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Top 10 Winchester hotels and places to stay

Pear Tree Inn St. Louis Airport

2.5 star property
9.4 out of 10, Exceptional, (2642)
"Great place to stay!"
The price is £79
includes taxes & fees
4 Aug - 5 Aug
Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Arnold

2.5 star property
9.2 out of 10, Wonderful, (1016)
"Nice overnight stay"
The price is £78
includes taxes & fees
4 Aug - 5 Aug
Pear Tree Inn St. Louis Arnold

Drury Inn & Suites St. Louis Airport

3.0 star property
9.2 out of 10, Wonderful, (1025)
"Wonderful place to stay very close to the airport! "
The price is £97
includes taxes & fees
14 Aug - 15 Aug
Drury Inn & Suites St. Louis Airport

Drury Inn & Suites St. Louis St. Peters

3.0 star property
9.2 out of 10, Wonderful, (1014)
"Great stay and awesome continental breakfast too!"
The price is £92
includes taxes & fees
17 Aug - 18 Aug
Drury Inn & Suites St. Louis St. Peters

Drury Plaza Hotel St. Louis Creve Coeur

3.0 star property
9.2 out of 10, Wonderful, (1012)
"Quiet, clean, in a nice spot with nearby restaurants."
The price is £107
includes taxes & fees
10 Aug - 11 Aug
Drury Plaza Hotel St. Louis Creve Coeur

Pear Tree Inn St. Louis Near Union Station

3.0 star property
9.0 out of 10, Wonderful, (1513)
"Great stay "
The price is £89
includes taxes & fees
4 Aug - 5 Aug
Pear Tree Inn St. Louis Near Union Station

Drury Plaza Hotel St. Louis Chesterfield

3.0 star property
9.6 out of 10, Exceptional, (1003)
"Excellent breakfast, convenient location"
The price is £113
includes taxes & fees
4 Aug - 5 Aug
Drury Plaza Hotel St. Louis Chesterfield

Hyatt Regency St. Louis at The Arch

4.0 star property
8.4 out of 10, Very good, (3889)
"Great hotel"
The price is £89
includes taxes & fees
22 Aug - 23 Aug
Hyatt Regency St. Louis at The Arch

Drury Inn & Suites Southwest St. Louis

3.0 star property
9.4 out of 10, Exceptional, (1015)
"Always a great stay"
The price is £101
includes taxes & fees
10 Aug - 11 Aug
Drury Inn & Suites Southwest St. Louis

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

3.0 star property
8.4 out of 10, Very good, (1035)
"Great place to stay and staff are nice, kind, and helpful. "
The price is £82
includes taxes & fees
7 Aug - 8 Aug
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

The Wildwood Hotel

3.5 star property
9.2 out of 10, Wonderful, (1546)
"Great location for our stay"
The Wildwood Hotel

Courtyard by Marriott St. Louis Chesterfield

3.0 star property
9.0 out of 10, Wonderful, (540)
"Close to several food choices "
The price is £97
includes taxes & fees
22 Aug - 23 Aug
Courtyard by Marriott St. Louis Chesterfield

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

2.5 star property
8.6 out of 10, Excellent, (750)
"Clean, great breakfast, and quiet!"
The price is £99
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Express St. Louis West - O'Fallon by IHG

Wingate by Wyndham St. Louis Airport

2.5 star property
9.4 out of 10, Exceptional, (1354)
"Very convenient to the airport and car rental return."
The price is £101
includes taxes & fees
7 Aug - 8 Aug
Wingate by Wyndham St. Louis Airport

Drury Plaza Hotel St. Louis St. Charles

3.0 star property
9.6 out of 10, Exceptional, (1000)
"Area was great and close to the airport."
The price is £95
includes taxes & fees
17 Aug - 18 Aug
Drury Plaza Hotel St. Louis St. Charles

Wingate by Wyndham St. Louis/Fenton Route 66

3.0 star property
8.2 out of 10, Very good, (1039)
"Very accommodating, nice pool, clean rooms"
The price is £77
includes taxes & fees
3 Aug - 4 Aug
Wingate by Wyndham St. Louis/Fenton Route 66

Drury Inn & Suites St. Louis Brentwood

3.0 star property
9.6 out of 10, Exceptional, (1018)
"Wonderful place to stay"
The price is £114
includes taxes & fees
6 Aug - 7 Aug
Drury Inn & Suites St. Louis Brentwood

Best Western Plus The Charles Hotel

3.0 star property
8.0 out of 10, Very good, (1013)
"Very convenient stay. The rooms were clean and the beds were comfortable."
The price is £83
includes taxes & fees
31 Jul - 1 Aug
Best Western Plus The Charles Hotel

Moonrise Hotel

4.0 star property
9.0 out of 10, Wonderful, (1824)
"Great staff, comfy room!"
The price is £119
includes taxes & fees
10 Aug - 11 Aug
Moonrise Hotel

River City Casino & Hotel

4.0 star property
9.0 out of 10, Wonderful, (1307)
"Excellent stay"
River City Casino & Hotel
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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Accommodation near Winchester attractions

Learn more about Winchester

Check out St. Louis Zoo—just one of the popular sights to explore around Winchester.

Top Winchester Hotel Reviews

Frequently asked questions

Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Winchester hotel for you.
How can I save on a Winchester hotel booking with Expedia?
Before booking your Winchester hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.
How much is the nightly rate at a Winchester hotel?
Prices for hotels in Winchester often vary, but you can find a great deal from £54 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.