Search Winchester hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchester hotels

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, (1,107 reviews)
"Great room, great people, great breakfast "
United States
Jaiden
The price is NZ$173
includes taxes & fees
26 Feb - 27 Feb
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

Holiday Inn Express & Suites St Peters by IHG

Holiday Inn Express & Suites St Peters by IHG
2.5 star property
St. Peters
9.4 out of 10, Exceptional, (393 reviews)
"Parking was easy and the room was nice."
United States
Martha
The price is NZ$224
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express & Suites St Peters by IHG

Wingate by Wyndham St. Louis Airport

Wingate by Wyndham St. Louis Airport
2.5 star property
St. Ann
9.2 out of 10, Wonderful, (1,529 reviews)
"Great stay "
United States
Sandra
The price is NZ$195
includes taxes & fees
26 Feb - 27 Feb
Wingate by Wyndham 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, (2,825 reviews)
"Great stay"
United States
Brandy
The price is NZ$178
includes taxes & fees
1 Mar - 2 Mar
Pear Tree Inn St. Louis Airport

Hyatt Select St. Louis Airport

Hyatt Select St. Louis Airport
2.5 star property
Woodson Terrace
9.2 out of 10, Wonderful, (1,008 reviews)
"Great hotel"
United States
Leon
The price is NZ$239
includes taxes & fees
8 Mar - 9 Mar
Hyatt Select St. Louis Airport

Best Western St. Louis Inn

Best Western St. Louis Inn
2.5 star property
St. Louis
8.0 out of 10, Very good, (1,010 reviews)
"Great little hotel "
United States
Marisa
The price is NZ$131
includes taxes & fees
1 Mar - 2 Mar
Best Western St. Louis Inn

Drury Inn & Suites St. Louis St. Peters

Drury Inn & Suites St. Louis St. Peters
3.0 star property
St. Peters
9.4 out of 10, Exceptional, (1,011 reviews)
"Comfortable room. Quiet even though next to interstate. Excellent food "
United States
Geo
The price is NZ$212
includes taxes & fees
1 Mar - 2 Mar
Drury Inn & Suites St. Louis 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, (1,001 reviews)
"Great location and friendly staff "
United States
Heather
The price is NZ$209
includes taxes & fees
22 Mar - 23 Mar
Hampton Inn St. Charles St. Peters

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, (3,341 reviews)
"Nice staff, clean rooms, dinner and breakfast for quests. "
United States
Brad
The price is NZ$265
includes taxes & fees
1 Mar - 2 Mar
Drury Plaza Hotel St. Louis at the Arch

Hilton St. Louis Airport

Hilton St. Louis Airport
3.5 star property
Woodson Terrace
7.6 out of 10, Good, (1,010 reviews)
"Good airport hotel Front desk and shuttle driver all very good"
United States
Lisa
The price is NZ$261
includes taxes & fees
28 Feb - 1 Mar
Hilton St. Louis Airport

Drury Inn & Suites St. Louis Airport

Drury Inn & Suites St. Louis Airport
3.0 star property
Edmundson
9.2 out of 10, Wonderful, (1,146 reviews)
"Great stay"
United States
Scott
The price is NZ$226
includes taxes & fees
2 Mar - 3 Mar
Drury Inn & Suites St. Louis Airport

Super 8 by Wyndham St Charles

Super 8 by Wyndham St Charles
2.0 star property
St. Charles
8.0 out of 10, Very good, (1,002 reviews)
"Great place to stay for the $$$"
United States
Kale
The price is NZ$162
includes taxes & fees
3 Mar - 4 Mar
Super 8 by Wyndham St Charles

Motel 6 Hazelwood, MO

Motel 6 Hazelwood, MO
2.0 star property
Hazelwood
8.4 out of 10, Very good, (1,789 reviews)
"Clean rooms, enough set of towels, bathroom was clean & good hot water, staff was very nice, I would recommend this location & hotel"
United States
Jaziel
The price is NZ$123
includes taxes & fees
11 Mar - 12 Mar
Motel 6 Hazelwood, MO

Pear Tree Inn St. Louis Arnold

Pear Tree Inn St. Louis Arnold
2.5 star property
Arnold
9.4 out of 10, Exceptional, (1,007 reviews)
"Great stay"
United States
Kevin
The price is NZ$174
includes taxes & fees
1 Mar - 2 Mar
Pear Tree Inn St. Louis Arnold

Wingate by Wyndham St. Louis/Fenton Route 66

Wingate by Wyndham St. Louis/Fenton Route 66
3.0 star property
Fenton
8.0 out of 10, Very good, (1,149 reviews)
"Clean rooms, quiet, AC worked great and good breakfast "
United States
Karen
The price is NZ$153
includes taxes & fees
1 Mar - 2 Mar
Wingate by Wyndham St. Louis/Fenton Route 66

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, (873 reviews)
"Service, cleanliness and breakfast were all very agreeable "
United States
James
The price is NZ$172
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express St. Louis West - O'Fallon by IHG

Comfort Suites St Charles - St Louis

Comfort Suites St Charles - St Louis
2.5 star property
St. Charles
8.4 out of 10, Very good, (1,006 reviews)
"Great hotel for the money"
United States
Jere
The price is NZ$176
includes taxes & fees
3 Mar - 4 Mar
Comfort Suites St Charles - St Louis

Best Western Plus Fenton

Best Western Plus Fenton
2.5 star property
Fenton
9.2 out of 10, Wonderful, (214 reviews)
"Stay was great, and the pool was perfect for my daughter and her friend. Wonderful spot for an easy "stay cation" with the girls. "
United States
Melissa
The price is NZ$184
includes taxes & fees
1 Mar - 2 Mar
Best Western Plus Fenton

Drury Inn & Suites Southwest St. Louis

Drury Inn & Suites Southwest St. Louis
3.0 star property
Valley Park
9.6 out of 10, Exceptional, (1,015 reviews)
"Great stay"
United States
Maureen
The price is NZ$226
includes taxes & fees
2 Mar - 3 Mar
Drury Inn & Suites Southwest St. Louis

Courtyard by Marriott St. Louis St. Peters

Courtyard by Marriott St. Louis St. Peters
3.0 star property
St. Peters
9.0 out of 10, Wonderful, (678 reviews)
"Clean spacious room, friendly staff, provided extra pillows upon request. Easy check in and check out! "
United States
Renee
The price is NZ$226
includes taxes & fees
1 Mar - 2 Mar
Courtyard by Marriott St. Louis St. Peters
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

More cheap accommodation in Winchester

Frequently asked questions

Where is the best place for a stay in Winchester?
21C Museum Hotel St Louis, located 17.8 mi (28.6 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 Clayton Plaza Hotel & Extended Stay and Pear Tree Inn St. Louis Airport. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
St. Charles 1860's Gem - Sleeps 6!: This holiday home rental outside of Winchester is located on a river, and has a garden, a selection of books and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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. In Winchester, there are 2 hotels and other accommodation options to choose from. Find out more about Winchester.
What should I do while I'm visiting Winchester?
Places to visit in the wider area include Bellerive Country Club, The Factory and Magic House - St. Louis Children's Museum. You'll also find Route 66 State Park and Chesterfield Sports Fusion 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.

Explore a world of travel with Expedia