Chestertown hotels

Chestertown hotels

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Chestertown, NY, United States
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Good to know

Low season February
High season June
  Average price (weeknight): £123

cheapest month to stay

21%

expected price decrease

most expensive time to stay

21%

expected price increase

(avg. price over the last 2 weeks)

Sun - Thu

(weeknight)

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Where to stay in Chestertown?

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Most recommended Chestertown hotels

Show all
Friends Lake Inn - Chestertown - Building
1
8.6 Excellent (114 reviews)
Overview Reviews
With a stay at Friends Lake Inn in Chestertown, you'll be near ski lifts, just steps from Friends Lake and a 4-minute drive from Loon Lake Beach. Featured amenities include complimentary newspapers in the lobby, luggage storage, and a library. Free self parking is available onsite.
7.5 Good
Pros: Accommodations were good. Our room was large and comfortable. Breakfast was fine. Staff was friendly and helpful.
Cons: I didn’t realize the property isn’t on Friends Lake. We expected the Inn to be a waterfront location.
10.0 Excellent
Pros: Great staff Dawn and Mary.
7.9 Good
Pros: Our stay was okay, and I have wanted to stay at the Friends Lake Inn for awhile, but it was a disappointment. The website and photos are very misleading, having said that, the food was good, the Bistro/Bar area was very nice, we met quite a few locals who dine there regularly. There is a very interesting building near the small pound with a sauna, however no clear information anywhere on use or robes, or anything. The grounds are quite lovely, and the new owners seem to be very dedicated to reviving the customer base. The staff were all very friendly and helpful.
Cons: The Inn is across the road from Friends Lake, the access road to Friends lake leads you to a very narrow lake shore area. From photos on the website, I was expecting at least a dock, some photos included a gazebo and a fire pit near the lake. Those don't exist...maybe old photos?? The dock had already been taken out for the season, which was a disappointment. The pool was closed for maintenance. The bed was really hard, and the pillows were also quite firm.
10.0 Excellent
Pros: The robes.
Cons: Breakfast on second day was missing some amenities, however, it was room service. Also, amenities in bathroom were not replenished each day.
10.0 Excellent
Pros: I will like to recall three things that outstand during my stay: - Breakfast is amazing - Hotel location is great - Staff and the owner were great
Conways Lake Manor - Chestertown - Bedroom
2
9.1 Excellent (88 reviews)
Overview Reviews
Featuring a private beach area, Conways Lake Manor is located in Chestertown. Free WiFi access is available. A TV and a balcony with lake views are included with each guest room. BBQ facilities are available for guests’ use at the Chestertown Conways Lake Manor. The property has free parking. The property is 5 minutes’ drive off Interstate 87. Loon Lake Marina is 2.5 km away.
10.0 Excellent
Pros: we had a race at schroon lake ,this location was very close , and many restaurants very close by and convenient .
Cons: we couldn't stay longer .
10.0 Excellent
Pros: Very homey atmosphere and decor. Nice wood paneling on walls instead of stark, bright colors in big hotels. Had a nice deck outside my room, too, where I could look at the sunrise and sunset.
Cons: The only thing missing was 3-pronged outlets! I couldn't plug in my laptop until I found one - in the bathroom. Other than that, I had absolutely no complaints.
9.4 Excellent
Pros: The room was large, clean, and vintage style resort. The furniture has probably been there a long time but was in good condition and cared for. I did not use the beach but it is close and looked nice. I did enjoy the balcony to sit and look out over loon lake. The owner was nice and helpful. Truly a nice family running it.
Cons: The slide chain lock was broken. As a single woman traveling, I did not like that. If you want WiFi, stay in a room closer to the office.
10.0 Excellent
Pros: Opened the door and reached for the camera! A beautiful room is a beautiful location. Wished we'd been staying longer.
7.0 Good
Pros: Close proximity to where I needed tobe
Cons: Instead of a twin bed it would have benn nice to have a bigger bed
10.0 Excellent
Pros: Nice location right on Loon Lake. Very homey and large spacious rooms.
Cons: Nothing.
9.6 Excellent
Pros: Great little facility with a great property on the lake.
Cons: Nothing to dislike
The Fern Lodge - Chestertown - Building
3
9.9 Excellent (49 reviews)
Overview Reviews
With a stay at The Fern Lodge in Chestertown, you'll be 0.1 mi (0.1 km) from Friends Lake and 12 mi (19.2 km) from Natural Stone Bridge and Caves. Featured amenities include a library, coffee/tea in a common area, and microwave in a common area. Free self parking is available onsite.
10.0 Excellent
Pros: The property and our room exceeded our expectation. We plan on returning next during the Fall months.
9.6 Excellent
Pros: Excellent location on the lake Beautiful rooms Friendly hospitable people
10.0 Excellent
Pros: Breakfast was over the top !! Beautiful piece of Adirondack property. Can’t wait to revisit.
9.2 Excellent
Pros: Loved the setting, cozy, comfortable room and delicious breakfast overlooking the lake.

Best rooms in Chestertown

Friends Lake Inn - Chestertown - Building
1
8.6 Excellent (114 reviews)
Overview Reviews
With a stay at Friends Lake Inn in Chestertown, you'll be near ski lifts, just steps from Friends Lake and a 4-minute drive from Loon Lake Beach. Featured amenities include complimentary newspapers in the lobby, luggage storage, and a library. Free self parking is available onsite.
7.5 Good
Pros: Accommodations were good. Our room was large and comfortable. Breakfast was fine. Staff was friendly and helpful.
Cons: I didn’t realize the property isn’t on Friends Lake. We expected the Inn to be a waterfront location.
10.0 Excellent
Pros: Great staff Dawn and Mary.
7.9 Good
Pros: Our stay was okay, and I have wanted to stay at the Friends Lake Inn for awhile, but it was a disappointment. The website and photos are very misleading, having said that, the food was good, the Bistro/Bar area was very nice, we met quite a few locals who dine there regularly. There is a very interesting building near the small pound with a sauna, however no clear information anywhere on use or robes, or anything. The grounds are quite lovely, and the new owners seem to be very dedicated to reviving the customer base. The staff were all very friendly and helpful.
Cons: The Inn is across the road from Friends Lake, the access road to Friends lake leads you to a very narrow lake shore area. From photos on the website, I was expecting at least a dock, some photos included a gazebo and a fire pit near the lake. Those don't exist...maybe old photos?? The dock had already been taken out for the season, which was a disappointment. The pool was closed for maintenance. The bed was really hard, and the pillows were also quite firm.
10.0 Excellent
Pros: The robes.
Cons: Breakfast on second day was missing some amenities, however, it was room service. Also, amenities in bathroom were not replenished each day.
10.0 Excellent
Pros: I will like to recall three things that outstand during my stay: - Breakfast is amazing - Hotel location is great - Staff and the owner were great