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Find Romantic Hotels in Chestertown, NY

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Pick from 4 Chestertown Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Restaurant
The Fern Lodge
3.5 star property
9.8 out of 10, Exceptional, (42)
"Paradise just simply heavenly. And so well appointed. Feel so at home"
The price is NT$19,081
NT$21,180 total
includes taxes & fees
May 9 - May 10
The Fern Lodge
Premier Room | 1 bedroom, premium bedding, individually decorated
Friends Lake Inn
4.0 star property
9.0 out of 10, Wonderful, (77)
"The food was made to order and very good prices were fair. The cost to stay there is overpriced."
The price is NT$9,168
NT$10,176 total
includes taxes & fees
May 4 - May 5
Friends Lake Inn
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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.

Chestertown Romantic Hotels information

 

Romantic Hotels in Chestertown

4

Highest price
NT$19,081
Cheapest price
NT$9,168
Number of guest reviews
113
Total number of hotels in Chestertown
1,484

 

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.
What's the best hotel for a romantic getaway to Chestertown?
Friends Lake Inn is a favorite 4-star hotel for couples, and features a full-service spa and wedding services. Another good option for a romantic stay is The Fern Lodge.
How many romantic hotels are there in Chestertown?
Expedia has 12 romantic Chestertown hotels for you both to enjoy.
When is the best time to visit 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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