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Apartments in Chestertown

Bolton Landing Suite w/ Deck, Lake George Access

3.0 star property
Bolton Landing Suite w/ Deck, Lake George Access

Lakefront Adirondacks Home: Fish, Hike, Ski!

2.5 star property
2.0 out of 10, (1)
"I had a confirmed booking and they didn’t have rooms available. Terrible "
Lakefront Adirondacks Home: Fish, Hike, Ski!

Tree Tops Retreat ~ 19 Mi to Lake George!

3.0 star property
Tree Tops Retreat ~ 19 Mi to Lake George!

Lake George Townhome w/ Deck: 2 Mi to The Outlets!

3.0 star property
Lake George Townhome w/ Deck: 2 Mi to The Outlets!

Chestertown Retreat w/ Fire Pit, Near Gore Mtn!

3.0 star property
Chestertown Retreat w/ Fire Pit, Near Gore Mtn!

Walk to Town & River: Cozy North Creek Cottage

3.0 star property
Walk to Town & River: Cozy North Creek Cottage

Lake George Studio: Walk to Village & Beach!

3.0 star property
Lake George Studio: Walk to Village & Beach!

Lake George Getaway w/ Mountain + Water Views

3.0 star property
Lake George Getaway w/ Mountain + Water Views

Family Gem: Private Community Beach on Tripp Lake

3.5 star property
Family Gem: Private Community Beach on Tripp Lake

Lake George Retreat w/ Private Deck + Water Views!

3.0 star property
Lake George Retreat w/ Private Deck + Water Views!

Lake George Getaway 3 Mi to Six Flags Great Escape

3.0 star property
Lake George Getaway 3 Mi to Six Flags Great Escape

Modern Apt Near Lake George - Walk to Beach!

3.0 star property
Modern Apt Near Lake George - Walk to Beach!

Lakefront Bolton Retreat w/ Balcony + Views!

3.0 star property
Lakefront Bolton Retreat w/ Balcony + Views!

Mid-century Modern Apt - Steps to Lake George

3.0 star property
Mid-century Modern Apt - Steps to 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.
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Top Chestertown Hotel Reviews

Frequently asked questions

What's it like to stay at an apartment in Chestertown?
You can choose from 8 apartments in Chestertown for your stay. 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 8 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.