Best Winchester Hotels in 2026 from HK$614 - 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 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 hotel room with three computer workstations, each with a monitor, keyboard, and a lamp.

1. Hyatt Place St. Louis/Chesterfield

Chesterfield

Debbie

HK$946

HK$1,098 total

includes taxes & fees

18 Oct - 19 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 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.

2. Drury Plaza Hotel St. Louis Chesterfield

Chesterfield

Chasity

HK$1,020

HK$1,183 total

includes taxes & fees

15 Nov - 16 Nov

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 pool area with a blue pool lift chair, a pool user capacity sign, and a tiled wall.

A Holiday Inn Express & Suites building with a brick facade, a covered entrance, and a numbered address.

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

Chesterfield

Terry

HK$840

HK$977 total

includes taxes & fees

15 Nov - 16 Nov

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

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.

A reception desk with a wooden finish, a clock, and a sign for Marriott Bonvoy.

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

Chesterfield

Charles

HK$841

HK$975 total

includes taxes & fees

26 Oct - 27 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 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.

5. Hampton Inn & Suites St. Louis/Chesterfield

Chesterfield

Vijay

HK$927

HK$1,079 total

includes taxes & fees

15 Nov - 16 Nov

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 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.

6. Drury Inn & Suites Southwest St. Louis

Valley Park

Randy

HK$902

HK$1,056 total

includes taxes & fees

22 Oct - 23 Oct

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.

7. Homewood Suites by Hilton St. Louis-Chesterfield

Chesterfield

Sekar Reddy

HK$861

HK$998 total

includes taxes & fees

26 Oct - 27 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.

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.

8. DoubleTree by Hilton Hotel St. Louis - Chesterfield

Chesterfield

Saranne

HK$1,088

HK$1,261 total

includes taxes & fees

15 Nov - 16 Nov

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

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

9. Hilton Garden Inn Chesterfield

Chesterfield

Samantha

HK$827

HK$963 total

includes taxes & fees

1 Nov - 2 Nov

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

10. Sonesta ES Suites St. Louis - Chesterfield

Chesterfield

David

HK$774

HK$898 total

includes taxes & fees

1 Nov - 2 Nov

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 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.

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

Fenton

Dashaun

HK$700

HK$809 total

includes taxes & fees

15 Nov - 16 Nov

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.

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

12. Best Western Plus Fenton

Fenton

Brian

HK$754

HK$870 total

includes taxes & fees

15 Nov - 16 Nov

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.

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

Fenton

Donna

HK$714

HK$825 total

includes taxes & fees

15 Nov - 16 Nov

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 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.

14. The Wildwood Hotel

Wildwood

Rachell

HK$649

HK$756 total

includes taxes & fees

26 Oct - 27 Oct

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

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.

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

15. Hampton Inn St. Louis/Chesterfield

Chesterfield

Monica

HK$827

HK$959 total

includes taxes & fees

9 Nov - 10 Nov

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 hotel room with a bed, a sofa, a desk, and a chair.

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

16. Courtyard by Marriott St. Louis Chesterfield

Chesterfield

Kelly

HK$942

HK$1,096 total

includes taxes & fees

26 Oct - 27 Oct

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 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.

17. Drury Plaza Hotel St. Louis Creve Coeur

Creve Coeur

Salvatore

HK$1,028

HK$1,195 total

includes taxes & fees

1 Nov - 2 Nov

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 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.

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

St. Louis

Edward

HK$787

HK$915 total

includes taxes & fees

15 Nov - 16 Nov

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

Eric

HK$871

HK$1,037 total

includes taxes & fees

15 Nov - 16 Nov

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 Courtyard by Marriott hotel with a modern facade, a covered entrance, and landscaped gardens.

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

20. Courtyard by Marriott St Louis Creve Coeur

Creve Coeur

Scott

HK$960

HK$1,116 total

includes taxes & fees

25 Oct - 26 Oct

View all properties

Hotels recommended for families in Winchester

Hyatt Place St. Louis/Chesterfield

Chesterfield

HK$946

HK$1,098 total

includes taxes & fees

18 Oct - 19 Oct

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

Chesterfield

HK$840

HK$977 total

includes taxes & fees

15 Nov - 16 Nov

Drury Plaza Hotel St. Louis Chesterfield

Chesterfield

HK$1,020

HK$1,183 total

includes taxes & fees

15 Nov - 16 Nov

Hampton Inn & Suites St. Louis/Chesterfield

Chesterfield

HK$927

HK$1,079 total

includes taxes & fees

15 Nov - 16 Nov

Courtyard by Marriott St. Louis Chesterfield

Chesterfield

HK$942

HK$1,096 total

includes taxes & fees

26 Oct - 27 Oct

Drury Inn & Suites Southwest St. Louis

Valley Park

HK$902

HK$1,056 total

includes taxes & fees

22 Oct - 23 Oct

Holiday Inn St Louis SW - Route 66 by IHG

St. Louis

HK$871

HK$1,037 total

includes taxes & fees

15 Nov - 16 Nov

DoubleTree by Hilton Hotel St. Louis - Chesterfield

Chesterfield

HK$1,088

HK$1,261 total

includes taxes & fees

15 Nov - 16 Nov

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Top Winchester Hotel Reviews

