The Best Family Hotels in Chester, IL from NT$2,297 in 2026

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Our top choices for Chester family-friendly hotels

Holiday Inn Express Hotel & Suites Sparta by IHG

Sparta

Family fun for all ages awaits with indoor pool adventures and free deluxe breakfast at this welcoming Sparta retreat.

NT$4,034 total

includes taxes & fees

Jul 12 - Jul 13

Holiday Inn Express & Suites Perryville by IHG

Perryville

NT$3,687 total

includes taxes & fees

Jul 19 - Jul 20

Desk, laptop workspace, blackout drapes, free cribs/infant beds

Super 8 by Wyndham Okawville

Okawville

Friendly roadside hotel offers easy family stays with cribs, breakfast, and premium TV channels for everyone's enjoyment.

NT$2,636 total

includes taxes & fees

Jul 13 - Jul 14

Baymont by Wyndham Festus

Festus

Family fun guaranteed with indoor pool, game room, and free breakfast at this Festus hotel just minutes from Pevely Park.

NT$2,297 total

includes taxes & fees

Jul 19 - Jul 20

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Breakfast included

Pool

Top Chester Hotel Reviews

La Quinta Inn & Suites by Wyndham Festus - St. Louis South

8/10 Good

"We had a wonderful stay! The bed was comfortable and the breakfast was nice ! My only two complaints are the a/c in the room did not blow very hard so it took forever to cool down. We brought a box fan with us so it help tremendously! My other complaint is, I had to ask for more towels after the second day because housekeeping never came the entire time we stayed. The two housekeepers that I found in the hallway were super helpful and just gave us the towels and washcloths so that’s a plus!"

Baymont by Wyndham Festus

8/10 Good

"This property clearly was once a beautiful conference facility with a pool, large conference area that includes a big indoor fountain, lots of rooms and parking, etc. However, as what often happens in the hotel industry, this one has deteriorated over time. It's clear that the staff is doing the best with what they have to offer. The room was clean; beds comfortable. The room was clean but lots of little things needed maintenance.....BUT nothing that would make your stay awful....just things I notice, having worked in hotel sales & management. Example: The faucet's size didn't fit the opening in the sink, so the faucet was sort of loose. Drapes were missing some curtain rings and so we had to sort of 'arrange' the curtains around a chair to keep the light out---a privacy issue but one not impossible to resolve. We stayed one night on our way to our destination and one night coming back. The second night clearly someone had smoked in the room (NOT allowed!) and housekeeping had shampooed the carpet. I'm sure it was to help alleviate the odor but sadly, carpets were not dry yet. The humidity in the room was pretty high but we resolved it by putting on the heat while we went to dinner and then the AC. Breakfast offerings were plenty and hours for breakfast were quite ample. As of this review (6/29/2026) I'd say for the price, it's a good value. I really feel bad to see properties go downhill when clearly there once were a beautiful property."

Days Inn by Wyndham Perryville

10/10 Excellent

"I don’t have any idea where the bad reviews are coming from. The hotel was clean. Staff was inviting. Location is right off I-55 by plenty of other businesses. We came in at night after deciding to take a break from driving & had looked for a cheaper hotel. The room was spacious & clean. A/C worked great. TV & WiFi functioned (we were able to hook up our firestick with no problem at all). Bathroom was clean. Atmosphere was more than comfortable; zero noise at all. Bed & pillows were extremely comfortable. We’ve been on the road for over a week, paid much more for places to stay, & last night was the best sleep we’ve gotten the whole time. Shower pressure was fantastic too. Breakfast was better than most. Hard boiled eggs, sausage patties, cereal, oatmeal, coffee/tea with tons of creamer options, different breads, waffle maker. You’re not gonna find a better option for the money. 10/10 would stay again! (They asked about pets when checking in, so they obviously do accept them with an extra charge. We didn’t have one though.)"

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 Mary's River Covered Bridge and Fort Kaskaskia.

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Check availability on Chester Family Hotels

Our top choices for Chester family-friendly hotels

Holiday Inn Express Hotel & Suites Sparta by IHG

Holiday Inn Express & Suites Perryville by IHG

Super 8 by Wyndham Okawville

Baymont by Wyndham Festus

Choose what matters most at family-friendly hotels in Chester

Top Chester Hotel Reviews

La Quinta Inn & Suites by Wyndham Festus - St. Louis South

Holiday Inn Express Hotel & Suites Sparta by IHG

Baymont by Wyndham Festus

Microtel Inn & Suites by Wyndham Sainte Genevieve

Days Inn by Wyndham Perryville

Super 8 by Wyndham Okawville

Frequently asked questions

Explore a world of travel with Expedia

Find Family Hotels in Chester, IL

Change your mind

Treat yourself

Be picky

Check availability on Chester Family Hotels

Our top choices for Chester family-friendly hotels

Holiday Inn Express Hotel & Suites Sparta by IHG

Holiday Inn Express & Suites Perryville by IHG

Super 8 by Wyndham Okawville

Baymont by Wyndham Festus

Choose what matters most at family-friendly hotels in Chester

Top Chester Hotel Reviews

La Quinta Inn & Suites by Wyndham Festus - St. Louis South

Frequently asked questions

Explore a world of travel with Expedia