A waterfront town with a pier, dock, and several buildings.

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Chestertown apartments

Apartment (0 Bedroom) | Interior

1. Schroon Lake Room < 1 Mi to Marina & Beach!

Schroon Lake Room < 1 Mi to Marina & Beach!
3.0 star property
Schroon Lake
10.0 out of 10, Exceptional, (1 review)
"Clean, comfortable room. Very friendly and welcoming hosts."
United States
Kevin
The price is AED 507
AED 624 total
includes taxes & fees
10 Aug - 11 Aug
Schroon Lake Room < 1 Mi to Marina & Beach!
Exterior detail

2. 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 AED 389
AED 944 total
includes taxes & fees
10 Aug - 11 Aug
Penthouse w/ Best Mtn Views Walk to Gore, Main St | Fast WiFi | Sleeps 6
Outdoor dining

3. 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 AED 459
AED 1,029 total
includes taxes & fees
10 Aug - 11 Aug
Gore Mountain Lift View: North Creek Main St Apt 2
Beach nearby

4. Schroon Lake Room < 1 Mi to Marina & Beach!

Schroon Lake Room < 1 Mi to Marina & Beach!
Schroon Lake
10.0 out of 10, Exceptional, (1 review)
"The host was very accommodating! Everything was smooth and they made sure if we needed anything they were around and made sure we got it right away! Very impressed! We will be back!"
United States
Wendy R.
The price is AED 364
AED 643 total
includes taxes & fees
10 Aug - 11 Aug
Schroon Lake Room < 1 Mi to Marina & Beach!
Beach nearby

5. Boat, Fish & Hike! All-Season Schroon Lake Getaway

Boat, Fish & Hike! All-Season Schroon Lake Getaway
Schroon Lake
10.0 out of 10, Exceptional, (1 review)
"Perfect little place"
United States
Keith S.
The price is AED 364
AED 643 total
includes taxes & fees
10 Aug - 11 Aug
Boat, Fish & Hike! All-Season Schroon Lake Getaway
Beach nearby

6. Cozy Room Near Schroon Lake Marina, Town & Beach!

Cozy Room Near Schroon Lake Marina, Town & Beach!
Schroon Lake
The price is AED 364
AED 643 total
includes taxes & fees
10 Aug - 11 Aug
Cozy Room Near Schroon Lake Marina, Town & Beach!
Beach nearby

7. Easy Schroon Lake Living! Close to Marina & Town

Easy Schroon Lake Living! Close to Marina & Town
Schroon Lake
The price is AED 364
AED 643 total
includes taxes & fees
10 Aug - 11 Aug
Easy Schroon Lake Living! Close to Marina & Town
Beach

8. Close to Marina, Beach & Town! Schroon Lake Escape

Close to Marina, Beach & Town! Schroon Lake Escape
Schroon Lake
The price is AED 364
AED 643 total
includes taxes & fees
6 Sep - 7 Sep
Close to Marina, Beach & Town! Schroon Lake Escape
Property grounds

9. Walk to Schroon Lake! Studio w/ Shared Fire Pit

Walk to Schroon Lake! Studio w/ Shared Fire Pit
Schroon Lake
10.0 out of 10, Exceptional, (1 review)
"Our room was very comfortable. Had everything that we needed. Julie was very friendly and greeted us as we arrived. It was very clean, quiet and close to the village of Schroon Lake. It was a busy weekend for the area. We got take out at DeCeseare's Pizza. Took it back to the room and relaxed.There were plenty of toiletries and soft towels in the bathroom. Definitely would stay there again."
United States
Kim
The price is AED 364
AED 643 total
includes taxes & fees
11 Aug - 12 Aug
Walk to Schroon Lake! Studio w/ Shared Fire Pit
Beach nearby

10. Boat, Fish, Hike! Schroon Lake Getaway

Boat, Fish, Hike! Schroon Lake Getaway
Schroon Lake
The price is AED 503
AED 801 total
includes taxes & fees
7 Sep - 8 Sep
Boat, Fish, Hike! Schroon Lake Getaway
Apartment (0 Bedroom) | Interior

