Winchester Hotel & Accommodation Deals 2026 from NZ$140 - 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 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.

1. Hyatt Place St. Louis/Chesterfield

Chesterfield

Debbie

NZ$250

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.

A hotel room with a bed, a desk with a computer, a television, a sofa, and a window with a view.

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

NZ$232

includes taxes & fees

18 Oct - 19 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.

An indoor swimming pool area with clear signage indicating a depth of 3 feet and a no diving warning.

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

3. Drury Plaza Hotel St. Louis Chesterfield

Chesterfield

Chasity

NZ$269

includes taxes & fees

19 Oct - 20 Oct

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

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.

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

4. Best Western Plus Fenton

Fenton

Brian

NZ$198

includes taxes & fees

8 Nov - 9 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 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.

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

Chesterfield

NZ$229

includes taxes & fees

18 Oct - 19 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 lobby with patterned orange chairs, a round table with a decorative vase, and two hanging lamps.

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

6. Hampton Inn St. Louis/Chesterfield

Chesterfield

Monica

NZ$218

includes taxes & fees

26 Oct - 27 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 hotel room with a large bed, a bedside lamp, a telephone, a mirror, and a bathroom with a sink and towel rack.

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

7. The Wildwood Hotel

Wildwood

Rachell

NZ$172

includes taxes & fees

9 Nov - 10 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.

A hotel room with a large bed, a desk with a chair, a television, a mirror, and a wardrobe.

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

8. DoubleTree by Hilton Hotel St. Louis - Chesterfield

Chesterfield

Saranne

NZ$286

includes taxes & fees

8 Nov - 9 Nov

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 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.

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

Fenton

Dashaun

NZ$184

includes taxes & fees

8 Nov - 9 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 swimming pool with a lifebuoy on the wall, poolside chairs, and a sign with pool rules.

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

10. Hilton Garden Inn Chesterfield

Chesterfield

Samantha

NZ$219

includes taxes & fees

11 Nov - 12 Nov

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.

11. Sonesta ES Suites St. Louis - Chesterfield

Chesterfield

David

NZ$204

includes taxes & fees

1 Nov - 2 Nov

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

A swimming pool with lounge chairs and a fence.

12. Homewood Suites by Hilton St. Louis-Chesterfield

Chesterfield

Sekar Reddy

NZ$227

includes taxes & fees

26 Oct - 27 Oct

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

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.

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

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

Fenton

Cooper

NZ$163

includes taxes & fees

28 Oct - 29 Oct

A swimming pool with a metal ladder, surrounded by chairs and large windows offering a view of the sunset.

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

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.

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

St. Louis

Edward

NZ$209

includes taxes & fees

1 Nov - 2 Nov

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

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.

An indoor swimming pool with a tiled floor, a pool ladder, and a few chairs and tables around the pool area.

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

Fenton

Donna

NZ$196

includes taxes & fees

12 Nov - 13 Nov

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

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

16. Drury Plaza Hotel St. Louis Creve Coeur

Creve Coeur

Salvatore

NZ$271

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

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.

17. Hampton Inn & Suites St. Louis/Chesterfield

Chesterfield

Vijay

NZ$246

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

18. Courtyard by Marriott St. Louis Chesterfield

Chesterfield

Kelly

NZ$250

includes taxes & fees

26 Oct - 27 Oct

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

NZ$243

includes taxes & fees

25 Oct - 26 Oct

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

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

20. Courtyard by Marriott St Louis Creve Coeur

Creve Coeur

Scott

NZ$253

includes taxes & fees

25 Oct - 26 Oct

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Top Winchester Hotel Reviews

Recent Reviews in Winchester

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 accommodation in Winchester

Best Western St. Louis Inn

6224 Heimos Industrial Park Dr St. Louis MO

NZ$140

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

NZ$190

21 Oct - 22 Oct

includes taxes & fees

9.2/10 Wonderful! (3,290 reviews)

Tru By Hilton St. Louis Downtown

1221 Locus Street St. Louis MO

NZ$193

1 Nov - 2 Nov

includes taxes & fees

7.8/10 Good! (1,013 reviews)

The West End

4215 Lindell Blvd St. Louis MO

NZ$241

19 Oct - 20 Oct

includes taxes & fees

Hampton Inn St. Charles St. Peters

3720 W Clay St St. Charles MO

NZ$244

25 Oct - 26 Oct

includes taxes & fees

AC Hotel St. Louis Clayton

227 South Central Ave St. Louis MO

NZ$267

25 Oct - 26 Oct

includes taxes & fees

Frequently asked questions

What is the best area to stay in Winchester?

The best area to stay in Winchester is near Manchester Road, which offers convenient access to amenities and attractions.This area is excellent for those who appreciate accessibility without being directly in the busiest parts of St. Louis. It's characterised by a mix of retail parks, eateries, and business hubs, making it a practical choice for various travellers. You'll find a good selection of hotels here, many of which are modern and offer excellent facilities.For business travellers, staying near Manchester Road is particularly beneficial. Its proximity to major roadways like I-270 allows for easy commutes to corporate offices and business parks in the wider St. Louis metropolitan area. Many hotels in this vicinity cater to business needs with features like meeting rooms and high-speed internet.Families visiting Winchester will also find this area suitable. There are numerous dining options ranging from casual family restaurants to more upscale choices.

When is the best time to go to Winchester?

The best time to go to Winchester, Missouri, is during the spring (late March to May) and autumn (September to November) months.These seasons offer pleasant weather, with moderate temperatures and less humidity, which is ideal for exploring the area's outdoor attractions. Spring brings blooming flowers and lush greenery, while autumn showcases beautiful fall foliage, making both periods particularly scenic. You'll find it more comfortable for walking around and enjoying local events without the intense heat of summer or the chill of winter.For those planning to visit the nearby Babler State Park for hiking or picnics, the milder temperatures of spring and autumn are perfect. Families might especially appreciate these times for outdoor activities, as children can play comfortably without overheating.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Winchester.

How can I save on a hotel booking in Winchester with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Winchester hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Winchester?

Prices for hotels in Winchester often vary, but you can find a great deal from NZ$140 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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Search Winchester hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Winchester

Check prices for these dates

Filter by

Property class

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. Best Western Plus Fenton

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

6. Hampton Inn St. Louis/Chesterfield

7. The Wildwood Hotel

8. DoubleTree by Hilton Hotel St. Louis - Chesterfield

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

10. Hilton Garden Inn Chesterfield

11. Sonesta ES Suites St. Louis - Chesterfield

12. Homewood Suites by Hilton St. Louis-Chesterfield

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

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

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

16. Drury Plaza Hotel St. Louis Creve Coeur

17. Hampton Inn & Suites St. Louis/Chesterfield

18. Courtyard by Marriott St. Louis Chesterfield

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

20. Courtyard by Marriott St Louis Creve Coeur

Top Winchester Hotel Reviews

Recent Reviews in Winchester

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 accommodation 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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