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Our top choices for Chester family-friendly hotels

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (157 reviews)
"What a wonderful experience staying at the Borland House is! With the quaint, homey feeling of the whole house, to the kindness of the staff. Your stay will absolutely be lovely. Ample towels are provided for the private, spacious bathroom. Very comfortable bedding and well appointed decorations are in the bedroom. I was in the Hummingbird Suite. I could see myself living there, it just had everything I needed. I look forward to visiting again in the future!"
United States
Elizabeth
The price is NT$3,270
NT$3,810 total
includes taxes & fees
Mar 29 - Mar 30
Borland House Inn

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
"Great stay!!! "
United States
diana
The price is NT$3,479
NT$4,109 total
includes taxes & fees
Mar 29 - Mar 30
Courtyard by Marriott Middletown Goshen

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.2 out of 10, Very Good, (26 reviews)
"The hotel is new and clean"
United States
FENGMING
The price is NT$3,228
NT$3,975 total
includes taxes & fees
Apr 26 - Apr 27
Comfort Suites Central Valley - Woodbury

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,000 reviews)
"A lot to do over there, good for a whole weekend, or even more. Had great time. "
United States
illay
The price is NT$2,938
NT$3,367 total
includes taxes & fees
Mar 29 - Mar 30
Quality Inn near Mountain Creek

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,000 reviews)
"Superb place to stay."
United States
Denessy
The price is NT$3,044
NT$3,444 total
includes taxes & fees
Apr 12 - Apr 13
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
8.8 out of 10, Excellent, (1,000 reviews)
"Staff "
United States
Adam
The price is NT$3,771
NT$4,643 total
includes taxes & fees
Apr 13 - Apr 14
Fairfield Inn & Suites by Marriott Goshen Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
"It was a beautiful experience. Clean and 5 star service. The staff so friendly and helpful. Peaceful fun experience. "
United States
Amanda
The price is NT$3,160
NT$3,732 total
includes taxes & fees
Mar 31 - Apr 1
Hampton Inn by Hilton Middletown

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.8 out of 10, Good, (46 reviews)
"The place was spotless and the staff were very friendly. The bed was so comfortable lovely stay "
United States
sharon
The price is NT$3,151
NT$3,643 total
includes taxes & fees
Apr 10 - Apr 11
Spark by Hilton Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,000 reviews)
"A good place to stay when you are in this region. "
Canada
Valere
The price is NT$3,570
NT$4,128 total
includes taxes & fees
Mar 31 - Apr 1
Hilton Garden Inn Fishkill
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.

Choose what matters most at family-friendly hotels in Chester

Top Chester Hotel Reviews

Frequently asked questions

What's Chester like for family-friendly vacations?
The welcoming destination of Chester is a great choice if you've been considering a vacation with the kids. The excursions, swimming spots, and coffee shops are just some of the things that make this an attractive family vacation spot. Take to the air and fly into Stewart Intl. Airport (SWF), which is located 13.5 mi (21.7 km) from the city center.
When's the best time to book a family-friendly vacation 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's there to see and do with your family in Chester?
While you are visiting Chester, you and the family might want to check out some interesting spots such as LEGOLAND® New York, Monroe Federal Plaza Shopping Center, and Galleria at Crystal Run. Make sure you have lots of time for activities like Mount Peter Ski Area and Woodbury Common Premium Outlets.

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