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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 ...
9.2/10 Wonderful! (141 reviews)
"Came here for the weekend with my husband and my dog! The place is really nice, clean"

Reviewed on Sep 2, 2025

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 ...
8.6/10 Excellent! (101 reviews)
"Staff was great. The inn is unique. Perfect!"

Reviewed on Sep 7, 2025

Friends Lake Inn
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! (1,384 reviews)
"Staff was informative, friendly. Place was exquisite."

Reviewed on Sep 30, 2025

The Queensbury Hotel
The Georgian Lakeside Resort

The Georgian Lakeside Resort

2.5 out of 5
384 Canada Street, Lake George, NY
Book a stay at this beach hotel in Lake George. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the restaurant in our reviews. ...
8.6/10 Excellent! (997 reviews)
"Nice place. Restaurant is pricey and no one ever there."

Reviewed on Oct 4, 2025

The Georgian Lakeside Resort
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 ...
7.8/10 Good! (1,323 reviews)
"Safe"

Reviewed on Sep 30, 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! (1,654 reviews)
"Clean and modern."

Reviewed on Oct 4, 2025

La Quinta Inn & Suites by Wyndham 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
Stay at this 3-star 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! (1,226 reviews)
"Favorite hotel. Such a great place. Clean quiet and great location"

Reviewed on Sep 30, 2025

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

Baymont by Wyndham Queensbury / Lake George

2.5 out of 5
1 Abbey Ln, Queensbury, NY
Book a stay at this business-friendly hotel in Queensbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
7.4/10 Good! (1,038 reviews)
"The guy at the check in desk was super polite and welcoming. While the styling of the hotel common areas is a little dated, everything is crisp, clean, and well maintained. The color scheme is pleasant and neutral. (None of those horrid burnt orange and red tones that some hotel chains use.) The ..."

Reviewed on Sep 28, 2025

Baymont by Wyndham Queensbury / Lake George
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.