Winchester Hotels

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winchester hotels

Drury Plaza Hotel St. Louis at the Arch

3.0 star property
9.4 out of 10, Exceptional, (3101)
"Great location"
The price is P7,870
P9,202 total
includes taxes & fees
Oct 19 - Oct 20
Drury Plaza Hotel St. Louis at the Arch

Pear Tree Inn St. Louis Airport

2.5 star property
9.4 out of 10, Exceptional, (2719)
"Nice place to stay "
The price is P5,208
P6,131 total
includes taxes & fees
Oct 20 - Oct 21
Pear Tree Inn St. Louis Airport

Drury Inn & Suites St. Louis Union Station

3.0 star property
9.4 out of 10, Exceptional, (1248)
" Love staying here!"
The price is P6,886
P8,189 total
includes taxes & fees
Oct 9 - Oct 10
Drury Inn & Suites St. Louis Union Station

Hyatt Regency St. Louis at The Arch

4.0 star property
8.6 out of 10, Excellent, (3990)
"Wonderful stay."
The price is P7,060
P8,326 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt Regency St. Louis at The Arch

Best Western Plus St. Louis West-Westport

2.5 star property
8.0 out of 10, Very Good, (1002)
"It was a very nice place"
The price is P5,104
P5,920 total
includes taxes & fees
Oct 19 - Oct 20
Best Western Plus St. Louis West-Westport

Moonrise Hotel

4.0 star property
9.0 out of 10, Wonderful, (1896)
"Cool place."
The price is P7,870
P9,360 total
includes taxes & fees
Nov 3 - Nov 4
Moonrise Hotel

Hollywood Casino & Hotel St. Louis

3.5 star property
8.4 out of 10, Very Good, (2158)
"Always our favorite place to stay!"
The price is P5,092
P6,778 total
includes taxes & fees
Oct 19 - Oct 20
Hollywood Casino & Hotel St. Louis

Elimwood Hotel, a Ramada by Wyndham

3.0 star property
7.4 out of 10, Good, (1001)
"Clean room friendly staff very helpful would definitely stay again "
The price is P5,053
P5,860 total
includes taxes & fees
Oct 26 - Oct 27
Elimwood Hotel, a Ramada by Wyndham

Pear Tree Inn St. Louis Arnold

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Clean, comfortable and pleasant stay."
The price is P5,208
P6,020 total
includes taxes & fees
Oct 15 - Oct 16
Pear Tree Inn St. Louis Arnold

La Quinta Inn & Suites by Wyndham St. Louis Westport

3.0 star property
7.2 out of 10, Good, (1058)
"Was a great stay "
The price is P5,053
P5,860 total
includes taxes & fees
Oct 26 - Oct 27
La Quinta Inn & Suites by Wyndham St. Louis Westport

The Cheshire

4.0 star property
8.6 out of 10, Excellent, (1004)
"Great staff, wonderful property."
The price is P6,655
P7,902 total
includes taxes & fees
Oct 26 - Oct 27
The Cheshire

Courtyard St. Louis Airport/Earth City

3.0 star property
8.4 out of 10, Very Good, (1004)
"Staff was friendly and I love having my own microwave in the room."
The price is P5,961
P7,102 total
includes taxes & fees
Oct 12 - Oct 13
Courtyard St. Louis Airport/Earth City

Sleep Inn & Suites O'Fallon MO - Technology Drive

2.5 star property
8.8 out of 10, Excellent, (1007)
"Great hotel! "
The price is P5,052
P5,959 total
includes taxes & fees
Oct 13 - Oct 14
Sleep Inn & Suites O'Fallon MO - Technology Drive

Wingate by Wyndham St. Louis Airport

2.5 star property
9.2 out of 10, Wonderful, (1434)
"Everyone was very helpful and kind. Great place to stay"
The price is P6,620
P7,795 total
includes taxes & fees
Oct 12 - Oct 13
Wingate by Wyndham St. Louis Airport

Days Inn by Wyndham St Peters/St Charles

2.0 star property
6.2 out of 10, (990)
"Staff was very friendly. Room was kept clean."
The price is P4,231
P4,863 total
includes taxes & fees
Oct 19 - Oct 20
Days Inn by Wyndham St Peters/St Charles

The Wildwood Hotel

3.5 star property
9.2 out of 10, Wonderful, (1585)
"We enjoyed our stay!"
The Wildwood Hotel

Super 8 by Wyndham Eureka/Six Flags Nearby

2.0 star property
7.0 out of 10, Good, (1001)
"It did us for the night but i wouldnt book this if it was optional. Two of the few great things was some of the staff was super nice and the close proximity to six flags. "
The price is P3,472
P4,045 total
includes taxes & fees
Oct 19 - Oct 20
Super 8 by Wyndham Eureka/Six Flags Nearby

Embassy Suites by Hilton St. Louis Downtown

4.0 star property
8.8 out of 10, Excellent, (1215)
"Good Hotel"
The price is P6,726
P7,999 total
includes taxes & fees
Oct 12 - Oct 13
Embassy Suites by Hilton St. Louis Downtown

21C Museum Hotel St Louis

4.5 star property
9.0 out of 10, Wonderful, (1395)
"Wonderful stay! "
The price is P9,841
P11,796 total
includes taxes & fees
Oct 19 - Oct 20
21C Museum Hotel St Louis

AC Hotel St. Louis Clayton

3.0 star property
9.2 out of 10, Wonderful, (190)
"Enjoyed my stay"
The price is P7,060
P8,224 total
includes taxes & fees
Nov 2 - Nov 3
AC Hotel St. Louis Clayton
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.
Save an average of 15% on thousands of hotels when you're signed in

Near an Attraction

Top Winchester Hotel Reviews

More cheap stays in Winchester

More cheap stays in Winchester

Frequently asked questions

Where is the best place for a stay in Winchester?

Drury Plaza Hotel St. Louis at the Arch, located 18.5 mi (29.7 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 Clayton Plaza Hotel & Extended Stay and Hyatt Regency St. Louis at The Arch. 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! 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 1773 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, 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. 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia