Find Romantic Hotels in Chester, NY

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Check availability on Chester Romantic Hotels

Tonight
21 Jun - 22 Jun
Tomorrow
22 Jun - 23 Jun
Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul

Top Chester Romantic Hotels

The Dominion House Bed & Breakfast
Superior Double Room, Ensuite (Primrose) | Miscellaneous

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (224)
"The house and accommodations are beautifully appointed, the hosts were helpful and engaging and the breakfasts were outstanding - make sure you request Susie’s fabulous scones! "
The price is SAR 807
SAR 913 total
includes taxes & fees
24 Jun - 25 Jun
The Dominion House Bed & Breakfast
The Abbey Inn & Spa
Exterior

The Abbey Inn & Spa

4.0 star property
9.2 out of 10, Wonderful, (181)
"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, (1001)
"nice hotel"
The price is SAR 443
SAR 516 total
includes taxes & fees
1 Jul - 2 Jul
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, (951)
"Great stay. Great price"
The price is SAR 597
SAR 675 total
includes taxes & fees
26 Jun - 27 Jun
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, (560)
"Good breakfast Beautiful hotel "
The price is SAR 620
SAR 799 total
includes taxes & fees
25 Jun - 26 Jun
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, (1002)
"Nice, great location"
The price is SAR 545
SAR 617 total
includes taxes & fees
2 Jul - 3 Jul
Overlook Lodge at Bear Mountain
Courtyard by Marriott Montvale
Reception

Courtyard by Marriott Montvale

3.0 star property
8.6 out of 10, Excellent, (573)
"The staff was very friendly and accommodating. The property is lovely and very clean. Loved the restaurant. "
The price is SAR 503
SAR 577 total
includes taxes & fees
6 Jul - 7 Jul
Courtyard by Marriott Montvale
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (111)
"Great place and host!"
The price is SAR 709
SAR 1,146 total
includes taxes & fees
23 Jun - 24 Jun
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Fridge, microwave, oven, stovetop

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

10.0 out of 10, Exceptional, (34)
"Really easy to walk to from the train. Comfortable bed and great accommodation!"
The price is SAR 488
SAR 1,007 total
includes taxes & fees
1 Jul - 2 Jul
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
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.
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.