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Find Lake Hotels in Chestertown, NY from CA $135

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Check availability on Chestertown Lake Hotels

Top Chestertown Lake Hotels

The Fern Lodge
Lake view

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (47)
"We had such a great experience the first night so we moved our plans and stayed a second, next time we will definitely stay even longer."
The price is CA $705
CA $783 total
includes taxes & fees
Aug 14 - Aug 15
The Fern Lodge
Lake George Water Front Cabin Spectacular Views
Property grounds

Lake George Water Front Cabin Spectacular Views

9.6 out of 10, Exceptional, (30)
"The house was perfect for my family! The teens loved kayaking! The view was absolutely stunning! Wish we could have stayed longer! Will stay again next year!"
The price is CA $757
CA $1,570 total
includes taxes & fees
Sep 2 - Sep 3
Lake George Water Front Cabin Spectacular Views
Lakefront Rustic 1930s dog friendly Cabin w/lg screened porch near Lake George
Outdoor dining

Lakefront Rustic 1930s dog friendly Cabin w/lg screened porch near Lake George

10.0 out of 10, Exceptional, (27)
"Amazing view, so peaceful and relaxing! The hosts were fantastic"
The price is CA $431
CA $741 total
includes taxes & fees
Sep 4 - Sep 5
Lakefront Rustic 1930s dog friendly Cabin w/lg screened porch near Lake George
Silver Bay YMCA Inn and Conference Center
Private beach, beach volleyball

Silver Bay YMCA Inn and Conference Center

3.0 star property
8.6 out of 10, Excellent, (101)
"Beautiful area , very close to the lake . "
The price is CA $211
CA $234 total
includes taxes & fees
Aug 11 - Aug 12
Silver Bay YMCA Inn and Conference Center
Trout House Village Resort
Luxury Cabin, 1 Bedroom, Lake View | Living area

Trout House Village Resort

3.0 star property
9.8 out of 10, Exceptional, (12)
"Absolutely wonderful place and super friendly staff "
The price is CA $197
CA $253 total
includes taxes & fees
Sep 2 - Sep 3
Trout House Village Resort
Lakeview Lodge|Hot Tub|9 Beds|Pet Friendly|Dock Slip|Lake Views|
Property grounds

Lakeview Lodge|Hot Tub|9 Beds|Pet Friendly|Dock Slip|Lake Views|

2.0 star property
The price is CA $2,470
CA $3,817 total
includes taxes & fees
Aug 15 - Aug 16
Lakeview Lodge|Hot Tub|9 Beds|Pet Friendly|Dock Slip|Lake Views|
The Villas on Lake George
Property grounds

The Villas on Lake George

2.5 star property
7.6 out of 10, Good, (86)
"Great place for family get away . Beautiful location lake front beach and the pool. Our tradition every year to visit Lake George "
The price is CA $323
CA $359 total
includes taxes & fees
Aug 11 - Aug 12
The Villas on Lake George
The Juliana Resort
Terrace/patio

The Juliana Resort

2.5 star property
8.8 out of 10, Excellent, (165)
"Beautiful property! Lake view was amazing. "
The price is CA $164
CA $182 total
includes taxes & fees
Sep 2 - Sep 3
The Juliana Resort
Depe Dene Lakeside Resort
Historic Mansion with Lakeview

Depe Dene Lakeside Resort

2.0 star property
8.8 out of 10, Excellent, (333)
"Excellent place to enjoy with family "
The price is CA $135
CA $150 total
includes taxes & fees
Sep 2 - Sep 3
Depe Dene Lakeside Resort
The Stone Gate Resort
Private beach

The Stone Gate Resort

3.0 star property
9.6 out of 10, Exceptional, (84)
"Stone Gate resort was top of the line and we will definitely be staying there again."
The price is CA $442
CA $516 total
includes taxes & fees
Aug 11 - Aug 12
The Stone Gate Resort
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 Chestertown Hotel Reviews

Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"Everything"
Richard 2-night trip
Posted 1 day ago
Six Flags Great Escape Lodge & Indoor Waterpark

Frequently asked questions

Why book your lakeside hotel in Chestertown with Expedia?
Expedia has unbeatable deals on lakeside hotels in Chestertown. But our fantastic prices are just the beginning. You'll discover loads of hotels to choose from and handy search filters that make it a breeze to find your perfect stay.
How can I find cheap lakeside hotels in Chestertown?
Expedia makes it easy to find the best cheap lake hotels in Chestertown. Use our handy filters to select your budget and preferred hotel star rating. You can also search for your dream lakeside escape based on neighborhoods or popular locations you want to be near.
What is there to do in Chestertown near my lakeside hotel?
The ultimate travel accessory is a well-planned to-do list. Loon Lake Beach is a good place to kick-start your exploration of Chestertown.