𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Winchester (2026)

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Go beyond your typical stay in Winchester

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

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

₹11,448

₹13,278 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

Chesterfield

Terry

₹10,442

₹12,151 total

includes taxes & fees

25 Oct - 26 Oct

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

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

3. Drury Plaza Hotel St. Louis Chesterfield

Chesterfield

Chasity

₹12,220

₹14,173 total

includes taxes & fees

1 Nov - 2 Nov

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

A Hampton Inn building with a beige facade, American flag, and a sign above the entrance.

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

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

4. Hampton Inn St. Louis/Chesterfield

Chesterfield

joe

₹9,957

₹11,549 total

includes taxes & fees

28 Oct - 29 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 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.

5. Courtyard by Marriott St. Louis Chesterfield

Chesterfield

Kelly

₹9,556

₹11,119 total

includes taxes & fees

20 Nov - 21 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 hotel room with a bed, a desk with a computer, a television, a sofa, and a window with a view.

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.

6. Drury Inn & Suites Southwest St. Louis

Valley Park

Michael

₹10,863

₹12,708 total

includes taxes & fees

28 Oct - 29 Oct

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 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.

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

Fenton

Dashaun

₹8,431

₹9,738 total

includes taxes & fees

10 Nov - 11 Nov

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 orange furniture, a glass coffee table, a dining area with a table and chairs, and a patterned carpet.

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

April

₹13,091

₹15,185 total

includes taxes & fees

30 Oct - 31 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 modern bathroom with a large mirror, white vanity, and a bathtub.

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

9. The Wildwood Hotel

Wildwood

Lori

₹7,813

₹9,101 total

includes taxes & fees

9 Nov - 10 Nov

A modern dining area with multiple tables and chairs, recessed ceiling lights, and a kitchen in the background.

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.

An indoor swimming pool with tiled flooring, a pool ladder, and lounge chairs.

10. Best Western Plus Fenton

Fenton

Brian

₹8,753

₹10,106 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

Fenton

William

₹7,467

₹8,624 total

includes taxes & fees

29 Oct - 30 Oct

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

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

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

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

Fenton

Hollis

₹8,219

₹9,492 total

includes taxes & fees

22 Nov - 23 Nov

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 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.

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

St. Louis

Eric

₹10,486

₹12,483 total

includes taxes & fees

22 Nov - 23 Nov

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 reception desk with a "WELCOME TO THE SHOW ME STATE" sign, a wooden counter, and a Hilton Honors sign.

A modern hotel room with a large window, a desk with a flat-screen TV, a comfortable seating area, and a decorative wall piece.

14. Hampton Inn & Suites St. Louis/Chesterfield

Chesterfield

Vijay

₹8,753

₹10,185 total

includes taxes & fees

15 Nov - 16 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 seating area, a desk, and large windows offering a view of the outside.

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

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

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

St. Louis

Edward

₹9,395

₹10,920 total

includes taxes & fees

22 Nov - 23 Nov

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

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

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'.

16. Drury Plaza Hotel St. Louis Creve Coeur

Creve Coeur

Shannon

₹11,619

₹13,505 total

includes taxes & fees

22 Nov - 23 Nov

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

A multi-story hotel with a modern design, featuring a covered entrance and a parking lot with marked spaces.

A gym with exercise equipment, dumbbells, and motivational wall art.

A room with a blue sofa, two cushions, a small table, and a wall-mounted light fixture.

17. Comfort Suites St. Louis - Sunset Hills

St. Louis

Amanda

₹11,949

₹13,890 total

includes taxes & fees

28 Oct - 29 Oct

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

18. Sonesta ES Suites St. Louis - Chesterfield

Chesterfield

David

₹9,440

₹10,949 total

includes taxes & fees

25 Oct - 26 Oct

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

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

19. Hilton Garden Inn Chesterfield

Chesterfield

Samantha

₹9,957

₹11,586 total

includes taxes & fees

1 Nov - 2 Nov

A modern lounge area with a stone fireplace, a blue sofa, and a small table.

An indoor swimming pool with lounge chairs and tables, large windows, and a clock on the wall.

