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Featured Apartments in Chestertown and around

Gore Mountain Lift View: North Creek Main St Apt 2
9.0 out of 10, Wonderful, (10)
"Great location… Enjoyed our stay"
United States
Lynda N.
The price is €202
includes taxes & fees
23 Oct - 24 Oct
Gore Mountain Lift View: North Creek Main St Apt 2
Bubar Barn - screen porch, deck, + parking
10.0 out of 10, Exceptional, (13)
"House had everything we needed. It was nice to just move in and be able to relax. A few minutes walk to grocery store, beach and restaurants. Loved the screened in porch for morning work out or just reading a book. Would defintely stay again!"
United States
Melissa T.
The price is €317
includes taxes & fees
1 Nov - 2 Nov
Bubar Barn - screen porch, deck, + parking
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
9.8 out of 10, Exceptional, (7)
"It was a Great location"
United States
Jeff D.
The price is €316
includes taxes & fees
22 Oct - 23 Oct
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Unique Loft Downtown Glens Falls
9.0 out of 10, Wonderful, (2)
The price is €502
includes taxes & fees
1 Nov - 2 Nov
Unique Loft Downtown Glens Falls
1-BR Gem Near Downtown & Nature Escapes
10.0 out of 10, Exceptional, (1)
"Everything was fantastic, the only thing i would say is that the stairs my be a problem fo older guests. For me I would definatly book again."
United States
george v.
The price is €243
includes taxes & fees
21 Oct - 22 Oct
1-BR Gem Near Downtown & Nature Escapes
Gore Mountain Lift View, The Eagles Nest: 251 Main St, Fl 3
9.4 out of 10, Exceptional, (3)
"So close to Gore MT. Very clean and adorable!!"
United States
Darci M.
The price is €202
includes taxes & fees
21 Oct - 22 Oct
Gore Mountain Lift View, The Eagles Nest: 251 Main St, Fl 3
Huge Windows Downtown 2Bd Apt w/ Main Strip Access
10.0 out of 10, Exceptional, (2)
"Great location with rustic touches and fully renovated"
United States
Brian H.
The price is €473
includes taxes & fees
21 Oct - 22 Oct
Huge Windows Downtown 2Bd Apt w/ Main Strip Access
Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
The price is €288
includes taxes & fees
21 Oct - 22 Oct
Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
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

Find out more about Chestertown

Chestertown Apartments information

Number of reviews
16
Accommodation
67 Apartments
Lowest Price
€202
Highest Price
€502

Frequently asked questions

What's it like to stay at an apartment in Chestertown?
You can choose from 7 apartments in Chestertown for your stay. Why not take time to appreciate the lakeside during your visit?
Why would you choose apartments instead of traditional hotels?
Often more spacious than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for solo travellers who want to stay in at night and plan out their next day.
What's the best apartment for a stay in Chestertown?
Listed below are some of the favourite apartments in the area: Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George: Includes free WiFi, a patio and a fireplace . Access to on-site laundry facilities is available on site . Gore Mountain Lift View: North Creek Main St Apt 2: Located 9.8 mi/15.7 km away in North Creek . Amenities include a balcony . Lake George Great Location with Lake Access: Located in Lake George , 17 mi/27.3 km away. Includes free WiFi and a patio . Access to on-site laundry facilities is available on site . Lake George Getaway with SAUNA!: Located 15.4 mi/24.8 km away in Lake George . Free WiFi, a fireplace and a Smart TV are included . Access to a sauna is available on site . Bolton Landing - walk to town! Come visit any Season!: It's situated in Bolton Landing , 9.7 mi/15.6 km from Chestertown.
How many apartments will I find in Chestertown?
Expedia has 7 apartments to book in Chestertown.
What will the weather be like in Chestertown?
Although 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chestertown are January, March, November and December, with each month seeing an average of 33 cm 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 heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.