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Top hotels and accommodation in Winchester

Drury Plaza Hotel St. Louis at the Arch

3.0 star property
9.4 out of 10, Exceptional, (2922)
"Great place to stay! "
The price is AU$215
includes taxes & fees
2 Sept - 3 Sept
Drury Plaza Hotel St. Louis at the Arch

Pear Tree Inn St. Louis Airport

2.5 star property
9.4 out of 10, Exceptional, (2666)
"Great place to stay!"
The price is AU$162
includes taxes & fees
17 Aug - 18 Aug
Pear Tree Inn St. Louis Airport

Moonrise Hotel

4.0 star property
9.0 out of 10, Wonderful, (1835)
"Great staff, comfy room!"
The price is AU$234
includes taxes & fees
24 Aug - 25 Aug
Moonrise Hotel

Drury Inn & Suites St. Louis Union Station

3.0 star property
9.4 out of 10, Exceptional, (1191)
"Great stay!! "
The price is AU$202
includes taxes & fees
20 Aug - 21 Aug
Drury Inn & Suites St. Louis Union Station

Hyatt Regency St. Louis at The Arch

4.0 star property
8.4 out of 10, Very good, (3939)
"Great hotel"
The price is AU$215
includes taxes & fees
22 Aug - 23 Aug
Hyatt Regency St. Louis at The Arch

Best Western Plus St. Louis West-Westport

2.5 star property
8.0 out of 10, Very good, (1005)
"Breakfast was good and it was clean and comfortable bed "
The price is AU$158
includes taxes & fees
17 Aug - 18 Aug
Best Western Plus St. Louis West-Westport

Hollywood Casino & Hotel St. Louis

3.5 star property
8.4 out of 10, Very good, (2046)
"Great hotel!"
The price is AU$220
includes taxes & fees
11 Aug - 12 Aug
Hollywood Casino & Hotel St. Louis

The Cheshire

4.0 star property
8.6 out of 10, Excellent, (1003)
"Great place to stay!"
The price is AU$249
includes taxes & fees
1 Sept - 2 Sept
The Cheshire

La Quinta Inn & Suites by Wyndham St. Louis Westport

3.0 star property
7.2 out of 10, Good, (1031)
"Great place"
The price is AU$152
includes taxes & fees
24 Aug - 25 Aug
La Quinta Inn & Suites by Wyndham St. Louis Westport

Pear Tree Inn St. Louis Arnold

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Location is excellent "
The price is AU$159
includes taxes & fees
15 Aug - 16 Aug
Pear Tree Inn St. Louis Arnold

Embassy Suites by Hilton St. Louis Downtown

4.0 star property
8.8 out of 10, Excellent, (1212)
"Close to arch and great restaurant down the street-Sugarfire bbq!!"
The price is AU$212
includes taxes & fees
24 Aug - 25 Aug
Embassy Suites by Hilton St. Louis Downtown

The Wildwood Hotel

3.5 star property
9.2 out of 10, Wonderful, (1557)
"Great location for our stay"
The Wildwood Hotel

Wingate by Wyndham St. Louis Airport

2.5 star property
9.4 out of 10, Exceptional, (1374)
"easy location and parking!"
The price is AU$199
includes taxes & fees
2 Sept - 3 Sept
Wingate by Wyndham St. Louis Airport

Sleep Inn & Suites O'Fallon MO - Technology Drive

2.5 star property
8.8 out of 10, Excellent, (1004)
"Good place to stay"
The price is AU$153
includes taxes & fees
24 Aug - 25 Aug
Sleep Inn & Suites O'Fallon MO - Technology Drive

Super 8 by Wyndham Eureka/Six Flags Nearby

2.0 star property
7.0 out of 10, Good, (1000)
"Very convenient to everything, there were shopping, restaurants, parks, etc closed by - 3 minutes from six flags and about 7 minutes to downtown Eureka. We felt very safe and peaceful in the area, definitely will come back around this area. "
The price is AU$108
includes taxes & fees
22 Aug - 23 Aug
Super 8 by Wyndham Eureka/Six Flags Nearby

21C Museum Hotel St Louis

4.5 star property
9.0 out of 10, Wonderful, (1292)
"Great place to stay. "
The price is AU$280
includes taxes & fees
31 Aug - 1 Sept
21C Museum Hotel St Louis

