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Check availability on Chester Family-Friendly 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 ฿7,172
฿8,114 total
includes taxes & fees
22 Jul - 23 Jul
The Dominion House Bed & Breakfast
Seasonal outdoor pool, pool umbrellas, pool loungers

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.6 out of 10, Excellent, (65 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 ฿10,050
฿15,939 total
includes taxes & fees
23 Jul - 24 Jul
LEGOLAND Hotel NEW York
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, (1,005 reviews)
  • cleanliness
    Magical family escapes with a splash—seasonal outdoor pool near LEGOLAND® New York provides endless fun and relaxation.
The price is ฿4,820
฿5,934 total
includes taxes & fees
19 Jul - 20 Jul
Fairfield Inn & Suites by Marriott Goshen Middletown
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very good, (71 reviews)
The price is ฿3,353
฿4,128 total
includes taxes & fees
27 Jul - 28 Jul
Comfort Suites Central Valley - Woodbury
Courtyard

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (778 reviews)
The price is ฿6,414
฿7,694 total
includes taxes & fees
21 Jul - 22 Jul
Home2 Suites by Hilton Middletown
Property amenity

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,002 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 ฿3,954
฿4,671 total
includes taxes & fees
21 Jul - 22 Jul
Courtyard by Marriott Middletown Goshen
Lobby

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
2.0 star property
Newburgh
4.8 out of 10, (1,013 reviews)
  • cleanliness
    Family paradise with workout facilities awaits near Algonquin Park—a complimentary adventure with modern comforts.
The price is ฿2,711
฿3,202 total
includes taxes & fees
12 Jul - 13 Jul
Ramada by Wyndham Newburgh/West Point
Studio, 1 Queen Bed, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets

Extended Stay America Suites Ramsey Upper Saddle River

Extended Stay America Suites Ramsey Upper Saddle River
2.5 star property
Ramsey
6.8 out of 10, (1,003 reviews)
The price is ฿3,307
฿3,790 total
includes taxes & fees
12 Jul - 13 Jul
Extended Stay America Suites Ramsey Upper Saddle River
Lobby

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,002 reviews)
  • cleanliness
    Engaging hotel with mountain adventures for kids offers free breakfast and nearby waterpark thrills for all ages.
The price is ฿3,127
฿3,584 total
includes taxes & fees
5 Aug - 6 Aug
Quality Inn near Mountain Creek
Business centre

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, (1,001 reviews)
  • cleanliness
    Kids enjoy daytime adventures while parents relax in cosy rooms at this budget-friendly motel near Woodbury outlets.
The price is ฿3,303
฿4,066 total
includes taxes & fees
20 Jul - 21 Jul
Americas Best Value Inn at 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

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent
"This hotel is truly outstanding and a great value. It's clean and well kept, and the staff could not be more helpful. I will definitely be back."
Kenneth 2-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Frequently asked questions

What's Chester like for family-friendly holidays?
The welcoming destination of Chester is a great choice if you've been considering a holiday with the children. The excursions, swimming spots and coffee shops are just some of the things that make this an attractive spot for a family holiday. Take to the air and fly into Newburgh, NY (SWF-Stewart Intl.), which is located 13.5 mi (21.7 km) from the city centre.
What's the best family accommodation 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 holiday 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's there to see and do with your family in Chester?
While you are visiting Chester, you and the family may want to explore some interesting spots such as Sugar Loaf Performing Arts Center, LEGOLAND® New York and Woodbury Common Premium Outlets. Make sure that you have lots of time for activities such as Galleria at Crystal Run and Mount Peter Ski Area.