Book Kid-Friendly Hotels in Chester from $144

Name: Holiday Inn Express Hotel & Suites Chester by IHG
Price range: $144 total
Rating: 8.4

Find & compare hotels, resorts and vacation rentals for the whole family

Top Chester Kid Friendly Hotels

Holiday Inn Express Hotel & Suites Chester by IHG

2 Bryle Place, Chester, NY

Fully refundable

$122 nightly

$144 total

Jul 27 - Jul 28

Total includes taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the ...

8.4/10 Very Good! (1,007 reviews)

"Stay was excellent Would recommend this hotel highly Clean and comfortable Friendly, helpful staff Convenient location"

Reviewed on Jul 17, 2025

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.

Hotels With Pools in Chester

The Dominion House Bed & Breakfast

28 Old Dominion Road, PO Box 137, Chester, NY

$215 nightly

$243 total

Jul 24 - Jul 25

Total includes taxes and fees

9.8/10 Exceptional! (82 reviews)

Book a stay at the best kid-friendly hotels in Chester

How much does it cost to stay in a family hotel in Chester?

You can book a stay at a kid-friendly resort in Chester from just $144 per night. Our prices range up $243 per night if you want to enjoy the high life.

How many family-friendly hotels are there in Chester?

With over 991 hotels in Chester, you have a great selection of kid-friendly places to stay. Whether you’re looking for a cheap-and-cheerful property with plenty of space or an activity-filled kid-friendly resort, there’s a getaway to suit your style and your budget at Travelocity.

What is Travelocity’s cancellation policy for family hotels in Chester?

We offer free cancellation on select hotels. Policies can vary per property so it's best to check before you book. If you need to amend or cancel your vacation, just visit our Customer Service Portal. 

What are the best kid-friendly hotels in Chester?

At Travelocity, you can book the best family-friendly Chester hotel for you and your family by filtering your search by price, property type, and a range of amenities such as breakfast included or free airport shuttle. Use the map to see where the hotels are and the attractions they’re near.

What should I expect in the family-friendly hotels in Chester?

When you book a kid-friendly Chester resort, you can expect fun for all the family. Think pools, waterparks, and hot tubs. Think babysitting, kids’ menus, games rooms, and sport facilities—discover your ideal family vacation. Many resorts keep the kids happy, so you can indulge in bars, restaurants, and spas. Check details for each property as offers may vary.

How can I find family hotel deals in Chester?

Just enter your travel dates and sort your results by price. You can even filter your results by budget, so you’ll only see the deals that are right for your pocket. It’s easy to find great deals on family-friendly hotels in Chester with Travelocity. 

When is the cheapest time to go to Chester with your family?

The cheapest time to visit Chester is usually .

When is the best time to go to Chester with your kids?

The most popular months are and are great for booking in at a Chester kid-friendly resort. If you want a quieter vacation—or the kids aren’t in school yet— are usually less busy, but you can find incredible deals all year round with Travelocity. 

Why book a Chester child-friendly hotel with Travelocity?

Because we search the entire market, so you don’t have to. You’ll find great deals on everything from weekend trips to two-week family vacations. Whatever your budget or your wish list, we’ve got what you’re looking for.