A green agricultural field with rows of crops and greenhouses in the distance under a cloudy sky.

Romantic Hotels & Resorts in Chester from AU$472

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Check availability on Chester Romantic Hotels

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Chester romantic hotels

A house with a view of a bridge and mountains.
A room with a telescope on a tripod near a window with a view of a mountainous landscape.
A room with a wooden dresser, a mirror, a red chair, and a patterned rug.
A kitchen with a marble table, white chairs, wooden cabinets, a microwave, a toaster, and a clock on the wall.

1. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
United States
Jasmine
AU$472
includes taxes & fees
20 Oct - 21 Oct
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A spacious living room with a large L-shaped sectional sofa, a wooden coffee table, and a large window with curtains.
A round glass table with white chairs on a wooden deck, surrounded by lush greenery and trees.
A stacked washer and dryer unit with a control panel and a door.
A bedroom with a large bed, a bedside table with a lamp, a small stool, and a potted plant.

2. Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax

Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax
Vernon
United States
Joe C.
AU$602
includes taxes & fees
19 Oct - 20 Oct
Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax
Interior
A large tree with white blossoms in front of a white building.
A wooden-paneled bedroom with a bed, dresser, and a window with curtains.
A well-maintained lawn, a garden with flowers, and a house with a porch.

3. Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets

Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets
Mountainville
United States
Robert D.
AU$1,868
includes taxes & fees
25 Oct - 26 Oct
Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets
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Top Chester Hotel Reviews

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"Had a really pleasant time on my overnight trip. Definitely will recommend a longer stay."
Keith 1-night trip
Posted 5 hours ago
Crowne Plaza Suffern - Mahwah by IHG
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent
"Thanks!"
Michael 1-night trip
Posted 14 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Inn on the Hudson

Inn on the Hudson

10/10 Excellent
"Common balcony was nice but it was a surprise."
joyce 1-night trip
Posted 5 days ago
Inn on the Hudson

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, Museum Village or The Rock Sports Complex. 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, Museum Village or The Rock Sports Complex 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.

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