𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Winchester (2026)

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Our top choices for Winchester hotels

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 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.

1. Drury Inn & Suites Southwest St. Louis

Valley Park

Larry

S$177

includes taxes & fees

3 Sept - 4 Sept

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

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.

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

2. The Wildwood Hotel

Wildwood

Hailey

S$119

includes taxes & fees

31 Aug - 1 Sept

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 modern hotel with a covered entrance, brick facade, and a parking area.

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

Fenton

LINDSAY

S$138

includes taxes & fees

6 Sept - 7 Sept

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

A Holiday Inn Express & Suites building with a prominent sign, a covered entrance, and a flagpole with flags.

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

Fenton

William

S$137

includes taxes & fees

27 Sept - 28 Sept

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 swimming pool with a tiled deck, a sunlit room with a view, and a seating area with chairs.

5. Hyatt Place St. Louis/Chesterfield

Chesterfield

Taylor

S$173

includes taxes & fees

13 Sept - 14 Sept

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

6. Drury Plaza Hotel St. Louis Chesterfield

Chesterfield

Andrea T

S$192

includes taxes & fees

3 Sept - 4 Sept

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

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

7. Best Western Plus Fenton

Fenton

Evelyn

S$146

includes taxes & fees

3 Sept - 4 Sept

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 bedroom visible through a door.

8. Sonesta ES Suites St. Louis - Chesterfield

Chesterfield

Ernest L

S$147

includes taxes & fees

30 Aug - 31 Aug

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

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

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.

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

Chesterfield

Carl

S$158

includes taxes & fees

13 Sept - 14 Sept

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

A modern building with large glass windows and a covered outdoor area with tables and chairs.

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

Shon

S$168

includes taxes & fees

26 Sept - 27 Sept

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

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.

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

11. Hampton Inn St. Louis/Chesterfield

Chesterfield

Megan

S$150

includes taxes & fees

20 Sept - 21 Sept

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

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

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

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

12. Courtyard by Marriott St. Louis Chesterfield

Chesterfield

Kelly

S$185

includes taxes & fees

30 Aug - 31 Aug

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

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.

A modern lounge area with grey armchairs, a sofa, a TV, and a bookshelf.

13. Drury Plaza Hotel St. Louis Creve Coeur

Creve Coeur

Ryan

S$190

includes taxes & fees

27 Sept - 28 Sept

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

A conference room with a long table, six chairs, a flat-screen TV, and framed pictures on the wall.

A swimming pool with a clear view of the surrounding area, including a door and a window with a view of the outside.

A modern hotel lobby with a seating area, a map mural, and a television.

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

Chesterfield

NEBAHAT

S$169

includes taxes & fees

30 Aug - 31 Aug

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

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.

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

A swimming pool with lounge chairs and a fence.

15. Homewood Suites by Hilton St. Louis-Chesterfield

Chesterfield

Amy

S$156

includes taxes & fees

7 Sept - 8 Sept

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.

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

St. Louis

Emily

S$174

includes taxes & fees

27 Sept - 28 Sept

A hotel with multiple floors, a parking lot, and a body of water in front.

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

17. Hilton Garden Inn Chesterfield

Chesterfield

Brian

S$169

includes taxes & fees

20 Sept - 21 Sept

A modern lobby with a stone fireplace, blue sofas, and potted plants.

A modern kitchen with a coffee machine, microwave, and refrigerator. There is a dining area with tables and chairs.

A modern building with a stone facade, large windows, and a covered entrance area.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.

18. Comfort Suites St. Louis - Sunset Hills

St. Louis

Sasha

S$187

includes taxes & fees

10 Sept - 11 Sept

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 dining area with multiple tables and chairs, large windows offering a view of the outdoors, and a mix of natural and artificial lighting.

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

St. Louis

Crystal

S$155

includes taxes & fees

27 Sept - 28 Sept

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

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.

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

20. Courtyard by Marriott St Louis Creve Coeur

Creve Coeur

Scott

S$169

includes taxes & fees

27 Sept - 28 Sept

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Top Winchester Hotel Reviews

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

10/10 Excellent

"Convenient location"

Pear Tree Inn St. Louis Airport

10/10 Excellent

"My third time staying here. The front desk host was one of the best! The location is perfect for traveling. Ill be back again!"

Drury Plaza Hotel St. Louis Union Station

8/10 Good

"Nice place and can walk right out to activities and restaurants the only complaint i have was the ac unit everytime it kicked on it was very loud and woke me up"

Live by Loews - St.Louis

8/10 Good

"Close proximity to Busch stadium."

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

10/10 Excellent

"Great staff, super friendly, loved the waitress at the resturant."

Courtyard by Marriott St. Louis Downtown/Convention Center

10/10 Excellent

"Great location and friendly, helpful staff"

Hilton St. Louis at the Ballpark

8/10 Good

"Our room was over $300 a night and it had paint chipping everywhere and needed repairs. It was clean just out of date."

Forest Park Hotel by MDR

8/10 Good

"Free parking, clean big room, with microwave and fridge and affordable."

More cheap stays in Winchester

Motel 6 Hazelwood, MO

5781 Campus Ct Hazelwood MO

S$94

2 Sept - 3 Sept

includes taxes & fees

8.4/10 Very good! (2,182 reviews)

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

1970 Craig Rd Maryland Heights MO

S$100

24 Sept - 25 Sept

includes taxes & fees

Best Western St. Louis Inn

6224 Heimos Industrial Park Dr St. Louis MO

S$110

17 Sept - 18 Sept

includes taxes & fees

Pear Tree Inn St. Louis Arnold

1201 Drury Ln Arnold MO

S$132

3 Sept - 4 Sept

includes taxes & fees

Pear Tree Inn St. Louis Airport

10810 Pear Tree Ln St. Ann MO

S$135

3 Sept - 4 Sept

includes taxes & fees

9.2/10 Wonderful! (3,208 reviews)

Tru By Hilton St. Louis Downtown

1221 Locus Street St. Louis MO

S$145

7 Sept - 8 Sept

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Winchester?

Hyatt Regency St. Louis at The Arch, located 18.5 mi (29.8 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 Clayton Plaza Hotel & Extended Stay and Hollywood Casino & Hotel St. Louis. 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 S$94

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. Drury Inn & Suites Southwest St. Louis

2. The Wildwood Hotel

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

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

5. Hyatt Place St. Louis/Chesterfield

6. Drury Plaza Hotel St. Louis Chesterfield

7. Best Western Plus Fenton

8. Sonesta ES Suites St. Louis - Chesterfield

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

10. DoubleTree by Hilton Hotel St. Louis - Chesterfield

11. Hampton Inn St. Louis/Chesterfield

12. Courtyard by Marriott St. Louis Chesterfield

13. Drury Plaza Hotel St. Louis Creve Coeur

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

15. Homewood Suites by Hilton St. Louis-Chesterfield

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

17. Hilton Garden Inn Chesterfield

18. Comfort Suites St. Louis - Sunset Hills

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

20. Courtyard by Marriott St Louis Creve Coeur

Top Winchester Hotel Reviews

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Pear Tree Inn St. Louis Airport

Drury Plaza Hotel St. Louis Union Station

Live by Loews - St.Louis

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

Courtyard by Marriott St. Louis Downtown/Convention Center

Hilton St. Louis at the Ballpark

Forest Park Hotel by MDR

More cheap stays in Winchester

Motel 6 Hazelwood, MO

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

Best Western St. Louis Inn

Pear Tree Inn St. Louis Arnold

Pear Tree Inn St. Louis Airport

Tru By Hilton St. Louis Downtown

Frequently asked questions

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