Search for Cheap Deals on
Hotels in Chester

Check Last Minute Chester Hotel Deals

Tonight May 15 - May 16This weekend May 15 - May 17

Choose from 168 Chester Hotel Deals

Baymont by Wyndham Chester IL

Baymont by Wyndham Chester IL

2.5 out of 5
2150 State Street Chester IL
  • 5 min drive from Elzie C. Segar Memorial Park
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (391 reviews)
Decent hotel to stay at. The breakfast was ok

Reviewed on May 9, 2026

Baymont by Wyndham Chester IL
Baymont by Wyndham Festus

Baymont by Wyndham Festus

3 out of 5
1200 W. Gannon Drive Festus MO
  • 2 hours drive from Elzie C. Segar Memorial Park
Book a stay at this family-friendly hotel in Festus. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jorkerst Memorial Park and Sunset ...
6.8/10 (962 reviews)
Roaches!!! Toilet and phone didn't work

Reviewed on May 14, 2026

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

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

3 out of 5
1001 Veterans Blvd Festus MO
  • 2 hours drive from Elzie C. Segar Memorial Park
Book a stay at this business-friendly hotel in Festus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (980 reviews)
I stayed for 2 nights, arriving really late the first night and was greeted right away by the night manager on duty. My dog and I had a great stay, the room was clean and all amenities were just fine. The breakfast was a great surprise and really enjoyed it. Would definitely stay again.

Reviewed on May 15, 2026

La Quinta Inn & Suites by Wyndham Festus - St. Louis South
Holiday Inn Express & Suites Perryville by IHG

Holiday Inn Express & Suites Perryville by IHG

2.5 out of 5
2020 Jefferson St Perryville MO
  • 35 min drive from Elzie C. Segar Memorial Park
Book a stay at this business-friendly hotel in Perryville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (584 reviews)
Breakfast was great. Fresh coffee, pancake maker so good.

Reviewed on May 11, 2026

Holiday Inn Express & Suites Perryville by IHG
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

2 out of 5
7555 State Hwy Y French Village MO
  • 1 hour drive from Elzie C. Segar Memorial Park
Stay at this cabin in French Village. Enjoy free parking, patios, and climate control.
9.8/10 Exceptional! (66 reviews)
We got everything we asked for.

Reviewed on May 13, 2026

Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
Super 8 by Wyndham Perryville

Super 8 by Wyndham Perryville

2 out of 5
1119 Vincent Dr Perryville MO
  • 35 min drive from Elzie C. Segar Memorial Park
Book a stay at this business-friendly motel in Perryville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (998 reviews)
Everything was great minus the children running through the halls yelling all through the night and the messes that they made during breakfast because they were unsupervised by parents. Which is on the parents not the hotel. Otherwise the place is great as always.

Reviewed on May 10, 2026

Super 8 by Wyndham Perryville
Holiday Inn Express Hotel & Suites Sparta by IHG

Holiday Inn Express Hotel & Suites Sparta by IHG

2.5 out of 5
1301 N Market St Sparta IL
  • 44 min drive from Elzie C. Segar Memorial Park
Book a stay at this business-friendly hotel in Sparta. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (398 reviews)
Hot tub wasn’t working breakfast was ok

Reviewed on May 15, 2026

Holiday Inn Express Hotel & Suites Sparta by IHG
 Pinckeyville Inn and Suites

Pinckeyville Inn and Suites

2 out of 5
5700 Illinois Route 154 Pinckneyville IL
  • 1 hour drive from Elzie C. Segar Memorial Park
Book a stay at this business-friendly hotel in Pinckneyville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.4/10 (397 reviews)
Poorly maintained- our room had not been cleaned.

Reviewed on May 11, 2026

Pinckeyville Inn and Suites
Microtel Inn & Suites by Wyndham Sainte Genevieve

Microtel Inn & Suites by Wyndham Sainte Genevieve

2.5 out of 5
21958 Hwy 32 Ste Genevieve MO
  • 38 min drive from Elzie C. Segar Memorial Park
Book a stay at this business-friendly hotel in Ste Genevieve. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (633 reviews)
Very nice desk staff. She was very accommodating.

Reviewed on May 7, 2026

Microtel Inn & Suites by Wyndham Sainte Genevieve
Super 8 by Wyndham Okawville

Super 8 by Wyndham Okawville

2 out of 5
812 North Hen House Road Okawville IL
  • 2 hours drive from Elzie C. Segar Memorial Park
Book a stay at this business-friendly motel in Okawville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Community Park and Rainbow Ranch ...
7.4/10 Good! (331 reviews)
Need better breakfast food selection and add some fruits.

Reviewed on May 11, 2026

Super 8 by Wyndham Okawville
Days Inn & Suites By Wyndham Festus

Days Inn & Suites By Wyndham Festus

2 out of 5
1200b W Gannon Dr Festus MO
  • 2 hours drive from Elzie C. Segar Memorial Park
Stay at this hotel in Festus. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jorkerst Memorial Park and Sunset Park are located ...
3.6/10 (7 reviews)
Staff was very helpful. Room had issues with fruit flies in the bathroom. Had to ask for amenities, room did not have any. Not having carpet is not a problem. However, floor should be mopped.

Reviewed on Apr 28, 2026

Days Inn & Suites By Wyndham Festus
Super 8 by Wyndham Waterloo

Super 8 by Wyndham Waterloo

2 out of 5
112 Warren Dr Waterloo IL
  • 2 hours drive from Elzie C. Segar Memorial Park
Stay at this motel in Waterloo. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Historic Peterstown House and Koenigsmark Park are located ...
7.4/10 Good! (382 reviews)
Staff was friendly and helpful. Room was tidy, but smelled musty. The breakfast was none existent at 6:30. Place could easily be much better.

Reviewed on May 13, 2026

Super 8 by Wyndham Waterloo
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 cheap hotels in Chester

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Chester hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Chester.

Choosing the right hotel in Illinois has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Chester’s 168 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $73. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Chester hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Chester. No matter your reason for visiting Chester, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Chester hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Chester for as low as $73.

How many hotels are there in Chester?

With over 168 hotels in Chester, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $73.

How to find cheap car rentals in Chester?

Finding a cheap car rental deal in Chester is as easy as scoring cheap hotels in Chester. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.