Chestertown hotels

Search hundreds of travel sites at once for hotels in Chestertown

Chestertown, NY, United States
Check-in
Check-out
Compare vs KAYAK |
Travel restrictions
The United States has restricted the entry of all foreign nationals who have visited China, Iran, the Schengen Area, Ireland, or the United Kingdom in the past 14 days. Learn more
Email updates for Chestertown
Stay informed and receive email updates for when travel restrictions ease for Chestertown.

Good to know

Low season

September Cheapest month to stay with an average 21.195% drop in price.

High season

November Most expensive month to stay with an average 48.937% rise in price.

Average price (weeknight)

£250 Average Sun - Thu price over the last 2 weeks.

Average price (weekend night)

£120 Average Fri & Sat price over the last 2 weeks.

FAQs when booking a hotel in Chestertown

Are hotels in Chestertown safe during the coronavirus (COVID-19) crisis?
How much does a hotel cost in Chestertown?
How can I find hotels near me?

Where to stay in Chestertown?

Our map will help you find the perfect place to stay in Chestertown by showing you the exact location of each hotel.
Best Chestertown hotels

Most recommended Chestertown hotels

Show all
Friends Lake Inn - Chestertown - Building
£159+
Free Wi-Fi
Pool
Air conditioning
Check availability
Check availability
The Fern Lodge - Chestertown - Building
£356+
Free Wi-Fi
Air conditioning
Check availability
Check availability
Conways Lake Manor - Chestertown - Bedroom
Conways Lake Manor
9.0 Excellent
£109+
£109+
Free Wi-Fi
Air conditioning
Check availability
Check availability
Pine Tree Motel & Cabins - Chestertown - Building
£109+
Free Wi-Fi
Pet-friendly
Air conditioning
Check availability
Check availability