Winchester Holiday Rentals, St. Louis: Private House Rentals

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Our top choices for Winchester hotels

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

A swimming pool with a tiled deck, a sunlit room with a view, and a seating area with chairs.

A hotel room with two beds, a sofa, a small table, a lamp, and a framed abstract painting on the wall.

A hotel room with three computer workstations, each with a monitor, keyboard, and a lamp.

1. Hyatt Place St. Louis/Chesterfield

Chesterfield

Chelsea

Rp2.265.606

Rp2.627.831 total

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen area with a breakfast bar, a coffee machine, and a refrigerator displaying menu options.

A pool area with a blue pool lift chair, a pool user capacity sign, and a tiled wall.

A hotel room with two beds, a blue sofa, a small table, and a kitchenette.

A Holiday Inn Express & Suites building with a brick facade, a covered entrance, and a numbered address.

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

Chesterfield

Steven

Rp2.049.834

Rp2.385.249 total

includes taxes & fees

4 Oct - 5 Oct

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.

An indoor swimming pool area with clear signage indicating a depth of 3 feet and a no diving warning.

A hotel room with two beds, a patterned wall, and a view of the city through sheer curtains.

3. Drury Plaza Hotel St. Louis Chesterfield

Chesterfield

Cassandra

Rp2.337.350

Rp2.711.045 total

includes taxes & fees

25 Oct - 26 Oct

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.

An indoor swimming pool with a hot tub, lounge chairs, and a tiled floor.

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.

4. Drury Inn & Suites Southwest St. Louis

Valley Park

Randy

Rp2.067.290

Rp2.418.483 total

includes taxes & fees

8 Oct - 9 Oct

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 modern dining area with a long table, multiple chairs, and pendant lighting.

A reception desk with a "WELCOME TO THE SHOW ME STATE" sign, a wooden counter, and a Hilton Honors sign.

5. Hampton Inn & Suites St. Louis/Chesterfield

Chesterfield

Vijay

Rp2.381.725

Rp2.771.446 total

includes taxes & fees

4 Oct - 5 Oct

A hotel with a prominent tower, a fountain in the courtyard, and a well-maintained garden.

A spacious living area with a staircase, a large painting, and a chandelier.

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.

6. The Wildwood Hotel

Wildwood

Ramona

Rp1.638.849

Rp1.909.063 total

includes taxes & fees

21 Oct - 22 Oct

A hotel reception area with a counter, coffee machines, a refrigerated display, and artwork on the wall.

An indoor swimming pool with clear water, a diving board, and a seating area with tables and chairs.

A reception desk with a wooden finish, a clock, and a sign for Marriott Bonvoy.

A snack bar with shelves of chips, candies, and bottled water.

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

Chesterfield

Thomas Kent

Rp1.925.444

Rp2.233.283 total

includes taxes & fees

18 Oct - 19 Oct

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 reception desk, seating area, and a television screen displaying a map.

A modern hotel lobby with a bar area, seating arrangements, and a reception desk.

8. Courtyard by Marriott St. Louis Chesterfield

Chesterfield

Kelly

Rp2.168.147

Rp2.522.922 total

includes taxes & fees

11 Oct - 12 Oct

A modern interior with hanging pendant lights, large windows, and a view of the outside.

A hotel room with a flat-screen TV, a wooden cabinet, a light-colored sofa, a matching ottoman, and a small table.

A modern hotel with a covered entrance, brick facade, and a parking area.

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

Fenton

Dashaun

Rp1.696.224

Rp1.958.936 total

includes taxes & fees

1 Oct - 2 Oct

A spacious lobby with a brown leather sofa, multiple chairs, a coffee table with a skull decoration, and a large chandelier.

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.

A hotel room with a large bed, a desk with a chair, a television, a mirror, and a wardrobe.

10. DoubleTree by Hilton Hotel St. Louis - Chesterfield

Chesterfield

Saranne

Rp2.491.807

Rp2.890.197 total

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with white cabinets, a central island, and a patterned rug.

