Photo by Julie Miller

Chestertown Hotels

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Top 10 trending Chestertown hotels

Our top choices for Chestertown hotels

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

3.0 star property
9.0 out of 10, Wonderful, (1207)
"Very nice, I enjoyed the stay...I'll book again in a future visit."
The price is €88
includes taxes & fees
14 Sept - 15 Sept
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

The Queensbury Hotel

3.0 star property
9.4 out of 10, Exceptional, (1340)
"Ideal location and nice hotel"
The Queensbury Hotel

Super 8 by Wyndham Lake George/Warrensburg Area

2.5 star property
8.6 out of 10, Excellent, (1008)
"A good choice that is close to Lake George and Adirondack area."
The price is €65
includes taxes & fees
21 Sept - 22 Sept
Super 8 by Wyndham Lake George/Warrensburg Area

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (99)
"Beautiful setting. Very clean. Charming building. Friendly staff. Breakfast included."
The price is €224
includes taxes & fees
31 Aug - 1 Sept
Friends Lake Inn

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (135)
"Excellent location and staff was very friendly."
The price is €167
includes taxes & fees
31 Aug - 1 Sept
Pine Tree Motel & Cabins

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (47)
"We had such a great experience the first night so we moved our plans and stayed a second, next time we will definitely stay even longer."
The Fern Lodge

Silver Bay YMCA Inn and Conference Center

3.0 star property
8.8 out of 10, Excellent, (109)
"Great beach and room. "
The price is €100
includes taxes & fees
31 Aug - 1 Sept
Silver Bay YMCA Inn and Conference Center

Trout House Village Resort

3.0 star property
9.8 out of 10, Exceptional, (12)
"Absolutely wonderful place and super friendly staff "
The price is €158
includes taxes & fees
2 Sept - 3 Sept
Trout House Village Resort

Clarion Inn & Suites at the Outlets of Lake George

2.5 star property
8.4 out of 10, Very good, (1014)
"We had a nice stay."
The price is €68
includes taxes & fees
15 Sept - 16 Sept
Clarion Inn & Suites at the Outlets of Lake George

Holiday Inn Express Queensbury - Lake George Area by IHG

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Very nice hotel all around."
The price is €111
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn Express Queensbury - Lake George Area by IHG

The Inn of Lake George

2.5 star property
9.8 out of 10, Exceptional, (97)
"Beautiful and well kept inn, we had a great stay and vacation for 4th of July weekend! "
The Inn of Lake George

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

2.5 star property
9.6 out of 10, Exceptional, (444)
"The property was very clean and quiet the free breakfast was awesome hotel staff very friendly "
The price is €131
includes taxes & fees
9 Sept - 10 Sept
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area

Baymont by Wyndham Queensbury / Lake George

2.5 star property
7.4 out of 10, Good, (1012)
"We loved staying at this hotel"
The price is €71
includes taxes & fees
14 Sept - 15 Sept
Baymont by Wyndham Queensbury / Lake George

Comfort Inn & Suites Lake George

2.5 star property
8.8 out of 10, Excellent, (1004)
"Easy to locate and just minutes from Fort William Henry and town."
The price is €121
includes taxes & fees
1 Sept - 2 Sept
Comfort Inn & Suites Lake George

Sleep Inn & Suites Queensbury - Lake George

2.5 star property
8.4 out of 10, Very good, (1008)
"Overall great stay …"
The price is €80
includes taxes & fees
14 Sept - 15 Sept
Sleep Inn & Suites Queensbury - Lake George

Admiral Motel

2.5 star property
9.4 out of 10, Exceptional, (657)
"Easy check in and convenient location. Definitely would stay here again! "
The price is €100
includes taxes & fees
26 Sept - 27 Sept
Admiral Motel

Studio Motel

2.0 star property
8.6 out of 10, Excellent, (935)
"Great value! Enjoyed our visit "
The price is €78
includes taxes & fees
1 Sept - 2 Sept
Studio Motel

Howard Johnson by Wyndham Lake George

2.0 star property
8.0 out of 10, Very good, (1018)
"Ive stayed here many times and it has always been good "
The price is €59
includes taxes & fees
15 Sept - 16 Sept
Howard Johnson by Wyndham Lake George

Super 8 by Wyndham Lake George/Downtown

2.0 star property
8.0 out of 10, Very good, (919)
"Nice clean room, excellent value for the area, great location."
The price is €60
includes taxes & fees
8 Sept - 9 Sept
Super 8 by Wyndham Lake George/Downtown

Red Roof Inn Queensbury

2.5 star property
7.0 out of 10, Good, (1001)
"Alittle dirty "
The price is €75
includes taxes & fees
1 Sept - 2 Sept
Red Roof Inn Queensbury
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Check out pet-friendly hotels in Chestertown

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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.

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

More cheap stays in Chestertown

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Where is the best place to stay in Chestertown?

The Fern Lodge is a favourite property for Expedia customers. This B&B offers free breakfast and free parking. Other top choices based on reviews include Pine Tree Motel & Cabins and Friends Lake Inn. See all available top hotels, or vacation rentals in Chestertown.

What are some of the best holiday rentals that Chestertown has to offer?

Bear Cub Barn, Bolton Landing: This holiday home rental outside of Chestertown is located in a rural location, and offers a garden, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, an oven and a microwave. 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: Provides 2 restaurants, an indoor pool and 2 bars. The Georgian Lakeside Resort and Lakefront Terrace Resort 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 120 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.