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We offer 26 hotels in Chestertown
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Best Chestertown NY hotels, motels and accommodations of 2019

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The Fern Lodge46 Fiddlehead Bay Road, Chestertown, United States, 12817View on map
Featuring a sports bar plus an unforgettable view of the mountain, the venue is located in a busy area just off a boat dock.
  • The bed & breakfast has
    • Free Wi-Fi in rooms
    +1
  • The bed & breakfast has
    • On-site car park
    +1
9.0
Perfect12 reviews
Price fromUS$ 435per nightSelect
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Friends Lake Inn963 Friends Lake Rd, Chestertown, United States, 12817View on map
The hotel overlooks the garden and offers American cuisine, boasting location in a natural area.
  • The inn has
    • Free Wi-Fi in public areas
    +1
  • The inn has
    • On-site car park
    +1
Price fromUS$ 257per nightSelect
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Sunset Mountain Lodge7296 Route 8 , Chestertown, United StatesView on map
5.8 mi from City Center
  • The hotel has
    • Picnic area/ Tables
    +1
Select
Pine Tree Motel & Cabins5537 State Route 8, Chestertown, United StatesView on map
1.6 mi from City Center
A few meters away you can enjoy Rustic Charm.
  • The hotel has
    • Free internet access
    +1
  • The hotel has
    • Coffee/Tea in lobby
    • Picnic area/ Tables
    +2
Select
Conways Lake Manor5381 State Route 8, Chestertown, United States, NY 12817View on map
2.2 mi from City Center
The hotel offers a budget accommodation with 8 rooms in the beach area of Chestertown.
  • The motel has
    • Free Wi-Fi in rooms
    +1
  • The motel has
    • Off-site car park
    +1
  • The motel has
    • Outdoor dining area
    +1
Price fromUS$ 133per nightSelect
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Basic Adirondack CampHoliday home, Chestertown, United States, 12817View on map
3.5 mi from City Center
Prospect Mountain is 30 km from this villa that offers 3 bedrooms along with a fully-fitted kitchen.
  • The holiday home has
    • Cookware/ Kitchen utensils
    +1
Price fromUS$ 205per nightSelect
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Moonbeams & FirefliesHoliday home, Chestertown, United States, 12817View on map
3.7 mi from City Center
Situated a 20-minute drive to Rustic Charm, this villa features the balcony and a patio.
  • The holiday home has
    • Dryer
    • Cookware/ Kitchen utensils
    +2
Price fromUS$ 258per nightSelect
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The Three Bears Cottage On Loon LakeHoliday home, Chestertown, United States, 12817View on map
3.6 mi from City Center
Gore Mountain Farms Alpaca is 10 km from this villa that offers 3 bedrooms along with a kitchen.
  • The holiday home has
    • Dryer
    • Cookware/ Kitchen utensils
    +2
Price fromUS$ 227per nightSelect
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Log Home GetawayHoliday home, Chestertown, United States, 12817View on map
3.4 mi from City Center
Lake George is 31 km from this villa that offers 3 bedrooms along with a kitchen.
  • The holiday home has
    • Dryer
    • Cookware/ Kitchen utensils
    +2
Price fromUS$ 257per nightSelect
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Adirondack Great CampHoliday home, Chestertown, United States, 12817View on map
2.2 mi from City Center
Offering a kitchen equipped with a microwave, a dishwasher and a washing machine, this villa is set near Rustic Charm.
  • The holiday home has
    • Dryer
    • Cookware/ Kitchen utensils
    +2
Price fromUS$ 526per nightSelect
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Loon Lookout ChaletHoliday home, Chestertown, United States, 12817View on map
2.3 mi from City Center
Rustic Charm is 3.8 km from this villa that offers 4 bedrooms along with a kitchen.
  • The holiday home has
    • On-site car park
    +1
  • The holiday home has
    • Dryer
    • Cookware/ Kitchen utensils
    +2
Price fromUS$ 259per nightSelect
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Affordable Lake RightsHoliday home, Chestertown, United States, 12817View on map
2.2 mi from City Center
Circle B Ranch is 7 km from this villa that offers 4 bedrooms along with a kitchen.
