Romantic Hotels in Chester, New York

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Check availability on Chester Romantic Hotels

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 P12,118
P13,709 total
includes taxes & fees
Jul 16 - Jul 17
The Dominion House Bed & Breakfast
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, (570)
"Good breakfast Beautiful hotel "
The Thayer Hotel at West Point
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 P16,960
P19,525 total
includes taxes & fees
Aug 4 - Aug 5
The Dutchess Inn and Spa at Beacon
The Factory
1 bedroom, premium bedding, individually decorated

The Factory

2.0 star property
9.8 out of 10, Exceptional, (53)
"Clean and comfortable and good location"
The price is P14,091
P16,222 total
includes taxes & fees
Jul 15 - Jul 16
The Factory
Crowne Plaza Suffern - Mahwah by IHG
Exterior

Crowne Plaza Suffern - Mahwah by IHG

3.5 star property
8.8 out of 10, Excellent, (1001)
"Great place to stay"
The price is P4,674
P5,440 total
includes taxes & fees
Jul 27 - Jul 28
Crowne Plaza Suffern - Mahwah by IHG
Home2 Suites by Hilton Middletown
Courtyard

Home2 Suites by Hilton Middletown

3.0 star property
9.0 out of 10, Wonderful, (698)
"The fire pit/gathering area was very nice"
The price is P8,147
P9,822 total
includes taxes & fees
Jul 16 - Jul 17
Home2 Suites by Hilton Middletown
Residence Inn by Marriott Middletown Goshen
View from property

Residence Inn by Marriott Middletown Goshen

3.0 star property
9.4 out of 10, Exceptional, (300)
"Friendly staff, clean condition and great location "
The price is P10,089
P11,918 total
includes taxes & fees
Jul 30 - Jul 31
Residence Inn by Marriott Middletown Goshen
Mountain Creek
Property entrance

Mountain Creek

3.0 star property
8.2 out of 10, Very Good, (597)
"The parking was the worst part of the trip"
The price is P11,594
P14,179 total
includes taxes & fees
Jul 14 - Jul 15
Mountain Creek
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.