Find Romantic Hotels in Chestertown, NY

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Check availability on Chestertown Romantic Hotels

Tonight
Feb 8 - Feb 9
Tomorrow
Feb 9 - Feb 10
Next weekend
Feb 13 - Feb 15
In two weeks
Feb 20 - Feb 22

Our top choices for Chestertown romantic hotels

Lake view

The Fern Lodge

The Fern Lodge
3.5 star property
Chestertown
10.0 out of 10, Exceptional, (52 reviews)
"I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning! "
United States
Morgan
The Fern Lodge
Check-in/check-out kiosk

The Queensbury Hotel

The Queensbury Hotel
3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1,502 reviews)
"great place "
United States
Scott
The Queensbury Hotel
Front of property

Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center
2.0 star property
Silver Bay
8.8 out of 10, Excellent, (138 reviews)
"Yes but wished they had tv’s"
United States
Gina
The price is NT$2,823
NT$3,133 total
includes taxes & fees
Feb 10 - Feb 11
Silver Bay YMCA Inn and Conference Center
Exterior

Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center
3.0 star property
Lake George
8.6 out of 10, Excellent, (1,004 reviews)
"Friendly staff, immaculate hotel and always a lot of fun!"
United States
Giuliana
The price is NT$3,823
NT$4,846 total
includes taxes & fees
Feb 19 - Feb 20
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
3.0 star property
Hague
9.8 out of 10, Exceptional, (22 reviews)
"Great updated cabin. "
United States
Diane
The price is NT$6,785
NT$8,324 total
includes taxes & fees
Feb 10 - Feb 11
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

Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George

10/10 Excellent
"Hotel was beautiful, had hot chocolate in the lobby, service was excellent. Just what we needed."
Brian 3-night trip
Posted 4 days ago
Hampton Inn & Suites Lake George

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.

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