𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Winchester from RM353 (2026) - Fully Refundable Options

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

1. Hyatt Place St. Louis/Chesterfield

Chesterfield

Chelsea

RM529

RM614 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

A Drury Plaza hotel with a modern design, featuring a curved facade, large windows, and a Drury Plaza sign on the top.

2. Drury Plaza Hotel St. Louis Chesterfield

Chesterfield

Cassandra

RM531

RM615 total

includes taxes & fees

25 Oct - 26 Oct

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.

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.

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

Chesterfield

Thomas Kent

RM437

RM507 total

includes taxes & fees

25 Oct - 26 Oct

An indoor swimming pool with clear water, a tiled border, and a no diving sign.

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

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.

4. Hampton Inn St. Louis/Chesterfield

Chesterfield

Ashley

RM415

RM481 total

includes taxes & fees

8 Oct - 9 Oct

A hotel named Sonesta ES Suites with a staircase leading to the entrance, surrounded by well-maintained greenery and red flowers.

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.

A hotel room with a living area, kitchenette, and a bed.

5. Sonesta ES Suites St. Louis - Chesterfield

Chesterfield

Dennis

RM413

RM479 total

includes taxes & fees

30 Oct - 31 Oct

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

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

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.

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

Chesterfield

Steven

RM465

RM542 total

includes taxes & fees

4 Oct - 5 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 spacious lobby with a high ceiling, a flat-screen TV mounted on the wall, and a seating area with sofas and ottomans.

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

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

7. Drury Inn & Suites Southwest St. Louis

Valley Park

Randy

RM469

RM549 total

includes taxes & fees

8 Oct - 9 Oct

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

A swimming pool with lounge chairs and a fence.

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

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.

8. Homewood Suites by Hilton St. Louis-Chesterfield

Chesterfield

Sekar Reddy

RM438

RM509 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 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.

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

Fenton

Dashaun

RM385

RM445 total

includes taxes & fees

4 Oct - 5 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.

10. Best Western Plus Fenton

Fenton

Brian

RM371

RM429 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 formal dining table set for six with a vase of white flowers, candles, and a view of buildings through large windows.

A hotel room with a large bed, a bedside lamp, a telephone, a mirror, and a bathroom with a sink and towel rack.

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

11. The Wildwood Hotel

Wildwood

Ramona

RM372

RM433 total

includes taxes & fees

21 Oct - 22 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 swimming pool surrounded by lush greenery, with blue lounge chairs and a staircase leading to a building.

12. Marriott St. Louis West

St. Louis

Darrel

RM474

RM551 total

includes taxes & fees

11 Oct - 12 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 orange furniture, a glass coffee table, a dining area with a table and chairs, and a patterned carpet.

13. DoubleTree by Hilton Hotel St. Louis - Chesterfield

Chesterfield

Saranne

RM566

RM656 total

includes taxes & fees

25 Oct - 26 Oct

A courtyard with a central seating area, surrounded by trees and a building with a pitched roof.

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

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.

14. Hampton Inn & Suites St. Louis/Chesterfield

Chesterfield

Vijay

RM541

RM629 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

15. Hilton Garden Inn Chesterfield

Chesterfield

Brian

RM415

RM483 total

includes taxes & fees

11 Oct - 12 Oct

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

A hotel room with a large bed, a separate bathroom with a bathtub, a flat-screen TV, and a framed picture on the wall.

A building entrance with a black door, two potted trees, and a welcome sign.

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

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

Fenton

Donna

RM396

RM457 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

St. Louis

Alicia

RM416

RM484 total

includes taxes & fees

4 Oct - 5 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 hotel room with a bed, a sofa, a desk, and a chair.

18. Courtyard by Marriott St. Louis Chesterfield

Chesterfield

Kelly

RM492

RM573 total

includes taxes & fees

11 Oct - 12 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.

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

St. Louis

Arnaud

RM469

RM559 total

includes taxes & fees

29 Oct - 30 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 modern coffee shop interior with wooden furniture, a coffee bar, and a sign for 'KELSO+BROS Coffee Roasters'.

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

20. Drury Plaza Hotel St. Louis Creve Coeur

Creve Coeur

Eryn

RM510

RM593 total

includes taxes & fees

8 Oct - 9 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."

Home2 Suites by Hilton St. Louis Downtown

8/10 Good

"Clean rooms, friendly helpful staff, nice complimentary breakfast and nighttime security make this hotel an incredible value. The location is great too. The beds and pillows are not comfortable but they were very clean. This is not really an issue if traveling for business. I recommend this property."

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

RM307

RM353 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

RM367

RM433 total

4 Oct - 5 Oct

includes taxes & fees

Comfort Suites St Charles - St Louis

1400 S 5th St St. Charles MO

RM378

RM435 total

12 Oct - 13 Oct

includes taxes & fees

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

Tru By Hilton St. Louis Downtown

1221 Locus Street St. Louis MO

RM398

RM466 total

11 Oct - 12 Oct

includes taxes & fees

The West End

4215 Lindell Blvd St. Louis MO

RM339

RM477 total

4 Oct - 5 Oct

includes taxes & fees

Hampton Inn St. Charles St. Peters

3720 W Clay St St. Charles MO

RM456

RM524 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.

Winchester hotels from RM353

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 Plaza Hotel St. Louis Chesterfield

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

4. Hampton Inn St. Louis/Chesterfield

5. Sonesta ES Suites St. Louis - Chesterfield

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

7. Drury Inn & Suites Southwest St. Louis

8. Homewood Suites by Hilton St. Louis-Chesterfield

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

10. Best Western Plus Fenton

11. The Wildwood Hotel

12. Marriott St. Louis West

13. DoubleTree by Hilton Hotel St. Louis - Chesterfield

14. Hampton Inn & Suites St. Louis/Chesterfield

15. Hilton Garden Inn Chesterfield

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

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

18. Courtyard by Marriott St. Louis Chesterfield

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

20. Drury Plaza Hotel St. Louis Creve Coeur

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

Home2 Suites by Hilton St. Louis Downtown

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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