A steel bridge over a river with a white boat.

Find Family Hotels in Chester, IL from CA $94

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Check availability on Chester Family Hotels

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Chester family-friendly hotels

A hotel room with a large flat-screen TV, a desk with drawers, a bench, and a wardrobe.
A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.
A hot tub area with a view of the parking lot through a glass door.
A patio area with outdoor seating, including chairs and tables, and a covered area with umbrellas.

1. Holiday Inn Express Hotel & Suites Sparta by IHG

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.
CA $155
CA $172 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express Hotel & Suites Sparta by IHG
A hotel room with a large bed, a nightstand, a lamp, a chair, and a mirror.
A bathroom with a large mirror, a sink, a toilet, and a towel rack.
A buffet with various food items, including omelets and other dishes, served in metal containers with glass lids.
A swimming pool with a diving board, pool rules signs, and lounge chairs.

2. Holiday Inn Express & Suites Perryville by IHG

Holiday Inn Express & Suites Perryville by IHG
Perryville
CA $148
CA $169 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express & Suites Perryville by IHG
A white two-story house with a covered porch, a chimney, and a small garden area with chairs and a table.
A bedroom with a bed, bedside table, and a window. There is a kitchenette with a sink, stove, and cabinets.
Two Adirondack chairs facing a pond with a view of a green field and hills in the background.
A bathroom with a shower, a towel rack, and a shelf with towels.

3. Beautiful Modern Loft In Wine Country!

Beautiful Modern Loft In Wine Country!
Ste. Genevieve
  • Scenic wine country loft offers family-friendly hiking trails, modern comforts, and mountain views.
CA $209
CA $284 total
includes taxes & fees
Sep 30 - Oct 1
Beautiful Modern Loft In Wine Country!
A hotel room with two beds, a desk with a computer, a chair, a TV, and two wall-mounted lamps.
A reception area with a counter, framed certificates, a clock, and a checkered floor.
A conference room with a TV, a door, and a window with blinds.
A bathroom with a toilet, bathtub, and shower curtain.

4. Super 8 by Wyndham Okawville

Super 8 by Wyndham Okawville
Okawville
  • Friendly roadside hotel offers easy family stays with cribs, breakfast, and premium TV channels for everyone's enjoyment.
CA $88
CA $94 total
includes taxes & fees
Oct 5 - Oct 6
Super 8 by Wyndham Okawville
A red chair and a table with two glasses of wine and a lit fire pit.
A living room with a stone fireplace, leather couches, a ceiling fan, and a mounted deer head.
A single-story building with a covered porch and a bench.
A kitchen with wooden cabinets, a black refrigerator, a stove, and a ceiling light fixture.

5. Peaceful Country Home

Peaceful Country Home
Marissa
CA $239
CA $414 total
includes taxes & fees
Oct 5 - Oct 6
Peaceful Country Home
A corridor with a wooden floor, beige walls, and a painting on the left.
A conference room with round tables and chairs, a patterned carpet, and a chandelier.
A gym with treadmills, a bench, and a rack of dumbbells.
A breakfast corner with a waffle maker, coffee machines, and a sign for breakfast.

6. Baymont by Wyndham Festus

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.
CA $94
CA $107 total
includes taxes & fees
Oct 25 - Oct 26
Baymont by Wyndham Festus
A hot tub with a view of a park and trees in the background.
A spacious living room with a brown sofa, a wooden coffee table, a television, and a ceiling fan.
A dining area with a wooden table and chairs, a chandelier, and a view of the outdoors through a sliding glass door.
A bedroom with a bed, a ceiling fan, a wooden floor, and a door leading to another room.

7. Homestead Hideaway + Hot Tub

Homestead Hideaway + Hot Tub
Fults
CA $226
CA $397 total
includes taxes & fees
Oct 4 - Oct 5
Homestead Hideaway + Hot Tub
A living room with a brown leather sofa, blue chairs, a coffee table, a rug, and a console table with a mirror and picture.
A two-story house with a gabled roof, a front porch, and a small front yard.
A modern kitchen with white cabinets, a built-in oven, a sink, and a wooden dining table.
A bedroom with a bed, dresser, and ceiling fan.

8. The Yellow Haus, close to downtown Waterloo!

The Yellow Haus, close to downtown Waterloo!
Waterloo
CA $295
CA $525 total
includes taxes & fees
Sep 28 - Sep 29
The Yellow Haus, close to downtown Waterloo!
View all properties

Choose what matters most at family-friendly hotels in Chester

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Chester Hotel Reviews

Super 8 by Wyndham Perryville

Super 8 by Wyndham Perryville

8/10 Good
"Clean rooms"
Michael 1-night trip
Posted 4 days ago
Super 8 by Wyndham Perryville
Microtel Inn & Suites by Wyndham Sainte Genevieve

Microtel Inn & Suites by Wyndham Sainte Genevieve

8/10 Good
"The design of this line is kind of "euro minimalist". Charming to me, and a nice offset to the old colonial "Habitant" vibe in town. Obviously well managed, but with limited amenities. Basically clean, but a few noticable oversights."
Marshall 1-night trip
Posted 7 days ago
Microtel Inn & Suites by Wyndham Sainte Genevieve
La Quinta Inn & Suites by Wyndham Festus - St. Louis South

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

8/10 Good
"Everything worked, it was clean, staff was great. Breakfast was good."
Dian 2-night trip
Posted 7 days ago
La Quinta Inn & Suites by Wyndham Festus - St. Louis South
Baymont by Wyndham Festus

Baymont by Wyndham Festus

8/10 Good
"Breakfast was good for the cost of room. Very friendly"
Jeffrey 1-night trip
Posted 1 month ago
Baymont by Wyndham Festus

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 Cohen Memorial Home and Fort Kaskaskia.

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