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Check prices for these dates

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for Winchester hotels

A modern kitchen with a bar area, wooden cabinets, and pendant lighting.
A hotel room with two beds, a sofa, a small table, a lamp, and a framed abstract painting on the wall.
A modern hotel entrance with a glass canopy, large windows, and a brick facade.
A hotel room with three computer workstations, each with a monitor, keyboard, and a lamp.

1. Hyatt Place St. Louis/Chesterfield

Hyatt Place St. Louis/Chesterfield
Chesterfield
United States
Debbie
3.125.470 ₫
3.625.170 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Hyatt Place St. Louis/Chesterfield
A modern kitchen area with a breakfast bar, a coffee machine, and a refrigerator displaying menu options.
A Holiday Inn Express & Suites building with a brick facade, a covered entrance, and a numbered address.
A hotel room with two beds, a blue sofa, a small table, and a kitchenette.
A pool area with a blue pool lift chair, a pool user capacity sign, and a tiled wall.

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

Holiday Inn Express & Suites St. Louis - Chesterfield by IHG
Chesterfield
United States
Terry
2.852.520 ₫
3.319.278 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Holiday Inn Express & Suites St. Louis - Chesterfield by IHG
A spacious lobby with a central round table, two sofas, and a chandelier.
A Drury Plaza hotel with a modern design, featuring a curved facade, large windows, and a Drury Plaza sign on the top.
A hotel room with two beds, a patterned wall, and a view of the city through sheer curtains.
A buffet setup with various food items and a decorative vase of flowers.

3. Drury Plaza Hotel St. Louis Chesterfield

Drury Plaza Hotel St. Louis Chesterfield
Chesterfield
United States
Chasity
3.368.821 ₫
3.907.428 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Drury Plaza Hotel St. Louis Chesterfield
A courtyard with a central seating area, surrounded by trees and a building with a pitched roof.
A modern hotel room with a large window, a desk with a flat-screen TV, a comfortable seating area, and a decorative wall piece.
A reception desk with a "WELCOME TO THE SHOW ME STATE" sign, a wooden counter, and a Hilton Honors sign.
A modern dining area with a long table, multiple chairs, and pendant lighting.

4. Hampton Inn & Suites St. Louis/Chesterfield

Hampton Inn & Suites St. Louis/Chesterfield
Chesterfield
United States
Vijay
3.063.866 ₫
3.565.206 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites 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.
A modern hotel breakfast area with a central island, buffet setup, and a large window providing a view.
A hotel room with a bed, a desk with a computer, a television, a sofa, and a window with a view.
A spacious lobby with a high ceiling, a flat-screen TV mounted on the wall, and a seating area with sofas and ottomans.

5. Drury Inn & Suites Southwest St. Louis

Drury Inn & Suites Southwest St. Louis
Valley Park
United States
Randy
2.876.417 ₫
3.365.062 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Drury Inn & Suites Southwest St. Louis
An outdoor patio area with wicker furniture and a central fire feature.
A hotel room with a bed, a sofa, a desk, and a chair.
A modern hotel lobby with a bar area, seating arrangements, and a reception desk.
A modern hotel lobby with a reception desk, seating area, and a television screen displaying a map.

6. Courtyard by Marriott St. Louis Chesterfield

Courtyard by Marriott St. Louis Chesterfield
Chesterfield
United States
Kelly
3.111.062 ₫
3.620.125 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Courtyard by Marriott St. Louis Chesterfield
A bar area with a long counter displaying numerous bottles of alcohol and several empty wine glasses lined up.
A gym with various exercise equipment, large windows, and a skylight.
A modern hotel with a prominent 'H' logo, covered entrance, and a brick facade.
A modern lobby with a grey sofa, two armchairs, a round table, and a chandelier. There are two posters on the wall and a reception desk in the background.

7. Holiday Inn St Louis SW - Route 66 by IHG

Holiday Inn St Louis SW - Route 66 by IHG
St. Louis
United States
Eric
2.954.424 ₫
3.515.541 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn St Louis SW - Route 66 by IHG
A spacious lobby with a brown leather sofa, multiple chairs, a coffee table with a skull decoration, and a large chandelier.
A hotel room with orange furniture, a glass coffee table, a dining area with a table and chairs, and a patterned carpet.
A large, multi-story hotel with the name "Doubletree by Hilton" prominently displayed on the facade.
An indoor tennis court with multiple courts, a net, and players.

8. DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield
Chesterfield
United States
Saranne
3.591.439 ₫
4.165.638 ₫ total
includes taxes & fees
30 Oct - 31 Oct
DoubleTree by Hilton Hotel St. Louis - Chesterfield
A modern interior with hanging pendant lights, large windows, and a view of the outside.
A modern hotel with a covered entrance, brick facade, and a parking area.
A modern hotel lobby with a high ceiling, multiple hanging pendant lights, a reception desk with a Missouri US 66 sign, and large windows allowing natural light.
A hotel indoor pool area with a hot tub, seating, and a view of the outdoors.

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

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
Fenton
United States
Dashaun
2.313.003 ₫
2.671.421 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
A swimming pool with a metal ladder, surrounded by chairs and large windows offering a view of the sunset.
A modern hotel lobby with a cityscape view, a reception desk, and ambient lighting.
A modern hotel lobby with a seating area, a desk, and large windows offering a view of the outside.
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

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

La Quinta Inn & Suites by Wyndham St Louis Route 66
St. Louis
United States
Edward
2.600.980 ₫
3.023.153 ₫ total
includes taxes & fees
1 Nov - 2 Nov
La Quinta Inn & Suites by Wyndham St Louis Route 66
A modern kitchen with white cabinets, a central island, and a patterned rug.
A swimming pool with lounge chairs and a fence.
A modern living room with a sofa, ottoman, and coffee table, a dining area with a table and chairs, and a kitchen with a refrigerator and microwave.
A hotel reception area with two counters, a vending machine, and a display cabinet with snacks.

11. Homewood Suites by Hilton St. Louis-Chesterfield

Homewood Suites by Hilton St. Louis-Chesterfield
Chesterfield
United States
Sekar Reddy
2.841.689 ₫
3.296.018 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Homewood Suites by Hilton St. Louis-Chesterfield
A hotel with a prominent tower, a fountain in the courtyard, and a well-maintained garden.
A hotel room with a large bed, a bedside lamp, a telephone, a mirror, and a bathroom with a sink and towel rack.
A formal dining table set for six with a vase of white flowers, candles, and a view of buildings through large windows.
A modern bathroom with a large mirror, white vanity, and a bathtub.

12. The Wildwood Hotel

The Wildwood Hotel
Wildwood
United States
Rachell
2.143.412 ₫
2.496.818 ₫ total
includes taxes & fees
9 Nov - 10 Nov
The Wildwood Hotel
A modern dining area with multiple tables and chairs, recessed ceiling lights, and a kitchen in the background.
An outdoor patio area with a fire pit, black metal chairs, and a blue umbrella.
A gym with treadmills, elliptical machines, and a mirrored wall.
An indoor swimming pool with tiled flooring, a pool ladder, and lounge chairs.

13. Best Western Plus Fenton

Best Western Plus Fenton
Fenton
United States
Brian
2.489.232 ₫
2.874.603 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Best Western Plus Fenton
An indoor swimming pool with clear water, a tiled border, and a no diving sign.
A lobby with patterned orange chairs, a round table with a decorative vase, and two hanging lamps.
A hotel room with a large bed, a desk, a chair, and a lamp.
A snack display with various packaged snacks and a 'Treats' sign above.

14. Hampton Inn St. Louis/Chesterfield

Hampton Inn St. Louis/Chesterfield
Chesterfield
United States
Monica
2.733.233 ₫
3.170.222 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn St. Louis/Chesterfield
A hotel lobby with a hot tub, a pool, and outdoor seating.
A large conference room with rows of chairs, a patterned carpet, and a ceiling with recessed lighting and a chandelier.
A modern coffee shop interior with wooden furniture, a coffee bar, and a sign for 'KELSO+BROS Coffee Roasters'.
A modern lounge area with grey armchairs, a sofa, a TV, and a bookshelf.

