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Compare 73 Apartments in Chestertown with updated reviews, rates, and availability.

Lake George Great Location with Lake Access

10.0 out of 10, Exceptional, (16)
"We had a wonderful time. Everything was within walking distance. The place was very clean and adorable. We loved the little “extras” that was left for us. Would definitely stay there again. The host wash very friendly and gave us great restaurant ideas "
Lake George Great Location with Lake Access

Lake view , Cozy One Bedroom! Walk to Beach and Town!

10.0 out of 10, Exceptional, (45)
"Great stay, convenient location and walk to town, quite and clean"
Lake view , Cozy One Bedroom! Walk to Beach and Town!

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

10.0 out of 10, Exceptional, (61)
"Second time staying here and continues to meet all expectations. Owner and on site managers all friendly and responsive. "
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

Lakefront Bolton Retreat w/ Balcony + Views!

10.0 out of 10, Exceptional, (17)
"Had an amazing time! Great, peaceful location with a beautiful view. Super close to stores and restaurants! Will definitely be coming back!"
Lakefront Bolton Retreat w/ Balcony + Views!

Bolton Landing - walk to town! Come visit any Season!

9.8 out of 10, Exceptional, (49)
"This was our second time staying at this property. It was perfect. "
Bolton Landing - walk to town! Come visit any Season!

Charming 2-bedroom apartment in delightful Lake George Village

Charming 2-bedroom apartment in delightful Lake George Village

Modern Apt Near Lake George - Walk to Beach!

9.6 out of 10, Exceptional, (12)
"We had a lovely time during a long winter weekend after Christmas. There were a few places to choose from to take the kids sledding and we even enjoyed a winter hike. It was our first time this far NW in the Adirondacks and the scenery was gorgeous. Will be back! "
Modern Apt Near Lake George - Walk to Beach!

RIVERVIEW ADIRONDACK RUSTIC APARTMENT

7.8 out of 10, Good, (6)
"Thank you, stay-was welcoming.."
RIVERVIEW ADIRONDACK RUSTIC APARTMENT

Cozy Lakeside Apartment - 5 Min Walk to Downtown!

9.8 out of 10, Exceptional, (7)
"Adorable and well kept"
The price is AED 735
AED 1,309 total
includes taxes & fees
6 Jun - 7 Jun
Cozy Lakeside Apartment - 5 Min Walk to Downtown!

Bubar Barn - screen porch, deck, + parking

10.0 out of 10, Exceptional, (9)
"Came to ski, perfect spot for 2 dads and three teenage boys. "
Bubar Barn - screen porch, deck, + parking

Bolton Landing Suite w/ Deck, Lake George Access

10.0 out of 10, Exceptional, (11)
"Fabulous location, Bolton Landing is picturesque and convenient to hiking and getting out on the lake...amazing autumn views"
Bolton Landing Suite w/ Deck, Lake George Access

Charming 2-bedroom apartment with WiFi, AC in tranquil Glens Falls

The price is AED 298
AED 1,076 total
includes taxes & fees
7 Jun - 8 Jun
Charming 2-bedroom apartment with WiFi, AC in tranquil Glens Falls

Lake George Getaway with SAUNA!

10.0 out of 10, Exceptional, (5)
"While the front of the house is on the main road the back is a beautiful property with a sauna and a little stream. There is a little firepit with chairs for enjoying the evening. Ali is a great host She answered all of our questions quickly while we were there, and she made check out easy. "
Lake George Getaway with SAUNA!

Lakefront Adirondacks Home: Fish, Hike, Ski!

9.2 out of 10, Wonderful, (7)
"The perfect long weekend getaway! Loved waking up to the views (especially seeing the ice fishing out on the lake). The guide was especially helpful, because we found wonderful hiking trails only minutes from the house. Would definitely recommend to family and friends! "
Lakefront Adirondacks Home: Fish, Hike, Ski!

Lake George Getaway w/ Mountain + Water Views

10.0 out of 10, Exceptional, (9)
"Easy check in, clean unit, close to EVERYTHING! "
Lake George Getaway w/ Mountain + Water Views

Lake view cozy two bedroom in Bolton Landing - walk to Town!

10.0 out of 10, Exceptional, (61)
"Great space for our family and dog. Within walking distance to everything we needed during our Winter Carnival visit. Anna is a great host!"
Lake view cozy two bedroom in Bolton Landing - walk to Town!

Heart of Lake George – Fireworks on Back Deck, Parking, Walk to Everything!”

Heart of Lake George – Fireworks on Back Deck, Parking, Walk to Everything!”

Chestertown Retreat w/ Fire Pit, Near Gore Mtn!

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

Unique Loft Downtown Glens Falls

The price is AED 1,102
AED 2,083 total
includes taxes & fees
5 Jun - 6 Jun
Unique Loft Downtown Glens Falls

Bolton Landing Suite w/ Deck, Lake George Access

3.0 star property
Bolton Landing Suite w/ Deck, Lake George 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.
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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.
What's the best apartment for my stay in Chestertown?
Below are some of the top apartments in the area: Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George: Includes free WiFi, private patios, and fireplaces. Access to onsite laundry facilities is available on site. Lake George Great Location with Lake Access: Located 17 mi/27.3 km away in Lake George. Free WiFi and private patios are included. Access to onsite laundry facilities is available on site. Lake view , Cozy One Bedroom! Walk to Beach and Town!: It’s located in Bolton Landing, 9.7 mi/15.6 km away.
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.