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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

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Our top choices for Winchester hotels

A modern kitchen with a bar area, wooden cabinets, and pendant lighting.

1. Hyatt Place St. Louis/Chesterfield

Hyatt Place St. Louis/Chesterfield
3.0 star property
Chesterfield
9.6 out of 10, Exceptional, (1,002 reviews)
"Very nice hotel and lovely room"
United States
Karin
The price is Rp2.293.956
Rp2.660.714 total
includes taxes & fees
2 Dec - 3 Dec
Hyatt Place St. Louis/Chesterfield
A modern kitchen area with a breakfast bar, a coffee machine, and a refrigerator displaying menu options.

2. Holiday Inn Express & Suites St. Louis - Chesterfield by IHG

Holiday Inn Express & Suites St. Louis - Chesterfield by IHG
2.5 star property
Chesterfield
9.0 out of 10, Wonderful, (1,001 reviews)
"We drove across America and this property stood out by just having the most comfortable beds and a great breakfast , great staff ."
United States
Terry
The price is Rp2.075.484
Rp2.415.097 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express & Suites St. Louis - Chesterfield by IHG
A spacious lobby with a central round table, two sofas, and a chandelier.

3. Drury Plaza Hotel St. Louis Chesterfield

Drury Plaza Hotel St. Louis Chesterfield
3.0 star property
Chesterfield
9.6 out of 10, Exceptional, (1,326 reviews)
"Really like our stay there"
Canada
messia
The price is Rp2.366.598
Rp2.744.970 total
includes taxes & fees
19 Nov - 20 Nov
Drury Plaza Hotel St. Louis Chesterfield
A hotel with a prominent tower, a fountain in the courtyard, and a well-maintained garden.

4. The Wildwood Hotel

The Wildwood Hotel
3.5 star property
Wildwood
9.2 out of 10, Wonderful, (1,683 reviews)
"Clean, quiet, great continental breakfast, and close to several places to eat."
United States
Lori
The price is Rp1.420.068
Rp1.654.379 total
includes taxes & fees
8 Dec - 9 Dec
The Wildwood Hotel
A modern hotel dining area with a long communal table, multiple chairs, and pendant lighting.

5. Hampton Inn & Suites St. Louis/Chesterfield

Hampton Inn & Suites St. Louis/Chesterfield
3.5 star property
Chesterfield
8.8 out of 10, Excellent, (924 reviews)
"Incredibly clean and modern room and building. Friendly and helpful front desk staff, free shuttle (so helpful), and super close to a bunch of stuff. Would stay again, for longer next time!"
United States
Ellen
The price is Rp1.996.288
Rp2.322.941 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn & Suites St. Louis/Chesterfield
A modern interior with hanging pendant lights, large windows, and a view of the outside.

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

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
3.0 star property
Fenton
7.8 out of 10, Good, (1,656 reviews)
"Good breakfast and hot tub was nice."
United States
michael
The price is Rp1.624.885
Rp1.876.548 total
includes taxes & fees
16 Nov - 17 Nov
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
An outdoor patio area with wicker furniture and a central fire feature.

7. Courtyard by Marriott St. Louis Chesterfield

Courtyard by Marriott St. Louis Chesterfield
3.0 star property
Chesterfield
9.0 out of 10, Wonderful, (684 reviews)
"The room was beautiful and clean. We enjoyed the pool and the bar while we were there. Great amenities!"
United States
Brittney
The price is Rp2.151.039
Rp2.503.012 total
includes taxes & fees
27 Nov - 28 Nov
Courtyard by Marriott St. Louis Chesterfield
A modern hotel lobby with a high ceiling, a central seating area with sofas and a coffee table, and a flat-screen TV mounted on the wall.

