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Find Romantic Hotels in Chestertown, NY

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Check availability on Chestertown Romantic Hotels

Top Chestertown Romantic Hotels

Lake view
The Fern Lodge

The Fern Lodge

3.5 star property
Chestertown
9.8 out of 10, Exceptional, (50)
"Absolutely beautiful "
United States
Dana
The Fern Lodge
Lobby
The Queensbury Hotel

The Queensbury Hotel

3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1434)
"We loved our stay here!!! "
United States
Joseph
The Queensbury Hotel
Private beach, beach volleyball, sailing, kayaking
Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center

3.0 star property
Silver Bay
8.8 out of 10, Excellent, (135)
"Clean and just beautiful!! can’t wait to come back❤️"
United States
Sean
The price is NT$3,290
NT$3,652 total
includes taxes & fees
Nov 24 - Nov 25
Silver Bay YMCA Inn and Conference Center
Aerial view
Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

3.0 star property
Lake George
8.4 out of 10, Very Good, (1002)
"Clean room great customer service and the grounds were great for the Lake"
United States
ROBERT
The price is NT$4,249
NT$5,310 total
includes taxes & fees
Nov 29 - Nov 30
Fort William Henry Hotel and Conference Center
Luxury Cabin, 1 Bedroom, Lake View | Living area | 42-inch Smart TV with digital channels, DVD player, streaming services
Trout House Village Resort

Trout House Village Resort

3.0 star property
Hague
9.8 out of 10, Exceptional, (18)
"Very friendly owner and beautiful views"
United States
Anthony
The price is NT$4,675
NT$5,970 total
includes taxes & fees
Nov 23 - Nov 24
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.
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Top Chestertown Hotel Reviews

Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent
"Everyone was so nice and welcoming Room is clean Convenient location Restaurant food was delicious "
Annette 1-night trip
Posted 3 hours ago
Holiday Inn Resort Lake George - Adirondack Area by IHG

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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.