Chestertown hotels

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Best Chestertown hotels

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Most recommended Chestertown hotels

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Loon's Lair, A Beautiful immaculate Adirondack 2 Bedroom 3 Bathroom Suite - Chestertown - Bedroom
Loon's Lair, A Beautiful immaculate Adirondack 2 Bedroom 3 Bathroom Suite
Chestertown, NY, United States
Free Wi-Fi
Air conditioning
R4 466+
Check availability
The Fern Lodge - Chestertown - Living room
The Fern Lodge
Chestertown, NY, United States
10Wonderful(20)
Parking
Free Wi-Fi
Air conditioning
R9 719+
Check availability
Peaceful retreat in the heart of the Adirondacks. - Chestertown - Patio
Peaceful retreat in the heart of the Adirondacks.
Chestertown, NY, United States
Free Wi-Fi
Air conditioning
R4 923+
Check availability
Deer Crossing, A Beautiful Loon Lake Family Cabin in the Adirondack Mountains - Chestertown - Outdoor view
Deer Crossing, A Beautiful Loon Lake Family Cabin in the Adirondack Mountains
Chestertown, NY, United States
Free Wi-Fi
Pet-friendly
Air conditioning
R3 642+
Check availability
Lily Pad South At Loon Lake Near Gore Mountain - Chestertown - Patio
Lily Pad South At Loon Lake Near Gore Mountain
Chestertown, NY, United States
Air conditioning
R2 599+
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Lakeside Vibes - Chestertown - Bedroom
Lakeside Vibes
Chestertown, NY, United States
8.4Very Good(10)
R9 499+
Check availability
Bass Bunk, A Beautiful Loon Lake Family Cabin in the Adirondack Mountains - Chestertown - Bedroom
Bass Bunk, A Beautiful Loon Lake Family Cabin in the Adirondack Mountains
Chestertown, NY, United States
Free Wi-Fi
Air conditioning
R5 839+
Check availability
#7 Adirondack@Birchwood Cottages on Loon Lake. Family Friendly Waterfront - Chestertown - Outdoor view
#7 Adirondack@Birchwood Cottages on Loon Lake. Family Friendly Waterfront
Chestertown, NY, United States
Free Wi-Fi
Pool
Pet-friendly
R4 997+
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Pine Tree Motel & Cabins - Chestertown - Bedroom
Pine Tree Motel & Cabins
Chestertown, NY, United States
Free Wi-Fi
Pet-friendly
Air conditioning
R3 752+
Check availability
Lakefront home steps away from a private, gentle sloping sandy beach & fire pit. - Chestertown - Living room
Lakefront home steps away from a private, gentle sloping sandy beach & fire pit.
Chestertown, NY, United States
Free Wi-Fi
Air conditioning
R17 296+
Check availability
#2 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming! - Chestertown - Bedroom
#2 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
Chestertown, NY, United States
Free Wi-Fi
Pet-friendly
R3 844+
Check availability
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George - Chestertown - Bedroom
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Chestertown, NY, United States
Free Wi-Fi
Air conditioning
R6 388+
Check availability
Tall Pines On Loon Lake - Chestertown - Balcony
Tall Pines On Loon Lake
Chestertown, NY, United States
Free Wi-Fi
R7 651+
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Retreat on the Pond - Chestertown
Retreat on the Pond
Chestertown, NY, United States
9.0Wonderful(2)
Pet-friendly
Air conditioning
R5 381+
Check availability
The Lazy Loon Ski House w. Fireplace & Outdoor Hot Tub. 15 mins to Gore Mountain - Chestertown
The Lazy Loon Ski House w. Fireplace & Outdoor Hot Tub. 15 mins to Gore Mountain
Chestertown, NY, United States
Free Wi-Fi
R9 847+
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Dog-friendly lakefront house with 2 living areas, beach nearby - Chestertown
Dog-friendly lakefront house with 2 living areas, beach nearby
Chestertown, NY, United States
Air conditioning
R8 676+
Check availability

Popular filters in Chestertown hotels

Hotels with parking
The Fern Lodge and others
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R4 466 - R5 784R5 784 - R7 101R7 101 - R8 419R8 419 - R9 719R9 719+ per night

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Free cancellationFree breakfastFree parkingFree internet
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Good to know

Low season

September

High season

June

Average price (weeknight)

R5 247

Average price (weekend night)

R6 163
Cheapest month to stay with an average 36% drop in price.
Most expensive month to stay with an average 73% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

FAQs when booking a hotel in Chestertown

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Where to stay in Chestertown?

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Everything you need to know for your stay in Chestertown

All hotels in Chestertown

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