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

A modern hotel entrance with a glass canopy, large windows, and a brick facade.

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

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 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.

A coffee station with two coffee machines and a display of coffee pods and cups.

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

Chesterfield

Steven

Rp2.049.492

Rp2.384.851 total

includes taxes & fees

4 Oct - 5 Oct

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

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

A buffet setup with various food items and a decorative vase of flowers.

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.

A hotel room with a bed, a desk with a computer, a television, a sofa, and a window with a view.

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

A modern hotel breakfast area with a central island, buffet setup, and a large window providing a view.

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 store interior with a 'Treats' sign, snack shelves, and a chalkboard with a welcome message.

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

A modern hotel room with a large window, a desk with a flat-screen TV, a comfortable seating area, and a decorative wall piece.

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 modern bathroom with a large mirror, white vanity, and a bathtub.

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.

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

A hotel room with a bed, desk, TV, and a view of the outdoors.

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

A Courtyard Marriott hotel with a parking lot and a green shuttle service.

A modern hotel lobby with a reception desk, seating area, and a television screen displaying a map.

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

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

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 hotel room with orange furniture, a glass coffee table, a dining area with a table and chairs, and a patterned carpet.

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

An indoor tennis court with multiple courts, a net, and players.

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 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 swimming pool with lounge chairs and a fence.

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

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 hotel lobby with a cityscape view, a reception desk, and ambient lighting.

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.

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

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

A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area with a table and chairs.

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 hotel room with a large bed, a desk, a chair, and a lamp.

A lobby with patterned orange chairs, a round table with a decorative vase, and two hanging lamps.

A modern kitchen with a central island, bar stools, and a patterned rug.

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.

A gym with treadmills, elliptical machines, and a mirrored wall.

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

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 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'.

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

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 lobby with a seating area, a reception desk, and a kitchen area.

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

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.

A modern building with a stone facade, large windows, and a covered entrance area.

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

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

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.

An outdoor patio with tables and chairs, a staircase, and a building in the background.

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

Clayton Plaza Hotel & Extended Stay

10/10 Excellent

"Great location, lots of things to do in the area and the staff was amazing!"

Drury Plaza Hotel St. Louis Union Station

10/10 Excellent

"Breakfast was amazing. Great!"

Pear Tree Inn St. Louis Near Union Station

8/10 Good

"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

8.6/10 Excellent! (657 reviews)

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

Clayton Plaza Hotel & Extended Stay

Drury Plaza Hotel St. Louis Union Station

Pear Tree Inn St. Louis Near 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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