Top 10 Hotels in Winchester, MO from ￥12,381 - Competitive Prices

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Winchester

Pet friendly

Apartment

Apart hotel

Pool

Spa

Family friendly

Hot tub

Condo

Cottage

Waterpark

Cabin

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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

Chesterfield

Debbie

￥19,132

￥22,190 total

includes taxes & fees

Oct 18 - Oct 19

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 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

Chesterfield

Terry

￥17,417

￥20,268 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

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

3. Drury Plaza Hotel St. Louis Chesterfield

Chesterfield

Chasity

￥20,583

￥23,874 total

includes taxes & fees

Oct 22 - Oct 23

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.

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

4. Drury Inn & Suites Southwest St. Louis

Valley Park

Randy

￥17,607

￥20,596 total

includes taxes & fees

Oct 18 - Oct 19

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 snack display with various packaged snacks and a 'Treats' sign above.

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

5. Hampton Inn St. Louis/Chesterfield

Chesterfield

Monica

￥16,689

￥19,356 total

includes taxes & fees

Nov 2 - Nov 3

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.

6. Homewood Suites by Hilton St. Louis-Chesterfield

Chesterfield

Sekar Reddy

￥17,362

￥20,138 total

includes taxes & fees

Oct 28 - Oct 29

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

7. Courtyard by Marriott St. Louis Chesterfield

Chesterfield

￥19,032

￥22,145 total

includes taxes & fees

Oct 26 - Oct 27

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 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.

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

Fenton

Dashaun

￥14,132

￥16,322 total

includes taxes & fees

Nov 10 - Nov 11

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

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.

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

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

St. Louis

Eric

￥18,051

￥21,479 total

includes taxes & fees

Oct 25 - Oct 26

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 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.

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

10. DoubleTree by Hilton Hotel St. Louis - Chesterfield

Chesterfield

Saranne

￥21,943

￥25,451 total

includes taxes & fees

Nov 8 - Nov 9

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

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

11. The Wildwood Hotel

Wildwood

￥13,120

￥15,283 total

includes taxes & fees

Oct 26 - Oct 27

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

Edward

￥15,912

￥18,495 total

includes taxes & fees

Nov 1 - Nov 2

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.

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

13. Best Western Plus Fenton

Fenton

Brian

￥15,237

￥17,596 total

includes taxes & fees

Nov 1 - Nov 2

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.

14. Drury Plaza Hotel St. Louis Creve Coeur

Creve Coeur

Salvatore

￥20,780

￥24,156 total

includes taxes & fees

Nov 1 - Nov 2

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

15. Hampton Inn & Suites St. Louis/Chesterfield

Chesterfield

Vijay

￥18,708

￥21,769 total

includes taxes & fees

Nov 8 - Nov 9

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 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.

16. Hilton Garden Inn Chesterfield

Chesterfield

Samantha

￥16,689

￥19,419 total

includes taxes & fees

Nov 2 - Nov 3

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

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

Fenton

Donna

￥15,201

￥17,556 total

includes taxes & fees

Oct 25 - Oct 26

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

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

18. Sonesta ES Suites St. Louis - Chesterfield

Chesterfield

David

￥15,612

￥18,109 total

includes taxes & fees

Nov 2 - Nov 3

A hotel room with two beds, a desk, a chair, a dresser, and a TV.

A dining area with wooden tables and chairs, a kitchen area with a coffee machine, and a brick wall.

A modern building with a brick facade and a green roof.

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

Fenton

Cooper

￥12,516

￥14,455 total

includes taxes & fees

Oct 28 - Oct 29

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 hotel lobby with round tables and chairs, a bar area, and a coffee machine.

A modern bar area with a bar counter, stools, and a television mounted above.

20. Courtyard by Marriott St Louis Creve Coeur

Creve Coeur

￥19,368

￥22,513 total

includes taxes & fees

Oct 25 - Oct 26

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

21C Museum Hotel St Louis

10/10 Excellent

"Wifi unfortunately didn’t work in our room but the other amenities made up for it. If you don’t want to use valet, plan out your parking prior. Besides that everything was awesome."

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."

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."

Courtyard by Marriott St. Louis Downtown/Convention Center

10/10 Excellent

"Great place to stay! Highly recommend!"

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."

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."

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."

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"

Moonrise Hotel

8/10 Good

"I slept well."

More cheap stays in Winchester

Best Western St. Louis Inn

6224 Heimos Industrial Park Dr St. Louis MO

￥10,767

￥12,381 total

Oct 25 - Oct 26

includes taxes & fees

8.4/10 Very Good! (1,183 reviews)

Pear Tree Inn St. Louis Airport

10810 Pear Tree Ln St. Ann MO

￥14,249

￥16,920 total

Oct 22 - Oct 23

includes taxes & fees

9.2/10 Wonderful! (3,290 reviews)

Tru By Hilton St. Louis Downtown

1221 Locus Street St. Louis MO

￥14,698

￥17,186 total

Nov 1 - Nov 2

includes taxes & fees

7.8/10 Good! (1,013 reviews)

Hampton Inn St. Charles St. Peters

3720 W Clay St St. Charles MO

￥18,792

￥21,596 total

Oct 25 - Oct 26

includes taxes & fees

The West End

4215 Lindell Blvd St. Louis MO

￥15,961

￥21,835 total

Nov 8 - Nov 9

includes taxes & fees

AC Hotel St. Louis Clayton

227 South Central Ave St. Louis MO

￥21,400

￥24,981 total

Oct 25 - Oct 26

includes taxes & fees

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 traveler data. Two other choices for your trip to 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.

What are some of the best vacation home rentals that Winchester has to offer?

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!: Visitors like this Winchester vacation home rental. It is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games. See all vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

For additional details about picking new dates or cancelling your trip to Winchester, head over to our customer service page.

What is staying in Winchester like?

Visitors to Winchester are sure to find plenty to explore and enjoy. A top sight in the area is St. Louis Zoo. In Winchester, there are 2 hotels and other accommodations 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. Check out what more 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 temp of 76°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 49 inches.

Explore a world of travel with Expedia

Flights to St. Louis

Book Hotels in Winchester on Expedia.com

Find hotels in Winchester, MO from ￥12,381

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winchester

Check prices for these dates

Filter by

Property class

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 St. Louis/Chesterfield

6. Homewood Suites by Hilton St. Louis-Chesterfield

7. Courtyard by Marriott St. Louis Chesterfield

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

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

10. DoubleTree by Hilton Hotel St. Louis - Chesterfield

11. The Wildwood Hotel

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

13. Best Western Plus Fenton

14. Drury Plaza Hotel St. Louis Creve Coeur

15. Hampton Inn & Suites St. Louis/Chesterfield

16. Hilton Garden Inn Chesterfield

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

18. Sonesta ES Suites St. Louis - Chesterfield

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

20. Courtyard by Marriott St Louis Creve Coeur

Top Winchester Hotel Reviews

21C Museum Hotel St Louis

Pear Tree Inn St. Louis Airport

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

Courtyard by Marriott St. Louis Downtown/Convention Center

Pear Tree Inn St. Louis Near Union Station

Clayton Plaza Hotel & Extended Stay

Drury Plaza Hotel St. Louis at the Arch

Drury Plaza Hotel St. Louis Union Station

Moonrise Hotel

More cheap stays in Winchester

Best Western St. Louis Inn

Pear Tree Inn St. Louis Airport

Tru By Hilton St. Louis Downtown

Hampton Inn St. Charles St. Peters

The West End

AC Hotel St. Louis Clayton

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app