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Find Romantic Hotels in Chestertown, NY

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Top Chestertown Romantic Hotels

The Queensbury Hotel

3.0 star property
9.4 out of 10, Exceptional, (1375)
"Great place to stay. "
The Queensbury Hotel

Friends Lake Inn

4.0 star property
8.6 out of 10, Excellent, (102)
"Staff was great. The inn is unique. Perfect!"
The price is NT$6,820
NT$7,570 total
includes taxes & fees
Oct 8 - Oct 9
Friends Lake Inn

Fort William Henry Hotel and Conference Center

3.0 star property
8.4 out of 10, Very Good, (1005)
"The accommodations were amazing, and the grounds were beautiful."
The price is NT$3,363
NT$4,314 total
includes taxes & fees
Nov 5 - Nov 6
Fort William Henry Hotel and Conference Center

Six Flags Great Escape Lodge & Indoor Waterpark

3.5 star property
7.8 out of 10, Good, (1328)
"Would visit again! "
The price is NT$4,653
NT$5,165 total
includes taxes & fees
Nov 2 - Nov 3
Six Flags Great Escape Lodge & Indoor Waterpark

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (47)
"Comfortable, friendly, beautiful lodge, spacious facilities"
The Fern Lodge

Trout House Village Resort

3.0 star property
9.8 out of 10, Exceptional, (16)
"Beautiful views and wonderful staff. Provides an atmosphere for activities and relaxation while being able to access anywhere on the lake."
The price is NT$3,588
NT$4,747 total
includes taxes & fees
Oct 20 - Oct 21
Trout House Village Resort
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

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Frequently asked questions

Searching for romantic hotels in Chestertown?
If you and your partner need a romantic escape, we've got just the thing. 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 near a certain attraction, you can sort by neighborhood or distance to top sights, so you'll be able 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, check out these details about year-round temperatures 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 is there to do in Chestertown?
There's nothing better than experiencing 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 a stop 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 getaway 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 center. If you'd like to explore around the area, you may want a rental car for your journey.