Introduction
How to get there
Where to stay
Renting a car

Chestertown travel guide

Chestertown Tourism | Chestertown Guide

You're Going to Love Chestertown

With a population of 677, Chestertown is a must-see destination in New York State, United States. Consider staying at least one whole day in Chestertown to see all of its attractions.

How to Get to Chestertown

Plane

Although Chestertown doesn’t have its own airport, you can fly to Albany Intl (ALB), which is located 101 km from Chestertown. Plattsburgh Intl is the most popular, with regular flights from United Airlines, Copa Airlines, Lufthansa and other airlines departing from the United States. The shortest domestic flight to Chestertown departs from Boston and takes around 1h 20m.

Car

Another option to get to Chestertown is to pick up a car rental from Boston, which is about 265 km from Chestertown. You’ll find branches of Turo and Movly, among others, in Boston.

Plane

Although Chestertown doesn’t have its own airport, you can fly to Albany Intl (ALB), which is located 101 km from Chestertown. Plattsburgh Intl is the most popular, with regular flights from United Airlines, Copa Airlines, Lufthansa and other airlines departing from the United States. The shortest domestic flight to Chestertown departs from Boston and takes around 1h 20m.

Car

Another option to get to Chestertown is to pick up a car rental from Boston, which is about 265 km from Chestertown. You’ll find branches of Turo and Movly, among others, in Boston.

Airports near Chestertown

Airlines serving Chestertown

Lufthansa
Good (8,236 reviews)
KLM
Good (1,577 reviews)
British Airways
Good (8,228 reviews)
Delta
Good (8,591 reviews)
Air France
Good (1,650 reviews)
Qatar Airways
Good (3,731 reviews)
Emirates
Excellent (3,662 reviews)
United Airlines
Good (10,229 reviews)
Scandinavian Airlines
Good (1,984 reviews)
Air Canada
Good (11,652 reviews)
Brussels Airlines
Good (430 reviews)
JetBlue
Good (3,033 reviews)
Alaska Airlines
Good (12,949 reviews)
Aeromexico
Good (1,463 reviews)
ANA
Excellent (1,316 reviews)
LATAM Airlines
Good (1,984 reviews)
Korean Air
Excellent (1,218 reviews)
Copa Airlines
Good (1,543 reviews)
Virgin Atlantic
Good (694 reviews)
Azul
Good (896 reviews)
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Where to stay in popular areas of Chestertown

Most booked hotels in Chestertown

The Lodge at Loon Lake
2 stars
Excellent (9.4, 197 reviews)
$227+
The Fern Lodge
3 stars
Excellent (9.5, 16 reviews)
$404+
Friends Lake Inn
4 stars
Excellent (8.3, 89 reviews)
$125+
Pine Tree Motel & Cabins
2 stars
Poor (0, 0 reviews)
$194+

Renting a car in Chestertown

Expect to pay $4.50 per gallon in Chestertown (average price from the past 30 days). Depending on the size of your rental car, filling up the tank will cost between $54.06 and $72.07.

Expect to pay $4.50 per gallon in Chestertown (average price from the past 30 days). Depending on the size of your rental car, filling up the tank will cost between $54.06 and $72.07.