Hotels in Chestertown
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Check prices for these dates
Tonight
Aug 30 - Aug 31Tomorrow
Aug 31 - Sep 1Next weekend
Sep 4 - Sep 6In two weeks
Sep 11 - Sep 13Where to stay in Chestertown?
Friends Lake Inn
Friends Lake InnChestertown
$139
$155 total
includes taxes & fees
Sep 8 - Sep 9
Pine Tree Motel & Cabins
Pine Tree Motel & CabinsChestertown
$175
$194 total
includes taxes & fees
Aug 31 - Sep 1
The Fern Lodge
The Fern LodgeChestertown
$445
$494 total
includes taxes & fees
Sep 23 - Sep 24
Super 8 by Wyndham Lake George/Warrensburg Area
Super 8 by Wyndham Lake George/Warrensburg AreaLake George
$76
$84 total
includes taxes & fees
Sep 7 - Sep 8
The Alpine Lodge
The Alpine LodgeNorth Creek
$128
$152 total
includes taxes & fees
Sep 20 - Sep 21
Gore Mountain Lodge
Gore Mountain LodgeNorth Creek
$149
$165 total
includes taxes & fees
Sep 27 - Sep 28
The Juliana Resort
The Juliana ResortDiamond Point
$102
$113 total
includes taxes & fees
Sep 22 - Sep 23
Public House
Public HouseNorth Creek
$179
$199 total
includes taxes & fees
Aug 31 - Sep 1
Adirondack Retreat Inn & Suites
Adirondack Retreat Inn & SuitesLake George
$98
$113 total
includes taxes & fees
Aug 31 - Sep 1
Comfort Inn & Suites Lake George
Comfort Inn & Suites Lake GeorgeLake George
$116
$129 total
includes taxes & fees
Sep 8 - Sep 9
Lodge at Schroon Lake
Lodge at Schroon LakeSchroon Lake
$139
$189 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn & Suites Lake George
Hampton Inn & Suites Lake GeorgeLake George
$122
$136 total
includes taxes & fees
Sep 7 - Sep 8
Super 8 by Wyndham Lake George/Downtown
Super 8 by Wyndham Lake George/DowntownLake George
$70
$80 total
includes taxes & fees
Sep 14 - Sep 15
Quality Inn Lake George
Quality Inn Lake GeorgeLake George
$119
$132 total
includes taxes & fees
Sep 28 - Sep 29
Heritage of Lake George
Heritage of Lake GeorgeLake George
$89
$99 total
includes taxes & fees
Sep 2 - Sep 3
Courtyard by Marriott Lake George
Courtyard by Marriott Lake GeorgeLake George
$148
$164 total
includes taxes & fees
Sep 7 - Sep 8
Maple Leaf Motel
Maple Leaf MotelSchroon Lake
$129
$146 total
includes taxes & fees
Aug 31 - Sep 1
Depe Dene Lakeside Resort
Depe Dene Lakeside ResortLake George
$109
$121 total
includes taxes & fees
Sep 17 - Sep 18
Spark by Hilton Lake George Outlets
Spark by Hilton Lake George OutletsLake George
$106
$117 total
includes taxes & fees
Sep 13 - Sep 14
Go beyond your typical stay in Chestertown
Pet friendly
Apartment
Cottage
Family friendly
Our prices for hotels in Chestertown are cheapest in September
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
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.
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.
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.
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.
Learn more about Chestertown
Chestertown is well-known for its attractions such as Friends Lake and Loon Lake. The city has something for everyone including sights like Hudson River and Loon Lake Beach within a secluded setting.
See all hotels in Chestertown
Photo by Julie Miller
Check out reviews of Chestertown hotels guests love
Holiday Inn Resort Lake George - Adirondack Area by IHG
10/10 Excellent
"Had a wonderful stay at the Holiday Inn Resort Lake George - Adirondack Area recently. The property was very nice, clean, and in a great location for enjoying the area. The staff were friendly and helpful, making for a comfortable."
Baymont by Wyndham Queensbury / Lake George
8/10 Good
"Super convenient for ski trip and restaurants."
Lakefront Terrace Resort
10/10 Excellent
"great place / spectacular view of lake"
Surfside On The Lake
10/10 Excellent
"It was overall lovely"
The Georgian Lakeside Resort
8/10 Good
"The staff that worked the front desk, we’re not friendly or welcoming, however, the Waitress is inside the restaurant and at the bar we’re fabulous. If I could recommend one important thing, they should have staff members cleaning the spiderwebs from the staircases and railings frequently."
The Queensbury Hotel
10/10 Excellent
"There is really nothing negative I can say about The Queensbury. The room and hotel was very clean and the staff was very polite. The restaurants were busy and their staff was relaxed and very helpful. We will be returning. The only thing I missed was the chips they gave you towards breakfast."
Tiki Resort
10/10 Excellent
"Excellent customer service!!"
Comfort Inn & Suites Lake George
10/10 Excellent
"Nice quiet hotel with friendly staff."
La Quinta Inn & Suites by Wyndham Lake George
8/10 Good
"The hotel was very clean as well as the room. Breakfast was good. We just booked this hotel for the kiddie pool. The kiddie pool was shut down as well as the hot tub."