15. Drury Plaza Hotel St. Louis Creve Coeur

Drury Plaza Hotel St. Louis Creve Coeur
Creve Coeur
United States
Salvatore
3.394.737 ₫
3.945.973 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Drury Plaza Hotel St. Louis Creve Coeur
A modern kitchen with stainless steel appliances, a central island with stools, and a wine cooler.
A Hilton Garden Inn with a brick facade, a covered entrance, and landscaped gardens.
A spacious living area with a fireplace, a television mounted above it, and a comfortable seating arrangement.
A spacious lobby with a seating area, a reception desk, and a kitchen area.

16. Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield
Chesterfield
United States
Samantha
2.733.233 ₫
3.180.472 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Chesterfield
A hotel named Sonesta ES Suites with a staircase leading to the entrance, surrounded by well-maintained greenery and red flowers.
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area with a table and chairs.
A hotel room with a living area, kitchenette, and a bed.
A 'check in' sign in front of a building with a landscaped garden and a lamp post.

17. Sonesta ES Suites St. Louis - Chesterfield

Sonesta ES Suites St. Louis - Chesterfield
Chesterfield
United States
David
2.555.318 ₫
2.964.013 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Sonesta ES Suites St. Louis - Chesterfield
A hotel lobby with a staircase, dining area, and reception desk.
A building entrance with a black door, two potted trees, and a welcome sign.
A coffee station with two coffee machines, a shelf with coffee cups, and a storage area with boxes and a thermos.
An indoor swimming pool with a tiled floor, a pool ladder, and a few chairs and tables around the pool area.

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

Holiday Inn Express & Suites St. Louis West - Fenton by IHG
Fenton
2.462.020 ₫
2.843.338 ₫ total
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Express & Suites St. Louis West - Fenton by IHG
A hotel room with two beds, a desk, a chair, a dresser, and a TV.
A swimming pool with clear blue water, surrounded by lounge chairs and a fenced area.
A dining area with wooden tables and chairs, a kitchen area with a coffee machine, and a brick wall.
Two white cups of coffee on a reflective black surface with a glass of milk in the background.

19. Wingate by Wyndham St. Louis/Fenton Route 66

Wingate by Wyndham St. Louis/Fenton Route 66
Fenton
United States
Cooper
2.049.925 ₫
2.367.592 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Wingate by Wyndham St. Louis/Fenton Route 66
A courtyard with outdoor seating, a fire pit, and a well-maintained garden.
A hotel room with two beds, a desk, a chair, and a TV.
A modern bar area with a bar counter, stools, and a television mounted above.
A modern hotel lobby with round tables and chairs, a bar area, and a coffee machine.

20. Courtyard by Marriott St Louis Creve Coeur

Courtyard by Marriott St Louis Creve Coeur
Creve Coeur
United States
Scott
3.172.002 ₫
3.687.072 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Courtyard by Marriott St Louis Creve Coeur
View all properties

Hotels recommended for families in Winchester

A modern kitchen with a bar area, wooden cabinets, and pendant lighting.
A hotel room with two beds, a sofa, a small table, a lamp, and a framed abstract painting on the wall.
A modern hotel entrance with a glass canopy, large windows, and a brick facade.
A hotel room with three computer workstations, each with a monitor, keyboard, and a lamp.

Hyatt Place St. Louis/Chesterfield

Hyatt Place St. Louis/Chesterfield
Chesterfield
3.125.470 ₫
3.625.170 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Hyatt Place St. Louis/Chesterfield
A modern kitchen area with a breakfast bar, a coffee machine, and a refrigerator displaying menu options.
A Holiday Inn Express & Suites building with a brick facade, a covered entrance, and a numbered address.
A hotel room with two beds, a blue sofa, a small table, and a kitchenette.
A pool area with a blue pool lift chair, a pool user capacity sign, and a tiled wall.

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

Holiday Inn Express & Suites St. Louis - Chesterfield by IHG
Chesterfield
2.852.520 ₫
3.319.278 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Holiday Inn Express & Suites St. Louis - Chesterfield by IHG
A spacious lobby with a central round table, two sofas, and a chandelier.
A Drury Plaza hotel with a modern design, featuring a curved facade, large windows, and a Drury Plaza sign on the top.
A hotel room with two beds, a patterned wall, and a view of the city through sheer curtains.
A buffet setup with various food items and a decorative vase of flowers.

