Find hotels in Winchester, MO from ฿2,274

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22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for Winchester hotels

Lobby
Hyatt Regency St. Louis at The Arch

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, (4032)
Discover comfort steps from St. Louis landmarks at this central hotel with 3 restaurants and 2 bars. After exploring Gateway Arch, relax on the rooftop terrace or visit the health club. Just 7 minutes from 8th and Pine Station for easy city access.
"Everything was great!"
United States
Kathryn
The price is ฿3,109
฿3,667 total
includes taxes & fees
23 Dec - 24 Dec
Hyatt Regency St. Louis at The Arch
Exterior
WoodSpring Suites St Peters-OFallon

WoodSpring Suites St Peters-OFallon

WoodSpring Suites St Peters-OFallon
2.5 star property
St. Peters
9.4 out of 10, Exceptional, (23)
Located in St. Peters, this hotel provides free WiFi and parking with a 24-hour front desk for your comfort. Nearby attractions include Bowlero St. Peters, CarShield Field, and Ameristar Casino St. Charles.
"Very nice place. Clean room. Staff was excellent. "
United States
Richard
The price is ฿2,324
฿2,752 total
includes taxes & fees
23 Dec - 24 Dec
WoodSpring Suites St Peters-OFallon
Rooftop terrace
Drury Plaza Hotel St. Louis at the Arch

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, (3285)
Discover city centre St. Louis convenience at this welcoming hotel with free breakfast and WiFi. Take a dip in the indoor pool, unwind in the hot tub, or enjoy dinner at Carmine's Steakhouse. Just minutes from 8th and Pine Station and major attractions.
"Our stay was very enjoyable. Location was great and kids loved the indoor pool!"
United States
Christy
The price is ฿4,240
฿4,958 total
includes taxes & fees
27 Dec - 28 Dec
Drury Plaza Hotel St. Louis at the Arch
Ballroom
The Wildwood Hotel

The Wildwood Hotel

The Wildwood Hotel
3.5 star property
Wildwood
9.2 out of 10, Wonderful, (1607)
Located near Six Flags St. Louis and Skid Row, this Wildwood retreat offers an indoor pool for morning dips. Travellers praise the helpful staff, comfy beds, and convenient parking. Enjoy free breakfast, WiFi, and business-friendly amenities.
"Great place!"
United States
Biju
The Wildwood Hotel
Lobby
Sleep Inn & Suites O'Fallon MO - Technology Drive

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, (1007)
Enjoy a refreshing morning swim in the indoor pool after a restful night on the comfortable beds. Free breakfast, WiFi, and parking enhance your stay. Weldon Spring Site and Golf Headquarters are nearby, with St. Louis Lambert Airport just 27 minutes away.
"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 ฿2,488
฿2,934 total
includes taxes & fees
1 Jan - 2 Jan 2026
Sleep Inn & Suites O'Fallon MO - Technology Drive
Exterior
Hampton Inn St. Charles St. Peters

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)
Convenient location just 10 minutes from Ameristar Casino and Cave Spring Golf Centre. The indoor pool provides year-round swimming, while free breakfast, WiFi, and parking add value. Travellers praise the helpful staff at this St. Charles hotel.
"Good place to stay with pets"
United States
David
The price is ฿2,807
฿3,226 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn St. Charles St. Peters
Lobby
Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport
2.5 star property
St. Ann
9.4 out of 10, Exceptional, (2755)
Located just 0.6 mi from St. Louis Airport with complimentary shuttle service, this hotel offers a seasonal outdoor pool and fitness centre. Comfortable beds await after exploring nearby attractions like Ameristar Casino or catching a show at Touhill Performing Arts Centre.
"Great place to stay before your early morning flight. "
United States
Henry
The price is ฿2,826
฿3,327 total
includes taxes & fees
28 Dec - 29 Dec
Pear Tree Inn St. Louis Airport
Lobby
Pear Tree Inn St. Louis Convention Center

