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$298 per night from 3 Aug to 4 Aug
AU$298
3 Aug - 4 Aug
includes taxes & fees
Pine Tree Motel & Cabins: Pet-friendly motel with free WiFi and free parking. Located in the mountains.
"Loved this place, quiet, peaceful Noreen was am amazing hostess"

Reviewed on 27 Jul. 2025

Pine Tree Motel & Cabins
Friends Lake Inn

Friends Lake Inn

4 out of 5
963 Friends Lake Rd, Chestertown, NY
The price is AU$404 per night from 4 Aug to 5 Aug
AU$404
4 Aug - 5 Aug
includes taxes & fees
Friends Lake Inn: Hotel with free WiFi and free parking. Located near skiing.
"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 Jun. 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
Fully refundableReserve now, pay when you stay
The price is AU$236 per night from 24 Aug to 25 Aug
AU$236
24 Aug - 25 Aug
includes taxes & fees
Best Western of Lake George: Pet-friendly hotel with free breakfast and free WiFi. Located near skiing.
"I liked the breakfast and pools. I didn't like the bathroom: the sink was low drain and the shower had mold stains. Also, we were in 3 people and there was only 2 sets of towels. I asked one more, I have to wait more than one hour to receive the towel. The same happened to the microwave I ..."

Reviewed on 27 Jul. 2025

Best Western of Lake George
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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.