Drury Plaza Hotel St. Louis Chesterfield

Drury Plaza Hotel St. Louis Chesterfield
Chesterfield
3.368.821 ₫
3.907.428 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Drury Plaza Hotel St. Louis Chesterfield
A courtyard with a central seating area, surrounded by trees and a building with a pitched roof.
A modern hotel room with a large window, a desk with a flat-screen TV, a comfortable seating area, and a decorative wall piece.
A reception desk with a "WELCOME TO THE SHOW ME STATE" sign, a wooden counter, and a Hilton Honors sign.
A modern dining area with a long table, multiple chairs, and pendant lighting.

Hampton Inn & Suites St. Louis/Chesterfield

Hampton Inn & Suites St. Louis/Chesterfield
Chesterfield
3.063.866 ₫
3.565.206 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites St. Louis/Chesterfield
An outdoor patio area with wicker furniture and a central fire feature.
A hotel room with a bed, a sofa, a desk, and a chair.
A modern hotel lobby with a bar area, seating arrangements, and a reception desk.
A modern hotel lobby with a reception desk, seating area, and a television screen displaying a map.

Courtyard by Marriott St. Louis Chesterfield

Courtyard by Marriott St. Louis Chesterfield
Chesterfield
3.111.062 ₫
3.620.125 ₫ total
includes taxes & fees
26 Oct - 27 Oct
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.
A modern hotel breakfast area with a central island, buffet setup, and a large window providing a view.
A hotel room with a bed, a desk with a computer, a television, a sofa, and a window with a view.
A spacious lobby with a high ceiling, a flat-screen TV mounted on the wall, and a seating area with sofas and ottomans.

Drury Inn & Suites Southwest St. Louis

Drury Inn & Suites Southwest St. Louis
Valley Park
2.876.417 ₫
3.365.062 ₫ total
includes taxes & fees
18 Oct - 19 Oct
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.
A gym with various exercise equipment, large windows, and a skylight.
A modern hotel with a prominent 'H' logo, covered entrance, and a brick facade.
A modern lobby with a grey sofa, two armchairs, a round table, and a chandelier. There are two posters on the wall and a reception desk in the background.

Holiday Inn St Louis SW - Route 66 by IHG

Holiday Inn St Louis SW - Route 66 by IHG
St. Louis
2.954.424 ₫
3.515.541 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn St Louis SW - Route 66 by IHG
A spacious lobby with a brown leather sofa, multiple chairs, a coffee table with a skull decoration, and a large chandelier.
A hotel room with orange furniture, a glass coffee table, a dining area with a table and chairs, and a patterned carpet.
A large, multi-story hotel with the name "Doubletree by Hilton" prominently displayed on the facade.
An indoor tennis court with multiple courts, a net, and players.

DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield
Chesterfield
3.591.439 ₫
4.165.638 ₫ total
includes taxes & fees
30 Oct - 31 Oct
DoubleTree by Hilton Hotel St. Louis - Chesterfield
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Top Winchester Hotel Reviews

Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport

8/10 Good
"The property was great but the breakfast menu was the same every morning. I would’ve liked a little more variety. The happy hour cocktails were nice. The room and property were clean. I would’ve liked highly recommend thus property."
Andrew 4-night trip
Posted 5 hours ago
Pear Tree Inn St. Louis Airport
Hampton Inn St. Louis-Downtown (At the Gateway Arch)

Hampton Inn St. Louis-Downtown (At the Gateway Arch)

10/10 Excellent
"This hotel is located in a great location, close to the Gateway Arch and the ballpark where the Cardinals play. There were numerous fun restaurants within walking distance, and we felt safe except down by the Old Spaghetti Factory. I would stay in this hotel again and recommend it to others."
JAMES 2-night trip
Posted 6 hours ago
Hampton Inn St. Louis-Downtown (At the Gateway Arch)
Courtyard by Marriott St. Louis Downtown/Convention Center

