Chestertown

Travel Guide

Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA
Aerial view of Hudson River in upstate New York, Chestertown, Riparius Bridge. July 12, 2022
Chestertown

Where to stay in Chestertown

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Chester Shores

While Chester Shores isn't home to many top sights, Loon Lake Beach and Loon Lake are some notable places to visit nearby.

Chester Shores
Eagles Nest at Loon Lake near Gore Mountain

Eagles Nest at Loon Lake near Gore Mountain

Chestertown NY
Stay at this family-friendly holiday home in Chestertown. Enjoy a garden, laundry facilities and a pool table. Popular attractions Loon Lake and Loon Lake Beach ...
Eagles Nest at Loon Lake near Gore Mountain
Lakefront townhome on Tripp Lake in the Adirondacks, minutes from Gore Mountain skiing, Lake George, hiking, kayaking, and year-round outdoor adventure.

Lakefront townhome on Tripp Lake in the Adirondacks, minutes from Gore Mountain skiing, Lake George, hiking, kayaking, and year-round outdoor adventure.

Chestertown NY
Stay at this holiday home in Chestertown. Enjoy free Wi-Fi, tennis courts and patios. Popular attractions Tripp Pond and Pack Demonstration Forest are located ...
10/10 Exceptional! (3 reviews)
This was our first vacation rental as we were reluctant to try it after reading horrible stores about hidden fees and a tons of house cleaning list. We took a plunge this time and I am glad we did it. If you cook a lot (not us), a large party (not us), then this is perfect. It was a bit too big for ...

Reviewed on 25 Mar 2026

Lakefront townhome on Tripp Lake in the Adirondacks, minutes from Gore Mountain skiing, Lake George, hiking, kayaking, and year-round outdoor adventure.
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
The price is €144 per night from 26 Apr to 27 Apr
€144
26 Apr - 27 Apr
includes taxes & fees
Stay at this family-friendly resort in Queensbury. Enjoy free Wi-Fi, free parking and 3 restaurants. Our guests praise the breakfast and the helpful staff in ...
8/10 Very Good! (1,615 reviews)
Planned a very last minute overnight stay at the resort. We spent the day walking around Lake George and took a short 10 min drive back to the hotel. We didn’t have to leave again once we checked in. I’m not sure if it’s common practice or not but obviously it says check in was 4 and we checked in ...

Reviewed on 12 Apr 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.
Lakefront townhome on Tripp Lake in the Adirondacks, minutes from Gore Mountain skiing, Lake George, hiking, kayaking, and year-round outdoor adventure.

Lakefront townhome on Tripp Lake in the Adirondacks, minutes from Gore Mountain skiing, Lake George, hiking, kayaking, and year-round outdoor adventure.

Chestertown NY
Stay at this holiday home in Chestertown. Enjoy free Wi-Fi, tennis courts and patios. Popular attractions Tripp Pond and Pack Demonstration Forest are located ...
10/10 Exceptional! (3 reviews)
This was our first vacation rental as we were reluctant to try it after reading horrible stores about hidden fees and a tons of house cleaning list. We took a plunge this time and I am glad we did it. If you cook a lot (not us), a large party (not us), then this is perfect. It was a bit too big for ...

Reviewed on 25 Mar 2026

Lakefront townhome on Tripp Lake in the Adirondacks, minutes from Gore Mountain skiing, Lake George, hiking, kayaking, and year-round outdoor adventure.
Eagles Nest at Loon Lake near Gore Mountain

Eagles Nest at Loon Lake near Gore Mountain

Chestertown NY
Stay at this family-friendly holiday home in Chestertown. Enjoy a garden, laundry facilities and a pool table. Popular attractions Loon Lake and Loon Lake Beach ...
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 Wi-Fi, a garden and laundry facilities. Popular attractions Friends Lake and Tripp Pond are located ...
10/10 Exceptional! (76 reviews)
Hosts on location are very friendly and go above and beyond to make the stay enjoyable . The girls love playing with the dogs pearl and ruby. Been coming for several years and plan to return.

Reviewed on 18 Feb 2026

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

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