8. Drury Inn & Suites Southwest St. Louis

Drury Inn & Suites Southwest St. Louis
3.0 star property
Valley Park
9.6 out of 10, Exceptional, (1,013 reviews)
"Great stay for family reunion. Staff was friendly and facilities were perfect."
United States
Crystal
The price is Rp2.166.332
Rp2.534.350 total
includes taxes & fees
22 Nov - 23 Nov
Drury Inn & Suites Southwest St. Louis
A bar area with a long counter displaying numerous bottles of alcohol and several empty wine glasses lined up.

9. 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, (605 reviews)
"We liked the location and the esthetics of the hotel. I would have like complementary breakfast and a vending machine, but the hotel was nice! The beds are comfortable."
United States
Sara
The price is Rp2.020.866
Rp2.405.635 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn St Louis SW - Route 66 by IHG
A hotel with a modern design, featuring a brick facade and large windows.

10. Fairfield Inn & Suites by Marriott St. Louis Chesterfield

Fairfield Inn & Suites by Marriott St. Louis Chesterfield
3.0 star property
Chesterfield
9.0 out of 10, Wonderful, (1,000 reviews)
"very nice stay. Great room with easy check in ,nice staff, friendly and helpful. Excellent breakfast, with good setup and fresh food."
United States
Charles
The price is Rp1.949.863
Rp2.261.606 total
includes taxes & fees
29 Nov - 30 Nov
Fairfield Inn & Suites by Marriott St. Louis Chesterfield
A hotel room with two beds, a desk, and a window with a view of trees.

11. Best Western Plus Fenton

Best Western Plus Fenton
2.5 star property
Fenton
9.0 out of 10, Wonderful, (487 reviews)
"This hotel was inviting and very clean."
United States
Judith
The price is Rp1.686.786
Rp1.948.035 total
includes taxes & fees
16 Nov - 17 Nov
Best Western Plus Fenton
A swimming pool with a metal ladder, surrounded by chairs and large windows offering a view of the sunset.

12. La Quinta Inn & Suites by Wyndham St Louis Route 66

La Quinta Inn & Suites by Wyndham St Louis Route 66
3.0 star property
St. Louis
8.4 out of 10, Very good, (1,006 reviews)
"Great place!"
United States
Edward
The price is Rp1.702.261
Rp1.978.628 total
includes taxes & fees
9 Dec - 10 Dec
La Quinta Inn & Suites by Wyndham St Louis Route 66
A spacious lobby with a brown leather sofa, multiple chairs, a coffee table with a skull decoration, and a large chandelier.

13. DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield
4.0 star property
Chesterfield
8.8 out of 10, Excellent, (1,000 reviews)
"Hotel staff were kind and accommodating. Great stay for a great price!"
United States
April
The price is Rp1.993.193
Rp2.311.980 total
includes taxes & fees
28 Nov - 29 Nov
DoubleTree by Hilton Hotel St. Louis - Chesterfield
A hotel lobby with a staircase, dining area, and reception desk.

14. Holiday Inn Express & Suites St. Louis West - Fenton by IHG

Holiday Inn Express & Suites St. Louis West - Fenton by IHG
3.0 star property
Fenton
8.8 out of 10, Excellent, (1,001 reviews)
"The bed was very comfortable."
United States
Ann
The price is Rp1.583.922
Rp1.829.242 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express & Suites St. Louis West - Fenton by IHG
A modern kitchen area with a central island, bar stools, and a breakfast bar.

15. Hampton Inn St. Louis/Chesterfield

Hampton Inn St. Louis/Chesterfield
3.5 star property
Chesterfield
8.6 out of 10, Excellent, (1,001 reviews)
"Everything was spotlessly clean, staff were amazing and breakfast was exceptional! Will definitely be starting again!"
United States
Susan
The price is Rp1.918.912
Rp2.225.709 total
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn St. Louis/Chesterfield
A hotel named Sonesta ES Suites with a staircase leading to the entrance, surrounded by well-maintained greenery and red flowers.

