a covered seating area with picnic tables.
A spacious living area with a staircase, a fireplace, a sofa, and a coffee table.
Breakfast area
A spacious lobby with a reception desk, seating area, staircase, and fireplace.

8. Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Queensbury
CNY530
CNY588 total
includes taxes & fees
Nov 1 - Nov 2
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
A pool area with a yellow water slide and a pool.
A spacious lobby with a Christmas tree, seating area, and a spiral staircase.
A hotel with a prominent 'LAQUINTA' sign, a covered entrance, and a parking lot.
A hotel room with a large bathtub, a bed with white bedding, a dark headboard, and a black and white patterned floor.

9. La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George
Lake George
CNY564
CNY626 total
includes taxes & fees
Oct 28 - Oct 29
La Quinta Inn & Suites by Wyndham Lake George
A patio area with a stone fire pit, wooden chairs, and tables, surrounded by a building with large windows and a stone facade.
A hotel lobby with a reception desk, seating area, stone fireplace, and large windows.
An indoor swimming pool with a brick floor, lounge chairs, and a stone wall.
A hotel with a covered entrance, large windows, and a parking lot.

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

Holiday Inn Resort Lake George - Adirondack Area by IHG
Lake George
CNY838
CNY931 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Resort Lake George - Adirondack Area by IHG
A modern hotel entrance with a covered waiting area, stone pillars, and a blue-lit facade.
A modern restaurant with wooden tables and chairs, a bar area, and a patterned booth seating.
A modern hotel lobby with a seating area, a bar, and a kitchen in the background.
An outdoor patio with tables and chairs, large windows, and a stone wall.

11. Holiday Inn Express Queensbury - Lake George Area by IHG

Holiday Inn Express Queensbury - Lake George Area by IHG
Queensbury
CNY637
CNY707 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Queensbury - Lake George Area by IHG
A cozy log cabin interior with a stone fireplace, wooden ceiling, and a large arched window.
A kitchen with wooden cabinets, stainless steel appliances, granite countertops, and pendant lighting.
A two-story building with a dark exterior, a covered front porch, and a sign reading "TALPINE LODGE".
A wooden-framed bed with a plaid blanket, a headboard with antlers, and a mounted picture.

12. The Alpine Lodge

The Alpine Lodge
North Creek
CNY840
CNY1,004 total
includes taxes & fees
Oct 27 - Oct 28
The Alpine Lodge
A spacious living area with a sofa, a chandelier, and a clock on the wall.
A patio area with a stone fire pit, white outdoor furniture, and a white picket fence.
A hotel with a swimming pool, multiple lounge chairs, and a white fence surrounding the area.
A spacious kitchen with a central island, a chandelier, and a ceiling fan.

13. Quality Inn Lake George

Quality Inn Lake George
Lake George
CNY741
CNY822 total
includes taxes & fees
Nov 3 - Nov 4
Quality Inn Lake George
An outdoor patio with a fire pit, dining tables, chairs, and umbrellas.
A spa area with a hot tub, seating, and a view of the outdoors.
A modern bar area with a white countertop, multiple stools, and a variety of bottles and glasses.
A spacious lobby with a stone fireplace, blue seating, and a large chandelier.

14. Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
Lake George
CNY678
CNY753 total
includes taxes & fees
Oct 29 - Oct 30
Hampton Inn & Suites Lake George
An aerial view of a lakeside property with a dock, a gazebo, and a large house with a porch.
A modern living room with a sofa, coffee table, and artwork on the walls.
A wooden deck with white railings leading to a lakeside view.
A grand wooden staircase with a handrail, leading to a high ceiling with a chandelier.

15. Depe Dene Lakeside Resort

Depe Dene Lakeside Resort
Lake George
CNY598
CNY663 total
includes taxes & fees
Oct 4 - Oct 5
Depe Dene Lakeside Resort
A log cabin-style building with a porch, windows, and a green roof.
A wooden cabin with a picnic table and a barbecue grill.
A room with two beds, wooden walls, a window, a desk with a computer, and a lamp.
A room with a wooden dining table and chairs, a window with lace curtains, and a radiator.

16. Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
Lake George
CNY467
CNY519 total
includes taxes & fees
Oct 5 - Oct 6
Super 8 by Wyndham Lake George/Warrensburg Area
An indoor swimming pool with clear water, surrounded by stone walls and wooden windows.
A snow-covered lodge with cabins, a clear view of a lake, and mountains in the background.
A wooden cabin interior with a kitchen featuring a stainless steel refrigerator, wooden cabinets, and a bar area with stools.
A terrace with outdoor seating, a view of a lake, and a dock.

