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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 ₹20,763
₹23,488 total
includes taxes & fees
27 Jul - 28 Jul
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, (1,001 reviews)
  • cleanliness
    Magical family escapes with a splash—seasonal outdoor pool near LEGOLAND® New York provides endless fun and relaxation.
The price is ₹13,906
₹17,122 total
includes taxes & fees
2 Aug - 3 Aug
Fairfield Inn & Suites by Marriott Goshen Middletown
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 ₹9,425
₹11,134 total
includes taxes & fees
19 Aug - 20 Aug
Hampton Inn by Hilton 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, (83 reviews)
The price is ₹9,704
₹11,949 total
includes taxes & fees
5 Aug - 6 Aug
Comfort Suites Central Valley - Woodbury
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 ₹11,820
₹13,963 total
includes taxes & fees
16 Aug - 17 Aug
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, (1,010 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 ₹10,999
₹12,993 total
includes taxes & fees
17 Aug - 18 Aug
Courtyard by Marriott Middletown Goshen
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, (1,003 reviews)
  • cleanliness
    Kids enjoy daytime adventures while parents relax in cosy rooms at this budget-friendly motel near Woodbury outlets.
The price is ₹9,561
₹11,771 total
includes taxes & fees
26 Jul - 27 Jul
Americas Best Value Inn at Central Valley-Woodbury
Seasonal outdoor pool, pool umbrellas, pool 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 ₹43,007
₹62,537 total
includes taxes & fees
20 Aug - 21 Aug
LEGOLAND Hotel NEW York
Hair dryer, towels

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,006 reviews)
The price is ₹7,060
₹8,340 total
includes taxes & fees
9 Aug - 10 Aug
Super 8 by Wyndham Middletown
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

Spark by Hilton Fishkill

Spark by Hilton Fishkill

10/10 Excellent
"Very clean, modern, and spacious room. We will be back!"
Michelle 1-night trip
Posted 2 hours ago
Spark by Hilton Fishkill

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 Gateway Plaza Shopping Center and Galleria at Crystal Run.