  • The holiday home has
    • Cookware/ Kitchen utensils
    +1
Price fromUS$ 171per nightSelect
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Irresistible Schroon River Front Log CabinHoliday home, Chestertown, United States, 12817View on map
2.4 mi from City Center
Offering a kitchen equipped with a microwave, a dishwasher and a fridge, this villa is set near Rustic Charm.
  • The holiday home has
    • Dryer
    • Cookware/ Kitchen utensils
    +2
Price fromUS$ 170per nightSelect
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Adirondack ContemporaryHoliday home, Chestertown, United States, 12817View on map
3.0 mi from City Center
Offering a kitchen complete with a microwave, a dishwasher and a cooktop, this villa is located close to Rustic Charm.
  • The holiday home has
    • Dryer
    • Cookware/ Kitchen utensils
    +2
Price fromUS$ 291per nightSelect
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Loon Lake SerendipityHoliday home, Chestertown, United States, 12817View on map
2.2 mi from City Center
Offering a fully equipped kitchen equipped with a microwave, a fridge and a toaster, this villa is set near Rustic Charm.
  • The holiday home has
    • Dryer
    • Cookware/ Kitchen utensils
    +2
Price fromUS$ 424per nightSelect
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Two Story Adirondack Log CabinHoliday home, Chestertown, United States, 12817View on map
3.2 mi from City Center
Rustic Charm is 6 km from this villa that offers 4 bedrooms along with a kitchen.
  • The holiday home has
    • Dryer
    • Cookware/ Kitchen utensils
    +2
Price fromUS$ 493per nightSelect
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Solitude At Lake'S EndHoliday home, Chestertown, United States, 12817View on map
3.5 mi from City Center
Rustic Charm is 6 km from this villa that offers 3 bedrooms along with a full kitchen.
  • The holiday home has
    • Cookware/ Kitchen utensils
    +1
Price fromUS$ 283per nightSelect
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Birchwood CoveHoliday home, Chestertown, United States, 12817View on map
2.8 mi from City Center
Situated a 20-minute drive to Gore Mountain Farms Alpaca, this villa features the balcony and a patio.
  • The holiday home has
    • Dryer
    • Cookware/ Kitchen utensils
    +2
Price fromUS$ 520per nightSelect
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Sweet 2 Bedroom CottageHoliday home, Chestertown, United States, 12808View on map
5.6 mi from City Center
This is a 1-bedroom villa, set in proximity to Natural Stone Bridge and Caves.
  • The holiday home has
    • Cookware/ Kitchen utensils
    +1
Price fromUS$ 217per nightSelect
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Remember WhenHoliday home, Chestertown, United States, 12808View on map
5.6 mi from City Center
This is a 3-bedroom villa, set in proximity to Natural Stone Bridge and Caves.
  • The holiday home has
    • Cookware/ Kitchen utensils
    +1
  • The holiday home has
    • Canoeing
    +1
Price fromUS$ 171per nightSelect
{{ rooms.roomsCount }} US$ {{ rooms.roomsMinPrice }}per night

Your booking experience in Chestertown

If you are searching for cozy accommodation for your next travel in Chestertown, we are delighted to present you with great Chestertown hotel deals. Booked.net features a wide choice of business and spa hotels in Chestertown, searches for places to stay in the most famous tourist destinations of United States and offers special rates from 130US$. Our website has search filters which you may find very useful while looking for 4-star hotels and places to stay in Chestertown near landmarks. We have modern and historical hotels with a comprehensive list of amenities and services along with other popular accommodation options which provide you with an ideal base for exploring.

Budget hotels in Chestertown

If you're on a budget, stay at Conways Lake Manor, which offers rooms with rates starting from 130US$.

Luxury and boutique accommodation

For luxury hotels in Chestertown, choose Friends Lake Inn, 4-star accommodation with an outdoor swimming pool, a sauna and a swimming pool.

Apartments, B&Bs and others

For those who enjoy recreation, there are 3 hotels in Chestertown, The Fern Lodge or Pine Tree Motel & Cabins among them.

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26 hotels found