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Chestertown Hotels

See all 170 Hotels in Chestertown
Friends Lake Inn

Friends Lake Inn

963 Friends Lake Rd, Chestertown
4.5 out of 5.0
5.0 out of 5 (1 reviews)

Located in the mountains, this ski-in/ski-out hotel in Chestertown is within 12 mi (20 km) of Pack Demonstration Forest and Natural Stone Bridge and Caves and ...

$199

$199
The Fern Lodge

The Fern Lodge

46 Fiddlehead Bay Rd, Chestertown
4.0 out of 5.0

Situated on a lake, this bed & breakfast is 8.1 mi (13 km) from Pack Demonstration Forest and within 16 mi (25 km) of Natural Stone Bridge and Caves and Hickory ...

$395

$395
Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

5537 State Route 8, Chestertown
2.5 out of 5.0
5.0 out of 5 (1 reviews)

Situated near the beach, this motel is within 12 mi (20 km) of Pack Demonstration Forest, Natural Stone Bridge and Caves, and Avalanche Lake. Moxham Mountain ...

Eagles Nest at Loon Lake With Dock Near Lake George & Gore Mountain

Eagles Nest at Loon Lake With Dock Near Lake George & Gore Mountain

7129 State Route 9, Chestertown

Located in the heart of Chestertown, this vacation home is within 12 mi (20 km) of Natural Stone Bridge and Caves, Avalanche Lake, and Moxham Mountain. Tannery ...

Ski for Free at Gore :)

Ski for Free at Gore :)

28 D Balsam Crest Lane, Chestertown

Situated on the waterfront, this property is 5.5 mi (8.9 km) from Pack Demonstration Forest and 11.1 mi (17.9 km) from Hickory Ski Center. Adirondack Winery ...

Lily Pad South @ Loon Lake, in the Adirondacks Near Gore Mountain

Lily Pad South @ Loon Lake, in the Adirondacks Near Gore Mountain

7131 State Route 9, Chestertown

Located in the heart of Chestertown, this apartment is within 12 mi (20 km) of Natural Stone Bridge and Caves, Avalanche Lake, and Moxham Mountain. Tannery Pond ...

The Lily Pad @ Loon Lake w/ Dock Near Lake George & Gore Mountain

The Lily Pad @ Loon Lake w/ Dock Near Lake George & Gore Mountain

7131 State Route 9, Chestertown

Located in the heart of Chestertown, this vacation home is within 12 mi (20 km) of Natural Stone Bridge and Caves, Avalanche Lake, and Moxham Mountain. Tannery ...

Loon Lake Retreat With Private Dock

Loon Lake Retreat With Private Dock

112 Marina Rd, Chestertown

Situated in a rural location, this vacation home is within 12 mi (20 km) of Natural Stone Bridge and Caves, Avalanche Lake, and Tannery Pond Community Center. ...

Booking for Skiing, Snowmobiling and Summer. Book Early for Summer in the Adks.!

Booking for Skiing, Snowmobiling and Summer. Book Early for Summer in the Adks.!

11 Dennehy Rd, Chestertown

Situated in Chestertown, this vacation home is 6.1 mi (9.8 km) from Pack Demonstration Forest and within 12 mi (20 km) of Natural Stone Bridge and Caves and ...

The Lily Pad North at Loon Lake, in the Adirondacks Near Gore Mountain

The Lily Pad North at Loon Lake, in the Adirondacks Near Gore Mountain

7131 State Route 9, Chestertown

Located in the heart of Chestertown, this apartment is within 12 mi (20 km) of Natural Stone Bridge and Caves, Avalanche Lake, and Moxham Mountain. Tannery Pond ...

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* Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.