Romantic Hotels & Resorts in Chester from AU$157

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chester Romantic Hotels

Next weekend
In two weeks

Our top choices for Chester romantic hotels

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is AU$347
includes taxes & fees
10 Feb - 11 Feb
The Dominion House Bed & Breakfast

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,000 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is AU$157
includes taxes & fees
9 Feb - 10 Feb
Overlook Lodge at Bear Mountain

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,063 reviews)
"Clean room, helpful staff and good bar/restaurant "
United States
Stephen
The price is AU$169
includes taxes & fees
22 Feb - 23 Feb
DoubleTree by Hilton Hotel Nanuet

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (149 reviews)
"Breakfast was hot and tasty. Staff were all pleasant and accommodating. "
United States
wendy
Borland House Inn

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
8.8 out of 10, Excellent, (1,007 reviews)
"Great place to stay. Great Custumer service and very comfortable rooms."
United States
Samir
The price is AU$189
includes taxes & fees
22 Feb - 23 Feb
Crowne Plaza Suffern - Mahwah by IHG

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (685 reviews)
"Location was great & staying at a historic hotel was delightful."
United States
Bobby
The price is AU$312
includes taxes & fees
9 Feb - 10 Feb
The Thayer Hotel at West Point

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (750 reviews)
"Room is clean and spacious, staffs are friendly and professional, highly recommended!"
United States
Rocky
The price is AU$251
includes taxes & fees
12 Feb - 13 Feb
Home2 Suites by Hilton Middletown

Courtyard by Marriott Montvale

Courtyard by Marriott Montvale
3.0 star property
Montvale
8.6 out of 10, Excellent, (675 reviews)
"Kate at the front desk was wonderful and other staff I interacted with were friendly. Comfortable bed, clean and quiet room!"
United States
Sarah
The price is AU$219
includes taxes & fees
22 Feb - 23 Feb
Courtyard by Marriott Montvale

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (319 reviews)
"Always amazing was my second time here and will stay again."
United States
CiCi
The price is AU$286
includes taxes & fees
15 Feb - 16 Feb
Residence Inn by Marriott Middletown Goshen

The Factory

The Factory
2.0 star property
Beacon
9.8 out of 10, Exceptional, (72 reviews)
"Gorgeous little Hotel. Would 100% stay there again."
United States
Edward
The price is AU$443
includes taxes & fees
11 Feb - 12 Feb
The Factory
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.

Top Chester Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Chester?
Are you and your partner in need of a romantic holiday? 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 near a certain attraction, you can sort by neighbourhood and proximity 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 Chester?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Chester: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chester are January, February, March and April, with each month seeing an average of 16 cm of snowfall.
What is there to do in Chester?
There's nothing better than experiencing 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?
These transportation options in Chester might help your romantic getaway go off without a hitch: To get to Chester, book a flight to Newburgh, NY (SWF-Stewart Intl.), which is the closest major airport, located 13.5 mi (21.7 km) from the city centre. If you'd like to explore around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia