Winchester Hotels

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Check prices for these dates

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

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Top 10 trending Winchester hotels

Rooftop terrace
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, (3259)
"Our stay was very enjoyable. Location was great and kids loved the indoor pool!"
United States
Christy
The price is €135
includes taxes & fees
9 Dec - 10 Dec
Drury Plaza Hotel St. Louis at the Arch
Lobby
Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport

2.5 star property
St. Ann
9.4 out of 10, Exceptional, (2748)
"The room was clean and staff were very friendly."
United States
Denise
The price is €91
includes taxes & fees
9 Dec - 10 Dec
Pear Tree Inn St. Louis Airport
Lobby
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, (1027)
"The room was great and the bed was very comfortable "
United States
Joyce
The price is €98
includes taxes & fees
8 Dec - 9 Dec
Best Western Plus St. Louis West-Westport
Indoor pool
Drury Inn & Suites St. Louis Union Station

Drury Inn & Suites St. Louis Union Station

3.0 star property
Downtown West
9.4 out of 10, Exceptional, (1287)
"Great location and staff are friendly. "
United States
GARY
The price is €121
includes taxes & fees
9 Dec - 10 Dec
Drury Inn & Suites St. Louis Union Station
Lobby
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, (3999)
"Loved our stay. Great location and awesome view from room "
United States
Phillip
The price is €96
includes taxes & fees
21 Dec - 22 Dec
Hyatt Regency St. Louis at The Arch
Front of property – evening/night
Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 star property
Maryland Heights
8.4 out of 10, Very good, (2219)
"Decent room. Well priced and centrally located for out soccer tournament we were in town for"
United States
Travis
The price is €89
includes taxes & fees
15 Dec - 16 Dec
Hollywood Casino & Hotel St. Louis
Exterior
Moonrise Hotel

Moonrise Hotel

4.0 star property
Delmar Loop
9.0 out of 10, Wonderful, (1915)
"I loved it so much .. I will definitely stay again "
United States
Shirley
The price is €129
includes taxes & fees
28 Dec - 29 Dec
Moonrise Hotel
Terrace/patio
Elimwood Hotel, a Ramada by Wyndham

Elimwood Hotel, a Ramada by Wyndham

3.0 star property
Maryland Heights
7.4 out of 10, Good, (1001)
"Gross hotel!"
United States
Robert
The price is €86
includes taxes & fees
10 Dec - 11 Dec
Elimwood Hotel, a Ramada by Wyndham
Exterior
La Quinta Inn & Suites by Wyndham St. Louis Westport

La Quinta Inn & Suites by Wyndham St. Louis Westport

3.0 star property
Maryland Heights
7.2 out of 10, Good, (1086)
"The staff was very nice"
United States
Byron
The price is €82
includes taxes & fees
14 Dec - 15 Dec
La Quinta Inn & Suites by Wyndham St. Louis Westport
Ballroom
The Wildwood Hotel

The Wildwood Hotel

3.5 star property
Wildwood
9.2 out of 10, Wonderful, (1599)
"The hotel was amazing from the staff to the rooms. Great location as well. Definitely recommend this place if traveling! "
United States
Brandi
The price is €91
includes taxes & fees
18 Dec - 19 Dec
The Wildwood Hotel
Terrace/patio
The Cheshire

The Cheshire

4.0 star property
Richmond Heights
8.6 out of 10, Excellent, (1000)
"Excellent place to stay. "
United States
Todd
The price is €131
includes taxes & fees
15 Dec - 16 Dec
The Cheshire
Lobby
Pear Tree Inn St. Louis Arnold

Pear Tree Inn St. Louis Arnold

2.5 star property
Arnold
9.4 out of 10, Exceptional, (1000)
"The staff was very friendly and the rooms were very nice and clean"
United States
Connie
The price is €89
includes taxes & fees
9 Dec - 10 Dec
Pear Tree Inn St. Louis Arnold
Courtyard
Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

