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Check prices for these dates

This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 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, (1,014 reviews)
"Very nice hotel and lovely room"
United States
Karin
The price is SAR 486
SAR 564 total
includes taxes & fees
7 Dec - 8 Dec
Hyatt Place St. Louis/Chesterfield
A desktop computer with a monitor displaying "TRAVEL happy." on the screen, a keyboard, and a mouse on a wooden desk.

2. Drury Plaza Hotel St. Louis Chesterfield

Drury Plaza Hotel St. Louis Chesterfield
3.0 star property
Chesterfield
9.6 out of 10, Exceptional, (1,325 reviews)
"Really like our stay there"
Canada
messia
The price is SAR 488
SAR 566 total
includes taxes & fees
26 Nov - 27 Nov
Drury Plaza Hotel St. Louis Chesterfield
A modern kitchen area with a central island, bar stools, and a breakfast bar.

3. Hampton Inn St. Louis/Chesterfield

Hampton Inn St. Louis/Chesterfield
3.5 star property
Chesterfield
8.6 out of 10, Excellent, (1,000 reviews)
"Everything was spotlessly clean, staff were amazing and breakfast was exceptional! Will definitely be starting again!"
United States
Susan
The price is SAR 396
SAR 459 total
includes taxes & fees
19 Nov - 20 Nov
Hampton Inn St. Louis/Chesterfield
Room

4. 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 SAR 402
SAR 466 total
includes taxes & fees
22 Nov - 23 Nov
Fairfield Inn & Suites 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.

5. Drury Inn & Suites Southwest St. Louis

Drury Inn & Suites Southwest St. Louis
3.0 star property
Valley Park
9.6 out of 10, Exceptional, (1,018 reviews)
"Great stay for family reunion. Staff was friendly and facilities were perfect."
United States
Crystal
The price is SAR 447
SAR 522 total
includes taxes & fees
22 Nov - 23 Nov
Drury Inn & Suites Southwest St. Louis
A hotel room with a bed, bedside table, lamp, chair, desk, TV, and window with a view.

6. Best Western Plus Fenton

Best Western Plus Fenton
2.5 star property
Fenton
9.0 out of 10, Wonderful, (481 reviews)
"Breakfast was great! Staff was super helpful and friendly, and the room was clean and comfortable."
United States
Brian
The price is SAR 348
SAR 402 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus Fenton
A hotel named Sonesta ES Suites with a staircase leading to the entrance, surrounded by well-maintained greenery and red flowers.

7. Sonesta ES Suites St. Louis - Chesterfield

Sonesta ES Suites St. Louis - Chesterfield
3.0 star property
Chesterfield
8.0 out of 10, Very good, (1,066 reviews)
"Breakfast was great"
United States
Shuntichia
The price is SAR 335
SAR 389 total
includes taxes & fees
13 Dec - 14 Dec
Sonesta ES Suites St. Louis - Chesterfield
A hotel with a prominent tower, a fountain in the courtyard, and a well-maintained garden.

8. The Wildwood Hotel

The Wildwood Hotel
3.5 star property
Wildwood
9.2 out of 10, Wonderful, (1,679 reviews)
"Clean, quiet, great continental breakfast, and close to several places to eat."
United States
Lori
The price is SAR 300
SAR 350 total
includes taxes & fees
8 Dec - 9 Dec
The Wildwood Hotel
A modern interior with hanging pendant lights, large windows, and a view of the outside.

9. 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, (1,652 reviews)
"Good breakfast and hot tub was nice."
United States
michael
The price is SAR 335
SAR 387 total
includes taxes & fees
22 Nov - 23 Nov
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
A spacious lobby with a brown leather sofa, multiple chairs, a coffee table with a skull decoration, and a large chandelier.

10. 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 SAR 411
SAR 477 total
includes taxes & fees
27 Nov - 28 Nov
DoubleTree by Hilton Hotel St. Louis - Chesterfield
A hotel lobby with a staircase, dining area, and reception desk.

