Hotels in Winchester from P4,910 for 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 hotel room with three computer workstations, each with a monitor, keyboard, and a lamp.

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.

1. Hyatt Place St. Louis/Chesterfield

Chesterfield

Debbie

P7,569

P8,779 total

includes taxes & fees

Oct 18 - Oct 19

A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.

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 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

Terry

P6,903

P8,033 total

includes taxes & fees

Oct 18 - Oct 19

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

Chasity

P8,158

P9,462 total

includes taxes & fees

Oct 18 - Oct 19

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

4. Hampton Inn St. Louis/Chesterfield

Chesterfield

Monica

P6,615

P7,672 total

includes taxes & fees

Oct 26 - Oct 27

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.

5. Drury Inn & Suites Southwest St. Louis

Valley Park

Randy

P6,966

P8,149 total

includes taxes & fees

Oct 18 - Oct 19

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

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

A swimming pool with lounge chairs and a fence.

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

6. Homewood Suites by Hilton St. Louis-Chesterfield

Chesterfield

Sekar Reddy

P6,880

P7,980 total

includes taxes & fees

Oct 27 - Oct 28

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

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.

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

7. DoubleTree by Hilton Hotel St. Louis - Chesterfield

Chesterfield

Saranne

P8,697

P10,088 total

includes taxes & fees

Oct 30 - Oct 31

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

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

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

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

8. Courtyard by Marriott St. Louis Chesterfield

Chesterfield

Kelly

P7,529

P8,761 total

includes taxes & fees

Oct 26 - Oct 27

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 lobby with a high ceiling, multiple hanging pendant lights, a reception desk with a Missouri US 66 sign, and large windows allowing natural light.

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

Fenton

Dashaun

P5,601

P6,469 total

includes taxes & fees

Nov 1 - Nov 2

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 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.

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

St. Louis

Eric

P7,159

P8,519 total

includes taxes & fees

Oct 25 - Oct 26

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.

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

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

11. Best Western Plus Fenton

Fenton

Brian

P6,028

P6,961 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

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

Fenton

Donna

P5,966

P6,890 total

includes taxes & fees

Nov 12 - Nov 13

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

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

13. Hilton Garden Inn Chesterfield

Chesterfield

Samantha

P6,615

P7,697 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 store interior with a 'Treats' sign, snack shelves, and a chalkboard with a welcome message.

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.

14. Hampton Inn & Suites St. Louis/Chesterfield

Chesterfield

Vijay

P7,415

P8,628 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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

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

15. Drury Plaza Hotel St. Louis Creve Coeur

Creve Coeur

Salvatore

P8,221

P9,556 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

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

16. The Wildwood Hotel

Wildwood

Rachell

P5,191

P6,046 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 hotel lobby with a seating area, a desk, and large windows offering a view of the outside.

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.

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

St. Louis

Edward

P6,295

P7,316 total

includes taxes & fees

Nov 1 - Nov 2

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 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.

18. Sonesta ES Suites St. Louis - Chesterfield

Chesterfield

P6,188

P7,178 total

includes taxes & fees

Nov 1 - Nov 2

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

A swimming pool with clear blue water, surrounded by lounge chairs and a fenced area.

Two white cups of coffee on a reflective black surface with a glass of milk in the background.

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

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

Fenton

Cooper

P4,960

P5,729 total

includes taxes & fees

Oct 27 - Oct 28

A courtyard with outdoor seating, a fire pit, and a well-maintained garden.

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

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

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

20. Courtyard by Marriott St Louis Creve Coeur

Creve Coeur

Scott

P7,682

P8,929 total

includes taxes & fees

Oct 25 - Oct 26

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Top Winchester Hotel Reviews

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."

Live by Loews - St.Louis

10/10 Excellent

"The area was nice and in the center of what we wanted to do for the weekend!!"

More cheap stays in Winchester

Best Western St. Louis Inn

6224 Heimos Industrial Park Dr St. Louis MO

P4,270

P4,910 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

P5,648

P6,706 total

Oct 18 - Oct 19

includes taxes & fees

9.2/10 Wonderful! (3,290 reviews)

Tru By Hilton St. Louis Downtown

1221 Locus Street St. Louis MO

P5,818

P6,803 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

P7,453

P8,565 total

Oct 25 - Oct 26

includes taxes & fees

The West End

4215 Lindell Blvd St. Louis MO

P6,483

P8,836 total

Oct 18 - Oct 19

includes taxes & fees

AC Hotel St. Louis Clayton

227 South Central Ave St. Louis MO

P8,063

P9,412 total

Oct 18 - Oct 19

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.

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.

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.

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Winchester Hotels

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. Hampton Inn St. Louis/Chesterfield

5. Drury Inn & Suites Southwest St. Louis

6. Homewood Suites by Hilton St. Louis-Chesterfield

7. DoubleTree by Hilton Hotel St. Louis - Chesterfield

8. Courtyard by Marriott St. Louis Chesterfield

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

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

11. Best Western Plus Fenton

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

13. Hilton Garden Inn Chesterfield

14. Hampton Inn & Suites St. Louis/Chesterfield

15. Drury Plaza Hotel St. Louis Creve Coeur

16. The Wildwood Hotel

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

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

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

Live by Loews - St.Louis

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

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