Family Hotels & Resorts in Chester from NZ$180

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Check availability on Chester Family Hotels

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, (162 reviews)
The price is NZ$201
includes taxes & fees
17 May - 18 May
Borland House Inn

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.2 out of 10, Very good, (40 reviews)
The price is NZ$223
includes taxes & fees
26 May - 27 May
Comfort Suites Central Valley - Woodbury

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Family fun awaits at this hotel with splashdown beach just minutes away and a convenient full-size breakfast each day.
The price is NZ$201
includes taxes & fees
26 May - 27 May
Quality Inn & Suites Fishkill South near I-84

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
8.0 out of 10, Very good, (87 reviews)
The price is NZ$180
includes taxes & fees
3 June - 4 June
Spark by Hilton Fishkill

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 NZ$218
includes taxes & fees
28 May - 29 May
Courtyard by Marriott Middletown Goshen

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 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 NZ$218
includes taxes & fees
28 May - 29 May
Hampton Inn by Hilton Middletown

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (41 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 NZ$730
includes taxes & fees
28 May - 29 May
LEGOLAND Hotel NEW York

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, (1,004 reviews)
  • cleanliness
    Kids enjoy daytime adventures while parents relax in cosy rooms at this budget-friendly motel near Woodbury outlets.
The price is NZ$194
includes taxes & fees
17 May - 18 May
Americas Best Value Inn at Central Valley-Woodbury

Best Western The Inn at Ramsey-Mahwah

Best Western The Inn at Ramsey-Mahwah
3.0 star property
Ramsey
7.2 out of 10, Good, (1,000 reviews)
  • cleanliness
    Family-friendly comfort with a wealth of complimentary amenities makes this hotel perfect for memorable trips with the little ones.
The price is NZ$189
includes taxes & fees
20 May - 21 May
Best Western The Inn at Ramsey-Mahwah

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 NZ$288
includes taxes & fees
25 May - 26 May
Fairfield Inn & Suites by Marriott Goshen 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.

Choose what matters most at family-friendly hotels in Chester

Top Chester Hotel Reviews

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 LEGOLAND® New York, Galleria at Crystal Run and Mount Peter Ski Area. Make sure that you have lots of time for activities such as Woodbury Common Premium Outlets and Orange County Fair Speedway.