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Find Romantic Hotels in Chester, NY

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Check availability on Chester Romantic Hotels

Tonight
Aug 11 - Aug 12
Tomorrow
Aug 12 - Aug 13
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

1. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
United States
Donald
NT$3,715
NT$4,574 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Express Hotel & Suites Chester by IHG

2. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
Chester
United States
Anna
NT$6,927
NT$7,836 total
includes taxes & fees
Aug 20 - Aug 21
The Dominion House Bed & Breakfast

3. Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
Monroe
United States
Crysta
NT$3,612
NT$4,086 total
includes taxes & fees
Aug 31 - Sep 1
Sleep Inn & Suites Monroe - Woodbury

4. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
Central Valley
United States
Danen
NT$3,947
NT$4,860 total
includes taxes & fees
Aug 30 - Aug 31
Hampton Inn Harriman Woodbury

5. Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
Goshen
United States
Kathleen
NT$4,156
NT$5,117 total
includes taxes & fees
Sep 9 - Sep 10
Fairfield Inn & Suites by Marriott Goshen Middletown

6. La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
United States
Kelly
NT$4,012
NT$4,739 total
includes taxes & fees
Aug 31 - Sep 1
La Quinta Inn & Suites by Wyndham Middletown-Goshen

7. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
United States
shanique
NT$3,405
NT$4,022 total
includes taxes & fees
Aug 23 - Aug 24
Courtyard by Marriott Middletown Goshen

8. Tru by Hilton Middletown

Tru by Hilton Middletown
Middletown
United States
Anurag
NT$3,302
NT$3,901 total
includes taxes & fees
Sep 9 - Sep 10
Tru by Hilton Middletown

9. Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
Middletown
United States
Lady
NT$6,347
NT$7,498 total
includes taxes & fees
Aug 30 - Aug 31
Residence Inn by Marriott Middletown Goshen

10. Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
Montgomery
United States
Chime
NT$3,392
NT$3,837 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express & Suites Montgomery by IHG
View all properties

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 12 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 1 day 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 2 days 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 8 days ago
Courtyard by Marriott Montvale

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.

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