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

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Our top choices for Chestertown apartments

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 CA $119
CA $303 total
includes taxes & fees
Nov 11 - Nov 12
Penthouse w/ Best Mtn Views Walk to Gore, Main St | Fast WiFi | Sleeps 6

2. Gore Mountain Lift View: North Creek Main St Apt 2

Gore Mountain Lift View: North Creek Main St Apt 2
North Creek
8.6 out of 10, Excellent, (11 reviews)
"Great location… Enjoyed our stay"
United States
Lynda N.
The price is CA $143
CA $336 total
includes taxes & fees
Nov 11 - Nov 12
Gore Mountain Lift View: North Creek Main St Apt 2

3. 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 CA $140
CA $235 total
includes taxes & fees
Nov 11 - Nov 12
Schroon Lake Room < 1 Mi to Marina & Beach!

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

Walk to Schroon Lake! Studio w/ Shared Fire Pit
3.0 star property
Schroon Lake
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay near Ticonderoga NY"
United States
Adam
The price is CA $195
CA $240 total
includes taxes & fees
Nov 11 - Nov 12
Walk to Schroon Lake! Studio w/ Shared Fire Pit

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

Easy Schroon Lake Living! Close to Marina & Town
Schroon Lake
The price is CA $140
CA $235 total
includes taxes & fees
Nov 11 - Nov 12
Easy Schroon Lake Living! Close to Marina & Town

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

Boat, Fish & Hike! All-Season Schroon Lake Getaway
Schroon Lake
10.0 out of 10, Exceptional, (2 reviews)
"Perfect little place"
United States
Keith S.
The price is CA $140
CA $235 total
includes taxes & fees
Nov 11 - Nov 12
Boat, Fish & Hike! All-Season Schroon Lake Getaway

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

Cozy Room Near Schroon Lake Marina, Town & Beach!
Schroon Lake
10.0 out of 10, Exceptional, (1 review)
"Julie and her husband went out of their way to make the stay personable and accommodating as possible. Room was clean with everything you would need for the stay. I am already making plans to return to the area and staying right here. Close to town(13 minute walk), great places to dine or check out the beach area. I can’t even think of one negative for a balanced review. This was affordable and very well located."
United States
Susan C.
The price is CA $140
CA $235 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Room Near Schroon Lake Marina, Town & Beach!

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

Walk to Schroon Lake! Studio w/ Shared Fire Pit
Schroon Lake
8.0 out of 10, Very good, (2 reviews)
"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 CA $140
CA $235 total
includes taxes & fees
Nov 11 - Nov 12
Walk to Schroon Lake! Studio w/ Shared Fire Pit

9. 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 CA $317
CA $665 total
includes taxes & fees
Nov 11 - Nov 12
Gore Mountain Lift View Ski Apt: Main St 1&2 Combo

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, (3 reviews)
"Wonderful host, clean spacious room just minutes from the lake and downtown area."
United States
Jenna M.
The price is CA $193
CA $297 total
includes taxes & fees
Nov 11 - Nov 12
Walk to Main St & Schroon Lake! Cozy Upstate Gem

11. 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.
The price is CA $140
CA $235 total
includes taxes & fees
Nov 11 - Nov 12
Close to Marina, Beach & Town! Schroon Lake Escape

12. Cozy 2 bedroom apartment near Lake George

Cozy 2 bedroom apartment near Lake George
Fort Ann
10.0 out of 10, Exceptional, (1 review)
"Bedrooms and bathroom should have locks for privacy.Small table on screen porch.More chairs to accommodate eating together in kitchen."
United States
Jerome R.
The price is CA $400
CA $533 total
includes taxes & fees
Nov 11 - Nov 12
Cozy 2 bedroom apartment near Lake George

13. 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, (9 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.
The price is CA $239
CA $580 total
includes taxes & fees
Nov 28 - Nov 29
Luxury Loft/King Bed - Civic Center/Cafe/Brewery/Farmers Market - FREE Gar Park

14. 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 CA $195
CA $240 total
includes taxes & fees
Nov 11 - Nov 12
Close to Marina, Beach & Town! Schroon Lake Escape

15. 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.
The price is CA $424
CA $718 total
includes taxes & fees
Nov 11 - Nov 12
Huge Windows Downtown 2Bd Apt w/ Main Strip Access

16. 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 CA $424
CA $760 total
includes taxes & fees
Nov 11 - Nov 12
Unique Loft Downtown Glens Falls

17. The Travelers' Retreat|Walk to Hospital & Downtown

The Travelers' Retreat|Walk to Hospital & Downtown
Glens Falls
The price is CA $252
CA $792 total
includes taxes & fees
Dec 1 - Dec 2
The Travelers' Retreat|Walk to Hospital & Downtown

18. 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 CA $195
CA $240 total
includes taxes & fees
Nov 11 - Nov 12
Easy Schroon Lake Living! Close to Marina & Town

19. 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 CA $195
CA $240 total
includes taxes & fees
Nov 11 - Nov 12
Boat, Fish & Hike! All-season Schroon Lake Getaway

20. 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 CA $195
CA $240 total
includes taxes & fees
Nov 11 - Nov 12
Schroon Lake Room < 1 Mi to Marina & Beach!
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
37
Accommodation
82 Apartments
Lowest Price
CA $235
Highest Price
CA $792

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 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 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 situated in Bolton Landing, 10.1 mi/16.2 km away. Includes furnished balconies. 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 fireplaces and Smart TVs. Access to onsite laundry facilities is available on site.
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.

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