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Compare 156 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Microtel Inn & Suites by Wyndham Sainte Genevieve
2.5 star property
8.8 out of 10, Excellent, 496 reviews
"So far so good. Everything is pretty good."
The price is $80
$89 total
includes taxes & fees
Jun 9 - Jun 10
Microtel Inn & Suites by Wyndham Sainte Genevieve
Best Western Chester Hotel
2.5 star property
8.6 out of 10, Excellent, 252 reviews
"Quiet, good service,good breakfast "
The price is $78
$87 total
includes taxes & fees
Jun 10 - Jun 11
Best Western Chester Hotel
The Conner House B&B
3.5 star property
10.0 out of 10, Exceptional, 8 reviews
"The Conner House B&B is an absolutely gorgeous building that is well appointed with top notch service. We spent one night there for a local event and couldn’t have been more pleased. The room was great and incredibly clean. The area is safe, the breakfast was delicious and the staff was incredibly accommodating. I highly recommend it. "
The price is $148
$165 total
includes taxes & fees
Jun 7 - Jun 8
The Conner House B&B
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Downtown historic main street
9.6 out of 10, Exceptional, 161 reviews
"The price it says is not accurate, it says it fits 6 but u are charged 25 for each person on top of price of stay."
The price is $120
$142 total
includes taxes & fees
Jun 10 - Jun 11
Downtown historic main street
Cozy 1.5 story bungalow in downtown Ste. Genevieve!
9.6 out of 10, Exceptional, 8 reviews
"Cute little bungalow perfect for a couple. Walking distance to shops and restaurants"
The price is $98
$144 total
includes taxes & fees
Jun 10 - Jun 11
Cozy 1.5 story bungalow in downtown Ste. Genevieve!
"Little Brick House on Main (1865)”
10.0 out of 10, Exceptional, 26 reviews
"We took an impromptu overnight from St. Louis. Wonderful place in a nice area. Lots of places to see."
The price is $132
$172 total
includes taxes & fees
Jun 10 - Jun 11
"Little Brick House on Main (1865)”
Secluded Cabin with Heated Pool, hot tub, fireplace & so much more
10.0 out of 10, Exceptional, 63 reviews
"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
Triangle Inn Motel
2.0 star property
7.8 out of 10, Good, 26 reviews
"This was the old line rooms in line hotel. the rooms were clean, comfy bed, nice bath area, overall a nice place to stay. I had a doctors appointment at the Ste Gen Hospital about quarter mile away, I did drive but AIA could have walked too. Staff was nice and friendly, including little dog on premise, so over all I will stay again if I need to stay in this area again. "
The price is $70
$78 total
includes taxes & fees
Jun 9 - Jun 10
Triangle Inn Motel
Experience this cozy & quiet bungalow w/ antique typewriters & local made quilts
9.8 out of 10, Exceptional, 21 reviews
"This was our first VRBO booking. Clean, quiet and cozy. Didn't think that a TV was an added amenity to put in my requirements. So we made the best of that part. Allowed the two of less distracted time. But required us to go to a sport's bar to see the Blues game. Ended up at Dannie's - Very nice!!!"
Experience this cozy & quiet bungalow w/ antique typewriters & local made quilts
'The Brewer Guesthouse' Tiny Home w/ Patio & Yard!
10.0 out of 10, Exceptional, 5 reviews
"We really enjoyed our stay at this home. Everything was as listed and more. Very clean and organized. The decor was perfect and not too cluttered. The location was central to everything we wanted to do for our long weekend getaway. Close to downtown Perryville as well as local area wineries and attractions. Host was exceptionally accommodating, but once we checked in we didn’t have any additional needs because everything was covered. We will definitely stay there again when we travel to the...
'The Brewer Guesthouse' Tiny Home w/ Patio & Yard!
'the Brewer Guesthouse' Tiny Home w/ Patio & Yard!
3.5 star property
10.0 out of 10, Exceptional, 1 review
"The house and host were just awesome, enjoyed our stay Toni even helped me Extend!! Would def stay again:)"
'the Brewer Guesthouse' Tiny Home w/ Patio & Yard!
Hidden Gem, scenic views off private balconies, incredible food and wine
10.0 out of 10, Exceptional, 17 reviews
"The Weingarten Vineyard and Inn is a diamond in the rough and so amazing. We own our own business and needed a weekend getaway to strategize together. We still aren't sure how we found this place but it was exactly what we needed! The stars at night were breathtaking, and the quiet peaceful vineyard was a much needed reprieve. The Inn is gorgeous and was expertly built by the owners. We were well taken care of - a bottle of Brut welcomed us in our room. We will definitely have this as our #1...
Hidden Gem, scenic views off private balconies, incredible food and wine
Secluded Private Cabin with Pool, hot tub, fireplace & so much more
10.0 out of 10, Exceptional, 116 reviews
"We had an excellent experience at the Bauman’s Hillside Hideaway. It was spacious enough to accommodate our large family. The fireplace and fire pit were great additions to add to our visit. The game room had something for everyone."
Secluded Private Cabin with Pool, hot tub, fireplace & so much more
Ste. Genevieve Co. House w/ HOT TUB!
10.0 out of 10, Exceptional, 1 review
"The place was just as listed. We came to St Gen for work and would stay here again. No bells and whistles but we didn’t expect any….just comfortable and clean."
Ste. Genevieve Co. House w/ HOT TUB!
Cottage w/Yard, Walk to Historic Attractions!
10.0 out of 10, Exceptional, 31 reviews
"Host super responsive! House is in perfect location, could not ask for better. Walk to restaurants, tour the historical homes, shops and boutiques -and feel complerely safe. If you plan on cooking you might bring you own knife, other than that everything needed is there!"
Cottage w/Yard, Walk to Historic Attractions!
Cottage W/yard, Walk to Historic Attractions!
3.0 star property
10.0 out of 10, Exceptional, 1 review
"The little blue cottage was very comfortable, clean and close to everything downtown. We parked the car and walked everywhere. It was on a quiet street. The bed was comfy, clean kitchen. We liked the little back yard, for relaxing. "
Cottage W/yard, Walk to Historic Attractions!
Hidden Gem, scenic views, off private balconies, incredible food and wine
10.0 out of 10, Exceptional, 1 review
"This is definitely a Hidden Gem...,a wonderful get away! Randy & Donna are incredible hosts and offer an Amazing first class experience! From the minute we arrived, we were welcomed in our suite with a bottle of wine and special treats! Beautiful, relaxing views from the balcony! They offer a special dinner on Sat. evening and you don't want to miss this wonderful experience with Randy & Donna! This is our 2nd time and we can't wait to go back soon!"
Hidden Gem, scenic views, off private balconies, incredible food and wine
The Retreat Hosted by The Woodworker's Wife
10.0 out of 10, Exceptional, 7 reviews
"The hospitality of the host was amazing! She had music playing, cookies, and an immaculately clean and thoughtfully decorated place waiting for us. She sent us home with a basket of fresh fruit. The place was perfect for us for a weekend gettaway and we loved our stay. Highly recommended!!"
The Retreat Hosted by The Woodworker's Wife
Gorgeous Historic Victorian - 4 bedrooms 2 bathrooms - 4 Blocks Walk to Town
9.8 out of 10, Exceptional, 13 reviews
"Stayed here a half dozen times, great place, great location!"
Gorgeous Historic Victorian - 4 bedrooms 2 bathrooms - 4 Blocks Walk to Town
Cozy Double Queen Economy Room with Free Breakfast
Cozy Double Queen Economy Room with Free Breakfast
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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.

