Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Chestertown apartments

Outdoor dining

Lily Pad North at Loon Lake near Gore Mountain

Lily Pad North at Loon Lake near Gore Mountain
Chestertown
9.6 out of 10, Exceptional, (30 reviews)
"Great getaway with a very homely touch, thank you Cheri"
United States
T
Lily Pad North at Loon Lake near Gore Mountain
Apartment (0 Bedroom) | Interior

Cozy Room Near Schroon Lake Marina, Town & Beach!

Cozy Room Near Schroon Lake Marina, Town & Beach!
3.0 star property
Schroon Lake
The price is €99
includes taxes & fees
14 Jun - 15 Jun
Cozy Room Near Schroon Lake Marina, Town & Beach!
Fridge, microwave, oven, stovetop

Hip Suite-1st Floor - Arts District/Farmers Mkt/Cafes/Breweries-Near Lake George

Hip Suite-1st Floor - Arts District/Farmers Mkt/Cafes/Breweries-Near Lake George
Glens Falls
9.8 out of 10, Exceptional, (6 reviews)
"Clean, well appointed, full kitchen supplies, great location!"
United States
Lauren T.
The price is €286
includes taxes & fees
15 Jun - 16 Jun
Hip Suite-1st Floor - Arts District/Farmers Mkt/Cafes/Breweries-Near Lake George
Dining

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

Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls
Glens Falls
6.4 out of 10, (5 reviews)
"Very large with everything we needed.Fast communication.We enjoyed our stay."
Canada
Mathieu T.
The price is €321
includes taxes & fees
16 Jun - 17 Jun
Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls
Interior

Unique Loft Downtown Glens Falls

Unique Loft Downtown Glens Falls
glens falls
9.4 out of 10, Exceptional, (3 reviews)
"Very convenient location, very clean. Such a cool place to stay. Very happy with everything. "
United States
Michael A.
The price is €490
includes taxes & fees
11 Jun - 12 Jun
Unique Loft Downtown Glens Falls
Exterior detail

Penthouse w/ Best Mtn Views Walk to Gore, Main St | Fast WiFi | Sleeps 6

Penthouse w/ Best Mtn Views Walk to Gore, Main St | Fast WiFi | Sleeps 6
North Creek
9.6 out of 10, Exceptional, (5 reviews)
"Clean, convenient, and lots of space for the three of us. "
United States
Michael
The price is €193
includes taxes & fees
11 Jun - 12 Jun
Penthouse w/ Best Mtn Views Walk to Gore, Main St | Fast WiFi | Sleeps 6
2 bedrooms, bed sheets

Huge Windows Downtown 2Bd Apt w/ Main Strip Access

Huge Windows Downtown 2Bd Apt w/ Main Strip Access
Glens Falls
10.0 out of 10, Exceptional, (2 reviews)
"Great location with rustic touches and fully renovated"
United States
Brian H.
Huge Windows Downtown 2Bd Apt w/ Main Strip Access
Beach nearby

Boat, Fish, Hike! Schroon Lake Getaway

Boat, Fish, Hike! Schroon Lake Getaway
Schroon Lake
The price is €121
includes taxes & fees
15 Jun - 16 Jun
Boat, Fish, Hike! Schroon Lake Getaway
Outdoor dining

Gore Mountain Lift View: North Creek Main St Apt 2

Gore Mountain Lift View: North Creek Main St Apt 2
North Creek
9.0 out of 10, Wonderful, (10 reviews)
"Great location… Enjoyed our stay"
United States
Lynda N.
The price is €202
includes taxes & fees
11 Jun - 12 Jun
Gore Mountain Lift View: North Creek Main St Apt 2
2 bedrooms, free WiFi, bed sheets

Cozy Lakeside Apartment - 5 Min Walk to Downtown!

Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Schroon Lake
9.8 out of 10, Exceptional, (7 reviews)
"Adorable and well kept"
United States
Marci B.
The price is €317
includes taxes & fees
22 Jun - 23 Jun
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Beach

< 1 Mi to Boat Launch! Schroon Lake Basecamp

< 1 Mi to Boat Launch! Schroon Lake Basecamp
Schroon Lake
The price is €131
includes taxes & fees
12 Jun - 13 Jun
< 1 Mi to Boat Launch! Schroon Lake Basecamp
Apartment (0 Bedroom) | Interior

Close to Marina, Beach & Town! Schroon Lake Escape

Close to Marina, Beach & Town! Schroon Lake Escape
3.0 star property
Schroon Lake
The price is €99
includes taxes & fees
11 Jun - 12 Jun
Close to Marina, Beach & Town! Schroon Lake Escape
Games room

Gore Mountain Lift View Ski Apt: Main St 1&2 Combo

Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
North Creek
Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
Apartment (0 Bedroom) | Interior

Easy Schroon Lake Living! Close to Marina & Town

Easy Schroon Lake Living! Close to Marina & Town
3.0 star property
Schroon Lake
The price is €99
includes taxes & fees
24 Jun - 25 Jun
Easy Schroon Lake Living! Close to Marina & Town
Apartment (0 Bedroom) | Interior

Boat, Fish, Hike! Schroon Lake Getaway

Boat, Fish, Hike! Schroon Lake Getaway
3.0 star property
Schroon Lake
The price is €110
includes taxes & fees
15 Jun - 16 Jun
Boat, Fish, Hike! Schroon Lake Getaway
Apartment (0 Bedroom) | Interior

Schroon Lake Room < 1 Mi to Marina & Beach!

Schroon Lake Room < 1 Mi to Marina & Beach!
3.0 star property
Schroon Lake
The price is €99
includes taxes & fees
14 Jun - 15 Jun
Schroon Lake Room < 1 Mi to Marina & Beach!
Apartment (0 Bedroom) | Interior

< 1 Mi to Boat Launch! Schroon Lake Basecamp

< 1 Mi to Boat Launch! Schroon Lake Basecamp
3.0 star property
Schroon Lake
The price is €123
includes taxes & fees
12 Jun - 13 Jun
< 1 Mi to Boat Launch! Schroon Lake Basecamp
Apartment (0 Bedroom) | Interior

Boat, Fish & Hike! All-season Schroon Lake Getaway

Boat, Fish & Hike! All-season Schroon Lake Getaway
3.0 star property
Schroon Lake
The price is €99
includes taxes & fees
11 Jun - 12 Jun
Boat, Fish & Hike! All-season Schroon Lake Getaway
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

La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

4/10 Poor
"We had to request clean sheets because we found some dirty.We spoke to management and they resolved"
Jacqueline 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Lake George

Find out more about Chestertown

Chestertown Apartments information

Number of reviews
63
Accommodation
64 Apartments
Lowest Price
€99
Highest Price
€490

Frequently asked questions

What's it like to stay at an apartment in Chestertown?
You'll find 5 apartments to choose from in Chestertown for your trip. Take time during your trip to appreciate the lakeside, and discover the area's popular sights like Lake George.
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?
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 . Lily Pad North at Loon Lake near Gore Mountain: A washer/dryer and a patio are included . Access to on-site laundry facilities is available on site .
How many apartments will I find in Chestertown?
Expedia has 5 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.