Chestertown Travel Guide
Tourist Guide
Visit Chestertown
Where to stay in Chestertown
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.
The Fern Lodge
46 Fiddlehead Bay Rd. Chestertown NY
Stay at this beach B&B in Chestertown. Enjoy free breakfast, free Wi-Fi 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 Dec 2025
Eagles Nest at Loon Lake near Gore Mountain
Chestertown NY
The price is AU$1,023 per night from 28 Jan to 29 Jan
AU$1,023
28 Jan - 29 Jan
includes taxes & fees
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 ...
9.8/10 Exceptional! (111 reviews)
We had a great Christmas gateway at the Eagle’s Nest. Plenty of room for our extended family to sleep, dine, and hang out.
Reviewed on 3 Jan 2026
Elizabeth. A Guest House Near Lake George.
Chestertown NY
Stay at this holiday home in Chestertown. Enjoy free Wi-Fi, private pools and a water park. Popular attractions Loon Lake Beach and Friends Lake are located ...
8/10 Very Good! (35 reviews)
The house was beautiful and charming and plenty of space. We have no complaints but recommend hand towels in the bathrooms. Probably will look up this place again for a skiing trip this winter.
Reviewed on 10 Aug 2025
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
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 ...
9.8/10 Exceptional! (111 reviews)
We had a great Christmas gateway at the Eagle’s Nest. Plenty of room for our extended family to sleep, dine, and hang out.
Reviewed on 3 Jan 2026
Elizabeth. A Guest House Near Lake George.
Chestertown NY
Stay at this holiday home in Chestertown. Enjoy free Wi-Fi, private pools and a water park. Popular attractions Loon Lake Beach and Friends Lake are located ...
8/10 Very Good! (35 reviews)
The house was beautiful and charming and plenty of space. We have no complaints but recommend hand towels in the bathrooms. Probably will look up this place again for a skiing trip this winter.
Reviewed on 10 Aug 2025
Walk to Million Dollar Beach from this awesome Cottage!
Lake George NY
Stay at this cottage in Lake George. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Six Flags Great Escape and Million Dollar Beach are ...
10/10 Exceptional! (167 reviews)
The winner for us were the fireplace, barbecue and the fire pit outside
Reviewed on 27 Oct 2025
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
Friends Lake
Commune with nature and explore the great outdoors at Friends Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.
Loon Lake Beach
If a restful holiday is part of your travel plans, Loon Lake Beach might be the perfect place to visit during your trip to Chestertown. While you're in the area, stroll along the lakeside.
Loon Lake
Commune with nature and explore the great outdoors at Loon Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.
