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Top hotels and accommodation in Chester

Microtel Inn & Suites by Wyndham Sainte Genevieve

2.5 star property
8.8 out of 10, Excellent, (547)
"the front desk was not very together. Had my reservation messed up. Had to show them my bank statement to prive it was paid for. When i was leaving sunday morning the young man almost insisted i give him my debit card to pay for it again, which i wouldnt do. So once again i was embarrassed with having to pull up my banking statement to prove it was paid for. Twice i was embarrassed during this stay. Probably wont pick this hotel again, the room was clean and nice but not worth my honest being...
The price is AU$143
includes taxes & fees
25 Nov - 26 Nov
Microtel Inn & Suites by Wyndham Sainte Genevieve

Baymont by Wyndham Chester IL

2.5 star property
8.6 out of 10, Excellent, (275)
"room was right by the breakfast area and ice machine could hear everything"
The price is AU$146
includes taxes & fees
8 Dec - 9 Dec
Baymont by Wyndham Chester IL

The Conner House B&B

3.5 star property
10.0 out of 10, Exceptional, (13)
"Conner House is without parallel in the area - it stands alone by setting a relaxed yet elegant standard. We're treated beyond courtesy and civility with genuine respect and warmth. We've stayed here before and will likely do so again."
The price is AU$226
includes taxes & fees
23 Nov - 24 Nov
The Conner House B&B

Red Bud Country Inn

2.5 star property
9.4 out of 10, Exceptional, (25)
"Clean and comfy beds"
The price is AU$146
includes taxes & fees
8 Dec - 9 Dec
Red Bud Country Inn

Triangle Inn Motel

2.0 star property
7.8 out of 10, Good, (35)
"Very comfy beds and a quiet room. Perfect for the small rural town its in. May need a little paint,but room was clean and just what we needed."
The price is AU$120
includes taxes & fees
24 Nov - 25 Nov
Triangle Inn Motel

Downtown historic main street

9.6 out of 10, Exceptional, (176)
"The area was very eclectic and fun. Very unique area. Needs a little work yet but was informed of that from the get go. "
The price is AU$222
includes taxes & fees
25 Nov - 26 Nov
Downtown historic main street

Secluded Cabin with Heated Pool, hot tub, fireplace & so much more

10.0 out of 10, Exceptional, (67)
"We held our family Christmas here. 13 people, 7 adults and 6 children. We spent 6 days here. People played pool, ping pong, games, swam and we grilled outside. This house has everything you would in your own home! One day I hosted our huge family gathering of 40+people, plenty of room, it was nice outside and inside and once again everything is provided at the house. I would recommend this house to everyone. Beautiful home. I will rent this house again. Julie"
Secluded Cabin with Heated Pool, hot tub, fireplace & so much more

Cozy Haven Little Hidden Gem Sleeps 4

10.0 out of 10, Exceptional, (36)
"I will absolutely be returning! "
Cozy Haven Little Hidden Gem Sleeps 4

Ste. Genevieve Co. House w/ HOT TUB!

9.6 out of 10, Exceptional, (5)
"The property could use an update but it was good for what we needed"
Ste. Genevieve Co. House w/ HOT TUB!

😇Slice of Heaven by Property Lovers 💕

9.8 out of 10, Exceptional, (18)
"We were in town to celebrate a friend's birthday/visit the wineries. We didn't make our way to the property until after dark, which can be weird in an unknown location. It was easy to find and hassle-free. The house was extremely clean, spacious, and modern. We would definitely stay there again. "
The price is AU$317
includes taxes & fees
1 Dec - 2 Dec
😇Slice of Heaven by Property Lovers 💕

"Little Brick House on Main (1865)”

10.0 out of 10, Exceptional, (39)
"We were there for our grandson's wedding. This little house exceeded all expectation. Just lovely and with so many extra thoughtful touches, i.e. pumpkins and fall flowers for cozy October. Too many to list. "
The price is AU$269
includes taxes & fees
24 Nov - 25 Nov
"Little Brick House on Main (1865)”

Beautiful Modern Loft In Wine Country!

10.0 out of 10, Exceptional, (242)
"Hands down the best vrbo stay I've ever had. Super clean, amazing views and close to several places to hike. Its a must stay!"
The price is AU$278
includes taxes & fees
3 Dec - 4 Dec
Beautiful Modern Loft In Wine Country!

'The Brewer Guesthouse' Tiny Home w/ Patio & Yard!

10.0 out of 10, Exceptional, (8)
"As always a great place to relax and enjoy the country sitting. Always very clean, all the pots & pans you need, and towels. "
'The Brewer Guesthouse' Tiny Home w/ Patio & Yard!

'the Brewer Guesthouse' Tiny Home w/ Patio & Yard!

