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

Romantic Hotels & Resorts in Chester from AU$163

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Check availability on Chester Romantic Hotels

Tonight
10 Aug - 11 Aug
Tomorrow
11 Aug - 12 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Chester romantic hotels

1. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
United States
Donald
AU$200
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express Hotel & Suites Chester by IHG

2. Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
Monroe
United States
Crysta
AU$179
includes taxes & fees
31 Aug - 1 Sept
Sleep Inn & Suites Monroe - Woodbury

3. Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
Goshen
United States
Kathleen
AU$225
includes taxes & fees
8 Sept - 9 Sept
Fairfield Inn & Suites by Marriott Goshen Middletown

4. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
Chester
United States
Anna
AU$344
includes taxes & fees
12 Aug - 13 Aug
The Dominion House Bed & Breakfast

5. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
United States
eliezer
AU$163
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn by Hilton Middletown

6. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
Goshen
United States
Dana
AU$521
includes taxes & fees
7 Sept - 8 Sept
LEGOLAND Hotel NEW York

7. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
United States
shanique
AU$176
includes taxes & fees
23 Aug - 24 Aug
Courtyard by Marriott Middletown Goshen

8. Tru by Hilton Middletown

Tru by Hilton Middletown
Middletown
United States
Anurag
AU$171
includes taxes & fees
23 Aug - 24 Aug
Tru by Hilton Middletown

9. Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
Central Valley
United States
Sarah
AU$192
includes taxes & fees
30 Aug - 31 Aug
Comfort Suites Central Valley - Woodbury

10. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
United States
Barbara
AU$183
includes taxes & fees
8 Sept - 9 Sept
Sleep Inn & Suites Middletown - Goshen
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Top Chester Hotel Reviews

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"Great, clean and comfortable bed. No carpets anywhere which is a plus. Beautiful interior and lobby to hang out by"
pearl 1-night trip
Posted 4 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
"Very nice staff and clean room."
David 3-night trip
Posted 21 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Inn on the Hudson

Inn on the Hudson

10/10 Excellent
"Nice place and convenient location in Peekskill"
Pedro 1-night trip
Posted 1 day ago
Inn on the Hudson
Courtyard by Marriott Montvale

Courtyard by Marriott Montvale

10/10 Excellent
"Helpful staff, location convenient, would stay again!"
Alison 1-night trip
Posted 7 days ago
Courtyard by Marriott Montvale

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.

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