Find kid-friendly hotels & resorts in Chester, IL from $64

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Our top choices for Chester family-friendly hotels

Holiday Inn Express Hotel & Suites Sparta by IHG

2.5 star property
Sparta
9.2 out of 10, Wonderful, (368)
"Bed was comfortable, breakfast was a 10/10! "
United States
Junior
$96 nightly
The price is $107
Dec 26 - Dec 27
Total with taxes and fees
Holiday Inn Express Hotel & Suites Sparta by IHG

Super 8 by Wyndham Okawville

2.0 star property
Okawville
7.4 out of 10, Good, (309)
"It is a very pleasant place to stay."
United States
John
$58 nightly
The price is $64
Jan 1 - Jan 2, 2026
Total with taxes and fees
Super 8 by Wyndham Okawville

Holiday Inn Express & Suites Perryville by IHG

2.5 star property
Perryville
9.2 out of 10, Wonderful, (538)
"Clean room and pleasant staff"
United States
David
$87 nightly
The price is $100
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Perryville by IHG

Baymont by Wyndham Festus

3.0 star property
Festus
6.8 out of 10, (919)
"Room was clean and comfortable for an overnight stay"
United States
Jack
$81 nightly
The price is $93
Dec 14 - Dec 15
Total with taxes and fees
Baymont by Wyndham Festus

Peaceful Country Home

Marissa
10.0 out of 10, Exceptional, (48)
"Great stay! The boys loved enjoying the lake!!"
United States
Kimberly H.
$248 nightly
The price is $267
Dec 10 - Dec 11
Total with taxes and fees
Peaceful Country Home

Peter Ray House

Maeystown
10.0 out of 10, Exceptional, (70)
"The house was wonderful, the town was delightful, and the people were very friendly! We can’t wait for our next trip!"
United States
Deborah
$211 nightly
The price is $224
Dec 10 - Dec 11
Total with taxes and fees
Peter Ray House

Farmstead home w/hot tub

Marissa
10.0 out of 10, Exceptional, (15)
"Cozy country setting. We had everything we needed for our stay. The hosts made our it easy and enjoyable for our family of 7."
United States
Alan P.
$261 nightly
The price is $276
Dec 14 - Dec 15
Total with taxes and fees
Farmstead home w/hot tub

Private Home, quiet neighborhood, So. IL, close to St. Louis

Red Bud
10.0 out of 10, Exceptional, (23)
"Such a great place to stay. This house is so clean, well furnished, and beautiful."
United States
zach a.
$315 nightly
The price is $334
Dec 31 - Jan 1, 2026
Total with taxes and fees
Private Home, quiet neighborhood, So. IL, close to St. Louis
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.

Find out more about Chester

Family friendly things to do in Chester

Chester, Illinois, offers a delightful blend of family-friendly activities that cater to both adventure and relaxation. Start your exploration at the historic Chester Bridge, where kids can marvel at the views of the Mississippi River and learn about local history. Nearby, the charming Riverfront Park features playgrounds and picnic areas, perfect for a family day out under the sun. For a taste of nature, head to the nearby Shawnee National Forest, where hiking trails and guided nature walks invite families to discover the great outdoors together. Don't miss the chance to visit the local art scene at the Chester Art Center, where children can enjoy hands-on workshops and see inspiring exhibitions. After a day of exploration, staying in the heart of Chester provides easy access to these attractions, with family-friendly hotels that offer spacious rooms and amenities like pools and complimentary breakfasts to keep everyone happy and energized for the next adventure. With attentive guest service and a welcoming atmosphere, your family is sure to feel pampered during your stay.

Find the best family friendly hotels in Chester

Planning a family trip to Chester, Illinois? These hotels offer family-friendly amenities and a welcoming place for guests of all ages.

Baymont by Wyndham Chester IL

  • Why it's great for a family-friendly adventure: The Baymont by Wyndham Chester IL is a fantastic choice for families seeking comfort and convenience at an affordable price, featuring an excellent guest review rating of 8.6. This hotel prides itself on family-friendly amenities, including a daily housekeeping service, an accessible pool, and spacious rooms with a crib and a sofa bed to ensure everyone has a comfortable stay.
  • Other amenities: Guests can enjoy the convenience of a microwave in their room, making snack time a breeze. The hotel also offers free continental breakfast to start the day off right. Additional features include 24-hour fitness facilities for active guests, accessible parking, and free self-parking options. With both air conditioning and long-distance calls available in-room, families will find everything they need for a relaxing stay.
  • Nearby attractions: Popeye Museum - 1.17 miles

Top Chester Hotel Reviews

Frequently asked questions

What's Chester like for family-friendly vacations?
The welcoming destination of Chester is a good choice if you've been thinking about a trip with your kids. The entertainment, parks, and recreation options are just some of the things that make this the perfect spot for family trips.
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 75°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Chester is 55 inches.
What's there to see and do with your family in Chester?
While you are vacationing in Chester, you and the family might want to see interesting spots such as Popeye Museum and Ste Genevieve Museum Learning Center. Make sure you have time for activities like Kaskaskia Bell and Mary's River Covered Bridge.

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