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Chester Travel Info

Number of reviews
2,655
Accommodation
156 hotels
Highest price
$148
Lowest price
$59
Reasons to visit
Randolph County State Recreation Area, Chester Skating Rink and Marys River Covered Bridge

Frequently asked questions

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

Based on our traveler data, Best Western Chester Hotel is one of the top choices for your stay. This hotel offers free breakfast and free parking. Other good options for your trip 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 vacation rentals that Chester has to offer?

The 1801 House: A beautiful historic home in the Ste Genevieve Historic District: Visitors like this Chester vacation home rental. It is located in the city center and has a patio, a garden, and a barbecue grill 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 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, most hotel room reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

For more details about picking new dates or cancelling your trip to Chester, go to https://www.expedia.com/service/.

What's the best accommodation for a family trip 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 kid-friendly vacation include Briarwood Inn of Sparta and K-River Motel & Campground. Kids of all ages will also enjoy a visit to Chester Skating Rink.

What's the best pet-friendly hotel in Chester?

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

What's the best place to stay near Chester Skating Rink?

Best Western Chester Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located just a short 0.4 mi (0.6 km) from Chester Skating Rink. Other good choices around the area include Holiday Inn Express & Suites Perryville, an IHG Hotel and Microtel Inn & Suites by Wyndham Sainte Genevieve.

What about the best place to stay close to Fort Kaskaskia?

One of the top choices for your stay is Microtel Inn & Suites by Wyndham Sainte Genevieve, located 8.4 mi (13.6 km) from Fort Kaskaskia, and this hotel offers free breakfast and free parking. Best Western Chester Hotel and Triangle Inn Motel are two other good options within the surrounding area.

What are some accommodations with pools in Chester?

Quality Inn Festus: 3-star hotel located near Mississippi River. Offers free breakfast, a pool, and free parking. La Quinta Inn & Suites by Wyndham Festus - St. Louis South and Holiday Inn Express & Suites Perryville, an IHG Hotel are two additional hotels that feature an onsite 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 center. Kick back and relax in the spa tub.

What's the best accommodation near Lambert-St. Louis International Airport (STL)?

Marriott St. Louis Airport is a popular 3.5-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.3 mi (0.5 km) from Lambert-St. Louis Intl. Airport. Other good choices within close proximity to the airport include Pear Tree Inn Airport - St. Louis - St. Ann, MO and Drury Inn & Suites St. Louis Airport.

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 accommodations in the surrounding area. Find out more about Chester.

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