Find hotels in Winchester, MO from ¥11,019

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Our top choices for Winchester hotels

Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch
4.0 star property
Downtown St. Louis
8.4 out of 10, Very Good, (4033)
"Everything was great!"
United States
Kathryn
The price is ¥15,533
¥18,319 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hyatt Regency St. Louis at The Arch

WoodSpring Suites St Peters-OFallon

WoodSpring Suites St Peters-OFallon
2.5 star property
St. Peters
9.4 out of 10, Exceptional, (23)
"Very nice place. Clean room. Staff was excellent. "
United States
Richard
The price is ¥11,611
¥13,748 total
includes taxes & fees
Dec 24 - Dec 25
WoodSpring Suites St Peters-OFallon

Drury Plaza Hotel St. Louis at the Arch

Drury Plaza Hotel St. Louis at the Arch
3.0 star property
Downtown St. Louis
9.4 out of 10, Exceptional, (3289)
"The room was great , the staff was awesome breakfast and evening drinks and food were great overall it was an excellent stay "
United States
Daniel
The price is ¥21,180
¥24,765 total
includes taxes & fees
Dec 28 - Dec 29
Drury Plaza Hotel St. Louis at the Arch

The Wildwood Hotel

The Wildwood Hotel
3.5 star property
Wildwood
9.2 out of 10, Wonderful, (1609)
"Great place!"
United States
Biju
The Wildwood Hotel

Sleep Inn & Suites O'Fallon MO - Technology Drive

Sleep Inn & Suites O'Fallon MO - Technology Drive
2.5 star property
O'Fallon
9.0 out of 10, Wonderful, (1009)
"The front desk agent was super nice and the rooms are always clean. They have the best beds in a hotel!"
United States
Jessica
The price is ¥12,352
¥14,568 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Sleep Inn & Suites O'Fallon MO - Technology Drive

Hampton Inn St. Charles St. Peters

Hampton Inn St. Charles St. Peters
2.5 star property
St. Charles
8.0 out of 10, Very Good, (1003)
"Good place to stay with pets"
United States
David
The price is ¥14,024
¥16,116 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hampton Inn St. Charles St. Peters

Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport
2.5 star property
St. Ann
9.4 out of 10, Exceptional, (2760)
"Great place to stay before your early morning flight. "
United States
Henry
The price is ¥14,119
¥16,622 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Convention Center

Pear Tree Inn St. Louis Convention Center
3.0 star property
Downtown St. Louis
9.0 out of 10, Wonderful, (1056)
"It was perfect for our stay in St. Louis to visit the arch."
United States
Jacob
The price is ¥14,747
¥17,243 total
includes taxes & fees
Dec 28 - Dec 29
Pear Tree Inn St. Louis Convention Center

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel
4.0 star property
Downtown St. Louis
8.8 out of 10, Excellent, (1166)
"Staff was helpful at suggesting places to eat and shop"
United States
Ann Marie
The price is ¥12,636
¥15,029 total
includes taxes & fees
Dec 27 - Dec 28
Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

Wingate by Wyndham St. Louis Airport

Wingate by Wyndham St. Louis Airport
2.5 star property
St. Ann
9.2 out of 10, Wonderful, (1510)
"The room was very clean and the staff was very helpful."
United States
John
The price is ¥16,937
¥19,942 total
includes taxes & fees
Dec 28 - Dec 29
Wingate by Wyndham St. Louis Airport

Country Inn & Suites by Radisson, St. Charles Historic District

Country Inn & Suites by Radisson, St. Charles Historic District
2.5 star property
St. Charles Historic District
9.4 out of 10, Exceptional, (1005)
"Everything was great!"
United States
Rita
The price is ¥18,323
¥21,058 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Country Inn & Suites by Radisson, St. Charles Historic District

Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay
3.5 star property
Clayton
8.8 out of 10, Excellent, (3038)
"Clean room, good breakfast and good location "
United States
Martin
The price is ¥14,781
¥17,255 total
includes taxes & fees
Dec 28 - Dec 29
Clayton Plaza Hotel & Extended Stay

