Chestertown Hotels

Chestertown Hotels

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How much is a cheap hotel in Chestertown?
KAYAK users have found double rooms in Chestertown for as cheap as $196 in the last 3 days. The average price is $336.
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Where to stay in Chestertown?

Our Heatmaps tool will help you find the perfect place to stay in Chestertown by showing you how close hotel options are to major activities

Best Chestertown Hotels

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The Fern Lodge - Chestertown - Building
1
9.4 Excellent (51 reviews)
Overview Reviews
When you stay at The Fern Lodge in Chestertown, you'll be on a lake and 8 minutes by car from Loon Lake Beach. Featured amenities include complimentary newspapers in the lobby, luggage storage, and a library. Free self parking is available onsite.
10.0 Excellent
Pros: This bed and breakfast was outstanding! Absolutely beautiful room and amenities. We enjoyed the recreation room and movie night in the screening room. Breakfast was fabulous. Thanks to the hotel employees for the most gracious hospitality.
Cons: Wish we had more nights to stay!
9.0 Excellent
Pros: Wonderful location on a private Adirondack lake. Our lodge room was appointed perfectly with quality bedding, unique 2 person shower and private fire ring! Hotel employees were the perfect hosts!
Conways Lake Manor - Chestertown - Building
2
9.1 Excellent (74 reviews)
Overview Reviews
Featuring a private beach area, Conways Lake Manor is located in Chestertown. Free WiFi access is available. A TV and a balcony with lake views are included with each guest room. BBQ facilities are available for guests’ use at the Chestertown Conways Lake Manor. The property has free parking. The property is 5 minutes’ drive off Interstate 87. Loon Lake Marina is 2.5 km away.
9.4 Excellent
Pros: The room was large, clean, and vintage style resort. The furniture has probably been there a long time but was in good condition and cared for. I did not use the beach but it is close and looked nice. I did enjoy the balcony to sit and look out over loon lake. The owner was nice and helpful. Truly a nice family running it.
Cons: The slide chain lock was broken. As a single woman traveling, I did not like that. If you want WiFi, stay in a room closer to the office.
Pine Tree Motel & Cabins - Chestertown
3
9.1 Excellent (24 reviews)
Overview
When you stay at Pine Tree Motel & Cabins in Chestertown, you'll be near the beach and 11 minutes by foot from Loon Lake Beach. Free self parking is available onsite.
Friends Lake Inn - Chestertown - Building
4
8.5 Excellent (86 reviews)
Overview
Located in Chestertown, Friends Lake Inn is in the mountains, within a 15-minute drive of Loon Lake Beach and Pack Demonstration Forest. Featured amenities include complimentary newspapers in the lobby, luggage storage, and a library. Event facilities at this hotel consist of a conference center and meeting rooms. Free self parking is available onsite.
Overview
Located in Chestertown, The Loft at The Remington is within a 15-minute drive of Loon Lake Beach and Pack Demonstration Forest. Free self parking is available onsite.