Book Guest Houses in Chestertown, NY

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Guest Houses in Chestertown

The Inn of Lake George

The Inn of Lake George

2.5 out of 5
12 McGillis Ave, Lake George, NY
$138 nightly
The price is $153 total per night
$153 total
Oct 27 - Oct 28
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
Chateau Rooms

Chateau Rooms

4.5 out of 5
15 Allens Alley, Bolton Landing, NY
Get rates
This smoke-free guesthouse features a full-service spa and a restaurant. A convenience store and wedding services are also provided.
Spa
Free WiFi
Don't see what you're looking for?
See all available properties in Chestertown
View all properties
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

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

5537 State Route 8, Chestertown, NY
$175 nightly
The price is $194 total per night from Oct 5 to Oct 6
$194 total
Oct 5 - Oct 6
Total with taxes and fees
9.2/10 Wonderful! (141 reviews)

Chestertown Guest Houses essential information

Accommodation
2 Guest Houses
Lowest Price
$112
Highest Price
$248
Popular accommodation
The Inn of Lake George, Chateau Rooms

Explore more Guest Houses

Popular accommodation searches

More places to stay in Chestertown