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

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

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

1. Hyatt Place St. Louis/Chesterfield

Chesterfield

Taylor

฿3,871

฿4,490 total

includes taxes & fees

13 Sept - 14 Sept

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 spacious lobby with a high ceiling, a flat-screen TV mounted on the wall, and a seating area with sofas and ottomans.

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

2. Drury Inn & Suites Southwest St. Louis

Valley Park

Larry

฿3,912

฿4,576 total

includes taxes & fees

3 Sept - 4 Sept

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

A hotel indoor pool area with a hot tub, seating, and a view of the outdoors.

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.

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

Fenton

LINDSAY

฿3,102

฿3,582 total

includes taxes & fees

30 Aug - 31 Aug

A hotel lobby with a staircase, dining area, and reception desk.

An indoor swimming pool with a tiled floor, a pool ladder, and a few chairs and tables around the pool area.

A coffee station with two coffee machines, a shelf with coffee cups, and a storage area with boxes and a thermos.

A Holiday Inn Express & Suites building with a prominent sign, a covered entrance, and a flagpole with flags.

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

Fenton

William

฿3,079

฿3,556 total

includes taxes & fees

27 Sept - 28 Sept

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.

5. Drury Plaza Hotel St. Louis Chesterfield

Chesterfield

Andrea T

฿4,273

฿4,956 total

includes taxes & fees

3 Sept - 4 Sept

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 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.

6. Best Western Plus Fenton

Fenton

Evelyn

฿3,260

฿3,765 total

includes taxes & fees

31 Aug - 1 Sept

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

7. The Wildwood Hotel

Wildwood

Hailey

฿3,099

฿3,610 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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

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

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

Chesterfield

Carl

฿3,521

฿4,084 total

includes taxes & fees

13 Sept - 14 Sept

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 bedroom visible through a door.

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

9. Sonesta ES Suites St. Louis - Chesterfield

Chesterfield

Ernest L

฿3,269

฿3,792 total

includes taxes & fees

1 Sept - 2 Sept

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

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

10. Hampton Inn St. Louis/Chesterfield

Chesterfield

Megan

฿3,367

฿3,905 total

includes taxes & fees

20 Sept - 21 Sept

An outdoor patio area with wicker furniture and a central fire feature.

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

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.

11. Courtyard by Marriott St. Louis Chesterfield

Chesterfield

฿4,112

฿4,785 total

includes taxes & fees

6 Sept - 7 Sept

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 large conference room with rows of chairs, a patterned carpet, and a ceiling with recessed lighting and a chandelier.

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

12. Drury Plaza Hotel St. Louis Creve Coeur

Creve Coeur

Ryan

฿4,238

฿4,926 total

includes taxes & fees

27 Sept - 28 Sept

A modern hotel room with a dining area, wooden cabinets, a checkered floor, and a flat-screen TV.

A lobby with two orange armchairs, a small table, a flat-screen TV, framed pictures, and a wall-mounted shelf with decorative items.

A hotel room with a desk, chair, TV, and a framed picture on the wall.

A hotel room with two beds, a desk, a chair, and a large window with curtains.

13. Wingate by Wyndham St. Louis Airport

St. Ann

Margaret

฿3,632

฿4,277 total

includes taxes & fees

9 Sept - 10 Sept

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

A conference room with a long table, six chairs, a flat-screen TV, and framed pictures on the wall.

A swimming pool with a clear view of the surrounding area, including a door and a window with a view of the outside.

A modern hotel lobby with a seating area, a map mural, and a television.

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

Chesterfield

NEBAHAT

฿3,744

฿4,357 total

includes taxes & fees

30 Aug - 31 Aug

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.

15. Homewood Suites by Hilton St. Louis-Chesterfield

Chesterfield

Amy

฿3,477

฿4,033 total

includes taxes & fees

7 Sept - 8 Sept

A spacious lobby with modern seating, a reception desk, and large windows offering views of the parking area.

A hotel room with a bed, a desk, a television, and a lamp.

A seating area with three grey armchairs and a central glass-top table, a wooden floor, and a view of parked cars through large windows.

A spacious indoor area with multiple wooden tables and chairs, large windows, and a high ceiling with exposed beams.

16. Pear Tree Inn St. Louis Airport

St. Ann

Darren

฿2,958

฿3,483 total

includes taxes & fees

3 Sept - 4 Sept

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

A modern building with large glass windows and a covered outdoor area with tables and chairs.

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

A large, multi-story hotel with the name "Doubletree by Hilton" prominently displayed on the facade.

17. DoubleTree by Hilton Hotel St. Louis - Chesterfield

Chesterfield

Shon

฿3,747

฿4,346 total

includes taxes & fees

26 Sept - 27 Sept

A hotel with multiple floors, a parking lot, and a body of water in front.

