Find Family Hotels in Chester, NY

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Top Chester Family Hotels

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Wonderful views and breakfast!"
The price is AED 510
AED 584 total
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Best Western Fishkill Inn & Suites

3.5 star property
8.8 out of 10, Excellent, (856)
"Great stay! "
The price is AED 438
AED 495 total
includes taxes & fees
29 Jun - 30 Jun
Best Western Fishkill Inn & Suites

HYATT house Fishkill/Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1004)
"Easy to check in Nice breakfast Great location"
The price is AED 408
AED 461 total
includes taxes & fees
6 Jul - 7 Jul
HYATT house Fishkill/Poughkeepsie

Element Spring Valley

3.0 star property
8.8 out of 10, Excellent, (367)
"Very convenient and breakfast is good. "
The price is AED 481
AED 559 total
includes taxes & fees
13 Jul - 14 Jul
Element Spring Valley

Hilton Garden Inn Nanuet

3.0 star property
7.8 out of 10, Good, (999)
"Very convenient location for our travel needs. Lots of restaurant option in the nearby area"
The price is AED 464
AED 540 total
includes taxes & fees
13 Jul - 14 Jul
Hilton Garden Inn Nanuet

Quality Inn Spring Valley - Nanuet

2.5 star property
6.2 out of 10, (1002)
"Great clean place I’ll be back"
The price is AED 314
AED 365 total
includes taxes & fees
24 Jun - 25 Jun
Quality Inn Spring Valley - Nanuet

Quality Inn & Suites Fishkill South near I-84

2.5 star property
8.8 out of 10, Excellent, (1006)
"Good location, next to great diner and the village of Fishkill."
The price is AED 368
AED 416 total
includes taxes & fees
6 Jul - 7 Jul
Quality Inn & Suites Fishkill South near I-84

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (111)
"Great place and host!"
The price is AED 694
AED 1,122 total
includes taxes & fees
23 Jun - 24 Jun
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Residence Inn by Marriott Saddle River

3.0 star property
8.4 out of 10, Very Good, (507)
"I really enjoyed my stay here I will be coming back again "
The price is AED 525
AED 602 total
includes taxes & fees
20 Jul - 21 Jul
Residence Inn by Marriott Saddle River

Best Western The Inn At Ramsey

3.0 star property
7.2 out of 10, Good, (1002)
"I rested 2 night with my son, personnel were kind, breakfast was great for included in the night very cheap and room and more than decent, old but restored and clean."
The price is AED 343
AED 394 total
includes taxes & fees
29 Jun - 30 Jun
Best Western The Inn At Ramsey
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.

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.
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 LEGOLAND® New York, Woodbury Common Premium Outlets, and Monroe Federal Plaza Shopping Center. Make sure you have lots of time for activities like Galleria at Crystal Run and Mount Peter Ski Area.