Courtyard by Marriott St. Louis Downtown/Convention Center

10/10 Excellent
"Great place to stay! Highly recommend!"
jeanette 1-night trip
Posted 6 hours ago
Courtyard by Marriott St. Louis Downtown/Convention Center
Pear Tree Inn St. Louis Near Union Station

Pear Tree Inn St. Louis Near Union Station

10/10 Excellent
"The property itself was maintained ok. It does need to be updated as the carpets and bathrooms are old. Our ceiling in the bathroom was peeling due to the humidity from the shower over the years. The carpet in the rooms and common areas is older. As for the staff everyone was nice and did what was expected of them. I would use this property again to stay as it’s walking distance from everything downtown."
Joshua 2-night trip
Posted 7 hours ago
Pear Tree Inn St. Louis Near Union Station
Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

8/10 Good
"Hotel staff were excellent, friendly, professional and by far the best reason to re-book. The hotel itself was very clean, located near professional buildings/courts and some eateries within walking distance. The room was clean as well and nicely proportioned with some of the best mattresses/bedding I've experienced. Only slight downside was the breakfast bar--the food and choices were ample and very good (especially the made to order omelets and waffles) but the setting was less than clean and rather worn--not in keeping with the rest of the hotel. All in all, a great place to stay and would definitely book again."
Veronica 1-night trip
Posted 8 hours ago
Clayton Plaza Hotel & Extended Stay
Drury Plaza Hotel St. Louis at the Arch

Drury Plaza Hotel St. Louis at the Arch

10/10 Excellent
"I loved the happy hour, you get a voucher for 3 free alcoholic beverages and the food was delicious."
Memory 1-night trip
Posted 8 hours ago
Drury Plaza Hotel St. Louis at the Arch
Drury Plaza Hotel St. Louis Union Station

Drury Plaza Hotel St. Louis Union Station

10/10 Excellent
"Location was great for us. Walked to an event. The drinks and food in the evening was nice and breakfast was good as well. Love the character of this one"
Vicki 1-night trip
Posted 9 hours ago
Drury Plaza Hotel St. Louis Union Station
Moonrise Hotel

Moonrise Hotel

8/10 Good
"I slept well."
Michael 1-night trip
Posted 9 hours ago
Moonrise Hotel
Live by Loews - St.Louis

Live by Loews - St.Louis

10/10 Excellent
"The area was nice and in the center of what we wanted to do for the weekend!!"
Sylvester 2-night trip
Posted 11 hours ago
Live by Loews - St.Louis

More cheap stays in Winchester

Best Western St. Louis Inn

Best Western St. Louis Inn

6224 Heimos Industrial Park Dr St. Louis MO
1.763.376 ₫
2.027.670 ₫ total
25 Oct - 26 Oct
includes taxes & fees
8.4/10 Very good! (1,183 reviews)
Best Western St. Louis Inn
Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport

10810 Pear Tree Ln St. Ann MO
2.332.181 ₫
2.769.185 ₫ total
18 Oct - 19 Oct
includes taxes & fees
9.2/10 Wonderful! (3,290 reviews)
Pear Tree Inn St. Louis Airport
Tru By Hilton St. Louis Downtown

Tru By Hilton St. Louis Downtown

1221 Locus Street St. Louis MO
2.401.117 ₫
2.807.602 ₫ total
1 Nov - 2 Nov
includes taxes & fees
7.8/10 Good! (1,013 reviews)
Tru By Hilton St. Louis Downtown
Hampton Inn St. Charles St. Peters

Hampton Inn St. Charles St. Peters

3720 W Clay St St. Charles MO
3.077.610 ₫
3.536.866 ₫ total
25 Oct - 26 Oct
includes taxes & fees
Hampton Inn St. Charles St. Peters
The West End

The West End

4215 Lindell Blvd St. Louis MO
2.677.174 ₫
3.648.713 ₫ total
25 Oct - 26 Oct
includes taxes & fees
The West End
AC Hotel St. Louis Clayton

AC Hotel St. Louis Clayton

227 South Central Ave St. Louis MO
3.327.420 ₫
3.884.365 ₫ total
25 Oct - 26 Oct
includes taxes & fees
AC Hotel St. Louis Clayton

Frequently asked questions

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.

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