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Chestertown

Welcome to Chestertown, the perfect place to stay when exploring the pleasant forests and mountains of Adirondack Region.

Packages in Chestertown

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Chestertown Vacation Packages

From Chestertown, Albany is 70 miles south, and Montpelier is approximately 75 miles to the northeast.

You ought to spend a day or so in Lake George. It's only 16 miles to the south of Chestertown. Fort William Henry and Prospect Mountain are two of the top options. If you have some extra time, go to Lake George Beach.

You'll be glad to know that you have a number of accessible beaches at your fingertips. Million Dollar Beach, 16 miles to the south, and Veterans Memorial Park Beach, 10 miles to the southeast, are two top choices.

Nature enthusiasts will delight in the unique environmental reserves of Adirondack Region. Lake George Steamboat Company is 16 miles away from Chestertown, while Halfmoon Pond State Park is only 30 miles away.

Adirondack Sports Complex in Queensbury, 25 miles to the south of Chestertown, is a must-visit for sports nuts. When the game's over, hang out with the local fans in one of the nearby pubs or bars.

When the snow is falling and the slopes are ready for you, go to Okemo Valley Golf Club or Okemo Mountain Ski Resort. From the center of Chestertown, the former is 60 miles and the latter is 60 miles.

Loon Lake Beach and Blue Line Outdoor Center are a few worthwhile attractions in Wevertown, a locality 6 miles from Chestertown. North Creek is another great option. It's just 7 miles away from Chestertown. Take a look around town and drop into Railroads on Parade and Natural Stone Bridge and Caves.

Approximately 7 miles to the north of Chestertown is Pottersville, a regional hub known for Adirondack Museum, Avalanche Lake and Oswegatchie River. Seagle Music Colony and Oscar Seagle Memorial Theater are also great options if you have time for more.

Rutland Southern Vermont Regional Airport is the most convenient airport at 45 miles to the east, so just make sure you give yourself enough time.

Accommodation in Chestertown

As there are only limited Expedia hotels in Chestertown and surroundings, you should make your reservations early if you plan on staying for a few days.

Some of the accommodations that are worth a look in Chestertown are The Fern Lodge and Pine Tree Motel & Cabins.


Top Hotel Deals

See all 158 Hotels in Chestertown
Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

5537 State Route 8, Chestertown
4.2
of 5, from 25 reviews
2.0 out of 5.0

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 and North Creek Ski Bowl Town Park are also within 16 mi (25 km).

$169
Friends Lake Inn

Friends Lake Inn

963 Friends Lake Rd, Chestertown
4.4
of 5, from 7 reviews
4.0 out of 5.0

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 close to winter sports such as snow tubing and sledding. Avalanche Lake and Moxham Mountain are also within 16 mi (25 km).

$395
The Fern Lodge

The Fern Lodge

46 Fiddlehead Bay Rd, Chestertown
4.8
of 5, from 13 reviews
3.5 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 Ski Center. Avalanche Lake and North Creek Ski Bowl Town Park are also within 20 mi (32 km).

Loon Lake Retreat With Private Dock

Loon Lake Retreat With Private Dock

112 Marina Rd, Chestertown
4.6
of 5, from 10 reviews
0.0 out of 5.0

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. North Creek Ski Bowl Town Park and North Creek Depot Museum are also within 12 mi (20 km).

Ski for Free at Gore :)

Ski for Free at Gore :)

28 D Balsam Crest Lane, Chestertown
5.0
of 5, from 3 reviews
0.0 out of 5.0

Situated on the waterfront, this townhouse accommodation is 5.5 mi (8.9 km) from Pack Demonstration Forest and 11.1 mi (17.9 km) from Hickory Ski Center. Adirondack Winery and Shepard's Beach Park are also within 16 mi (25 km).

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
4.6
of 5, from 5 reviews
0.0 out of 5.0

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 Community Center and North Creek Ski Bowl Town Park are also within 12 mi (20 km).

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
0.0 out of 5.0

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 Community Center and North Creek Ski Bowl Town Park are also within 12 mi (20 km).

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
5.0
of 5, from 4 reviews
0.0 out of 5.0

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 Pond Community Center and North Creek Ski Bowl Town Park are also within 12 mi (20 km).

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