16. Sonesta ES Suites St. Louis - Chesterfield

Sonesta ES Suites St. Louis - Chesterfield
3.0 star property
Chesterfield
8.0 out of 10, Very good, (1,070 reviews)
"Breakfast was great"
United States
Shuntichia
The price is Rp1.624.886
Rp1.884.685 total
includes taxes & fees
13 Dec - 14 Dec
Sonesta ES Suites St. Louis - Chesterfield
A spacious lobby with a stone fireplace, comfortable seating, and large windows.

17. Comfort Suites St. Louis - Sunset Hills

Comfort Suites St. Louis - Sunset Hills
2.5 star property
St. Louis
9.0 out of 10, Wonderful, (248 reviews)
"Nice place, had everything we needed"
United States
John
The price is Rp2.302.877
Rp2.676.646 total
includes taxes & fees
18 Nov - 19 Nov
Comfort Suites St. Louis - Sunset Hills
A hotel lobby with a hot tub, a pool, and outdoor seating.

18. Drury Plaza Hotel St. Louis Creve Coeur

Drury Plaza Hotel St. Louis Creve Coeur
3.0 star property
Creve Coeur
9.4 out of 10, Exceptional, (1,000 reviews)
"Room was clean Breakfast was great and the staff was very friendly"
United States
Shannon
The price is Rp2.239.156
Rp2.602.750 total
includes taxes & fees
13 Dec - 14 Dec
Drury Plaza Hotel St. Louis Creve Coeur
A modern kitchen with stainless steel appliances, a central island with stools, and a wine cooler.

19. Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield
3.0 star property
Chesterfield
8.4 out of 10, Very good, (848 reviews)
"We def will be staying here again after our last hotel experience"
United States
Samantha
The price is Rp1.934.388
Rp2.250.912 total
includes taxes & fees
29 Nov - 30 Nov
Hilton Garden Inn Chesterfield
A modern bar area with high ceilings, bar stools, and a well-stocked liquor display.

20. Marriott St. Louis West

Marriott St. Louis West
3.5 star property
St. Louis
8.6 out of 10, Excellent, (1,000 reviews)
"In town for a soccer tournament. Staff was very accommodating. Especially Ryan at check in."
United States
Sharon
The price is Rp1.949.863
Rp2.266.482 total
includes taxes & fees
22 Nov - 23 Nov
Marriott St. Louis West
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.
View all properties

Hotels recommended for families in Winchester

A spacious lobby with a central round table, two sofas, and a chandelier.

Drury Plaza Hotel St. Louis Chesterfield

Drury Plaza Hotel St. Louis Chesterfield
3.0 star property
Chesterfield
9.6 out of 10, Exceptional, (1,326)
The price is Rp2.366.598
Rp2.744.970 total
includes taxes & fees
19 Nov - 20 Nov
Drury Plaza Hotel St. Louis Chesterfield
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Top Winchester Hotel Reviews

Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

8/10 Good
"My room was clean and the staff were helpful and kind. Housekeeping did walk into my room while I was sleeping. The pool is always out of order and there were NO LIGHTS in the garage, so it was dark, dangerous and scary! The hotel was also noisy."
Karolin 2-night trip
Posted less than an hour ago
Clayton Plaza Hotel & Extended Stay

More cheap stays in Winchester

Days Inn and Suites by Wyndham St. Louis/Westport Plaza

Days Inn and Suites by Wyndham St. Louis/Westport Plaza

1970 Craig Rd Maryland Heights MO
The price is Rp1.083.257 per night from 22 Nov to 23 Nov
Rp1.083.257
Rp1.256.447 total
22 Nov - 23 Nov
includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Winchester?
Clayton Plaza Hotel & Extended Stay, located 11.1 mi (17.8 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 Hyatt Regency St. Louis at The Arch and Pear Tree Inn 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?
Visitors to Winchester will definitely find plenty to explore and enjoy. A top sight in the area is St. Louis Zoo. 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?
St. Louis Zoo is a notable place to visit in the area. You'll also find The Factory and Magic House - St. Louis Children's Museum 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 24Ā°C, while the coldest months are January and February, with an average of 3Ā°C. Average annual precipitation for Winchester is 1247 mm.