Compare Cheap Hotels in Chester
Secret Bargains - Save an extra 10% or more on select hotels
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Cheap Chester Hotels
Baymont by Wyndham Chester IL
2150 State Street Chester IL
$71 nightly
The price is $79 total per night
$79 total
Dec 26 - Dec 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.97 mi from city center
Located in Chester, Baymont by Wyndham Chester IL is within a 5-minute drive of Popeye Museum and Elzie C. Segar Memorial Park.
Breakfast included
Pet friendly
La Quinta Inn & Suites by Wyndham Festus - St. Louis South
1001 Veterans Blvd Festus MO
$96 nightly
The price is $110 total per night
$110 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
37.78 mi from city center
Located in Festus, La Quinta Inn & Suites by Wyndham Festus - St. Louis South is in a rural location, within a 5-minute drive of Jorkerst Memorial Park and Festus Public Library.
Breakfast included
Pet friendly
Baymont by Wyndham Festus
1200 W. Gannon Drive Festus MO
$81 nightly
The price is $93 total per night
$93 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
37.68 mi from city center
With a stay at Baymont by Wyndham Festus in Festus, you'll be 8.7 mi (14.1 km) from Villa Antonio Winery and 25.6 mi (41.2 km) from Grant's Farm.
Pool
Breakfast included
Holiday Inn Express & Suites Perryville by IHG
2020 Jefferson St Perryville MO
$87 nightly
The price is $100 total per night
$100 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
14.78 mi from city center
When you stay at Holiday Inn Express & Suites Perryville by IHG in Perryville, you'll be within a 5-minute drive of National Shrine of Our Lady of the Miraculous Medal.
Pool
Breakfast included
Super 8 by Wyndham Perryville
1119 Vincent Dr Perryville MO
$63 nightly
The price is $72 total per night
$72 total
Dec 22 - Dec 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.74 mi from city center
With a stay at Super 8 by Wyndham Perryville in Perryville, you'll be within a 5-minute drive of Perryville Country Club and National Shrine of Our Lady of the Miraculous Medal.
Pool
Breakfast included
Super 8 by Wyndham Waterloo
112 Warren Dr Waterloo IL
$72 nightly
The price is $80 total per night
$80 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
36.32 mi from city center
Located in Waterloo, Super 8 by Wyndham Waterloo is within a 5-minute drive of Historic Peterstown House and Waterloo Town Square.
Breakfast included
Pet friendly
Holiday Inn Express Hotel & Suites Sparta by IHG
1301 N Market St Sparta IL
$99 nightly
The price is $110 total per night
$110 total
Dec 19 - Dec 20
Total with taxes and fees
Free Cancellation
16.82 mi from city center
Located in Sparta, Holiday Inn Express Hotel & Suites Sparta by IHG is in a rural location, a 3-minute drive from Misselhorn Art Gallery and 5 minutes from Sparta Country Club.
Pool
Hot Tub
Microtel Inn & Suites by Wyndham Sainte Genevieve
21958 Hwy 32 Ste Genevieve MO
$74 nightly
The price is $83 total per night
$83 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.34 mi from city center
With a stay at Microtel Inn & Suites by Wyndham Sainte Genevieve in Ste Genevieve, you'll be in a national park, within a 10-minute drive of Mississippi River and Ste. Genevieve County Memorial Hospital.
Breakfast included
Pet friendly
Super 8 by Wyndham Okawville
812 North Hen House Road Okawville IL
$58 nightly
The price is $64 total per night
$64 total
Jan 10 - Jan 11, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
39.36 mi from city center
With a stay at Super 8 by Wyndham Okawville in Okawville, you'll be within a 15-minute drive of Community Park and Rainbow Ranch Petting Zoo.
Breakfast included
Pet friendly
Silo Farm Haus- located in the heart of wine country!
Ste. Genevieve MO
$326 nightly
The price is $347 total per night
$347 total
Dec 14 - Dec 15
Total with taxes and fees
22.44 mi from city center
Located in Ste Genevieve, this farm stay is in a rural location, a 5-minute drive from Crown Valley Winery and 9 minutes from Mark Twain National Forest.
Laundry
Pinckeyville Inn and Suites
5700 Illinois Route 154 Pinckneyville IL
$55 nightly
The price is $61 total per night
$61 total
Dec 12 - Dec 13
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
29.01 mi from city center
Located in Pinckneyville, Pinckeyville Inn and Suites is within a 15-minute drive of Pinckneyville Fairgrounds and Beaver Lake.
Pool
Breakfast included
Red Bud Country Inn
1617 S Main St Red Bud IL
$90 nightly
The price is $99 total per night
$99 total
Dec 12 - Dec 13
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
21.63 mi from city center
When you stay at Red Bud Country Inn in Red Bud, you'll be 15.3 mi (24.7 km) from Fort de Chartes.
Breakfast included
Parking included
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.
Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.
Chester hotels essential information
Accommodation | 159 hotels |
|---|---|
Lowest Price | $61 |
Highest Price | $347 |
Popular hotels | Baymont by Wyndham Chester IL, La Quinta Inn & Suites by Wyndham Festus - St. Louis South, Baymont by Wyndham Festus, Holiday Inn Express & Suites Perryville by IHG, Super 8 by Wyndham Perryville, Super 8 by Wyndham Waterloo, Holiday Inn Express Hotel & Suites Sparta by IHG, Microtel Inn & Suites by Wyndham Sainte Genevieve, Super 8 by Wyndham Okawville, Silo Farm Haus- located in the heart of wine country!, Pinckeyville Inn and Suites, Red Bud Country Inn |
Most Recent Chester Hotel Reviews
Red Bud Country Inn
5 out of 5
Posted 4 days ago
CheapTickets Verified Review
"Lady at check in was very courteous & helpful. Room was spacious & very clean. Location was excellent. Between where we had been and our destination the next day. Will stay here again"
A verified traveler stayed at Red Bud Country Inn
- Days Inn by Wyndham Perryville
- Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
- Triangle Inn Motel
- Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC in lovely Weingarten.
- Gorgeous 5 Bedroom Log Home Less Than 5 Minutes From Chaumette And Charleville.
- Goforth into Nature, a charming 1-bdrm home in the quiet Bloomsdale countryside.
- In the Country a Beautiful 2-bedroom house with its own private lake
- Beautiful Modern Loft In Wine Country!
- Hot Tub & Creek Views: Secluded Perryville Cabin
More to Explore in Chester
Top Picks
Hotels
- Hotels in Daytona Beach
- Hotels in Bourbonnais
- Hotels in Virginia Beach
- Hotels in Savannah
- Hotels in Panama City Beach
- Hotels in Pismo Beach
- Hotels in Palm Springs
- Hotels in Effingham
- Hotels in Key West
- Hotels in Destin
- Hotels in DeKalb
- Hotels in Palm Beach
- Hotels in Myrtle Beach
- 4 Star Hotels in Champaign
- Hotels in Washington
- Hotels in Rockford
- 5 Star Hotels in East Moline
- Hotels in Nauvoo
- Hotels in Honolulu
- Hotels in Folly Beach
- Hotels in Decatur
- Hotels in Antioch