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

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

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

18. Hilton Garden Inn Chesterfield

Chesterfield

Brian

฿3,747

฿4,360 total

includes taxes & fees

13 Sept - 14 Sept

A bar area with a long counter displaying numerous bottles of alcohol and several empty wine glasses lined up.

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

A gym with various exercise equipment, large windows, and a skylight.

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

St. Louis

Emily

฿3,808

฿4,530 total

includes taxes & fees

27 Sept - 28 Sept

A modern living room with a built-in fireplace, a large flat-screen TV, a unique hexagonal pendant light, and a patterned rug.

A modern dining area with a long table, multiple chairs, and a unique chandelier.

A multi-story hotel with a stone facade, a covered entrance, and a parking lot.

A corridor with snack bags, a refrigerator stocked with Mountain Dew, and a view into a room with a ceiling fan.

20. Hyatt Select St. Louis Airport

Woodson Terrace

Paige

฿3,642

฿4,479 total

includes taxes & fees

20 Sept - 21 Sept

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Top Winchester Hotel Reviews

Pear Tree Inn St. Louis Near Union Station

10/10 Excellent

"perfect!"

Live by Loews - St.Louis

8/10 Good

"Close proximity to Busch stadium."

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

10/10 Excellent

"Great staff, super friendly, loved the waitress at the resturant."

Courtyard by Marriott St. Louis Downtown/Convention Center

10/10 Excellent

"Great location and friendly, helpful staff"

Pear Tree Inn St. Louis Airport

10/10 Excellent

"This property was very clean, staff was very kind and friendly. The continental breakfast was definitely better than most and they have a shuttle to and from the airport that runs 24 hours a day every 20 minutes that is free for guests. Will definitely stay here again."

Hilton St. Louis at the Ballpark

8/10 Good

"Our room was over $300 a night and it had paint chipping everywhere and needed repairs. It was clean just out of date."

Forest Park Hotel by MDR

8/10 Good

"Free parking, clean big room, with microwave and fridge and affordable."

More cheap stays in Winchester

Motel 6 Hazelwood, MO

5781 Campus Ct Hazelwood MO

฿1,984

฿2,425 total

1 Sept - 2 Sept

includes taxes & fees

8.4/10 Very good! (2,182 reviews)

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

1970 Craig Rd Maryland Heights MO

฿2,235

฿2,593 total

31 Aug - 1 Sept

includes taxes & fees

Best Western St. Louis Inn

6224 Heimos Industrial Park Dr St. Louis MO

฿2,472

฿2,843 total

17 Sept - 18 Sept

includes taxes & fees

Pear Tree Inn St. Louis Arnold

1201 Drury Ln Arnold MO

฿2,958

฿3,420 total

3 Sept - 4 Sept

includes taxes & fees

Pear Tree Inn St. Louis Airport

10810 Pear Tree Ln St. Ann MO

฿2,958

฿3,483 total

3 Sept - 4 Sept

includes taxes & fees

9.2/10 Wonderful! (3,206 reviews)

Tru By Hilton St. Louis Downtown

1221 Locus Street St. Louis MO

฿3,208

฿3,751 total

10 Sept - 11 Sept

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Winchester?

Hyatt Regency St. Louis at The Arch, located 18.5 mi (29.8 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 Clayton Plaza Hotel & Extended Stay and Hollywood Casino & Hotel St. Louis. 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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Book Hotels in Winchester on Expedia.com

Find hotels in Winchester, MO from ฿2,425

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. Drury Inn & Suites Southwest St. Louis

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

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

5. Drury Plaza Hotel St. Louis Chesterfield

6. Best Western Plus Fenton

7. The Wildwood Hotel

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

9. Sonesta ES Suites St. Louis - Chesterfield

10. Hampton Inn St. Louis/Chesterfield

11. Courtyard by Marriott St. Louis Chesterfield

12. Drury Plaza Hotel St. Louis Creve Coeur

13. Wingate by Wyndham St. Louis Airport

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

15. Homewood Suites by Hilton St. Louis-Chesterfield

16. Pear Tree Inn St. Louis Airport

17. DoubleTree by Hilton Hotel St. Louis - Chesterfield

18. Hilton Garden Inn Chesterfield

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

20. Hyatt Select St. Louis Airport

Top Winchester Hotel Reviews

Pear Tree Inn St. Louis Near Union Station

Live by Loews - St.Louis

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

Courtyard by Marriott St. Louis Downtown/Convention Center

Pear Tree Inn St. Louis Airport

Hilton St. Louis at the Ballpark

Forest Park Hotel by MDR

More cheap stays in Winchester

Motel 6 Hazelwood, MO

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

Best Western St. Louis Inn

Pear Tree Inn St. Louis Arnold

Pear Tree Inn St. Louis Airport

Tru By Hilton St. Louis Downtown

Frequently asked questions

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