Photo by Julie Miller

Chestertown Hotel Guide - Romantic Hotels in Chestertown, New York

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Check availability on Chestertown Romantic Hotels

Top Chestertown Romantic Hotels

Trout House Village Resort
Luxury Cabin, 1 Bedroom, Lake View | Living area

Trout House Village Resort

3.0 star property
9.8 out of 10, Exceptional, (12)
"Absolutely wonderful place and super friendly staff "
The price is €157
includes taxes & fees
20 Aug - 21 Aug
Trout House Village Resort
The Queensbury Hotel
Lobby

The Queensbury Hotel

3.0 star property
9.4 out of 10, Exceptional, (1320)
"Ideal location and nice hotel"
The Queensbury Hotel
The Villas on Lake George
Property grounds

The Villas on Lake George

2.5 star property
7.6 out of 10, Good, (87)
"Meed little upgrade but overall was ok"
The price is €185
includes taxes & fees
19 Aug - 20 Aug
The Villas on Lake George
Fort William Henry Hotel and Conference Center
1 bedroom, premium bedding, in-room safe, desk

Fort William Henry Hotel and Conference Center

3.0 star property
8.4 out of 10, Very good, (1005)
"Great stay!"
The price is €209
includes taxes & fees
17 Sept - 18 Sept
Fort William Henry Hotel and Conference Center
Camp Lillian Gorgeous New Cabin with Mountain Views
Outdoor dining

Camp Lillian Gorgeous New Cabin with Mountain Views

9.8 out of 10, Exceptional, (71)
"The Lillian cabin was great!! It was not only beautifully made but it had everything we needed including a peaceful and quiet two nights in the Adirondacks!!"
The price is €217
includes taxes & fees
21 Aug - 22 Aug
Camp Lillian Gorgeous New Cabin with Mountain Views
GLAMP SUZANNE: CANVAS CABIN ON PRETTY ADIRONDACK FARM OFFERS PRIVACY AND VIEWS
Interior

GLAMP SUZANNE: CANVAS CABIN ON PRETTY ADIRONDACK FARM OFFERS PRIVACY AND VIEWS

9.0 out of 10, Wonderful, (25)
"Beautiful property...very unique "
The price is €155
includes taxes & fees
19 Aug - 20 Aug
GLAMP SUZANNE: CANVAS CABIN ON PRETTY ADIRONDACK FARM OFFERS PRIVACY AND VIEWS
RESTORED HISTORIC ADIRONDACK CAMP: VIEWS OF NEARBY GORE MOUTAIN, PRIVACY, HISTOR
Interior

RESTORED HISTORIC ADIRONDACK CAMP: VIEWS OF NEARBY GORE MOUTAIN, PRIVACY, HISTOR

9.2 out of 10, Wonderful, (60)
"The property was away from big roads, quiet, safe and enjoyable. The camp was so cute and clean with just enough modern to make our stay very comfortable. There was nothing we didn't like."
The price is €231
includes taxes & fees
16 Sept - 17 Sept
RESTORED HISTORIC ADIRONDACK CAMP: VIEWS OF NEARBY GORE MOUTAIN, PRIVACY, HISTOR
Beautiful cottage on scenic Adirondack hobby farm
Interior

Beautiful cottage on scenic Adirondack hobby farm

9.6 out of 10, Exceptional, (57)
"Cozie, clean cabins and the owner was a pleasure to deal with."
The price is €223
includes taxes & fees
24 Aug - 25 Aug
Beautiful cottage on scenic Adirondack hobby farm
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.

Top Chestertown Hotel Reviews

Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George

10/10 Excellent
"The room was spacious, for a king size with a couch! Microwave and fridge as well in the room was good. All the people that work there were super nice! They have a snack bar that you can purchase from for the late night munchies. The hot tub and pool area was great! Its a good 30 min walk up hill if you come back from the lake on foot so having a refreshing pool was a great! Nice place will recommend to others! "
Stacey 1-night trip
Posted 15 hours ago
Comfort Inn & Suites Lake George

Frequently asked questions

Searching for romantic hotels in Chestertown?
If you and your partner need a romantic escape, we'd like to help you plan for it. Our guests also enjoy Chestertown for its lakeside setting. You might consider checking out some of the nearby sights and attractions such as Loon Lake Beach, Friends Lake or Loon Lake. If you're interested in staying close to a certain attraction, you can sort properties by neighbourhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Chestertown?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures 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 is there to do in Chestertown?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all that Chestertown has to offer. Couples looking to get out in nature will enjoy Chestertown for its lakeside setting. If you want to spend a day exploring, you might consider stopping at Loon Lake Beach, Friends Lake or Loon Lake.
What's the best way to get to Chestertown and around town during my romantic getaway?
These transportation options in Chestertown might help your romantic trip go off without a hitch: Make your way to Chestertown with a flight to Glens Falls, NY (GFL-Floyd Bennett Memorial), which is the closest major airport located 23.6 mi (38 km) from the city centre. If you'd like to explore around the area, consider renting a car to explore more sights.