Find Romantic Hotels in Chestertown, NY from CA $280

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Check availability on Chestertown Romantic Hotels

Tonight
Apr 6 - Apr 7
Tomorrow
Apr 7 - Apr 8
This weekend
Apr 10 - Apr 12
Next weekend
Apr 17 - Apr 19

Our top choices for Chestertown romantic hotels

Property grounds

ADORABLE CABIN WITH AMAZING MOUNTAIN VIEWS CLOSE TO GORE MT

ADORABLE CABIN WITH AMAZING MOUNTAIN VIEWS CLOSE TO GORE MT
North River
10.0 out of 10, Exceptional, (98 reviews)
"Perfectly cozy, and just right for me and my tiny dog to get away for a few days!"
United States
Bobby R.
The price is CA $188
CA $280 total
includes taxes & fees
Apr 7 - Apr 8
ADORABLE CABIN WITH AMAZING MOUNTAIN VIEWS CLOSE TO GORE MT
Interior

RESTORED HISTORIC ADIRONDACK BIRD CAMP NEAR GORE MT WITH LOVELY MOUNTAIN VIEWS

RESTORED HISTORIC ADIRONDACK BIRD CAMP NEAR GORE MT WITH LOVELY MOUNTAIN VIEWS
North River
9.2 out of 10, Wonderful, (67 reviews)
"Had a great stay. Camp had rustic feel and was off the beaten path. Would stay again."
United States
Marcia M.
The price is CA $202
CA $316 total
includes taxes & fees
Apr 7 - Apr 8
RESTORED HISTORIC ADIRONDACK BIRD CAMP NEAR GORE MT WITH LOVELY MOUNTAIN VIEWS
Outdoor dining

Camp Lillian Gorgeous New Cabin with Mountain Views

Camp Lillian Gorgeous New Cabin with Mountain Views
North River
9.8 out of 10, Exceptional, (81 reviews)
"Nice cozy cabin, close to the spa house."
United States
Anonymous traveller
The price is CA $188
CA $280 total
includes taxes & fees
Apr 7 - Apr 8
Camp Lillian Gorgeous New Cabin with Mountain Views
Interior

ADK Rustic Private Chalet Viewing Two Ponds / Forest 5.3 miles To Gore Mountain

ADK Rustic Private Chalet Viewing Two Ponds / Forest 5.3 miles To Gore Mountain
North Creek
10.0 out of 10, Exceptional, (109 reviews)
"This was our second stay at the Chalet. It is a beautiful, clean and cozy place to unwind! The hosts obviously go above and beyond to make sure all the amenities you could need are provided, right down to the homemade baked goods! "
United States
Melissa B.
The price is CA $245
CA $308 total
includes taxes & fees
Apr 11 - Apr 12
ADK Rustic Private Chalet Viewing Two Ponds / Forest 5.3 miles To Gore Mountain
Exterior detail

Handcrafted mountain cabin with gorgeous views

Handcrafted mountain cabin with gorgeous views
North River
10.0 out of 10, Exceptional, (51 reviews)
"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 CA $188
CA $280 total
includes taxes & fees
Apr 7 - Apr 8
Handcrafted mountain cabin with gorgeous views
Interior

Beautiful cottage on scenic Adirondack hobby farm

Beautiful cottage on scenic Adirondack hobby farm
North River
9.6 out of 10, Exceptional, (63 reviews)
"This place was great! We enjoyed walking the property and hot tubbing. The farmhouse was unique, but amazing! Leslie and team were friendly, we enjoyed chats over breakfast and pizza. Would definitely visit again."
United States
Jake W.
The price is CA $188
CA $280 total
includes taxes & fees
Apr 7 - Apr 8
Beautiful cottage on scenic Adirondack hobby farm
Interior

Sweet New Cabin With Amazing Views Of The Hudson River

Sweet New Cabin With Amazing Views Of The Hudson River
North River
9.8 out of 10, Exceptional, (45 reviews)
"Fab cabin and loved the Japanese hot tub. Close to restaurants short drive and also close to gore mountain. We loved our stay!! "
United States
Ashling
The price is CA $202
CA $299 total
includes taxes & fees
Apr 7 - Apr 8
Sweet New Cabin With Amazing Views Of The Hudson River
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

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

10/10 Excellent
"Check in was very smooth, room was clean and as described. Breakfast was good. I’d certainly stay here again."
Cullen 1-night trip
Posted 9 hours ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

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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