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Top hotels and accommodation in Winchester

Hollywood Casino & Hotel St. Louis
3.5 star property
8.2 out of 10, Very good, 1,209 reviews
"Great stay, was in town for a concert at Saint Louis Music Park and was able to walk across the parking lot. Convenient on-site dining options. "
The price is AU$219
includes taxes & fees
16 June - 17 June
Hollywood Casino & Hotel St. Louis
The Wildwood Hotel
3.5 star property
8.8 out of 10, Excellent, 1,285 reviews
"Great hotel with pleasant staff."
The price is AU$212
includes taxes & fees
4 June - 5 June
The Wildwood Hotel
Sonesta ES Suites St. Louis - Chesterfield
3.0 star property
8.2 out of 10, Very good, 1,009 reviews
"Well managed, easy access to highway"
The price is AU$154
includes taxes & fees
17 June - 18 June
Sonesta ES Suites St. Louis - Chesterfield
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Best Western St. Louis-Kirkwood Route 66
2.5 star property
8.8 out of 10, Excellent, 1,008 reviews
"My rental vehicle got broken into"
The price is AU$188
includes taxes & fees
2 June - 3 June
Best Western St. Louis-Kirkwood Route 66
St. Louis Airport Hotel
3.5 star property
7.4 out of 10, Good, 618 reviews
"They need to do a better job cleaning the toilets"
The price is AU$211
includes taxes & fees
2 June - 3 June
St. Louis Airport Hotel
Home2 Suites by Hilton St. Louis/Forest Park
3.0 star property
8.8 out of 10, Excellent, 1,005 reviews
"We checked in late at night and the woman at the front desk was very kind and friendly. She got us our room quickly. The room was clean and the beds were very comfortable. For this reason alone I would stay at a home2 Suites again. The pool was clean and my child enjoyed it. Breakfast had a lot of options, but the woman restocking breakfast used her ungloved hand to put food into a display even though her other hand was gloved. The 2nd day we came down 20 minutes before breakfast was over...
The price is AU$259
includes taxes & fees
1 July - 2 July
Home2 Suites by Hilton St. Louis/Forest Park
Marriott St. Louis Airport
4.0 star property
7.8 out of 10, Good, 1,002 reviews
"Hotel is clean , staff friendly, food was great BUT the vents are dusty, looked moldy "
The price is AU$224
includes taxes & fees
15 June - 16 June
Marriott St. Louis Airport
Courtyard by Marriott St. Louis Brentwood
3.0 star property
9.4 out of 10, Exceptional, 569 reviews
"Rooms are a bit smaller than expected, road noise was a concern but as the night died down so did the noise. As a tall guy, the showers accommodations making me not crouch or mess with the shower head alone would make me stay there again."
The price is AU$209
includes taxes & fees
16 June - 17 June
Courtyard by Marriott St. Louis Brentwood
Hampton Inn & Suites St. Louis at Forest Park
2.5 star property
9.4 out of 10, Exceptional, 1,004 reviews
"The staff was very friendly and helpful"
The price is AU$240
includes taxes & fees
1 July - 2 July
Hampton Inn & Suites St. Louis at Forest Park
Drury Inn & Suites St. Louis Forest Park
3.0 star property
9.2 out of 10, Wonderful, 1,008 reviews
"It was the first time we ever stayed at a drury inn. Some nice surprises with the happy hour. The food was pretty good."
The price is AU$244
includes taxes & fees
9 June - 10 June
Drury Inn & Suites St. Louis Forest Park
Comfort Inn St. Louis - Westport Event Center
3.0 star property
7.4 out of 10, Good, 1,004 reviews
"The property has limited parking at the entrance. Lots of parking in the back but access to doors is limited. No longer has a restaurant on property. The place looks clean but every time we walked into our room we were hit with a strong smell of musty odor. I sprayed the air unit, doorway and room in general but it only cut the odor slightly. I assume this room was not one of their top rooms because we used a discount app to book."
The price is AU$155
includes taxes & fees
4 June - 5 June
Comfort Inn St. Louis - Westport Event Center
Hampton Inn St. Charles St. Peters
2.5 star property
8.2 out of 10, Very good, 1,004 reviews
"The front desk was extremely polite and i complemented her (Ashley) for her manners! The only thing i noticed was the extra charges on my card which Im thinkinh its the holding fee! Im hopefully I get back.❤️"
The price is AU$204
includes taxes & fees
23 June - 24 June
Hampton Inn St. Charles St. Peters
Courtyard by Marriott St Louis Creve Coeur
3.0 star property
8.6 out of 10, Excellent, 1,000 reviews
"Appreciated how very quiet it was overnight and ability to eliminate light in room. Best night sleep in a hotel."
The price is AU$245
includes taxes & fees
8 June - 9 June
Courtyard by Marriott St Louis Creve Coeur
Country Inn & Suites by Radisson, St. Charles, MO
2.5 star property
9.4 out of 10, Exceptional, 1,008 reviews
"Great hotel with friendly staff in a great location! My family enjoyed the breakfast options, it was well stocked and a variety of options. The hotel was within walking distance of Main Street St. Charles and an easy drive into St. Louis. Rooms were clean and my kids loved the indoor pool. Our only small complaint was that the WiFi in our room did not work well and we didn’t have great cell service but the WiFi worked fine in the lobby and breakfast area, so not a huge issue but might be if...
The price is AU$199
includes taxes & fees
9 June - 10 June
Country Inn & Suites by Radisson, St. Charles, MO
Hampton Inn & Suites St. Charles Old Town Area
2.5 star property
9.2 out of 10, Wonderful, 360 reviews
"Good"
The price is AU$215
includes taxes & fees
2 June - 3 June
Hampton Inn & Suites St. Charles Old Town Area
Comfort Inn & Suites St. Louis - O'Fallon
2.5 star property
7.6 out of 10, Good, 838 reviews
"The best cost benefit "
The price is AU$179
includes taxes & fees
16 June - 17 June
Comfort Inn & Suites St. Louis - O'Fallon
Sonesta Simply Suites St Louis Earth City
2.0 star property
8.6 out of 10, Excellent, 571 reviews
"Very friendly "
The price is AU$212
includes taxes & fees
17 June - 18 June
Sonesta Simply Suites St Louis Earth City
Drury Inn & Suites St. Louis Brentwood
3.0 star property
9.6 out of 10, Exceptional, 1,004 reviews
"Breonna checked me in and was fantastic. She took very good care of me. Made sure I had a room with working air and also gave me a late checkout. My room was clean and comfortable. The bed was comfortable. I enjoyed my stay very much. "
The price is AU$201
includes taxes & fees
30 June - 1 July
Drury Inn & Suites St. Louis Brentwood
Courtyard by Marriott St Louis Westport Plaza
3.0 star property
8.8 out of 10, Excellent, 1,000 reviews
"Pretty nice rooms. A few minor issues (bed crooked on frame, fold out couch sheets did not fit) and the mattress was super firm (hard!). Staff was great. No pool."
The price is AU$248
includes taxes & fees
9 June - 10 June
Courtyard by Marriott St Louis Westport Plaza
Red Roof Inn PLUS+ St Louis - Forest Park/ Hampton Ave 
2.5 star property
6.0 out of 10, 1,003 reviews
"What can i say..its a red roof inn, but what impressed me was that it was cleaner than i expected. I use wipes before any stay and this place was actually very clean..no dirty wipes..it did the trick for the purpose of my trip..yes I'll stay again for a quick trip"
The price is AU$140
includes taxes & fees
9 June - 10 June
Red Roof Inn PLUS+ St Louis - Forest Park/ Hampton Ave 
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See all available properties in Winchester
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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Stay near top Winchester attractions