3.0 star property
Maryland Heights
7.4 out of 10, Good, (1002)
"Friendly staff "
United States
Keyona
The price is €64
includes taxes & fees
11 Dec - 12 Dec
Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West
Exterior
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, (1237)
"Great hospitality"
United States
Alejandro
The price is €109
includes taxes & fees
11 Dec - 12 Dec
Embassy Suites by Hilton St. Louis Downtown
Suite, 1 Bedroom, City View | Living room
Courtyard by Marriott St. Louis Downtown/Convention Center

Courtyard by Marriott St. Louis Downtown/Convention Center

3.0 star property
Downtown St. Louis
9.0 out of 10, Wonderful, (1018)
"Was a great stay. "
United States
Lorilyn
The price is €90
includes taxes & fees
5 Jan - 6 Jan 2026
Courtyard by Marriott St. Louis Downtown/Convention Center
Bar (on property)
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, (1146)
"Really nice hotel!"
United States
DARIN
The price is €103
includes taxes & fees
8 Dec - 9 Dec
Magnolia Hotel St. Louis, a Tribute Portfolio Hotel
Room, 2 Queen Beds, Accessible, Non Smoking (Mobility, Tub W/Grab Bars)
Wingate by Wyndham St. Louis Airport

Wingate by Wyndham St. Louis Airport

2.5 star property
St. Ann
9.2 out of 10, Wonderful, (1490)
"We enjoyed staying is very close to airport "
United States
Ellis
The price is €109
includes taxes & fees
7 Dec - 8 Dec
Wingate by Wyndham St. Louis Airport
Lobby
Sleep Inn & Suites O'Fallon MO - Technology Drive

Sleep Inn & Suites O'Fallon MO - Technology Drive

2.5 star property
O'Fallon
8.8 out of 10, Excellent, (1001)
"Nice breakfast, friendly staff"
United States
Damon
The price is €87
includes taxes & fees
31 Dec - 1 Jan 2026
Sleep Inn & Suites O'Fallon MO - Technology Drive
Interior
DoubleTree by Hilton St. Louis - Westport

DoubleTree by Hilton St. Louis - Westport

4.0 star property
Maryland Heights
8.2 out of 10, Very good, (1002)
"Stayed one night felt very safe here"
United States
William
The price is €109
includes taxes & fees
28 Dec - 29 Dec
DoubleTree by Hilton St. Louis - Westport
Front of property – evening/night
Holiday Inn St. Louis Arpt West-Earth City by IHG

Holiday Inn St. Louis Arpt West-Earth City by IHG

3.5 star property
Earth City
7.6 out of 10, Good, (1001)
"Staff was welcoming and pleasant "
United States
Michelle
The price is €77
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn St. Louis Arpt West-Earth City 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

Embassy Suites by Hilton St. Louis Downtown

Embassy Suites by Hilton St. Louis Downtown

10/10 Excellent
"Breakfast, staff (all of the staff), amenities, room, everything was grade A "
tahira 2-night trip
Posted 1 day ago
Embassy Suites by Hilton St. Louis Downtown

More cheap stays in Winchester

Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport

10810 Pear Tree Ln St. Ann MO
The price is €91 per night from 9 Dec to 10 Dec
€91
9 Dec - 10 Dec
includes taxes & fees
9.2/10 Wonderful! (2,756 reviews)

Frequently asked questions

Where is the best place for a stay in Winchester?
Magnolia Hotel St. Louis, a Tribute Portfolio Hotel, located 18.3 mi (29.5 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 Forest Park Hotel by MDR 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?
Stunning 1890's Home - Sleeps 8!: This holiday home rental outside of Winchester is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family. 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 is staying in Winchester like?
Those travelling to Winchester will definitely enjoy the sights to see and things to do. There are 1805 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, The Factory and Magic House - St. Louis Children's Museum. You'll also find Route 66 State Park and Lou Fusz Soccer Complex 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.

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