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Check availability on Chester Family-Friendly Hotels

This weekend
12 Jun - 14 Jun
Next weekend
19 Jun - 21 Jun

Our top choices for Chester family-friendly hotels

Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very good, (53 reviews)
The price is ₹9,997
₹12,309 total
includes taxes & fees
17 Jun - 18 Jun
Comfort Suites Central Valley - Woodbury
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (168 reviews)
The price is ₹9,807
₹11,425 total
includes taxes & fees
10 Jun - 11 Jun
Borland House Inn
Suite, 1 King Bed, Non Smoking | Desk, iron/ironing board, free cots/infant beds, rollaway beds

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, (1,008 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 ₹10,044
₹11,613 total
includes taxes & fees
22 Jun - 23 Jun
Quality Inn & Suites Fishkill South near I-84
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 ₹13,782
₹16,970 total
includes taxes & fees
11 Jun - 12 Jun
Fairfield Inn & Suites by Marriott Goshen Middletown
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,010 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 ₹10,707
₹12,647 total
includes taxes & fees
16 Jun - 17 Jun
Hampton Inn by Hilton Middletown
Free daily continental breakfast

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
8.2 out of 10, Very good, (124 reviews)
The price is ₹9,031
₹10,442 total
includes taxes & fees
22 Jun - 23 Jun
Spark by Hilton Fishkill
Property amenity

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,003 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 ₹11,621
₹13,727 total
includes taxes & fees
5 Jul - 6 Jul
Courtyard by Marriott Middletown Goshen
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, (1,012 reviews)
The price is ₹12,318
₹14,552 total
includes taxes & fees
14 Jun - 15 Jun
La Quinta Inn & Suites by Wyndham 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, (1,008 reviews)
  • cleanliness
    Kids enjoy daytime adventures while parents relax in cosy rooms at this budget-friendly motel near Woodbury outlets.
The price is ₹9,493
₹11,688 total
includes taxes & fees
14 Jun - 15 Jun
Americas Best Value Inn at Central Valley-Woodbury
Lobby

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, (1,011 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 ₹9,355
₹10,723 total
includes taxes & fees
15 Jun - 16 Jun
Best Western The Inn at Ramsey-Mahwah
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

Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

2/10 Terrible
"The man working overnights for yall needs a raise but one of the worst hotel experiences I’ve had, never even got a room but I got my refund"
Kameron 1-night trip
Posted 4 hours ago
Studio 6 Extended Stay Fishkill Westage Center NY

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, Woodbury Common Premium Outlets and Monroe Federal Plaza Shopping Center. Make sure that you have lots of time for activities such as Galleria at Crystal Run and Mount Peter Ski Area.