Drury Plaza Hotel St. Louis Union Station

10/10 Excellent

"Great location! The hotel is within walking distance of many places, making it easy to explore the area. The Ferris wheel is right in front of the hotel, which is such a nice touch! Even if you don’t take a ride, just enjoying the beautiful view is worth it. .😊"

Hyatt Regency St. Louis at The Arch

10/10 Excellent

"Beautiful property & location! Close to everything & a walk directly to the Arch."

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

10/10 Excellent

"Very clean and spacious room!"

Pear Tree Inn St. Louis Near Union Station

10/10 Excellent

"Perfect. Always. Thank you!"

Drury Plaza Hotel St. Louis at the Arch

10/10 Excellent

"Everything was clean and everyone was very friendly. Loved Lavern and her singing. Will definitely stay again. This was our first time at a drury inn"

Courtyard by Marriott St. Louis Downtown/Convention Center

10/10 Excellent

"Charming classic hotel. Perfect location. Great price point. Spacious room. Very comfortable bed."

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."

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!!"

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

10/10 Excellent

"Very cute hotel. Definitely would stay again. We were busy this trip so didn’t have time to check out the rooftop bar. Would have liked to have done that."

More cheap stays in Winchester

Best Western St. Louis Inn

6224 Heimos Industrial Park Dr St. Louis MO

HK$534

HK$614 total

25 Oct - 26 Oct

includes taxes & fees

Pear Tree Inn St. Louis Airport

10810 Pear Tree Ln St. Ann MO

HK$706

HK$839 total

29 Oct - 30 Oct

includes taxes & fees

Tru By Hilton St. Louis Downtown

1221 Locus Street St. Louis MO

HK$727

HK$850 total

15 Nov - 16 Nov

includes taxes & fees

7.8/10 Good! (1,014 reviews)

The West End

4215 Lindell Blvd St. Louis MO

HK$773

HK$1,061 total

15 Nov - 16 Nov

includes taxes & fees

Hampton Inn St. Charles St. Peters

3720 W Clay St St. Charles MO

HK$931

HK$1,070 total

25 Oct - 26 Oct

includes taxes & fees

AC Hotel St. Louis Clayton

227 South Central Ave St. Louis MO

HK$1,008

HK$1,176 total

15 Nov - 16 Nov

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 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.

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

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!: This holiday home rental outside of Winchester is located in the city centre, and has a patio, a garden and a BBQ 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 holiday with amenities such as 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! 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 HK$614

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

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

5. Hampton Inn & Suites St. Louis/Chesterfield

6. Drury Inn & Suites Southwest St. Louis

7. Homewood Suites by Hilton St. Louis-Chesterfield

8. DoubleTree by Hilton Hotel St. Louis - Chesterfield

9. Hilton Garden Inn Chesterfield

10. Sonesta ES Suites St. Louis - Chesterfield

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

12. Best Western Plus Fenton

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

14. The Wildwood Hotel

15. Hampton Inn St. Louis/Chesterfield

16. Courtyard by Marriott St. Louis Chesterfield

17. Drury Plaza Hotel St. Louis Creve Coeur

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

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

20. Courtyard by Marriott St Louis Creve Coeur

Hotels recommended for families in Winchester

Hyatt Place St. Louis/Chesterfield

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

Drury Plaza Hotel St. Louis Chesterfield

Hampton Inn & Suites St. Louis/Chesterfield

Courtyard by Marriott St. Louis Chesterfield

Drury Inn & Suites Southwest St. Louis

Holiday Inn St Louis SW - Route 66 by IHG

DoubleTree by Hilton Hotel St. Louis - Chesterfield

Top Winchester Hotel Reviews

Drury Plaza Hotel St. Louis Union Station

Hyatt Regency St. Louis at The Arch

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

Pear Tree Inn St. Louis Near Union Station

Drury Plaza Hotel St. Louis at the Arch

Courtyard by Marriott St. Louis Downtown/Convention Center

21C Museum Hotel St Louis

Live by Loews - St.Louis

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

More cheap stays in Winchester

Best Western St. Louis Inn

Pear Tree Inn St. Louis Airport

Tru By Hilton St. Louis Downtown

The West End

Hampton Inn St. Charles St. Peters

AC Hotel St. Louis Clayton

Frequently asked questions

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