Chestertown, NY

Travel Guide

Photo by Julie Miller
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
The price is SAR 656 per night from Jul 27 to Jul 28
SAR 656
SAR 729 total
27 Jul - 28 Jul
includes taxes & fees
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! (130 reviews)
"Beautiful property Owners are so nice Can't wait to come back and stay"

Reviewed on 20 July 2025

Pine Tree Motel & Cabins
Friends Lake Inn

Friends Lake Inn

4 out of 5
963 Friends Lake Rd, Chestertown, NY
The price is SAR 881 per night from Jul 27 to Jul 28
SAR 881
SAR 978 total
27 Jul - 28 Jul
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 ...
8.8/10 Excellent! (90 reviews)
"We visited the Inn hotel to celebrate my husband’s birthday and take a much-needed break from my role as a caregiver for my mother. The weekend turned out to be exactly what we needed—it gave us the chance to unplug, recharge, and truly rest. The staff were friendly, accommodating, and just lovely ..."

Reviewed on 23 June 2025

Friends Lake Inn
Best Western of Lake George

Best Western of Lake George

2.5 out of 5
2452 State Route 9N, Lake George, NY
The price is SAR 481 per night from Jul 28 to Jul 29
SAR 481
SAR 534 total
28 Jul - 29 Jul
includes taxes & fees
Book a stay at this business-friendly hotel in Lake George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,012 reviews)
"There should be clarity upon checkin as it pertains to maid service for room. Room wasnt cleaned and had to request new towels. Guests using regular towels for pool which caused towel shortage for showers. Room was only cleaned once in 3 days and amenities were not replaced. Information should be ..."

Reviewed on 18 July 2025

Best Western of Lake George
See all 1,548 properties in Chestertown
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.
Lake George Escape - Campground

Lake George Escape - Campground

2 out of 5
175 East Schroon River Rd, Diamond Point, NY
Book a stay at this family-friendly campground in Diamond Point. Enjoy free parking, an outdoor pool, and a private beach. Popular attractions Lake George Steamboat ...
8.2/10 Very Good! (163 reviews)
"Nice place to staying"

Reviewed on 12 July 2025

Lake George Escape - Campground
Walk to Million Dollar Beach from this awesome Cottage!

Walk to Million Dollar Beach from this awesome Cottage!

Lake George
Stay at this cottage in Lake George. Enjoy free WiFi, a water park, and a garden. Popular attractions Million Dollar Beach and Lake George Steamboat Company ...
9.8/10 Exceptional! (155 reviews)
"This cottage is everything it advertises, and more! Great location, great accommodations, and incredibly clean! This was our fifth stay, and we're booked for our sixth! Jacki, our hostess, is the best!"

Reviewed on 19 July 2025

Walk to Million Dollar Beach from this awesome Cottage!
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 Million Dollar Beach and Assembly Point are ...
Waterfront Home on Lake George w/ Boat Dock!
See all properties in Chestertown
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.

Friends Lake

Loon Lake Beach

If a restful vacation is part of your travel plans, Loon Lake Beach might be the perfect place to seek out during your trip to Chestertown. While you're in the area, stroll along the lakeside.

Loon Lake Beach

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.

Loon Lake