Hotels in Chestertown

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2026-11-11
2026-11-12
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Hotels in Chestertown (United States) - Book Hotel Rooms Tonight

5-star hotels

Friends Lake Inn

963 Friends Lake Rd, Chestertown, United States Show map

The 5-star Friends Lake Inn Chestertown, located 2.5 km from Loon Lake Public Beach, boasts a swimming pool. Featuring 20 rooms with views of the lake, this elegant inn is about 10 minutes by car…

From US$ 114 Book Now

4-star hotels

The Fern Lodge

46 Fiddlehead Bay Road, Chestertown, United States Show map

The 4-star The Fern Lodge Chestertown hotel is located about 6 km from Rustic Charm Gift Shop and boasts 8 spa tubs. This comfortable bed & breakfast features Wi-Fi in the rooms and 5 rooms that…

From US$ 549 Book Now

2-star hotels

Pine Tree Motel & Cabins

5537 State Route 8, Chestertown, United States Show map

The 2-star Pine Tree Motel & Cabins Chestertown is located around a 10-minute drive from Loon Lake, offering 12 rooms along with a patio, playground, and barbecue grills.

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The Lodge At Loon Lake

5381 State Route 8, Chestertown, United States Show map

Located within 25 minutes' walk of Loon Lake, the 2-star The Lodge At Loon Lake Chestertown hotel offers amenities such as a sundeck, a picnic area, and a golf course. Featuring a private beach area,…

From US$ 159 Book Now