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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

The Fern Lodge

The Fern Lodge

3.5 out of 5
46 Fiddlehead Bay Rd. Chestertown NY
Book a stay at this beach B&B in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Friends Lake and Loon Lake Beach are located ...
9.8/10 Exceptional! (46 reviews)
I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning!

Reviewed on Dec 27, 2025

The Fern Lodge
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
Book a stay at this family-friendly resort in Queensbury. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (1,451 reviews)
Hospitality; staff very friendly! Hurricane Grill restaurant was great!

Reviewed on Jan 1, 2026

Six Flags Great Escape Lodge & Indoor Waterpark
The Queensbury Hotel

The Queensbury Hotel

3 out of 5
88 Ridge St Glens Falls NY
Book a stay at this business-friendly hotel in Glens Falls. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful ...
9.2/10 Wonderful! (1,470 reviews)
Great atmosphere Clean Hot tub pool area great Holiday haven

Reviewed on Dec 31, 2025

The Queensbury Hotel
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 Bolton Landing NY
Book a stay at this golf castle in Bolton Landing. Enjoy free WiFi, free parking, and furnished balconies or patios. Popular attractions Veterans Memorial Park ...
9.8/10 Exceptional! (15 reviews)
Amazing stay!!
This was more than just another place to stay, it was a great experience. We stayed in the cottage and it was better than described. It was a perfect place to spend time relaxing. The view from the terrace is breathtaking. The beds are comfortable. The kitchen provided everything we needed. The entire ...

Reviewed on Jul 27, 2025

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
Waterfront Home on Lake George w/ Boat Dock!

Waterfront Home on Lake George w/ Boat Dock!

3 out of 5
Queensbury NY
Stay at this cottage in Queensbury. Enjoy free parking, patios, and air conditioning. Popular attractions Assembly Point and Dark Bay are located nearby.
Waterfront Home on Lake George w/ Boat Dock!
Courtyard by Marriott Lake George

Courtyard by Marriott Lake George

3 out of 5
365 Canada Street Lake George NY
Book a stay at this business-friendly hotel in Lake George. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the bar and the helpful ...
9/10 Wonderful! (1,001 reviews)
Room was great! Employees were very accommodating. We had a photo shoot in the lobby and invited the registration lady to join in! The bar was great after dinner. Would definitely stay again!

Reviewed on Dec 30, 2025

Courtyard by Marriott Lake George
Home2 Suites by Hilton Queensbury Lake George

Home2 Suites by Hilton Queensbury Lake George

3 out of 5
524 Aviation Rd Queensbury NY
Book a stay at this business-friendly hotel in Queensbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (840 reviews)
Room was great & spacious. Great breakfast, nice fitness room!

Reviewed on Jan 3, 2026

Home2 Suites by Hilton Queensbury Lake George
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

3 out of 5
1130 Route 9 Queensbury NY
Book a stay at this business-friendly hotel in Queensbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,335 reviews)
Everything (almost) was wonderful! Very clean, staff is the friendliest we’ve ever had, great location. BUT the only thing that stopped it from being 5 star, we were on the second floor (good thing) on the ground level just under our window was a AC or some type of unit and one of the blades must ...

Reviewed on Jan 4, 2026

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
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.