Chestertown, NY

Travel Guide

Photo by Julie Miller

Where to stay in Chestertown

Default Image

Chester Shores

When in Chester Shores, you can plan a visit to Loon Lake Beach and Loon Lake, some noteworthy sights in the nearby area.

Chester Shores
The Fern Lodge

The Fern Lodge

3.5 out of 5
46 Fiddlehead Bay Rd. Chestertown NY
Book a stay at this beach B&B in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Friends Lake and Loon Lake Beach are located ...
9.8/10 Exceptional! (47 reviews)
I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning!

Reviewed on 27 December 2025

The Fern Lodge
Eagles Nest at Loon Lake near Gore Mountain

Eagles Nest at Loon Lake near Gore Mountain

Chestertown NY
The price is AED 1,102 per night from Feb 4 to Feb 5
AED 1,102
AED 2,797 total
4 Feb - 5 Feb
includes taxes & fees
Book a stay at this family-friendly vacation home in Chestertown. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Loon Lake and Loon ...
9.8/10 Exceptional! (111 reviews)
the kitchen was good, adequate space for people to work.no lake viewbeds were comfortable

Reviewed on 7 October 2025

Eagles Nest at Loon Lake near Gore Mountain
Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark

3.5 out of 5
89 Six Flags Dr Queensbury NY
Book a stay at this family-friendly resort in Queensbury. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (1,471 reviews)
Room accommodation was good and staff were approachable and helpful.

Reviewed on 9 January 2026

Six Flags Great Escape Lodge & Indoor Waterpark
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.
Eagles Nest at Loon Lake near Gore Mountain

Eagles Nest at Loon Lake near Gore Mountain

Chestertown NY
Book a stay at this family-friendly vacation home in Chestertown. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Loon Lake and Loon ...
9.8/10 Exceptional! (111 reviews)
the kitchen was good, adequate space for people to work.no lake viewbeds were comfortable

Reviewed on 7 October 2025

Eagles Nest at Loon Lake near Gore Mountain
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

Chestertown NY
Stay at this apartment in Chestertown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Friends Lake and Tripp Pond are located ...
9.8/10 Exceptional! (73 reviews)
Excellent stocked kitchen, warm fireplace. Spotlessly cleaned. We loved it! Had everything we could have possibly needed. Warm, comfortable, and beautiful scenery.

Reviewed on 3 January 2026

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Cozy, pet friendly, newly renovated chalet home with shared beach & water views

Cozy, pet friendly, newly renovated chalet home with shared beach & water views

Lake George NY
Stay at this vacation home in Lake George. Enjoy free WiFi, a water park, and a garden. Popular attractions Hearthstone Point Campground and Dark Bay are located ...
9.2/10 Wonderful! (23 reviews)
It was warm and cozy as described. Very close to our venue as we were there for a wedding. Clean, well stocked, spacious. Host was very reaponsive.

Reviewed on 2 January 2026

Cozy, pet friendly, newly renovated chalet home with shared beach & water views
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.

Popular places to visit

Reviews of Chestertown

4.3
Top Destination
5 - Excellent
4
5 - Excellent 44%
4 - Good
4
4 - Good 44%
3 - Okay
1
3 - Okay 11%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveler

Very quiet and relaxing.

4/5 - Good

Verified traveler

Love the hiking.

5/5 - Excellent

JoeGould

We will definitely be coming back in the spring!

5/5 - Excellent

Batt

Adorable village