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Pine Tree Motel & Cabins
"The cabin was very quaint, with a wonderful "outdoors" vibe/ decor. It was very clean. The owners were quite personable and helpful in answering any questions we had regarding points of interest to explore. The only suggestion to other travelers I would have is that they might want to consider bringing ..."
Reviewed on Sep 14, 2026
Great Escape Lodge & Indoor Waterpark
"I'd stay again for 125.00 a night but would think 2,x for 200 a night."
Reviewed on Sep 15, 2026
La Quinta Inn & Suites by Wyndham Lake George
The Georgian Lakeside Resort
The Queensbury Hotel
"We had such a wonderful stay at the Queensbury Hotel. The hotel was beautiful and our room was lovely and immaculately clean. The staff were great and the bar and restaurant were excellent! Our breakfast both mornings was superb! Everything was beautifully prepared and so incredibly fresh! The location ..."
Reviewed on Sep 14, 2026
Baymont by Wyndham Queensbury / Lake George
"Our stay wasn’t bad for one night. The room definitely needs some updates. The beds were clean and comfortable. The ac was nice and cold. The room could have been cleaned a little more thorough. The staff were friendly. The hotel is in a great location. Close to everything."
Reviewed on Sep 14, 2026
Adirondack Retreat Inn & Suites
"Room was clean, beds were comfortable, and the pool was nice. Great location, within walking distance of everything."
Reviewed on Sep 14, 2026
Lakefront Terrace Resort
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Tiki Resort
Surfside On The Lake
"Very clean room, and the mattress and pillows were super comfortable (room 102)."
Reviewed on Sep 14, 2026
Days Inn by Wyndham Queensbury/Lake George
"room was not very clean,bathroom towel had holes in it.the box spring made squeaks every time you moved. I won’t go back there again."
Reviewed on Sep 14, 2026
Find cheap hotels in Chestertown
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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Chestertown.
Choosing the right hotel in New York has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Chestertown’s 1,634 hotels. Choose the one that best catches your trip’s tourist drift.
If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $66. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Chestertown hotel deals at the last minute.
While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Chestertown. No matter your reason for visiting Chestertown, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.
Frequently Asked Questions About Chestertown hotels
Where can I find the best last-minute travel deals?
If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Chestertown for as low as $66.
How many hotels are there in Chestertown?
With over 1,634 hotels in Chestertown, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $66.
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