A swimming pool with lounge chairs and a fence.

A hotel reception area with two counters, a vending machine, and a display cabinet with snacks.

A spacious lobby with a reception desk, seating area, and a fireplace.

11. Homewood Suites by Hilton St. Louis-Chesterfield

Chesterfield

Sekar Reddy

Rp2.004.907

Rp2.325.450 total

includes taxes & fees

11 Oct - 12 Oct

A swimming pool with a metal ladder, surrounded by chairs and large windows offering a view of the sunset.

A modern dining area with multiple tables and chairs, large windows offering a view of the outdoors, and a mix of natural and artificial lighting.

A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

A modern hotel lobby with a seating area, a desk, and large windows offering a view of the outside.

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

St. Louis

Alicia

Rp1.833.756

Rp2.131.651 total

includes taxes & fees

4 Oct - 5 Oct

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 restaurant interior with wooden panel walls, hanging light fixtures, and a chalkboard menu. Tables and chairs are arranged for dining.

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

St. Louis

Arnaud

Rp2.067.815

Rp2.460.226 total

includes taxes & fees

29 Oct - 30 Oct

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 'check in' sign in front of a building with a landscaped garden and a lamp post.

A compact kitchen with a refrigerator, microwave, stove, and a small dining table with two stools.

14. Sonesta ES Suites St. Louis - Chesterfield

Chesterfield

Dennis

Rp1.818.778

Rp2.109.564 total

includes taxes & fees

30 Oct - 31 Oct

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.

15. Hampton Inn St. Louis/Chesterfield

Chesterfield

Ashley

Rp1.828.003

Rp2.120.263 total

includes taxes & fees

11 Oct - 12 Oct

A modern dining area with multiple tables and chairs, recessed ceiling lights, and a kitchen in the background.

An indoor swimming pool with tiled flooring, a pool ladder, and lounge chairs.

An outdoor patio area with a fire pit, black metal chairs, and a blue umbrella.

A hotel room with two beds, a desk, and a window with a view of trees.

16. Best Western Plus Fenton

Fenton

Brian

Rp1.635.372

Rp1.888.544 total

includes taxes & fees

4 Oct - 5 Oct

A hotel lobby with a hot tub, a pool, and outdoor seating.

A modern lounge area with grey armchairs, a sofa, a TV, and a bookshelf.

A lobby with seating areas, a reception desk, and a view of the lobby in the background.

A modern coffee shop interior with wooden furniture, a coffee bar, and a sign for 'KELSO+BROS Coffee Roasters'.

17. Drury Plaza Hotel St. Louis Creve Coeur

Creve Coeur

Eryn

Rp2.247.445

Rp2.612.385 total

includes taxes & fees

8 Oct - 9 Oct

A modern kitchen with stainless steel appliances, a central island with stools, and a wine cooler.

A spacious living area with a fireplace, a television mounted above it, and a comfortable seating arrangement.

A swimming pool with a lifebuoy on the wall, poolside chairs, and a sign with pool rules.

A Hilton Garden Inn with a brick facade, a covered entrance, and landscaped gardens.

18. Hilton Garden Inn Chesterfield

Chesterfield

Brian

Rp1.828.003

Rp2.127.118 total

includes taxes & fees

11 Oct - 12 Oct

A modern lobby with a stone fireplace, blue sofas, and potted plants.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.

A modern kitchen with a coffee machine, microwave, and refrigerator. There is a dining area with tables and chairs.

A hotel room with two beds, a desk, and a window with a city view.

19. Comfort Suites St. Louis - Sunset Hills

St. Louis

John

Rp2.124.455

Rp2.469.424 total

includes taxes & fees

6 Oct - 7 Oct

A modern bar area with high ceilings, bar stools, and a well-stocked liquor display.

A gym with treadmills, elliptical machines, and weight machines.

A swimming pool surrounded by lush greenery, with blue lounge chairs and a staircase leading to a building.

A modern lobby with a reception desk, seating area, and large windows.

