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Search Romantic Hotels in Chestertown

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Check availability on Chestertown Romantic Hotels

Our top choices for Chestertown romantic hotels

Lake view
The Fern Lodge

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
Check-in/check-out kiosk
The Queensbury Hotel

The Queensbury Hotel

The Queensbury Hotel
3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1444)
"We loved our stay here!!! "
United States
Joseph
The Queensbury Hotel
Front of property
Silver Bay YMCA Inn and Conference Center

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, (136)
"Awesome place"
United States
Kevin
The price is ₹7,887
₹8,755 total
includes taxes & fees
16 Dec - 17 Dec
Silver Bay YMCA Inn and Conference Center
Exterior
Fort William Henry Hotel and Conference Center

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, (1003)
"Clean room great customer service and the grounds were great for the Lake"
United States
ROBERT
The price is ₹10,532
₹13,400 total
includes taxes & fees
18 Dec - 19 Dec
Fort William Henry Hotel and Conference Center
Cabin, 1 Bedroom, Non Smoking, Lake View | Egyptian cotton sheets, premium bedding, individually decorated
Trout House Village Resort

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 ₹13,448
₹17,174 total
includes taxes & fees
13 Dec - 14 Dec
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

Courtyard by Marriott Lake George

Courtyard by Marriott Lake George

10/10 Excellent
"Everything was great"
William 1-night trip
Posted 3 days ago
Courtyard by Marriott Lake George

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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.