Chestertown Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chestertown hotels

Friends Lake Inn

Friends Lake Inn
4.0 star property
Chestertown
8.8 out of 10, Excellent, (103 reviews)
"Friendly staff, room was clean, well maintained. Ate at the restaurant, food was great. "
United States
Erin
The price is €250
includes taxes & fees
27 Apr - 28 Apr
Friends Lake Inn

The Fern Lodge

The Fern Lodge
3.5 star property
Chestertown
10.0 out of 10, Exceptional, (53 reviews)
"I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning! "
United States
Morgan
The price is €422
includes taxes & fees
26 Apr - 27 Apr
The Fern Lodge

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, (1,003 reviews)
"great location plenty of food options close by. Short drive 25 minutes from Gore Mt ski area. Excellent parking."
United States
james
The price is €70
includes taxes & fees
13 Apr - 14 Apr
Super 8 by Wyndham Lake George/Warrensburg Area

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, (1,381 reviews)
"Great location"
United States
William
The price is €83
includes taxes & fees
3 May - 4 May
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

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, (1,001 reviews)
"The place was clean, front desk was friendly, ample parking, price was excellent."
United States
Tomoyuki
The price is €59
includes taxes & fees
19 Apr - 20 Apr
Howard Johnson by Wyndham Lake George

The Queensbury Hotel

The Queensbury Hotel
3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1,562 reviews)
"Always enjoy our stay here. "
United States
perry
The price is €97
includes taxes & fees
13 Apr - 14 Apr
The Queensbury Hotel

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, (142 reviews)
"Old Inn rooms require updating and maintenance to bring back to their former glory. "
United States
Lisa
The price is €92
includes taxes & fees
26 Apr - 27 Apr
Silver Bay YMCA Inn and Conference Center

Motel 6 Lake George, NY – Adirondacks

Motel 6 Lake George, NY – Adirondacks
2.5 star property
Lake George
9.0 out of 10, Wonderful, (175 reviews)
"Staffing and the rooms were great. Overall a great place "
United States
Gordon
The price is €62
includes taxes & fees
19 Apr - 20 Apr
Motel 6 Lake George, NY – Adirondacks

Red Roof Inn Queensbury

Red Roof Inn Queensbury
2.5 star property
Queensbury
7.0 out of 10, Good, (1,003 reviews)
"We had a good stay. The hotel is very clean and they do a good job maintaining it. Coffee was fresh every morning. Hotel deals with issues immediately and professionally. Only drawback was weak WiFi which can be easily remedied."
United States
Marc
The price is €68
includes taxes & fees
13 Apr - 14 Apr
Red Roof Inn Queensbury

Studio 6 Lake George, NY - Adirondacks

Studio 6 Lake George, NY - Adirondacks
2.0 star property
Lake George
The price is €99
includes taxes & fees
17 Apr - 18 Apr
Studio 6 Lake George, NY - Adirondacks

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George
2.5 star property
Queensbury
7.4 out of 10, Good, (1,029 reviews)
"Pool is amazing and staff are very nice and room decent and clean and laundry area was great too 😁"
United States
Mikki
The price is €71
includes taxes & fees
13 Apr - 14 Apr
Baymont by Wyndham Queensbury / Lake George

Quality Inn Queensbury - Lake George Area

Quality Inn Queensbury - Lake George Area
2.5 star property
Queensbury
7.8 out of 10, Good, (1,000 reviews)
"Nice property "
United States
mark
The price is €72
includes taxes & fees
19 Apr - 20 Apr
Quality Inn Queensbury - Lake George Area

Best Western of Lake George

Best Western of Lake George
2.5 star property
Lake George
7.6 out of 10, Good, (1,001 reviews)
"Friendly staff!"
United States
Antonio V
The price is €67
includes taxes & fees
23 Apr - 24 Apr
Best Western of Lake George

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, (1,000 reviews)
"Very nice hotel and very affordable "
United States
Michael
The price is €111
includes taxes & fees
27 Apr - 28 Apr
Fort William Henry Hotel and Conference Center

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (22 reviews)
"Great updated cabin. "
United States
Diane
The price is €163
includes taxes & fees
23 Apr - 24 Apr
Trout House Village Resort

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, (989 reviews)
"Room was very nice, furniture looked new, bed was comfortable, bathroom appeared recently updated, flooring looked new. Friendly staff."
United States
Seth
The price is €63
includes taxes & fees
13 Apr - 14 Apr
Super 8 by Wyndham Lake George/Downtown

Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
3.0 star property
Lake George
9.2 out of 10, Wonderful, (1,009 reviews)
"Great visit! "
United States
Andrea
The price is €106
includes taxes & fees
10 May - 11 May
Courtyard by Marriott Lake George

The Inn of Lake George

The Inn of Lake George
2.5 star property
Lake George
9.6 out of 10, Exceptional, (111 reviews)
"Beautiful and well kept inn, we had a great stay and vacation for 4th of July weekend! "
United States
Jasmine
The price is €95
includes taxes & fees
14 Apr - 15 Apr
The Inn of Lake George

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, (1,714 reviews)
"Room was very nice!"
United States
Nikki
The price is €88
includes taxes & fees
26 Apr - 27 Apr
La Quinta Inn & Suites by Wyndham Lake George

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, (490 reviews)
"Pool was small, but everything else was nice"
United States
Cody
The price is €108
includes taxes & fees
3 May - 4 May
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.
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Chestertown

Find the best Chestertown areas for the activities you enjoy most.

Chester Shores

While Chester Shores isn't home to many top sights, Loon Lake Beach and Loon Lake are some notable places to visit nearby.

Stay near popular Chestertown attractions

Learn more about Chestertown

Nestled in the Adirondacks, this charming town offers hiking trails and kayaking on Friends Lake during summer months. Winter visitors can hit the slopes at nearby Gore Mountain in North Creek or explore the Natural Stone Bridge and Caves in Pottersville.

Photo by Julie Miller
Open Photo by Julie Miller

Top Chestertown Hotel Reviews

More cheap stays in Chestertown

Frequently asked questions

Where is the best place to stay in Chestertown?
Located 21.4 mi (34.5 km) from the heart of Chestertown, Six Flags Great Escape Lodge & Indoor Waterpark is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are The Queensbury Hotel and La Quinta Inn & Suites by Wyndham Lake George. See all available top hotels, or vacation rentals in Chestertown.
What are some of the best holiday rentals that Chestertown has to offer?
Lakefront townhome on Tripp Lake in the Adirondacks, minutes from Gore Mountain skiing, Lake George, hiking, kayaking, and year-round outdoor adventure.: This highly rated holiday home rental in Chestertown is located on a lake, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Our travellers also rate Eagles Nest at Loon Lake near Gore Mountain as a favourite home for rent in Chestertown. See all vacation rentals in Chestertown.
If I need to cancel my hotel reservation in Chestertown, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chestertown.
What's the best LGBTQ-friendly hotel in Chestertown?
Pine Tree Motel & Cabins is one of the top choices for those in the LGBT community. See all available hotels listed as LGBTQ-friendly in Chestertown.
What's the best dog-friendly place to stay in Chestertown?
Pine Tree Motel & Cabins is a top dog-friendly option for your stay. Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing is another option if you're bringing your pet along. See more pet-friendly hotel accommodations in Chestertown.
What's the best hotel for a beach holiday in Chestertown?
The Fern Lodge is a top beach B&B with free breakfast and 8 hot tubs, and it's located close to Loon Lake Beach . See more stays near the beach in Chestertown.
What are some accommodation options with pools in Chestertown?
The Queensbury Hotel: Features 2 restaurants, an indoor pool and 2 bars. La Quinta Inn & Suites by Wyndham Lake George and Country Inn & Suites by Radisson, Lake George (Queensbury), NY are two additional hotels that offer an on-site pool. View all hotels with pools in Chestertown.
What's the top hotel in Chestertown with an on-site water park or a water park nearby?
1970s acreage surrounded by trees with deck, grill, & internet is a favourite water park hotel in Chestertown
What is staying in Chestertown like?
Visitors to Chestertown will definitely enjoy the lakeside setting. Tourists can also enjoy the city's coffee shops, forests and seafood restaurants. In Chestertown, there are 114 hotels and other accommodation options to choose from. Find out more about Chestertown.
What is there to see in Chestertown?
Natural beauty is on display at Loon Lake Beach, Friends Lake and Loon Lake. A couple of additional sights to add to your itinerary are Hudson River and Tripp Pond. Take a look at what more there is to see and do in Expedia's Chestertown guide.
What's the seasonal weather like in Chestertown?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chestertown are January, March, November and December, with each month seeing an average of 33 cm of snowfall.

Explore a world of travel with Expedia