Photo by Julie Miller

Search Apartments in Chestertown

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Compare Apartments in Chestertown with updated reviews, rates, and availability.

Other property types in Chestertown

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Great Room
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
10.0 out of 10, Exceptional, (39)
"The house is the perfect combination of woodsy and modern. Most of the wooden furniture has been beautifully hand made with creative design. The high celings in the main family room are also made of gorgeous wood. There is a real fireplace that we unfortunately did not use because it was too warm. Comfy leather recliners and a 75 inch TV. The kitchen is open to the main room with a peninsula to sit at with stools. Modern appliances, all the kitchen ware you could possibly need, clean and new....
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Private child-friendly home with game room, high-speed WiFi, and wraparound deck
Private child-friendly home with game room, high-speed WiFi, and wraparound deck
9.8 out of 10, Exceptional, (48)
"Clean property. Kids enjoyed games in basement."
Private child-friendly home with game room, high-speed WiFi, and wraparound deck
Cozy retreat with fireplace, kayaks, and shared beach/pond access
Cozy retreat with fireplace, kayaks, and shared beach/pond access
8.8 out of 10, Excellent, (9)
"We loved the days we stayed there, beautiful environment, very nice view. Be careful with the mosquitos, they came out in the evening."
Cozy retreat with fireplace, kayaks, and shared beach/pond access
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.

Frequently asked questions

What's it like to stay at an apartment in Chestertown?
You’ll find plenty of places to stay in Chestertown with 110 hotels and other lodging accommodations. Though there aren’t many apartments, we can help you search for accommodations with similar amenities. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also filter by similar properties such as condos, vacation homes, or cottages. Why not take time to appreciate the lakeside during your visit?
Why would you choose an apartment versus a traditional hotel?
Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples who want something in a quieter part of town.
How many apartments will I be able to find in Chestertown?
Expedia has 5 apartments to book in Chestertown.
What will the weather be like during my trip to Chestertown?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Chestertown. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chestertown are January, March, November, and December, with each month seeing an average of 13 inches of snowfall.
What should I see in Chestertown?
Chestertown is known for its lakeside. Loon Lake Beach and Friends Lake are a couple of lovely local spots to get outside and enjoy nature. Loon Lake and Hudson River are other places to visit while you’re in town.
What's the best way to get to and around Chestertown?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Glens Falls, NY (GFL-Floyd Bennett Memorial), which is located 23.6 mi (38 km) away from the city center. If you’d like to venture out around the area, consider renting a car to take in more sights.

Recent reviews of Chestertown hotels
Expedia verified reviews

Six Flags Lodge & Indoor Waterpark

Six Flags Lodge & Indoor Waterpark

5/5 Excellent
Awesome Family Get Away!
"We had an amazing time! Theme park was not packed and the hotel has its own quick entrance in. Indoor water park was cute had lots of slides for kids of all ages! We loved the arcade as it had lots of games to keep my girls busy!! "
A verified traveler stayed at Six Flags Lodge & Indoor Waterpark
Posted 13 hours ago
Six Flags Lodge & Indoor Waterpark