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Chestertown

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Cheap Flights to Chestertown

Fall in love at first flight with your vacation to Chestertown by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chestertown on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chestertown, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chestertown

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chestertown with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the GFL airport.

What is the cheapest month to fly to Chestertown?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chestertown are in , but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chestertown?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find  to choose from for your flight to Chestertown.

What airport is best to fly into Chestertown?

When you’re planning your trip to Chestertown, convenience is the name of the game. Luckily, Chestertown Floyd Bennett Memorial Airport is nearby so you can deplane and get going on checking off everything on your Chestertown must-do list.

How much are flights to Chestertown?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chestertown on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chestertown?

The trick to saving a stack of cash on your flight to Chestertown? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as  right now, why wait?

Chestertown Flight Information
Destination airport
Chestertown
Destination airport IATA code
GFL

Last Minute Hotel Deals in Chestertown

Pine Tree Motel & Cabins
Pine Tree Motel & Cabins
2 out of 5
5537 State Route 8, Chestertown, NY
Stay at this motel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Loon Lake Beach and Loon Lake are located ...
"very friendly and helpful owners. rooms were very clean and comfortable. good location as well"

Reviewed on Oct 28, 2024

Pine Tree Motel & Cabins
Friends Lake Inn
Friends Lake Inn
4 out of 5
963 Friends Lake Rd, Chestertown, NY
Stay at this 4-star hotel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Friends Lake and Loon Lake Beach are located ...
8.8/10 Excellent! (89 reviews)
"Quiet, comfortable bed, very clean. Decorated nicely, very cozy feeling. Nice continental breakfast in bright cheery sunroom. Great hiking nearby. Staff responsive to questions and had good recommendations for dining and hiking. Very responsive via text prior to stay even had hiking trail directions ..."

Reviewed on Apr 10, 2025

Friends Lake Inn
Holiday Inn Resort Lake George - Adirondack Area by IHG
Holiday Inn Resort Lake George - Adirondack Area by IHG
3 out of 5
2223 Canada St, Lake George, NY
Stay at this 3-star family-friendly hotel in Lake George. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9.2/10 Wonderful! (1,007 reviews)
"Family oriented property walking distance to town. Nice and efficient staff. Large rooms. Many property amenities."

Reviewed on May 27, 2025

Holiday Inn Resort Lake George - Adirondack Area by IHG
Six Flags Great Escape Lodge & Indoor Waterpark
Six Flags Great Escape Lodge & Indoor Waterpark
3.5 out of 5
89 Six Flags Dr, Queensbury, NY
Stay at this 3.5-star family-friendly resort in Queensbury. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,117 reviews)
"Water park"

Reviewed on Apr 25, 2025

Six Flags Great Escape Lodge & Indoor Waterpark
La Quinta Inn & Suites by Wyndham Lake George
La Quinta Inn & Suites by Wyndham Lake George
3 out of 5
1533 US-9, Lake George, NY
Stay at this 3-star family-friendly hotel in Lake George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8.8/10 Excellent! (1,675 reviews)
Great Hotel & Service
"Excellent service. Hotel was very good. Staff at front desk and breakfast area were very nice and polite. There were food choices for breakfast. I really like the option to have 24 hr tea and coffee in the lobby area:) Indoor pool was also in good condition. My kids really enjoyed the pool slide ..."

Reviewed on May 26, 2025

La Quinta Inn & Suites by Wyndham Lake George
Waterfront Home on Lake George w/ Boat Dock!
Waterfront Home on Lake George w/ Boat Dock!
3 out of 5
Queensbury
Stay at this 3-star cottage in Queensbury. Enjoy free parking, patios, and air conditioning. Popular attractions Fort William Henry and Assembly Point are located ...
Waterfront Home on Lake George w/ Boat Dock!
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
3 out of 5
19 Skyline Drive, PO Box 269, Bolton Landing, NY
Stay at this 3-star golf castle in Bolton Landing. Enjoy free WiFi, free parking, and furnished balconies or patios. Popular attractions Veterans Memorial Park ...
"John and Yvonne were the perfect hosts hosts...Tvicolorfulsunse"

Reviewed on Aug 15, 2022

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
The Queensbury Hotel
The Queensbury Hotel
3 out of 5
88 Ridge St, Glens Falls, NY
Stay at this 3-star business-friendly hotel in Glens Falls. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the bar in ...
9.2/10 Wonderful! (1,253 reviews)
"Beautiful hotel and rooms. A tastefully renovated building brought back to its original grandeur! Friendly staff and a lovely restaurant and bar"

Reviewed on May 28, 2025

The Queensbury Hotel
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.