11. Walk to Schroon Lake! Studio w/ Shared Fire Pit

Walk to Schroon Lake! Studio w/ Shared Fire Pit
3.0 star property
Schroon Lake
The price is AED 507
AED 624 total
includes taxes & fees
11 Aug - 12 Aug
Walk to Schroon Lake! Studio w/ Shared Fire Pit
Beach

12. < 1 Mi to Boat Launch! Schroon Lake Basecamp

< 1 Mi to Boat Launch! Schroon Lake Basecamp
Schroon Lake
10.0 out of 10, Exceptional, (1 review)
"Great room, very clean and cozy."
United States
Guy P.
The price is AED 503
AED 801 total
includes taxes & fees
12 Aug - 13 Aug
< 1 Mi to Boat Launch! Schroon Lake Basecamp
2 bedrooms, WiFi (free), bed sheets

13. 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 AED 735
AED 1,317 total
includes taxes & fees
9 Sep - 10 Sep
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Game room

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

Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
North Creek
The price is AED 1,065
AED 2,143 total
includes taxes & fees
9 Sep - 10 Sep
Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
Coffee/tea maker, fridge, microwave, oven

15. 1-BR Gem Near Downtown & Nature Escapes

1-BR Gem Near Downtown & Nature Escapes
Glens Falls
10.0 out of 10, Exceptional, (1 review)
"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 AED 764
AED 1,356 total
includes taxes & fees
10 Aug - 11 Aug
1-BR Gem Near Downtown & Nature Escapes
Dining

16. 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
7.2 out of 10, Good, (7 reviews)
"Very large with everything we needed.Fast communication.We enjoyed our stay."
Canada
Mathieu T.
The price is AED 393
AED 620 total
includes taxes & fees
1 Sep - 2 Sep
Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls
Interior

17. 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 AED 1,102
AED 2,096 total
includes taxes & fees
11 Aug - 12 Aug
Unique Loft Downtown Glens Falls
2 bedrooms, bed sheets

18. 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.
The price is AED 1,102
AED 1,969 total
includes taxes & fees
13 Aug - 14 Aug
Huge Windows Downtown 2Bd Apt w/ Main Strip Access
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

19. Cozy 2 bedroom apartment near Lake George

Cozy 2 bedroom apartment near Lake George
Fort Ann
The price is AED 969
AED 1,369 total
includes taxes & fees
15 Aug - 16 Aug
Cozy 2 bedroom apartment near Lake George
Terrace/patio

20. Walk to Main St & Schroon Lake! Cozy Upstate Gem

Walk to Main St & Schroon Lake! Cozy Upstate Gem
Schroon Lake
The price is AED 503
AED 822 total
includes taxes & fees
11 Aug - 12 Aug
Walk to Main St & Schroon Lake! Cozy Upstate Gem
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

Surfside On The Lake

Surfside On The Lake

10/10 Excellent
"Beautiful property, we really enjoyed our stay."
Joyce 5-night trip
Posted 4 hours ago
Surfside On The Lake

Frequently asked questions

What's it like to stay at an apartment in Chestertown?
You can search through 5 apartments in Chestertown for your stay. Take time during your trip to appreciate the lakeside, and discover the area's popular sights like Lake George.
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. Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls: Located 24.4 mi/39.3 km away in Glens Falls. Fireplaces and Smart TVs are included. Access to onsite laundry facilities is available on site. Bolton Landing - walk to town! Come visit any Season!: It's located in Bolton Landing, 9.7 mi/15.6 km away. Lake George Perfect Location with Lakefront Access & View of Summer Fireworks: 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. Bolton Landing Suite w/ Deck, Lake George Access: It's located in Bolton Landing, 10.1 mi/16.2 km from Chestertown. Includes furnished balconies.
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.