Winchester Travel Info

Number of reviews
7,432
Accommodation
2,028 hotels
Highest price
AU$259
Lowest price
AU$110

Frequently asked questions

Where is the best place for a stay in Winchester?

Hyatt Regency St. Louis at The Arch, located 18.5 mi (29.8 km) from the heart of Winchester, is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Hollywood Casino & Hotel St. Louis and Drury Plaza Hotel St. Louis at the Arch. See all available top hotels, or vacation rentals in Winchester.

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

Funky mini loft in fox park! Pet friendly!!: This holiday home rental outside of Winchester has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. See all vacation rentals in Winchester.

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

Yes! The majority of hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What are some accommodation options with pools in Winchester?

Embassy Suites by Hilton St. Louis Downtown: 3.5-star hotel steps from America's Center Convention Complex. Provides free cooked-to-order breakfast, an indoor pool and flat-screen TVs. OYO Hotel St. Louis Downtown City Center MO and Hilton St. Louis at the Ballpark are two additional hotels with an on-site pool. View all hotels with pools in Winchester.

What is staying in Winchester like?

Visitors to Winchester will definitely find plenty to explore and enjoy. Top sights around the area include Six Flags St. Louis and St. Louis Zoo. There are 2029 hotels and other accommodation options in the surrounding area. Find out more about Winchester.

What should I do while I'm visiting Winchester?

Notable places to visit in the surrounding area include Six Flags St. Louis and St. Louis Zoo. You'll also find Museum of Transportation and The Factory in the area. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the seasonal weather like in Winchester?

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 3°C. Average annual precipitation for Winchester is 1247 mm.

Recent Reviews in Winchester
Expedia verified reviews