11. 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, (1,008 reviews)
"The bed was very comfortable."
United States
Ann
The price is SAR 327
SAR 377 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express & Suites St. Louis West - Fenton by IHG
A modern bar area with high ceilings, bar stools, and a well-stocked liquor display.

12. 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 SAR 402
SAR 467 total
includes taxes & fees
22 Nov - 23 Nov
Marriott St. Louis West
A modern kitchen with stainless steel appliances, a central island with stools, and a wine cooler.

13. 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 SAR 396
SAR 460 total
includes taxes & fees
29 Nov - 30 Nov
Hilton Garden Inn Chesterfield
A modern hotel dining area with a long communal table, multiple chairs, and pendant lighting.

14. Hampton Inn & Suites St. Louis/Chesterfield

Hampton Inn & Suites St. Louis/Chesterfield
3.5 star property
Chesterfield
8.8 out of 10, Excellent, (923 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 SAR 412
SAR 479 total
includes taxes & fees
29 Nov - 30 Nov
Hampton Inn & Suites St. Louis/Chesterfield
An outdoor patio area with wicker furniture and a central fire feature.

15. 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 SAR 412
SAR 479 total
includes taxes & fees
19 Nov - 20 Nov
Courtyard by Marriott St. Louis Chesterfield
A swimming pool with a metal ladder, surrounded by chairs and large windows offering a view of the sunset.

16. 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, (1,008 reviews)
"Great place!"
United States
Edward
The price is SAR 354
SAR 412 total
includes taxes & fees
10 Dec - 11 Dec
La Quinta Inn & Suites by Wyndham St Louis Route 66
A hotel lobby with a hot tub, a pool, and outdoor seating.

17. 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, (1,009 reviews)
"Room was clean Breakfast was great and the staff was very friendly"
United States
Shannon
The price is SAR 469
SAR 545 total
includes taxes & fees
13 Dec - 14 Dec
Drury Plaza Hotel St. Louis Creve Coeur
A bar area with a long counter displaying numerous bottles of alcohol and several empty wine glasses lined up.

18. 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, (604 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 SAR 417
SAR 496 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn St Louis SW - Route 66 by IHG
A spacious lobby with a stone fireplace, comfortable seating, and large windows.

19. 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 SAR 475
SAR 552 total
includes taxes & fees
23 Nov - 24 Nov
Comfort Suites St. Louis - Sunset Hills
A brick building with a tower, large windows, and a fountain in the garden.

20. Hilton St. Louis Frontenac

Hilton St. Louis Frontenac
4.0 star property
Frontenac
8.8 out of 10, Excellent, (1,001 reviews)
"Terrific location in the St. Louis area and very helpful staff with many amenities in the hotel."
United States
Linda L
The price is SAR 489
SAR 570 total
includes taxes & fees
29 Nov - 30 Nov
Hilton St. Louis Frontenac
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

21C Museum Hotel St Louis

21C Museum Hotel St Louis

10/10 Excellent
"This is by far my favorite hotel. It is always clean, the staff is very kind and helpful, the gym and hot tub is SO COOL and huge. One of the most unique hotels I’ve ever stayed in. Rooms are very comfortable, they leave water, chocolates, and a robe for you. Sometimes they even give you a complimentary whiskey. The dinner menu isn’t as good as it used to be and breakfast is overpriced but the atmosphere truly makes up for it. Theres a museum on the second floor, a pool table, a really cool stairwell of colors and art. I would recommend this hotel 100x."
Brandi 1-night trip
Posted 9 hours ago
21C Museum Hotel St Louis

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 SAR 223 per night from Nov 16 to Nov 17
SAR 223
SAR 259 total
16 Nov - 17 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 traveler data. Two other choices for your trip to 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.
What are some of the best vacation home rentals that Winchester has to offer?
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!: Visitors like this Winchester vacation home rental. It is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games. See all 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?
Visitors to Winchester are sure to find plenty to explore and enjoy. A top sight in the area is St. Louis Zoo. In Winchester, there are 2 hotels and other accommodations 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. 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.