Chestertown, NY

Travel Guide

Photo by Julie Miller

Where to stay in Chestertown

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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
Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

2 out of 5
5537 State Route 8, Chestertown, NY
Stay at this motel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Loon Lake Beach and Loon Lake are located ...
9.2/10 Wonderful! (143 reviews)
We attended the Warrensburg Largest Garage Sale Weekend. The Motel is only 20 minutes away from the event. Located near Chestertown so you can go out to eat or grab groceries at the local Grocery Store. Motel is Dog Friendly and we did not have any issues with the Wi-Fi.

Reviewed on 2025/10/5

Pine Tree Motel & Cabins
Friends Lake Inn

Friends Lake Inn

4 out of 5
963 Friends Lake Rd, Chestertown, NY
The price is NT$7,913 per night from Nov 9 to Nov 10
NT$7,913
NT$8,783 total
Nov 9 - Nov 10
includes taxes & fees
Stay at this 4-star hotel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Friends Lake and Loon Lake Beach are located ...
8.6/10 Excellent! (102 reviews)
Staff was great. The inn is unique. Perfect!

Reviewed on 2025/9/7

Friends Lake Inn
The Queensbury Hotel

The Queensbury Hotel

3 out of 5
88 Ridge St, Glens Falls, NY
Stay at this 3-star business-friendly hotel in Glens Falls. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the bar in ...
9.2/10 Wonderful! (1,395 reviews)
Beautiful, clean, comfortable stay. The pub had great service, food and waitstaff. Breakfast was delicious and great service. Wonderful location and easy to walk to other places downtown. We will be back!❤️

Reviewed on 2025/10/26

The Queensbury Hotel
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.
Lincoln Log Colony

Lincoln Log Colony

2 out of 5
2180 U.S. 9, Lake George, NY
Stay at this cabin in Lake George. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Six Flags Great Escape and Lake George Forum are located ...
8.8/10 Excellent! (10 reviews)
Full kitchen - pots and pans, plates, bowls, cups, utensils. Stove with oven, big fridge, freezer.. Super friendly staff. Great for long stay. Short walk to the lake.

Reviewed on 2025/10/8

Lincoln Log Colony
Waterfront Home on Lake George w/ Boat Dock!

Waterfront Home on Lake George w/ Boat Dock!

3 out of 5
Queensbury
Stay at this 3-star cottage in Queensbury. Enjoy free parking, patios, and air conditioning. Popular attractions Assembly Point and Dark Bay are located ...
Waterfront Home on Lake George w/ Boat Dock!
Trout House Village Resort

Trout House Village Resort

3 out of 5
9117 Lake Shore Dr, Hague, NY
Stay at this 3-star beach cabin in Hague. Enjoy free WiFi, free parking, and a private beach. Popular attraction Black Point Public Beach is located nearby.
9.6/10 Exceptional! (17 reviews)
Main house room is clean and quaint.

Reviewed on 2025/10/11

Trout House Village 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.

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

Cities near Chestertown