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

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Chestertown apartments

Exterior detail

1. 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
9.8 out of 10, Exceptional, (6 reviews)
"Clean, convenient, and lots of space for the three of us. "
United States
Michael
The price is €212
includes taxes & fees
13 Sept - 14 Sept
Penthouse w/ Best Mtn Views Walk to Gore, Main St | Fast WiFi | Sleeps 6
Outdoor dining

2. 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
13 Sept - 14 Sept
Gore Mountain Lift View: North Creek Main St Apt 2
Games room

3. 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 €388
includes taxes & fees
23 Sept - 24 Sept
Gore Mountain Lift View Ski Apt: Main St 1&2 Combo
2 bedrooms, free WiFi, bed sheets

4. 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 €304
includes taxes & fees
13 Sept - 14 Sept
Cozy Lakeside Apartment - 5 Min Walk to Downtown!
Apartment (0 Bedroom) | Interior

5. 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 €146
includes taxes & fees
16 Sept - 17 Sept
Schroon Lake Room < 1 Mi to Marina & Beach!
Beach

6. < 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.
< 1 Mi to Boat Launch! Schroon Lake Basecamp
Beach nearby

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

Schroon Lake Room < 1 Mi to Marina & Beach!
Schroon Lake
9.4 out of 10, Exceptional, (3 reviews)
"The property was near places to eat and to where we needed to be that night for our nephew's performance. We did have one question for the host who returned our call within a few minutes to clear the issue quickly."
United States
Kenneth
The price is €154
includes taxes & fees
13 Sept - 14 Sept
Schroon Lake Room < 1 Mi to Marina & Beach!
Property grounds

8. 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 €155
includes taxes & fees
13 Sept - 14 Sept
Walk to Schroon Lake! Studio w/ Shared Fire Pit
Beach nearby

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

Cozy Room Near Schroon Lake Marina, Town & Beach!
Schroon Lake
The price is €155
includes taxes & fees
13 Sept - 14 Sept
Cozy Room Near Schroon Lake Marina, Town & Beach!
Terrace/patio

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

Walk to Main St & Schroon Lake! Cozy Upstate Gem
Schroon Lake
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful host, clean spacious room just minutes from the lake and downtown area."
United States
Jenna M.
The price is €196
includes taxes & fees
13 Sept - 14 Sept
Walk to Main St & Schroon Lake! Cozy Upstate Gem
Beach nearby

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

Easy Schroon Lake Living! Close to Marina & Town
Schroon Lake
Easy Schroon Lake Living! Close to Marina & Town
Beach

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

Close to Marina, Beach & Town! Schroon Lake Escape
Schroon Lake
8.0 out of 10, Very good, (1 review)
"The room was clean and in a great location for Schroon Lake and also if you are hiking the High Peaks. Host was consistently in communication and made the check-in smooth."
United States
paul t.
Close to Marina, Beach & Town! Schroon Lake Escape
Beach nearby

13. 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.
Boat, Fish & Hike! All-Season Schroon Lake Getaway
Beach nearby

14. Boat, Fish, Hike! Schroon Lake Getaway

Boat, Fish, Hike! Schroon Lake Getaway
Schroon Lake
Boat, Fish, Hike! Schroon Lake Getaway
Apartment (0 Bedroom) | Interior

15. 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 €146
includes taxes & fees
20 Sept - 21 Sept
Walk to Schroon Lake! Studio w/ Shared Fire Pit
Property grounds

16. Cozy 2 bedroom apartment near Lake George

Cozy 2 bedroom apartment near Lake George
Fort Ann
The price is €308
includes taxes & fees
14 Sept - 15 Sept
Cozy 2 bedroom apartment near Lake George
Dining

17. 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
7.4 out of 10, Good, (9 reviews)
"Very large with everything we needed.Fast communication.We enjoyed our stay."
Canada
Mathieu T.
The price is €179
includes taxes & fees
22 Sept - 23 Sept
Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls
Smart TV

18. Luxury Loft/King Bed - Civic Center/Cafe/Brewery/Farmers Market - FREE Gar Park

Luxury Loft/King Bed - Civic Center/Cafe/Brewery/Farmers Market - FREE Gar Park
Glens Falls
9.8 out of 10, Exceptional, (7 reviews)
"What a great location and apartment. We loved being right downtown within walking distance of all the great restaurants and coffee shops. We will definitely stay here again when we are back in town."
United States
Cristy R.
Luxury Loft/King Bed - Civic Center/Cafe/Brewery/Farmers Market - FREE Gar Park
Interior

19. 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 €486
includes taxes & fees
24 Sept - 25 Sept
Unique Loft Downtown Glens Falls
2 bedrooms, bed sheets

20. Huge Windows Downtown 2Bd Apt w/ Main Strip Access

Huge Windows Downtown 2Bd Apt w/ Main Strip Access
Glens Falls
9.4 out of 10, Exceptional, (3 reviews)
"Great location with rustic touches and fully renovated"
United States
Brian H.
Huge Windows Downtown 2Bd Apt w/ Main Strip 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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Top Chestertown Hotel Reviews

Lakefront Terrace Resort

Lakefront Terrace Resort

8/10 Good
"The room was clean and the lake view was great. Stayed here before. Great location. It is quiet and away from the hustle and bustle."
Robert 2-night trip
Posted 2 hours ago
Lakefront Terrace Resort

Find out more about Chestertown

Chestertown Apartments information

Number of reviews
46
Accommodation
82 Apartments
Lowest Price
€146
Highest Price
€486

Frequently asked questions

What's it like to stay at an apartment in Chestertown?
You can choose from 5 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 . Contemporary king w/futon: Located 21.1 mi/33.9 km away in Whitehall . Bolton Landing Suite w/ Deck, Lake George Access: 10.1 mi/16.2 km away in Bolton Landing . Amenities include a furnished balcony . Charming Ground floor 2-bedroom apartment with WiFi, AC in tranquil Glens Falls: Located in Glens Falls , 24.4 mi/39.3 km from Chestertown. Includes a fireplace and a Smart TV . 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. Friends Lake and Loon Lake are a couple of lovely local spots to get outside and enjoy nature. Hudson River and Loon Lake Beach 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.