Best Western Plus St. Louis West-Westport

Best Western Plus St. Louis West-Westport
2.5 star property
Maryland Heights
8.0 out of 10, Very Good, (1034)
"The room was great and the bed was very comfortable "
United States
Joyce
The price is ¥13,203
¥15,314 total
includes taxes & fees
Dec 24 - Dec 25
Best Western Plus St. Louis West-Westport

Holiday Inn Express St. Louis West - O'Fallon by IHG

Holiday Inn Express St. Louis West - O'Fallon by IHG
2.5 star property
O'Fallon
8.6 out of 10, Excellent, (842)
"A very nice stay with very pleasant staff"
United States
Clifford
The price is ¥14,278
¥16,841 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express St. Louis West - O'Fallon by IHG

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
3.0 star property
Fenton
8.0 out of 10, Very Good, (1050)
"Everything was clean and friendly staff overall good experience "
United States
dennis
The price is ¥13,336
¥15,401 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

Embassy Suites by Hilton St. Louis Downtown

Embassy Suites by Hilton St. Louis Downtown
4.0 star property
Downtown St. Louis
8.8 out of 10, Excellent, (1248)
"The room was spacious, and breakfast was very good with great coffee."
United States
Susan
The price is ¥17,240
¥20,504 total
includes taxes & fees
Dec 30 - Dec 31
Embassy Suites by Hilton St. Louis Downtown

River City Casino & Hotel

River City Casino & Hotel
4.0 star property
St. Louis
9.0 out of 10, Wonderful, (1451)
"Awesome place to stay!!"
United States
Kaitlyn
The price is ¥13,667
¥18,186 total
includes taxes & fees
Jan 4 - Jan 5, 2026
River City Casino & Hotel

Best Western St. Louis-Kirkwood Route 66

Best Western St. Louis-Kirkwood Route 66
3.5 star property
Kirkwood
8.4 out of 10, Very Good, (1372)
"Excellent staff , location was great but the breakfast wasn’t very good"
United States
Christian
The price is ¥14,755
¥17,262 total
includes taxes & fees
Dec 28 - Dec 29
Best Western St. Louis-Kirkwood Route 66

Hampton Inn St. Louis-Downtown (At the Gateway Arch)

Hampton Inn St. Louis-Downtown (At the Gateway Arch)
2.5 star property
Downtown St. Louis
8.8 out of 10, Excellent, (1181)
"Breakfast was great and this was my seventh year staying there."
United States
Derick
The price is ¥15,310
¥17,903 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hampton Inn St. Louis-Downtown (At the Gateway Arch)

Holiday Inn St Louis SW - Route 66 by IHG

Holiday Inn St Louis SW - Route 66 by IHG
3.0 star property
St. Louis
9.2 out of 10, Wonderful, (399)
"Great staff, excellent remodel! Beautiful property. "
United States
WILLIAM
The price is ¥17,102
¥20,364 total
includes taxes & fees
Dec 26 - Dec 27
Holiday Inn St Louis SW - Route 66 by IHG
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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Top Winchester Hotel Reviews

More cheap stays in Winchester

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 traveler data. Two other choices for your trip to the area are Magnolia Hotel St. Louis, a Tribute Portfolio Hotel and Hilton St. Louis Airport. See all available top hotels, or vacation rentals in Winchester.
What are some of the best vacation home rentals that Winchester has to offer?
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!: Visitors like this Winchester 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. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games. See all vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
Where can I learn more about changing or cancelling my trip to Winchester?
For additional details about picking new dates or cancelling your trip to Winchester, head over to our customer service page.
What is staying in Winchester like?
Those traveling to Winchester are sure to enjoy the sights to see and things to do. There are 1814 hotels and other accommodations in the surrounding area. Find out more about Winchester.
What should I do while I'm visiting Winchester?
Places to visit in the wider area include Museum of Transportation, Bellerive Country Club, and The Factory. You'll also find Magic House - St. Louis Children's Museum and Route 66 State Park in the area. Check out what more 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 temp of 76°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 49 inches.

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