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)
Located just a 10-minute walk from Dome at America's Centre, this hotel offers a relaxing indoor pool and hot tub. Enjoy free breakfast and WiFi while being minutes from Gateway Arch and America's Centre. Convention Centre Station is only 3 minutes away.
"It was perfect for our stay in St. Louis to visit the arch."
United States
Jacob
The price is ฿2,952
฿3,452 total
includes taxes & fees
27 Dec - 28 Dec
Pear Tree Inn St. Louis Convention Center
Bar (on property)
Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

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, (1162)
Elegant Baroque-style retreat offers convenient access to Gateway Arch and St. Louis Union Station. Enjoy American cuisine at Robie's restaurant, unwind at the bar, or maintain routines in the 24-hour fitness centre. Just 3 minutes from 8th and Pine Station.
"Staff was helpful at suggesting places to eat and shop"
United States
Ann Marie
The price is ฿2,516
฿2,992 total
includes taxes & fees
25 Dec - 26 Dec
Magnolia Hotel St. Louis, a Tribute Portfolio Hotel
Room, 2 Queen Beds, Accessible, Non Smoking (Mobility, Tub W/Grab Bars) | Desk, laptop workspace, iron/ironing board, free cots/infant beds
Wingate by Wyndham St. Louis Airport

Wingate by Wyndham St. Louis Airport

Wingate by Wyndham St. Louis Airport
2.5 star property
St. Ann
9.2 out of 10, Wonderful, (1508)
Minutes from Lambert Main Terminal Station, this hotel offers complimentary breakfast, WiFi, and parking. Peaceful accommodation with comfortable beds provide a restful stay near Ameristar Casino and Forest Park, plus helpful staff ensure a convenient experience.
"The room was very clean and the staff was very helpful."
United States
John
The price is ฿3,390
฿3,992 total
includes taxes & fees
28 Dec - 29 Dec
Wingate by Wyndham St. Louis Airport
Free daily buffet breakfast
Country Inn & Suites by Radisson, St. Charles Historic District

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, (1003)
Just a 10-minute walk from Ameristar Casino, this St. Charles hotel offers an indoor pool perfect for year-round swimming. Enjoy complimentary breakfast, WiFi and parking. Nearby attractions include Lewis & Clark Boathouse and Nature Centre.
"Good stay."
United States
Steven
The price is ฿3,652
฿4,197 total
includes taxes & fees
18 Jan - 19 Jan 2026
Country Inn & Suites by Radisson, St. Charles Historic District
Exterior
Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay
3.5 star property
Clayton
8.8 out of 10, Excellent, (3038)
Enjoy a serene haven minutes from Forest Park with a refreshing indoor pool and sauna. Start your day with fresh, made-to-order breakfast before exploring nearby St. Louis Zoo. Clayton Station is just a 6-minute walk for convenient city adventures.
"Clean room, good breakfast and good location "
United States
Martin
The price is ฿2,959
฿3,454 total
includes taxes & fees
28 Dec - 29 Dec
Clayton Plaza Hotel & Extended Stay
Lobby
Best Western Plus St. Louis West-Westport

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)
Experience comfortable lodging minutes from Ameristar Casino St. Charles in a peaceful atmosphere. Guests love the complimentary breakfast, outdoor pool, and fitness centre. Located in Maryland Heights with many dining options and free parking, the helpful staff ensures a pleasant stay.
"The room was great and the bed was very comfortable "
United States
Joyce
The price is ฿2,643
฿3,066 total
includes taxes & fees
23 Dec - 24 Dec
Best Western Plus St. Louis West-Westport
Exterior
Holiday Inn Express St. Louis West - O'Fallon by IHG

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, (841)
Take a refreshing dip in the indoor pool or maintain your workout routine at the fitness centre. Just a short distance from Weldon Spring Site and Golf Headquarters, this hotel offers free breakfast, WiFi and parking with exceptional staff.
"The staffs were friendly "
United States
Sarena
The price is ฿2,858
฿3,371 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express St. Louis West - O'Fallon by IHG
Lobby sitting area
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

