Check rooms and rates
Check rooms and rates
exclusive online offers!
Destination
Check-in
Select date
Check-out
Select date
Rooms and Guests
2Guests1room
Check rooms and rates
exclusive online offers!
Destination
Check-in
Select date
Check-out
Select date
Rooms and Guests
2Guests1room
Get Prices

Best Chestertown NY hotels, motels and accommodations of 2020

Filter by
Sort by
  • Sort by
  • Pricefrom low to highfrom high to low
  • Popularityfrom low to highfrom high to low
  • Guest ratingfrom low to highfrom high to low
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$ 194per nightSelect
Not available
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
9.0
Perfect12 reviews
Price fromUS$ 467per nightSelect
Not available
Pine Tree Motel & Cabins5537 State Route 8, Chestertown, United States
1.6 mi from City Center
A few meters away you can enjoy Rustic Charm.
Select
Not available
Conways Lake Manor5381 State Route 8, Chestertown, United States, NY 12817
2.2 mi from City Center
The hotel offers a budget accommodation with 8 rooms in the beach area of Chestertown.
Price fromUS$ 143per nightSelect
Not available
Sunset Mountain Lodge7296 Route 8, Chestertown, United States, NY 12815
5.8 mi from City Center
Set 10 km from Rustic Charm, this property features a picnic area and barbeque grills.
Price fromUS$ 99per nightSelect
Not available
Sunset Mountain Lodge7296 Route 8 , Chestertown, United States
5.8 mi from City Center
Select
Not available
Basic Adirondack Camp, Chestertown, United States, 12817
3.5 mi from City Center
Prospect Mountain is 30 km from this villa that offers 3 bedrooms along with a fully-fitted kitchen.
Price fromUS$ 232per nightSelect
Not available
Moonbeams & Fireflies, Chestertown, United States, 12817
3.7 mi from City Center
Situated a 20-minute drive to Rustic Charm, this villa features the balcony and a patio.
Price fromUS$ 258per nightSelect
Not available
The Three Bears Cottage On Loon Lake, Chestertown, United States, 12817
3.6 mi from City Center
Gore Mountain Farms Alpaca is 10 km from this villa that offers 3 bedrooms along with a kitchen.
Price fromUS$ 227per nightSelect
Not available
Log Home Getaway, Chestertown, United States, 12817
3.4 mi from City Center
Lake George is 31 km from this villa that offers 3 bedrooms along with a kitchen.
Price fromUS$ 267per nightSelect
Not available
Adirondack Great Camp, Chestertown, United States, 12817
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.
Price fromUS$ 526per nightSelect
Not available
Loon Lookout Chalet, Chestertown, United States, 12817
2.3 mi from City Center
Rustic Charm is 3.8 km from this villa that offers 4 bedrooms along with a kitchen.
Price fromUS$ 259per nightSelect
Not available
Affordable Lake Rights, Chestertown, United States, 12817
2.2 mi from City Center
Circle B Ranch is 7 km from this villa that offers 4 bedrooms along with a kitchen.
Price fromUS$ 178per nightSelect
Not available
Irresistible Schroon River Front Log Cabin, Chestertown, United States, 12817
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.
Price fromUS$ 141per nightSelect
Not available
Adirondack Contemporary, Chestertown, United States, 12817
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.
Price fromUS$ 291per nightSelect
Not available
Loon Lake Serendipity, Chestertown, United States, 12817
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.
Price fromUS$ 452per nightSelect
Not available
Two Story Adirondack Log Cabin, Chestertown, United States, 12817
3.2 mi from City Center
Rustic Charm is 6 km from this villa that offers 4 bedrooms along with a kitchen.
Price fromUS$ 493per nightSelect
Not available
Solitude At Lake'S End, Chestertown, United States, 12817
3.5 mi from City Center
Rustic Charm is 6 km from this villa that offers 3 bedrooms along with a full kitchen.
Price fromUS$ 282per nightSelect
Not available
Birchwood Cove, Chestertown, United States, 12817
2.8 mi from City Center
Situated a 20-minute drive to Gore Mountain Farms Alpaca, this villa features the balcony and a patio.
Price fromUS$ 520per nightSelect
Not available
Sweet 2 Bedroom Cottage, Chestertown, United States, 12808
5.6 mi from City Center
This is a 1-bedroom villa, set in proximity to Natural Stone Bridge and Caves.
Price fromUS$ 211per nightSelect
Not available
Remember When, Chestertown, United States, 12808
5.6 mi from City Center
This is a 3-bedroom villa, set in proximity to Natural Stone Bridge and Caves.
Price fromUS$ 171per nightSelect
Not available
Two Houses On One Magnificent Property, Chestertown, United States, 12817
3.6 mi from City Center
Featuring a play area and a playground which are perfect for kids, this villa is situated 6 km away from the city centre.
Price fromUS$ 563per nightSelect
Not available
Pine'S Way Camp, Chestertown, United States, 12817
4.0 mi from City Center
Offering a kitchen complete with a microwave oven, a dishwasher and coffee/tea making facilities, this villa is located close to Circle B Ranch.
Price fromUS$ 105per nightSelect
Not available
Sagevick Cabin, Chestertown, United States, 12817
3.7 mi from City Center
Situated a 20-minute drive to Natural Stone Bridge and Caves, this villa features the garden and a sunny patio.
Price fromUS$ 197per nightSelect
Not available
Hunerburg White House, Chestertown, United States, 12817
3.6 mi from City Center
Featuring a play area and a playground which are perfect for kids, this villa is situated 6 km away from the city centre.
Price fromUS$ 319per nightSelect
Not available
6 Bed 5 Bath Holiday Home In Lake George,Adirondack, Chestertown, United States, 12817
100 yd from City Center
Up Yonda Farm is 15 km from this villa that offers 6 bedrooms along with a full kitchen.
Price fromUS$ 445per nightSelect
Not available
Cozy Loon Lake Cabin-Mins To Lake George, Gore MtnChestertown, NY, 12817, Chestertown, United States, 12817
3.3 mi from City Center
Rustic Charm is 3.4 miles from this villa that offers 4 bedrooms along with a kitchen.
Price fromUS$ 195per nightSelect
Not available

Filtering results

Please wait...

27 hotels found

Your booking experience in Chestertown

When you reserve Chestertown accommodation with Booked.net, you will find heaps of affordable options. Our website has search filters which you may find very useful while looking for 5-star hotels and places to stay in Chestertown near tourist attractions. We have business and spa hotels with a large list of facilities and services along with other attractive accommodation options which provide you with an ideal base for exploring.

Budget hotels in Chestertown

If you're on a budget in Chestertown and want good value for your money, you can stay at the 3-star Sunset Mountain Lodge. You will find Llama House Adk apartment just a stone's throw from Gore Mountain Farms Alpaca.

Convenience of staying in the city center

A convenient accommodation option is Pine Tree Motel & Cabins, which is situated near Loon Lake Beach.

Apartments, B&Bs and others

Guests traveling to Chestertown should consider one of the 3 resorts, such as Sunset Mountain Lodge, which offers free self-parking, a picnic area and a patio with views of the garden.

+ Read more - Less