17. Lodges At Cresthaven

Lodges At Cresthaven
Lake George
CNY1,301
CNY1,445 total
includes taxes & fees
Oct 19 - Oct 20
Lodges At Cresthaven
A poolside area with lounge chairs and umbrellas, a bar, and a view of the sea and mountains at night.
A restaurant with tables and chairs, large windows with a view of a beach and mountains, and a carpeted floor.
A marina with docked boats, a covered seating area, and a view of a lake with mountains in the background.
A table with a meal, a drink, and a view of the sea.

18. The Georgian Lakeside Resort

The Georgian Lakeside Resort
Lake George
CNY731
CNY811 total
includes taxes & fees
Oct 4 - Oct 5
The Georgian Lakeside Resort
A wooden lodge with a metal roof, a covered porch, and a sign that reads "Becks."
A rustic interior with wooden beams, a large window, and multiple tables and chairs.
A yurt interior with a central wood-burning stove, leather seating, and a traditional rug.
A lodge sign with a mountain graphic, surrounded by greenery and two yellow chairs.

19. Gore Mountain Lodge

Gore Mountain Lodge
North Creek
CNY899
CNY998 total
includes taxes & fees
Oct 20 - Oct 21
Gore Mountain Lodge
A modern living room with a fireplace, a flat-screen TV mounted on the wall, and a large window.
A modern bar area with a central island, bar stools, and seating.
A swimming pool with clear water, a lifeguard chair, and a no diving sign.
A Fairfield Inn & Suites hotel with a modern exterior, a stone pillar, and a well-lit entrance.

20. Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area

Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
Queensbury
CNY694
CNY771 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
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Our prices for hotels in Chestertown are cheapest in March
Price trends for hotels in Chestertown
Pricing is based on two traveler single night rates
View properties in October
Typical weather for Chestertown
October
High 14°C / low 5°C. Cloudy most days.
View properties in October
14°
5°
7°
-1°
1°
-6°
-2°
-11°
-1°
-10°
4°
-6°
11°
1°
19°
7°
23°
12°
27°
15°
26°
14°
22°
11°
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

Friends Lake

9.4/10 (14 reviews)
Friends Lake is 2.8 mi (4.5 km) from central Chestertown, why not stop by during your stay.
See properties

Loon Lake Beach

8.4/10 (7 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Loon Lake Beach located 2 mi (3.3 km) from central Chestertown.
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Tripp Pond

8.6/10 (4 reviews)
Tripp Pond is 3.9 mi (6.3 km) from central Chestertown, why not stop by during your stay.
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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

Nordick's Inn

Nordick's Inn

10/10 Excellent
"Clean, affordable price. It is motel, so clean is the only thing that is needed. Any other amenities are plus."
Cai Peng 1-night trip
Posted 1 hour ago
Nordick's Inn
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

8/10 Good
"Room was clean and okay. Smelled a little old but after having the ac on for about 15min the smell was gone. Food at hurricane grill was 11/10, highly recommended trying there. Overall I give the place an 8/10, reason is, the indoor water park could’ve use more slide and the lazy river a bit longer."
Sheik 1-night trip
Posted 2 hours ago
Great Escape Lodge & Indoor Waterpark
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

8/10 Good
"Our stay was basically good. The location was perfect for our needs. Lots of things to do and see. Our room was comfortable as was the bed. Cleaning was a bit random and incomplete. Mainly dumped trash and partially made the bed. We did get clean towels. We would stay again but would suggest an little improvement in that area."
Susan K 11-night trip
Posted 19 hours ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

10/10 Excellent
"Clean and well maintained property"
Kimberly 1-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Lake George
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

8/10 Good
"Parking easygoing"
Shengle 1-night trip
Posted 1 day ago
Holiday Inn Resort Lake George - Adirondack Area by IHG
Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George

10/10 Excellent
"Great place to stay."
PATRICIA 3-night trip
Posted 1 day ago
Hampton Inn & Suites Lake George
Lodge at Schroon Lake

Lodge at Schroon Lake

10/10 Excellent
"What a beautiful spot! The property is well maintained and the staff are helpful and friendly. The grounds offer so many options for fun activities, and there are no additional fees to guests to use them! The evening fire pits and smores were a nice touch. We definitely plan to return!"
Laurie 1-night trip
Posted 2 days ago
Lodge at Schroon Lake
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

10/10 Excellent
"Good experience"
Robert 2-night trip
Posted 2 days ago
Adirondack Retreat Inn & Suites
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent
"It was clean and the bed was very comfy"
Carmen 2-night trip
Posted 5 days ago
Baymont by Wyndham Queensbury / Lake George

Frequently asked questions

How much does a hotel room cost in Chestertown?
You can find top hotels in Chestertown from CNY476 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 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.

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