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Tonight
Check prices in Chester for tonight, Sep 6 - Sep 7
Sep 6 - Sep 7
Tomorrow night
Check prices in Chester for tomorrow night, Sep 7 - Sep 8
Sep 7 - Sep 8
Next weekend
Check prices in Chester for next weekend, Sep 11 - Sep 13
Sep 11 - Sep 13

Most frequently booked Chester hotels

Baymont by Wyndham Chester IL

Baymont by Wyndham Chester IL

2.5 out of 5
2150 State Street Chester IL
Free cancellation
Reserve now, pay when you stay
1.56 km from city centre
The price is CA $130 per night
CA $130
CA $144 total
Sep 9 - Sep 10
includes taxes & fees
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. Popular attractions Popeye Museum and Cohen Memorial Home are located nearby.
Breakfast included
Pet-friendly
Holiday Inn Express & Suites Perryville by IHG

Holiday Inn Express & Suites Perryville by IHG

2.5 out of 5
2020 Jefferson St Perryville MO
Free cancellation
23.8 km from city centre
The price is CA $126 per night
CA $126
CA $144 total
Oct 4 - Oct 5
includes taxes & fees
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 rooms in our reviews. Popular attractions Perryville Country Club and Saint Marys Lake are located nearby.
Pool
Breakfast included
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
43.46 km from city centre
The price is CA $140 per night
CA $140
CA $222 total
Oct 5 - Oct 6
includes taxes & fees
Stay at this cabin in French Village. Enjoy free parking, patios, and climate control.
Kitchen
Pet-friendly
Silo Farm Haus- located in the heart of wine country!

Silo Farm Haus- located in the heart of wine country!

Ste. Genevieve MO
36.14 km from city centre
The price is CA $331 per night
CA $331
CA $510 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this vacation home in Ste Genevieve. Enjoy laundry facilities. Popular attractions Crown Valley Winery and Hawn State Park are located nearby.
Laundry
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
Free cancellation
Reserve now, pay when you stay
60.84 km from city centre
The price is CA $116 per night
CA $116
CA $133 total
Sep 8 - Sep 9
includes taxes & fees
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 in our reviews. Popular attractions Jorkerst Memorial Park and Sunset Park are located nearby.
Breakfast included
Pet-friendly
Super 8 by Wyndham Perryville

Super 8 by Wyndham Perryville

2 out of 5
1119 Vincent Dr Perryville MO
Free cancellation
Reserve now, pay when you stay
23.78 km from city centre
The price is CA $98 per night
CA $98
CA $112 total
Sep 13 - Sep 14
includes taxes & fees
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 rooms in our reviews. Popular attractions Perryville Country Club and Saint Marys Lake are located nearby.
Pool
Breakfast included
Super 8 by Wyndham Okawville

Super 8 by Wyndham Okawville

2 out of 5
812 North Hen House Road Okawville IL
63.42 km from city centre
The price is CA $93 per night
CA $93
CA $98 total
Oct 4 - Oct 5
includes taxes & fees
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 Petting Zoo are located nearby.
Breakfast included
Pet-friendly
Baymont by Wyndham Festus

Baymont by Wyndham Festus

3 out of 5
1200 W. Gannon Drive Festus MO
Free cancellation
Reserve now, pay when you stay
60.67 km from city centre
The price is CA $92 per night
CA $92
CA $105 total
Sep 20 - Sep 21
includes taxes & fees
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 Park are located nearby.
Pool
Breakfast included
Pinckeyville Inn and Suites

Pinckeyville Inn and Suites

2 out of 5
5700 Illinois Route 154 Pinckneyville IL
46.72 km from city centre
Get rates
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. Popular attractions Pinckneyville Fairgrounds and Pyramid State Recreation Area are located nearby.
Pool
Breakfast included
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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.

Top family friendly Chester hotel deals

Holiday Inn Express Hotel & Suites Sparta by IHG

Holiday Inn Express Hotel & Suites Sparta by IHG

1301 N Market St Sparta IL
The price is CA $140 per night from Oct 4 to Oct 5
CA $140
CA $155 total
Oct 4 - Oct 5
includes taxes & fees

Top hotels in Chester for Extended Stay

Urban Lofts

Urban Lofts

102 N Jackson St Perryville MO
The price is CA $279 per night from Sep 7 to Sep 8
CA $279
CA $430 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (22 reviews)
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.

Chester hotels essential information

Accommodation
168 hotels
Lowest Price
CA $98
Highest Price
CA $510
Popular hotels
Baymont by Wyndham Chester IL, Holiday Inn Express & Suites Perryville by IHG, Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy, Silo Farm Haus- located in the heart of wine country!, La Quinta Inn & Suites by Wyndham Festus - St. Louis South, Super 8 by Wyndham Perryville, Super 8 by Wyndham Okawville, Baymont by Wyndham Festus, Pinckeyville Inn and Suites

Frequently asked questions

What are the top kid-friendly hotels in Chester?
Family vacations are where treasured memories are made, but traveling with children can be challenging. These kid-friendly Chester hotels offer perks designed to keep visitors of all ages relaxed and happy: Best Western Chester Hotel will help make your next trip the best one yet. It features a range of nice touches, such as complimentary breakfast and a swimming pool. Otherwise, spend your Chester escape at Sparta Motel. Take advantage of pet-friendly facilities, front desk services and more here.
Where can I find cheap hotels in Chester?
At Travelocity you'll find really nice hotels in Chester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chester rather than in Chester. We may find you even better rates, too.
How do I find the best Chester hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Chester then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chester?
The cheapest hotel in Chester is CA $98 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chester?
There are 168 hotels in Chester on Travelocity.
What are the best hotels in Chester?
Chester has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chester for you!
When is the best time to visit Chester?
If you want the joy of a fun-filled trip in peak season, visit Chester during March, April and May. If you'd prefer the peace of off-season, book a stay during quieter months, such as February, August and September.
When is the cheapest time to stay in Chester?
Based on historic data is usually the cheapest month to visit Chester. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chester?
There are multiple hotels in Chester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chester. We have plenty of kid-friendly hotels in Chester to choose from on Travelocity!
Why book a hotel in Chester through Travelocity?
Because we have the top hotels in Chester! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Chester hotel reviews by fellow wanderers

Holiday Inn Express & Suites Perryville by IHG

Holiday Inn Express & Suites Perryville by IHG

4 out of 5
Posted 1 day ago
Travelocity Verified Review
"clean room. breakfast, same as other chains"
A verified traveller stayed at Holiday Inn Express & Suites Perryville by IHG
Holiday Inn Express & Suites Perryville by IHG