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

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Check availability on Chester Family Hotels

Our top choices for Chester family-friendly hotels

Exterior

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (235 reviews)
The price is NT$6,940
NT$7,851 total
includes taxes & fees
Jul 27 - Jul 28
The Dominion House Bed & Breakfast
Reception

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Magical family escapes with a splash—seasonal outdoor pool near LEGOLAND® New York provides endless fun and relaxation.
The price is NT$4,648
NT$5,723 total
includes taxes & fees
Aug 12 - Aug 13
Fairfield Inn & Suites by Marriott Goshen Middletown
Seasonal outdoor pool, pool umbrellas, sun loungers

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.4 out of 10, Very Good, (80 reviews)
  • cleanliness
    Splash into family adventure at LEGOLAND Hotel with an outdoor pool, playground, and game room full of toys for endless fun.
The price is NT$14,936
NT$21,578 total
includes taxes & fees
Aug 2 - Aug 3
LEGOLAND Hotel NEW York
Exterior

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (1,010 reviews)
The price is NT$3,963
NT$4,681 total
includes taxes & fees
Aug 16 - Aug 17
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Property amenity

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,011 reviews)
  • cleanliness
    Splash into family-friendly fun at this stylish hotel with an indoor pool, on-site bistro, and prime location near LEGOLAND® New York.
The price is NT$3,688
NT$4,356 total
includes taxes & fees
Aug 25 - Aug 26
Courtyard by Marriott Middletown Goshen
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very Good, (1,003 reviews)
  • cleanliness
    Family fun at Hampton Inn by Hilton Middletown starts with a seasonal pool and LEGOLAND® just a short drive away.
The price is NT$3,243
NT$3,830 total
includes taxes & fees
Aug 23 - Aug 24
Hampton Inn by Hilton Middletown
Courtyard

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (779 reviews)
The price is NT$6,504
NT$7,796 total
includes taxes & fees
Aug 10 - Aug 11
Home2 Suites by Hilton Middletown
View from property

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (338 reviews)
The price is NT$6,940
NT$8,198 total
includes taxes & fees
Aug 18 - Aug 19
Residence Inn by Marriott Middletown Goshen
Business center

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1,003 reviews)
  • cleanliness
    Kids enjoy daytime adventures while parents relax in cozy rooms at this budget-friendly motel near Woodbury outlets.
The price is NT$3,196
NT$3,935 total
includes taxes & fees
Aug 5 - Aug 6
Americas Best Value Inn at Central Valley-Woodbury
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very Good, (84 reviews)
The price is NT$3,469
NT$4,271 total
includes taxes & fees
Aug 2 - Aug 3
Comfort Suites Central Valley - Woodbury
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.
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Choose what matters most at family-friendly hotels in Chester

Breakfast included
Pool

Top Chester Hotel Reviews

Mountain Creek

Mountain Creek

8/10 Good
"The comforter in our room was disgusting. It had numerous visible stains that looked like old blood stains. Even though they appeared to have been washed, the stains were still very noticeable. A comforter in this condition should not be used for guests. The hotel should replace it immediately. Clean bedding is one of the most basic standards of any hotel, and this was completely unacceptable. I sincerely hope the hotel will take this issue seriously and replace all worn or heavily stained comforters to ensure a clean and comfortable stay for future guest"
yunjui 4-night trip
Posted 2 hours ago
Mountain Creek

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.
What's the best place to stay for a family vacation in Chester?
The Dominion House Bed & Breakfast is a B&B with an outdoor pool and free parking, and it's a top choice on Expedia for families.
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 Sugar Loaf Performing Arts Center, LEGOLAND® New York, and Woodbury Common Premium Outlets. Make sure you have lots of time for activities like Gateway Plaza Shopping Center and Galleria at Crystal Run.

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