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Top Chestertown hotels deals

Friends Lake Inn

Friends Lake Inn

4 out of 5
963 Friends Lake Rd Chestertown NY
The price is CA $129 per night
CA $129
CA $143 total
Nov 15 - Nov 16
includes taxes & fees
Stay at this hotel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Friends Lake and Loon Lake Beach are located nearby.
Parking included
Free WiFi
Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

2 out of 5
5537 State Route 8 Chestertown NY
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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 nearby.
Pet-friendly
Parking included
Elizabeth. 15 minutes to Lake George. Seasonal Heated Pool.

Elizabeth. 15 minutes to Lake George. Seasonal Heated Pool.

Chestertown NY
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Stay at this vacation home in Chestertown. Enjoy free WiFi, private pools, and a garden. Popular attractions Loon Lake Beach and Friends Lake are located nearby.
Pool
Kitchen
Eagles Nest at Loon Lake near Gore Mountain

Eagles Nest at Loon Lake near Gore Mountain

Chestertown NY
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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 Lake Beach are located nearby.
Kitchen
Washer
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

3.5 out of 5
89 Six Flags Dr Queensbury NY
The price is CA $206 per night
CA $206
CA $229 total
Nov 23 - Nov 24
includes taxes & fees
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 in our reviews. Popular attractions Great Escape and Pirates Cove Adventure Golf are located nearby.
Parking included
Free WiFi
La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

3 out of 5
1533 US-9 Lake George NY
Free cancellation
Reserve now, pay when you stay
The price is CA $120 per night
CA $120
CA $133 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this family-friendly hotel in Lake George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Great Escape and Lumberjack Pass Mini Golf are located nearby.
Pool
Hot tub
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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.

Stay near popular Chestertown attractions

Loon Lake

8.8/10 (8 reviews)
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.
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Chestertown Vacations

Traveling is about being inspired, having new experiences and creating unforgettable memories. And all of that starts with familiarizing yourself with your destination! Ready to discover the basics about Chestertown?

This town is located 370 miles (595 kilometers) northeast of Washington, the nation's bustling capital. Glens Falls is a close-by notable area that's just 25 miles (40 kilometers) to the south.

There are 700 locals that reside in this corner of New York.

Places to visit in Chestertown

Love nature so much that you just want to hug a tree? Be sure to stop and wrap your limbs around one of the beautiful specimens at Pack Demonstration Forest. You'll have a bounty to pick from! Still need more ideas? A day by the ocean is a great way of keeping the children out of mischief. Take some buckets to Loon Lake Beach and see who can collect the most unusual shells.

Where do you fly into for Chestertown?

Slip on your headphones and pick an in-flight movie. In no time at all, you'll land at Floyd Bennett Memorial Airport (GFL). It's about 25 miles (40 kilometers) to the southeast from downtown Chestertown.

Frequently asked questions

How much are vacation packages to Chestertown?
Vacation packages, which include flights and hotels in Chestertown, start from as little as . Make your travel dreams a reality and lock in your trip with Travelocity today.
How long should my Chestertown vacation be?
Generally, 2 nights is what most travelers book for their Chestertown trip. That's a rough guide, but there's so much more to explore if you give yourself a little longer.
Where can I get the best vacation package deals for Chestertown?
For an affordable Chestertown package deal, nothing compares to Travelocity. Take your pick of 400 airlines and 1,000,000 worldwide properties to create the ultimate escape — it couldn't be easier than that.
Why should I book my Chestertown vacation bundle via Travelocity?
With superb service, 24/7 support and some of the most perfect escapes money can buy, you'll never roam alone. And if you happen to find a lower price, we'll match it. That's our Price Match Guarantee.
Will I save money on my Chestertown car rental if I combine it with my hotel or flight?
Bundling your hotel, car and flight into a Chestertown vacation package is a surefire way to land the best deal. Plus, having your own wheels gives you absolute freedom to get to all those big sights you're hoping to check out. Situated 113 kilometers from Chestertown, The Egg is one attraction that should be on your must-do list. Fill up the tank and make a day trip of it.
Which airport is best for Chestertown?
One of the handiest options is Adirondack Regional Airport (SLK), roughly 88 kilometers north of the hustle and bustle of downtown Chestertown. Another great choice is Rutland Southern Vermont Regional Airport (RUT), 72 kilometers away from central Chestertown).
What is there to do in Chestertown?
There's a certain kind of magic as you stroll the streets of Chestertown. Loon Lake Beach and Friends Lake are just a couple of famous attractions that make this city such a sought-after destination, so add them to your to-do list.
Where should I stay when visiting Chestertown?
Many visitors choose to stay at the The Fern Lodge. It's an excellent base for your Chestertown getaway.

Photos of local treasures

Browse Chestertown vacation photos for more inspiration

A waterfront town with a pier, dock, and several buildings.
A red bridge over a river with houses and greenery on both sides.
A snowy lodge with cabins and tall pine trees.