Find Romantic Hotels in Chester, NY

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Check availability on Chester Romantic Hotels

Tonight
Jun 30 - Jul 1
Tomorrow
Jul 1 - Jul 2
This weekend
Jul 4 - Jul 6
Next weekend
Jul 11 - Jul 13

Top Chester Romantic Hotels

The Dominion House Bed & Breakfast
Exterior

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (224)
"The proprietors are lovely, the facilities are beautiful, and the food was delicious. We enjoyed our time here and will definitely return! "
The price is NT$6,247
NT$7,067 total
includes taxes & fees
Jul 3 - Jul 4
The Dominion House Bed & Breakfast
The Abbey Inn & Spa
Bar (on property)

The Abbey Inn & Spa

4.0 star property
9.2 out of 10, Wonderful, (183)
"Thanks for a great stay!!"
The Abbey Inn & Spa
DoubleTree by Hilton Hotel Nanuet
Lobby

DoubleTree by Hilton Hotel Nanuet

4.0 star property
8.8 out of 10, Excellent, (1002)
"nice hotel"
The price is NT$3,680
NT$4,282 total
includes taxes & fees
Jul 20 - Jul 21
DoubleTree by Hilton Hotel Nanuet
SpringHill Suites by Marriott Fishkill
BBQ/picnic area

SpringHill Suites by Marriott Fishkill

3.0 star property
9.6 out of 10, Exceptional, (958)
"Excellent stay."
The price is NT$5,055
NT$5,719 total
includes taxes & fees
Jul 6 - Jul 7
SpringHill Suites by Marriott Fishkill
The Thayer Hotel at West Point
Bar (on property)

The Thayer Hotel at West Point

3.5 star property
9.0 out of 10, Wonderful, (563)
"Good breakfast Beautiful hotel "
The Thayer Hotel at West Point
Overlook Lodge at Bear Mountain
Restaurant

Overlook Lodge at Bear Mountain

2.5 star property
8.2 out of 10, Very Good, (1006)
"The view and location is beautiful!"
The price is NT$4,910
NT$5,555 total
includes taxes & fees
Jul 1 - Jul 2
Overlook Lodge at Bear Mountain
Courtyard by Marriott Montvale
Reception

Courtyard by Marriott Montvale

3.0 star property
8.6 out of 10, Excellent, (575)
"The staff was very friendly and accommodating. The property is lovely and very clean. Loved the restaurant. "
The price is NT$3,896
NT$4,466 total
includes taxes & fees
Jul 6 - Jul 7
Courtyard by Marriott Montvale
The Dutchess Inn and Spa at Beacon
Front of property

The Dutchess Inn and Spa at Beacon

3.5 star property
9.2 out of 10, Wonderful, (165)
"This is a beautiful property in a great location. It was perfect for our couple's getaway. We were able to relax and enjoy our time together. "
The price is NT$10,251
NT$11,801 total
includes taxes & fees
Jul 1 - Jul 2
The Dutchess Inn and Spa at Beacon
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.

Frequently asked questions

Searching for romantic hotels in Chester?
Are you and your partner looking for a romantic vacation? Our guests also enjoy Chester for its restaurants and shopping. If you want to explore the area, you might head to Castle Fun Center, The Rock Sports Complex, or Museum Village. If you're interested in staying close to a certain attraction, you can sort by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
What's the best accommodation for a romantic getaway to Chester?
The Dominion House Bed & Breakfast is a favorite 3.5-star B&B for couples, and features wedding services and free breakfast.
When is the best time of year for a romantic getaway to Chester?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Chester: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Chester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What is there to do in Chester?
There's nothing better than seeing a new place with your sweetheart, so consider checking out all that Chester has to offer. If you're hoping to see some of the area's cultural attractions, you'll enjoy Chester for its shopping. A visit to Castle Fun Center, The Rock Sports Complex, or Museum Village might be just the ticket when you're checking out the sights.
What's the best way to get to Chester and around town during my romantic getaway?
This information about transportation options in Chester might help your romantic trip get off to a smooth start: To get to Chester, book a flight to Stewart Intl. Airport (SWF), which is the closest major airport, located 13.5 mi (21.7 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.