Book Guest Houses in Chestertown, NY
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Top Guest Houses in Chestertown

Chateau Rooms
15 Allens Alley Bolton Landing NY
This smoke-free guesthouse features a full-service spa and a restaurant. A convenience store and wedding services are also provided.
Spa
Free WiFi

The Inn of Lake George
12 McGillis Ave Lake George NY
$112 nightly
The price is $124 total per night
$124 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A bar/lounge and express check-out are featured at this guesthouse, along with free self parking. WiFi in public areas is free. Luggage storage is also provided.
Parking included
Free WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top hotels in Chestertown

The Fern Lodge
46 Fiddlehead Bay Rd. Chestertown NY
$587 nightly
The price is $652 total per night from Dec 17 to Dec 18
$652 total
Dec 17 - Dec 18
Total with taxes and fees
9.8/10 Exceptional! (45 reviews)
Chestertown Guest Houses essential information
Accommodation | 2 Guest Houses |
|---|---|
Lowest Price | $115 |
Highest Price | $652 |
Popular accommodation | Chateau Rooms, The Inn of Lake George |
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