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, (1049)
Stay minutes from Museum of Transport at this serene Fenton hotel with both indoor and outdoor pools. The fitness centre keeps workouts on track while free breakfast, WiFi, and parking add value. Guests praise the helpful staff and convenient access to local attractions.
"Everything was clean and friendly staff overall good experience "
United States
dennis
The price is ฿2,670
฿3,084 total
includes taxes & fees
28 Dec - 29 Dec
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
Exterior
Embassy Suites by Hilton St. Louis Downtown

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, (1245)
Explore St. Louis from this central hotel just steps from Convention Centre Station and a 5-minute walk to America's Centre. Enjoy American cuisine at Atrium Restaurant & Bar, then relax in the indoor pool or fitness centre. Rooms include convenient sofa beds and refrigerators.
"Great hospitality"
United States
Alejandro
The price is ฿3,451
฿4,104 total
includes taxes & fees
29 Dec - 30 Dec
Embassy Suites by Hilton St. Louis Downtown
Daily cooked-to-order breakfast for a fee
River City Casino & Hotel

River City Casino & Hotel

River City Casino & Hotel
4.0 star property
St. Louis
9.0 out of 10, Wonderful, (1450)
Experience excitement at this casino hotel just 15 minutes from city centre St. Louis. Dine at 1904 Steak House or 4 other restaurants, hit the gaming floor, or enjoy the 24-hour fitness centre. Clean rooms and helpful staff earn high marks from visitors.
"Awesome place to stay!!"
United States
Kaitlyn
The price is ฿3,109
฿4,076 total
includes taxes & fees
23 Dec - 24 Dec
River City Casino & Hotel
Lobby
Best Western St. Louis-Kirkwood Route 66

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)
Located near shops and restaurants in Kirkwood, this hotel features a seasonal outdoor pool, fitness centre, and on-site Chili's. Guests praise the comfortable beds, helpful staff, and quiet atmosphere, all just 15 minutes from Forest Park.
"Excellent staff , location was great but the breakfast wasn’t very good"
United States
Christian
The price is ฿2,954
฿3,455 total
includes taxes & fees
30 Dec - 31 Dec
Best Western St. Louis-Kirkwood Route 66
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers
Hampton Inn St. Louis-Downtown (At the Gateway Arch)

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)
Located within a 10-minute walk of Gateway Arch and Dome at America's Centre, this hotel offers an indoor pool and 24-hour fitness centre. Enjoy free breakfast and WiFi, with Convention Centre Station just 3 minutes away. Guests love the helpful staff and amazing views.
"Breakfast was great and this was my seventh year staying there."
United States
Derick
The price is ฿3,065
฿3,584 total
includes taxes & fees
29 Dec - 30 Dec
Hampton Inn St. Louis-Downtown (At the Gateway Arch)
Fireplace
Holiday Inn St Louis SW - Route 66 by IHG

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 ฿3,423
฿4,076 total
includes taxes & fees
9 Jan - 10 Jan 2026
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

Drury Plaza Hotel St. Louis at the Arch

Drury Plaza Hotel St. Louis at the Arch

10/10 Excellent
"All is perfect except room cleanse "
BINIAM 3-night trip
Posted 4 days ago
Drury Plaza Hotel St. Louis at the Arch

More cheap stays in Winchester

Relax Inn Saint Charles

Relax Inn Saint Charles

3800 Harry S Truman Blvd St. Charles MO
The price is ฿1,979 per night from 23 Dec to 24 Dec
฿1,979
฿2,274 total
23 Dec - 24 Dec
includes taxes & fees
6.4/10 (1,002 reviews)

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 Magnolia Hotel St. Louis, a Tribute Portfolio Hotel and Hilton St. Louis Airport. See all available top hotels, or 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 is staying in Winchester like?
Those travelling to Winchester will definitely enjoy the sights to see and things to do. There are 1814 hotels and other accommodation options 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. 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.