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Search Romantic Hotels in Chestertown

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Check availability on Chestertown Romantic Hotels

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Top Chestertown Romantic Hotels

Premier Room | 1 bedroom, premium bedding, individually decorated
Friends Lake Inn
Friends Lake Inn
4.0 star property
8.6 out of 10, Excellent, (102)
"Staff was great. The inn is unique. Perfect!"
United States
Linda
The price is ₹22,703
₹25,200 total
includes taxes & fees
7 Nov - 8 Nov
Friends Lake Inn
Lake view
The Fern Lodge
The Fern Lodge
3.5 star property
9.8 out of 10, Exceptional, (49)
"Absolutely beautiful "
United States
Dana
The Fern Lodge
Private beach, beach volleyball, sailing, kayaking
Silver Bay YMCA Inn and Conference Center
Silver Bay YMCA Inn and Conference Center
3.0 star property
8.8 out of 10, Excellent, (130)
"Awesome place"
United States
Kevin
The price is ₹7,841
₹8,703 total
includes taxes & fees
27 Oct - 28 Oct
Silver Bay YMCA Inn and Conference Center
Lobby
The Queensbury Hotel
The Queensbury Hotel
3.0 star property
9.4 out of 10, Exceptional, (1389)
"Great place to stay. "
United States
Sandra
The Queensbury Hotel
Aerial view
Fort William Henry Hotel and Conference Center
Fort William Henry Hotel and Conference Center
3.0 star property
8.4 out of 10, Very good, (1004)
"a very nice place to stay"
United States
william
The price is ₹8,987
₹11,644 total
includes taxes & fees
6 Nov - 7 Nov
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
9.8 out of 10, Exceptional, (17)
"Beautiful views and wonderful staff. Provides an atmosphere for activities and relaxation while being able to access anywhere on the lake."
United States
John
The price is ₹13,144
₹16,786 total
includes taxes & fees
27 Oct - 28 Oct
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

The Queensbury Hotel

The Queensbury Hotel

10/10 Excellent
"The staff are super friendly and helpful! We were in a corner room. Very quiet! The only thing I would mention about our particular room is that the toilet is a bit sideways and you feel like you are sitting on the toilet paper roll dispenser. Otherwise the room is just right! "
Kelly 1-night trip
Posted 15 hours ago
The Queensbury Hotel

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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.