Romantic Hotels & Resorts in Chestertown from NZ$175

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Check availability on Chestertown Romantic Hotels

Best Chestertown Romantic Hotels

The Fern Lodge

3.5 star property
Chestertown
9.8 out of 10, Exceptional, (49)
"Comfortable, friendly, beautiful lodge, spacious facilities"
Canada
Frederick
The Fern Lodge

The Queensbury Hotel

3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1423)
"Very clean hotel and very welcoming and nice staff."
United States
Zhanna
The Queensbury Hotel

Silver Bay YMCA Inn and Conference Center

3.0 star property
Silver Bay
8.8 out of 10, Excellent, (134)
"Awesome place"
United States
Kevin
The price is NZ$175
includes taxes & fees
30 Nov - 1 Dec
Silver Bay YMCA Inn and Conference Center

Fort William Henry Hotel and Conference Center

3.0 star property
Lake George
8.4 out of 10, Very good, (1008)
"Clean room great customer service and the grounds were great for the Lake"
United States
ROBERT
The price is NZ$231
includes taxes & fees
13 Nov - 14 Nov
Fort William Henry Hotel and Conference Center

Trout House Village Resort

3.0 star property
Hague
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 NZ$339
includes taxes & fees
12 Nov - 13 Nov
Trout House Village Resort

ADORABLE NEW CABIN WITH AMAZING MOUNTAIN VIEWS

North River
10.0 out of 10, Exceptional, (92)
"The place was perfect for us and exceeded our expectations."
United States
Ronald P.
The price is NZ$384
includes taxes & fees
12 Nov - 13 Nov
ADORABLE NEW CABIN WITH AMAZING MOUNTAIN VIEWS

RESTORED HISTORIC ADIRONDACK CAMP: VIEWS OF NEARBY GORE MOUTAIN, PRIVACY, HISTOR

North River
9.2 out of 10, Wonderful, (61)
"Bird Camp is nestled on a beautiful and peaceful hobby farm. The camp is well maintained and very cozy. We had a wonderful time and we are looking forward to our next stay here!"
United States
Zacchary B.
The price is NZ$405
includes taxes & fees
12 Nov - 13 Nov
RESTORED HISTORIC ADIRONDACK CAMP: VIEWS OF NEARBY GORE MOUTAIN, PRIVACY, HISTOR

Camp Lillian Gorgeous New Cabin with Mountain Views

North River
9.8 out of 10, Exceptional, (74)
"Enjoyed our stay. Had everything we needed. Quiet with beautiful view."
United States
steve z.
The price is NZ$372
includes taxes & fees
12 Nov - 13 Nov
Camp Lillian Gorgeous New Cabin with Mountain Views

Beautiful cottage on scenic Adirondack hobby farm

North River
9.6 out of 10, Exceptional, (60)
"Peaceful, lots of room, friendly dogs, nice to get away from the city. "
United States
Linda V.
The price is NZ$360
includes taxes & fees
12 Nov - 13 Nov
Beautiful cottage on scenic Adirondack hobby farm

Handcrafted mountain cabin with gorgeous views

North River
9.8 out of 10, Exceptional, (49)
"Lovely little cabin tucked away near many hiking trails and the cute town of North Creek. Thanks so much!"
United States
Aileen T.
The price is NZ$382
includes taxes & fees
16 Nov - 17 Nov
Handcrafted mountain cabin with gorgeous views
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'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.