𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Winchester (2026)

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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 hotel room with two beds, a sofa, a small table, a lamp, and a framed abstract painting on the wall.

A hotel room with three computer workstations, each with a monitor, keyboard, and a lamp.

1. Hyatt Place St. Louis/Chesterfield

Chesterfield

S$179

includes taxes & fees

18 Oct - 19 Oct

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.

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

A spacious lobby with a high ceiling, a flat-screen TV mounted on the wall, and a seating area with sofas and ottomans.

2. Drury Inn & Suites Southwest St. Louis

Valley Park

Randy

S$166

includes taxes & fees

18 Oct - 19 Oct

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.

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

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

S$193

includes taxes & fees

19 Oct - 20 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 spacious living area with a staircase, a large painting, and a chandelier.

4. The Wildwood Hotel

Wildwood

Rachell

S$123

includes taxes & fees

9 Nov - 10 Nov

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.

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

Fenton

Donna

S$140

includes taxes & fees

12 Nov - 13 Nov

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.

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.

6. Best Western Plus Fenton

Fenton

Brian

S$142

includes taxes & fees

2 Nov - 3 Nov

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

7. Hampton Inn St. Louis/Chesterfield

Chesterfield

Monica

S$157

includes taxes & fees

26 Oct - 27 Oct

A modern interior with hanging pendant lights, large windows, and a view of the outside.

A hotel indoor pool area with a hot tub, seating, and a view of the outdoors.

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

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.

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

Fenton

Dashaun

S$132

includes taxes & fees

3 Nov - 4 Nov

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.

An indoor tennis court with multiple courts, a net, and players.

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

9. DoubleTree by Hilton Hotel St. Louis - Chesterfield

Chesterfield

Saranne

S$206

includes taxes & fees

30 Oct - 31 Oct

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

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

10. Hilton Garden Inn Chesterfield

Chesterfield

Samantha

S$157

includes taxes & fees

1 Nov - 2 Nov

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

A swimming pool with lounge chairs and a fence.

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

11. Homewood Suites by Hilton St. Louis-Chesterfield

Chesterfield

Sekar Reddy

S$163

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

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.

12. Sonesta ES Suites St. Louis - Chesterfield

Chesterfield

David

S$146

includes taxes & fees

2 Nov - 3 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.

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.

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

Fenton

Cooper

S$117

includes taxes & fees

25 Oct - 26 Oct

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 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

S$195

includes taxes & fees

1 Nov - 2 Nov

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

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.

A hotel room with two beds, a blue sofa, a small table, and a kitchenette.

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

Chesterfield

Terry

S$164

includes taxes & fees

25 Oct - 26 Oct

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 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.

16. Courtyard by Marriott St. Louis Chesterfield

Chesterfield

Kelly

S$179

includes taxes & fees

26 Oct - 27 Oct

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 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.

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

St. Louis

Edward

S$149

includes taxes & fees

1 Nov - 2 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 store interior with a 'Treats' sign, snack shelves, and a chalkboard with a welcome message.

18. Hampton Inn & Suites St. Louis/Chesterfield

Chesterfield

Vijay

S$176

includes taxes & fees

1 Nov - 2 Nov

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.

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

St. Louis

Eric

S$174

includes taxes & fees

25 Oct - 26 Oct

The Clayton Plaza Hotel sign with a stone wall and plants in front.

A large conference room with rows of tables and chairs, a podium, and a buffet table with plates and napkins.

A lobby with a chandelier, a round table with a floral arrangement, and a painting on the wall.

A living room with a brown leather sofa, a small table, and a chair. There is a window with curtains, a lamp, and a framed picture on the wall.

20. Clayton Plaza Hotel & Extended Stay

Clayton

Daniele

S$133

includes taxes & fees

25 Oct - 26 Oct

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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

S$100

25 Oct - 26 Oct

includes taxes & fees

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

Pear Tree Inn St. Louis Airport

10810 Pear Tree Ln St. Ann MO

S$137

20 Oct - 21 Oct

includes taxes & fees

9.2/10 Wonderful! (3,290 reviews)

Tru By Hilton St. Louis Downtown

1221 Locus Street St. Louis MO

S$139

1 Nov - 2 Nov

includes taxes & fees

7.8/10 Good! (1,013 reviews)

Hampton Inn St. Charles St. Peters

3720 W Clay St St. Charles MO

S$175

25 Oct - 26 Oct

includes taxes & fees

The West End

4215 Lindell Blvd St. Louis MO

S$179

11 Nov - 12 Nov

includes taxes & fees

AC Hotel St. Louis Clayton

227 South Central Ave St. Louis MO

S$192

18 Oct - 19 Oct

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.

Winchester Hotels from S$100

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 Inn & Suites Southwest St. Louis

3. Drury Plaza Hotel St. Louis Chesterfield

4. The Wildwood Hotel

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

6. Best Western Plus Fenton

7. Hampton Inn St. Louis/Chesterfield

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

9. DoubleTree by Hilton Hotel St. Louis - Chesterfield

10. Hilton Garden Inn Chesterfield

11. Homewood Suites by Hilton St. Louis-Chesterfield

12. Sonesta ES Suites St. Louis - Chesterfield

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

14. Drury Plaza Hotel St. Louis Creve Coeur

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

16. Courtyard by Marriott St. Louis Chesterfield

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

18. Hampton Inn & Suites St. Louis/Chesterfield

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

20. Clayton Plaza Hotel & Extended Stay

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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