3.0 star property
10.0 out of 10, Exceptional, (2)
"It was a very neat cottage to stay in. We would definitely stay again. So much nicer than staying a hotel. "
'the Brewer Guesthouse' Tiny Home w/ Patio & Yard!

TreeLoft at BaseCamp

2.0 star property
The price is AU$759
includes taxes & fees
8 Dec - 9 Dec
TreeLoft at BaseCamp

Secluded Private Cabin with Pool, hot tub, fireplace & so much more

10.0 out of 10, Exceptional, (121)
"We came in town for a short weekend, as a group of 14. Plenty of room for all of us and lots of activities for all ages. The kitchen is very well stocked with everything you could need. We are already talking about returning to this property, or the neighboring one. Thanks, Emma for your hospitality! "
Secluded Private Cabin with Pool, hot tub, fireplace & so much more

Wren’s Hideaway Sleeps 8 Historic downtown neighborhood Charming & Relaxing

10.0 out of 10, Exceptional, (13)
"Wonderful home, clean & perfect for our ladies weekend getaway. Highly recommend and will definitely go back!"
Wren’s Hideaway Sleeps 8 Historic downtown neighborhood Charming & Relaxing

Elegant 3BR in the Heart of Historic Ste Genevieve

10.0 out of 10, Exceptional, (2)
"The property was the perfect place for four longtime friends to connect, relax, and explore the area. The hosts responded immediately to questions. The home is charming, comfortable, and well-equipped. Its location is within walking distance of shops, restaurants, and history sites. It’s a short (20-30 minute) drive to a number of wineries. We would highly recommend this property, and we hope to be back. "
Elegant 3BR in the Heart of Historic Ste Genevieve

New! Luxury Meets Nature - TreeRise at BaseCamp

2.0 star property
New! Luxury Meets Nature - TreeRise at BaseCamp

Gabouri Place ~ Completely Renovated Victorian in Ste. Genevieve's Historic Dist

10.0 out of 10, Exceptional, (160)
"We were visiting St. Gen to see the new Weingarten that was just renovated and reopened. We had a blast! I love the town and how everything is within walking distance. The house was so cute and clean. Perfect for our group! We will definitely be back!"
Gabouri Place ~ Completely Renovated Victorian in Ste. Genevieve's Historic Dist
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.
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Frequently asked questions

What's the best place for a stay in Chester?

Based on our traveller data, Best Western Chester Hotel is one of the top choices for your stay. This hotel offers free breakfast and free parking. Other good choices for your visit to the area are Super 8 by Wyndham Perryville and La Quinta Inn & Suites by Wyndham Festus - St. Louis South. See all available top hotels, or vacation rentals in Chester.

What are some of the best holiday rentals that Chester has to offer?

The 1801 House: A beautiful historic home in the Ste Genevieve Historic District: This holiday home rental outside of Chester is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all vacation rentals in Chester.

If I need to cancel my hotel reservation in Chester, will I receive a refund?

Yes, you'll find most room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

What's the best accommodation option when travelling with children to Chester?

Holiday Inn Express Hotel & Suites Sparta, an IHG Hotel is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good options for your family trip include Briarwood Inn of Sparta and K-River Motel & Campground. Also, children of all ages will enjoy a visit to Chester Skating Rink.

What's the best pet-friendly accommodation option in Chester?

Briarwood Inn of Sparta is a top property for people travelling with their pets, and offers concierge services and free WiFi for its human guests. Sparta Motel is another good choice if you're bringing your pet along.

What are some accommodation options with pools in Chester?

Quality Inn Festus: 3-star hotel located near Mississippi River. Offers free breakfast, a pool and free self-parking. La Quinta Inn & Suites by Wyndham Festus - St. Louis South and Holiday Inn Express & Suites Perryville, an IHG Hotel are two additional hotels with an on-site pool.

What is the best spa hotel in Chester?

Holiday Inn Express Hotel & Suites Sparta, an IHG Hotel is a top spa hotel featuring an indoor pool and a fitness centre. Kick back and relax in the hot tub.

What is staying in Chester like?

Visitors can enjoy all that Chester has to offer, including the golf courses, parks and restaurants. Tourists can also enjoy so much more including its entertainment choices. There are 112 hotels and other accommodation options in the surrounding area. Find out more about Chester.

What should I do while I'm visiting Chester?

Landmarks like Fort Kaskaskia, Kaskaskia Bell and Mary's River Covered Bridge might be worth a visit. Natural beauty is on display at Mississippi River, Elzie C. Segar Memorial Park and Randolph County State Recreation Area. A couple of additional sights to add to your itinerary are Popeye Museum and Chester Skating Rink. Take a look at what more there is to see and do in Expedia's Chester guide.

What's the weather like in Chester?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Chester is 1385 mm.