Photo by Julie Miller

Chestertown Hotels

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Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

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Top 10 trending Chestertown hotels

Pine Tree Motel & Cabins
Exterior
Pine Tree Motel & Cabins
2.0 star property
9.2 out of 10, Wonderful, (143)
"Excellent location and staff was very friendly."
The price is €167
includes taxes & fees
14 Oct - 15 Oct
Pine Tree Motel & Cabins
Friends Lake Inn
Premier Room
Friends Lake Inn
4.0 star property
8.6 out of 10, Excellent, (102)
"Staff was great. The inn is unique. Perfect!"
The price is €213
includes taxes & fees
14 Oct - 15 Oct
Friends Lake Inn
The Fern Lodge
Lake view
The Fern Lodge
3.5 star property
9.8 out of 10, Exceptional, (47)
"Comfortable, friendly, beautiful lodge, spacious facilities"
The Fern Lodge
The Georgian Lakeside Resort
Suite, Lake View | Lake view
The Georgian Lakeside Resort
2.5 star property
8.6 out of 10, Excellent, (1007)
"I had a great stay!"
The price is €104
includes taxes & fees
24 Oct - 25 Oct
The Georgian Lakeside Resort
La Quinta Inn & Suites by Wyndham Lake George
Indoor pool
La Quinta Inn & Suites by Wyndham Lake George
3.0 star property
9.0 out of 10, Wonderful, (1671)
"Great stay"
The price is €97
includes taxes & fees
27 Oct - 28 Oct
La Quinta Inn & Suites by Wyndham Lake George
The Queensbury Hotel
Lobby
The Queensbury Hotel
3.0 star property
9.4 out of 10, Exceptional, (1383)
"Great place to stay. "
The Queensbury Hotel
Fort William Henry Hotel and Conference Center
Aerial view
Fort William Henry Hotel and Conference Center
3.0 star property
8.4 out of 10, Very good, (1009)
"a very nice place to stay"
The price is €121
includes taxes & fees
5 Nov - 6 Nov
Fort William Henry Hotel and Conference Center
Lakefront Terrace Resort
Seasonal outdoor pool, open 10:00 AM to 9:00 PM, pool umbrellas
Lakefront Terrace Resort
3.0 star property
8.0 out of 10, Very good, (1011)
"Nice place we will come back"
Lakefront Terrace Resort
Clarion Inn & Suites at the Outlets of Lake George
Porch
Clarion Inn & Suites at the Outlets of Lake George
2.5 star property
8.4 out of 10, Very good, (1010)
"This property is dated but it’s in a great location and the rooms were very quiet. "
The price is €75
includes taxes & fees
19 Oct - 20 Oct
Clarion Inn & Suites at the Outlets of Lake George
Lodges At Cresthaven
Exterior
Lodges At Cresthaven
4.0 star property
9.4 out of 10, Exceptional, (504)
"Great place to stay"
Lodges At Cresthaven
Super 8 by Wyndham Lake George/Downtown
Exterior
Super 8 by Wyndham Lake George/Downtown
2.0 star property
8.0 out of 10, Very good, (952)
"Staff called to verify stay, were very courteous and helpful even though we arrived very late in the evening, beds were great and beautiful areas to sit outside!! "
The price is €58
includes taxes & fees
19 Oct - 20 Oct
Super 8 by Wyndham Lake George/Downtown
Scotty's Lakeside Resort
View from property
Scotty's Lakeside Resort
3.0 star property
8.6 out of 10, Excellent, (967)
"Very nice stay"
The price is €95
includes taxes & fees
14 Oct - 15 Oct
Scotty's Lakeside Resort
Mohican Resort Motel
Gazebo
Mohican Resort Motel
2.5 star property
9.0 out of 10, Wonderful, (161)
"Clean, staff very friendly, family friendly! Great place and would definitely book again!"
Mohican Resort Motel
Lodge at Schroon Lake
Premium Chalet, Multiple Beds | Terrace/patio
Lodge at Schroon Lake
3.0 star property
9.0 out of 10, Wonderful, (393)
"Beautiful property. We had a great stay!"
Lodge at Schroon Lake
Howard Johnson by Wyndham Lake George
Room, 2 Queen Beds, Non Smoking
Howard Johnson by Wyndham Lake George
2.0 star property
8.0 out of 10, Very good, (1019)
"south end of town, lots in the area to do."
The price is €55
includes taxes & fees
27 Oct - 28 Oct
Howard Johnson by Wyndham Lake George
Holiday Inn Resort Lake George - Adirondack Area by IHG
Interior
Holiday Inn Resort Lake George - Adirondack Area by IHG
3.0 star property
9.2 out of 10, Wonderful, (1013)
"Clean, great amenities, softttttt sheets!"
The price is €91
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Resort Lake George - Adirondack Area by IHG
Six Flags Great Escape Lodge & Indoor Waterpark
Water park
Six Flags Great Escape Lodge & Indoor Waterpark
3.5 star property
7.8 out of 10, Good, (1334)
"Would visit again! "
The price is €129
includes taxes & fees
10 Nov - 11 Nov
Six Flags Great Escape Lodge & Indoor Waterpark
Admiral Motel
Terrace/patio
Admiral Motel
2.5 star property
9.4 out of 10, Exceptional, (697)
"Wonderful Stay"
Admiral Motel
Nordick's Inn
Exterior
Nordick's Inn
2.5 star property
9.0 out of 10, Wonderful, (659)
"Front desk staff was so helpful with dining suggestions. This is a mom and pop run motel, nothing fancy, just clean and simple. This is our second time staying there and will definitely go back. "
Nordick's Inn
The Juliana Resort
Terrace/patio
The Juliana Resort
2.5 star property
8.8 out of 10, Excellent, (179)
"Lake view and access was great"
The price is €95
includes taxes & fees
14 Oct - 15 Oct
The Juliana Resort
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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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

Friends Lake

Commune with nature and explore the great outdoors at Friends Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.
See properties

Loon Lake

Commune with nature and explore the great outdoors at Loon Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.
See properties

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.

See all hotels in Chestertown
Photo by Julie Miller
Open Photo by Julie Miller

Top Chestertown Hotel Reviews

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

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

10/10 Excellent
"Always a great stay. "
Christopher 1-night trip
Posted 3 days ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

More cheap stays in Chestertown

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

1 Abbey Ln, Queensbury, NY
The price is €71 per night from 14 Oct to 15 Oct
€71
14 Oct - 15 Oct
includes taxes & fees
7.2/10 Good! (1,009 reviews)

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. Another top choice for your visit based on reviews is 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?
Eagles Nest at Loon Lake near Gore Mountain: This highly rated holiday home rental in Chestertown is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a pool table. 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 La Quinta Inn & Suites by Wyndham Lake George 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 118 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.

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