Photo by Julie Miller

Search Hotels with smoking rooms in Chestertown

Most hotels are fully refundable. Because flexibility matters.

Save 10% or more on select stays with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Top Chestertown Hotels with smoking rooms

Pine Tree Motel & Cabins

5537 State Route 8, Chestertown, NY, 12817

4.5/5 Wonderful! (91 reviews)

Cozy and Cute lodgings.

"Cozy, cute and clean lodgings. Owner was super friendly and beds were comfy. My daughter and I stayed here for a quick overnight. It’s conveniently located and set back off of Rt 8 in Chestertown. We had a quiet and restful stay."

Reviewed on 12 Oct 2021

Friends Lake Inn

963 Friends Lake Rd, Chestertown, NY, 12817

4.4/5 Wonderful! (59 reviews)

"We enjoyed everything about the property, especially the sauna. Staff is amazing especially Nicole, very vibrant and lively. Will definitely be back again."

Reviewed on 10 Apr 2022

Don't see what you're looking for?

See all available properties in Chestertown

View all properties

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.

Chestertown Hotel Reviews
expedia verified reviews

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
5/5 Excellent
"My go to stay when in the area. "
A verified traveller stayed at Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Posted 2 days ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Six Flags Lodge & Indoor Waterpark
5/5 Excellent
"Everyone was nice and accommodating. What a wonderful experience. We will be back!!"
A verified traveller stayed at Six Flags Lodge & Indoor Waterpark
Posted 5 days ago
Six Flags Lodge & Indoor Waterpark
Americas Best Value Inn & Suites Lake George
5/5 Excellent
"We had a great stay at the hotel. We will definitely return."
A verified traveller stayed at Americas Best Value Inn & Suites Lake George
Posted 6 days ago
Americas Best Value Inn & Suites Lake George
Friends Lake Inn
5/5 Excellent
"We enjoyed everything about the property, especially the sauna. Staff is amazing especially Nicole, very vibrant and lively. Will definitely be back again."
A verified traveller stayed at Friends Lake Inn
Posted 3 months ago
Friends Lake Inn
Pine Tree Motel & Cabins
5/5 Excellent
Cozy and Cute lodgings.
"Cozy, cute and clean lodgings. Owner was super friendly and beds were comfy. My daughter and I stayed here for a quick overnight. It’s conveniently located and set back off of Rt 8 in Chestertown. We had a quiet and restful stay. "
A verified traveller stayed at Pine Tree Motel & Cabins
Posted 9 months ago
Pine Tree Motel & Cabins