20. Marriott St. Louis West

St. Louis

Darrel

Rp2.087.246

Rp2.426.171 total

includes taxes & fees

4 Oct - 5 Oct

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Top Winchester Hotel Reviews

Drury Plaza Hotel St. Louis at the Arch

8/10 Good

"The location is fantastic if visiting the Arch. The staff and amenities are amazing. Be prepared to pay $50 to park in the hotel parking garage that isn't very secure nor accessible for anything larger than a typical sized vehicle."

Pear Tree Inn St. Louis Near Union Station

10/10 Excellent

"Nice stay"

Drury Plaza Hotel St. Louis Union Station

10/10 Excellent

"Breakfast was amazing. Great!"

Courtyard by Marriott St. Louis Downtown/Convention Center

10/10 Excellent

"Everything was clean and accommodating."

Forest Park Hotel by MDR

8/10 Good

"I was only there to sleep and did not use any of the amenities. The noise from the highway and the trains was louder than at most hotels I have stayed at."

Renaissance St. Louis Airport Hotel

10/10 Excellent

"Staff was great! Would come back to stay."

More cheap stays in Winchester

Best Western St. Louis Inn

6224 Heimos Industrial Park Dr St. Louis MO

Rp1.352.171

Rp1.554.834 total

6 Oct - 7 Oct

includes taxes & fees

8.4/10 Very good! (1,166 reviews)

Pear Tree Inn St. Louis Airport

10810 Pear Tree Ln St. Ann MO

Rp1.617.840

Rp1.904.812 total

6 Oct - 7 Oct

includes taxes & fees

Comfort Suites St Charles - St Louis

1400 S 5th St St. Charles MO

Rp1.665.662

Rp1.914.295 total

13 Oct - 14 Oct

includes taxes & fees

8.4/10 Very good! (1,011 reviews)

Tru By Hilton St. Louis Downtown

1221 Locus Street St. Louis MO

Rp1.754.293

Rp2.051.276 total

11 Oct - 12 Oct

includes taxes & fees

The West End

4215 Lindell Blvd St. Louis MO

Rp1.491.119

Rp2.103.171 total

4 Oct - 5 Oct

includes taxes & fees

Hampton Inn St. Charles St. Peters

3720 W Clay St St. Charles MO

Rp2.008.837

Rp2.308.696 total

18 Oct - 19 Oct

includes taxes & fees

8.2/10 Very good! (1,000 reviews)

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 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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Find hotels in Winchester, MO from Rp1.554.834

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winchester

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winchester hotels

1. Hyatt Place St. Louis/Chesterfield

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

3. Drury Plaza Hotel St. Louis Chesterfield

4. Drury Inn & Suites Southwest St. Louis

5. Hampton Inn & Suites St. Louis/Chesterfield

6. The Wildwood Hotel

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

8. Courtyard by Marriott St. Louis Chesterfield

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

10. DoubleTree by Hilton Hotel St. Louis - Chesterfield

11. Homewood Suites by Hilton St. Louis-Chesterfield

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

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

14. Sonesta ES Suites St. Louis - Chesterfield

15. Hampton Inn St. Louis/Chesterfield

16. Best Western Plus Fenton

17. Drury Plaza Hotel St. Louis Creve Coeur

18. Hilton Garden Inn Chesterfield

19. Comfort Suites St. Louis - Sunset Hills

20. Marriott St. Louis West

Top Winchester Hotel Reviews

Drury Plaza Hotel St. Louis at the Arch

Pear Tree Inn St. Louis Near Union Station

Drury Plaza Hotel St. Louis Union Station

Courtyard by Marriott St. Louis Downtown/Convention Center

Forest Park Hotel by MDR

Renaissance St. Louis Airport Hotel

More cheap stays in Winchester

Best Western St. Louis Inn

Pear Tree Inn St. Louis Airport

Comfort Suites St Charles - St Louis

Tru By Hilton St. Louis Downtown

The West End

Hampton Inn St. Charles St. Peters

Frequently asked questions

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