Chestertown Holiday Packages

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Chestertown Accommodation

If you're after accommodations in Chestertown, make sure you get a move on to book a place to stay. There are only 3 for you to pick from.

Silky smooth sheets, fluffy bathrobes and quality service — if this sounds like your idea of perfection, why not reserve a room at the Friends Lake Inn (963 Friends Lake Rd)? Alternatively, take a look at the Pine Tree Motel & Cabins (5537 State Route 8). It's an excellent option if you're searching for a place that's comfortable and affordable.

Car Hire in Chestertown

While it's not possible to rent a car directly at Floyd Bennett Memorial Airport, Hertz is only a short cab journey away. Located at 674 Quaker Road, you can get a hold of those keys and drive off into the distance soon after you hit the tarmac.

Holidays to Chestertown

Stuck at work fantasising about Chestertown and all the exciting things it has to offer? Take the first step to actually getting there by finding out a few basic facts about it.

Chestertown is 40 kilometres north of Glens Falls. From the nation's capital, Washington, the town is 590 kilometres to the northeast.

Around about 700 people call this part of New York home. So, if you're hoping to meet some new pals, you shouldn't have too many problems.

Top Chestertown hotels

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

2 out of 5
5537 State Route 8, Chestertown, NY
The price is AU$292 per night from 16 Sept to 17 Sept
AU$292
16 Sept - 17 Sept
includes taxes & fees
Pine Tree Motel & Cabins: Pet-friendly motel with free WiFi and free parking. Located in the mountains.
"Came here for the weekend with my husband and my dog! The place is really nice, clean"

Reviewed on 2 Sept 2025

Opens in a new windowPine Tree Motel & Cabins
The Queensbury Hotel

The Queensbury Hotel

3 out of 5
88 Ridge St, Glens Falls, NY
Fully refundableReserve now, pay when you stay
The Queensbury Hotel: Pet-friendly hotel with free WiFi and free parking. Located in the historical district.
"The property was very nice. It was quiet and very clean. The restaurant was very good and the service was amazing. The pool was a little to cold for swimming as it was a cooler day and there was a lot of chlorine in it."

Reviewed on 9 Sept 2025

Opens in a new windowThe Queensbury Hotel
Friends Lake Inn

Friends Lake Inn

4 out of 5
963 Friends Lake Rd, Chestertown, NY
The price is AU$372 per night from 16 Sept to 17 Sept
AU$372
16 Sept - 17 Sept
includes taxes & fees
Friends Lake Inn: Hotel with free WiFi and free parking. Located near skiing.
"Staff was great. The inn is unique. Perfect!"

Reviewed on 7 Sept 2025

Opens in a new windowFriends Lake Inn
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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.