A modern lobby with a blue sofa, a reception desk, and a snack bar.

A Fairfield Inn & Suites Marriott hotel entrance with a modern design, featuring a brick facade, a covered entrance area, and a clear sky in the background.

20. Fairfield Inn & Suites St Louis Westport

Westport

Alan

₹11,964

₹13,997 total

includes taxes & fees

30 Oct - 31 Oct

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Top Winchester Hotel Reviews

Drury Plaza Hotel St. Louis at the Arch

10/10 Excellent

"They had complementary breakfast and a kick back in the afternoon with two alcoholic drinks for adults. The ambience was really nice. The staff was super sweet. Shout out to the cleaning staff they were amazing with doing their work and also being super friendly in the hallways."

Pear Tree Inn St. Louis Near Union Station

10/10 Excellent

"Loved the area to the event"

Courtyard by Marriott St. Louis Downtown/Convention Center

10/10 Excellent

"Spacious and clean, within walking distance of the Arch and Sugarfire a great barbecue restaurant. No complaints."

Ameristar Casino Resort and Spa

10/10 Excellent

"Room was quite large and very comfortable."

Drury Plaza Hotel St. Louis Union Station

10/10 Excellent

"The staff were friendly and helpful. It was a wonderful stay a around"

21C Museum Hotel St Louis

10/10 Excellent

"Everything was WONDERFUL"

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

10/10 Excellent

"Exceeded our expectations."

Live by Loews - St.Louis

10/10 Excellent

"Great place to stay."

More cheap stays in Winchester

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

1970 Craig Rd Maryland Heights MO

₹5,621

₹6,520 total

9 Nov - 10 Nov

includes taxes & fees

4.4/10 (1,003 reviews)

Best Western St. Louis Inn

6224 Heimos Industrial Park Dr St. Louis MO

₹6,726

₹7,734 total

29 Oct - 30 Oct

includes taxes & fees

Tru By Hilton St. Louis Downtown

1221 Locus Street St. Louis MO

₹6,986

₹8,169 total

15 Nov - 16 Nov

includes taxes & fees

7.8/10 Good! (1,011 reviews)

Pear Tree Inn St. Louis Arnold

1201 Drury Ln Arnold MO

₹8,501

₹9,827 total

28 Oct - 29 Oct

includes taxes & fees

9.4/10 Exceptional! (1,011 reviews)

Pear Tree Inn St. Louis Airport

10810 Pear Tree Ln St. Ann MO

₹8,501

₹10,094 total

29 Oct - 30 Oct

includes taxes & fees

The West End

4215 Lindell Blvd St. Louis MO

₹9,159

₹12,599 total

8 Nov - 9 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.

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.

Explore a world of travel with Expedia

Book Hotels in Winchester on Expedia.com

Winchester Hotels from ₹6,520

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. Courtyard by Marriott St. Louis Chesterfield

6. Drury Inn & Suites Southwest St. Louis

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

8. DoubleTree by Hilton Hotel St. Louis - Chesterfield

9. The Wildwood Hotel

10. Best Western Plus Fenton

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

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

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

14. Hampton Inn & Suites St. Louis/Chesterfield

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

16. Drury Plaza Hotel St. Louis Creve Coeur

17. Comfort Suites St. Louis - Sunset Hills

18. Sonesta ES Suites St. Louis - Chesterfield

19. Hilton Garden Inn Chesterfield

20. Fairfield Inn & Suites St Louis Westport

Top Winchester Hotel Reviews

Drury Plaza Hotel St. Louis at the Arch

Pear Tree Inn St. Louis Near Union Station

Courtyard by Marriott St. Louis Downtown/Convention Center

Ameristar Casino Resort and Spa

Drury Plaza Hotel St. Louis Union Station

21C Museum Hotel St Louis

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Live by Loews - St.Louis

More cheap stays in Winchester

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

Best Western St. Louis Inn

Tru By Hilton St. Louis Downtown

Pear Tree Inn St. Louis Arnold

Pear Tree Inn St. Louis Airport

The West End

Frequently asked questions

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