Elimwood Hotel, a Ramada by Wyndham

3.0 star property
7.4 out of 10, Good, (1003)
"Not a bad place for our stay. A little higher priced considering it was a tiny room "
The price is AU$152
includes taxes & fees
13 Aug - 14 Aug
Elimwood Hotel, a Ramada by Wyndham

Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

3.0 star property
7.2 out of 10, Good, (1015)
"Great place"
The price is AU$132
includes taxes & fees
8 Sept - 9 Sept
Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

River City Casino & Hotel

4.0 star property
9.0 out of 10, Wonderful, (1312)
"It was very nice there we would definitely stay again "
River City Casino & Hotel

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

4.0 star property
8.6 out of 10, Excellent, (1006)
"Great weekend trip. This place was absolutely wonderful. We truly enjoyed our stay and plan on booking again. "
The price is AU$202
includes taxes & fees
21 Aug - 22 Aug
Magnolia Hotel St. Louis, a Tribute Portfolio Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near top Winchester attractions

Learn more about Winchester

Head to Museum of Transportation and The Factory—just two of the sights around Winchester.

Top Winchester Hotel Reviews

Find out more about Winchester

Find out more about Winchester

Top reasons to visit Winchester

  • Family-Friendly Activities: Enjoy arcade adventures and amusement parks perfect for families.
  • Outdoor Adventures: Explore scenic cycling trails and the beautiful Winchester Sanctuary.
  • Cultural Experiences: Visit local attractions like the Winchester Science Centre and historic sites.
  • Relaxing Spa Breaks: Unwind with rejuvenating spa experiences after a day of exploration.
  • Diverse Accommodation: Choose from a variety of hotels and motels catering to all needs.

Find great hotels near Winchester

Winchester, Missouri offers a diverse selection of accommodation options, including hotels and motels that cater to various needs. Whether you're seeking a business-friendly environment, a pet-friendly stay, or an LGBTQIA welcoming atmosphere, you'll find the perfect place to rest and recharge. With a range of amenities and services, Winchester hotels provide a comfortable and enjoyable experience for all visitors. Discover the best Winchester accommodation for your upcoming adventure!

  • Clayton Plaza Hotel & Extended Stay: This 3.5-star hotel is ideal for business travellers seeking a pet-friendly environment. Located 17.7km from Winchester, the Clayton Plaza Hotel offers a variety of amenities designed to facilitate a productive stay. With multiple meeting rooms and conference spaces, as well as a 24-hour business centre, guests can easily conduct meetings or work on projects. The hotel also welcomes pets, with amenities including dog-friendly policies and service animal accommodations. Enjoy a seamless blend of comfort and functionality in a contemporary setting.
  • Sonesta ES Suites St. Louis - Chesterfield: Situated just 6.4km from Winchester, this 3-star hotel offers a relaxed, pet-friendly atmosphere perfect for travellers looking to unwind. The Sonesta ES Suites feature spacious suites with fully equipped kitchens, making it an excellent choice for longer stays. The hotel provides amenities for pets, including food and water bowls, ensuring that your furry friends feel at home too. With a warm, inviting environment and convenient access to local attractions, this hotel is a delightful choice for both leisure and business travellers.
  • Best Western St. Louis-Kirkwood Route 66: Located 11.3km from Winchester, the Best Western St. Louis-Kirkwood Route 66 is perfect for families and business travellers who also want to bring their pets along. This hotel features a range of amenities, including a 24-hour business centre and meeting rooms, alongside facilities for children such as a dedicated pool. The pet-friendly policy ensures that dogs and cats are welcome, making it a great choice for those travelling with their furry companions. Enjoy a family-oriented atmosphere with convenient access to local attractions.

Where to stay in Winchester

Winchester, Missouri, is a charming village perfect for families and adventure seekers alike. Explore the picturesque Winchester Sanctuary, where nature thrives, or venture into nearby cities for a taste of local culture and hospitality. Whether you're seeking romantic outings or outdoor excursions, the friendly atmosphere and historic charm of the region will make for an unforgettable holiday experience.

  • St. Louis: As a vibrant metropolis, St. Louis is a hub of culture, entertainment, and outdoor activities. Situated close to Winchester, it attracts visitors year-round, with peak seasons from June to August. Families flock to the city for its array of attractions, including the iconic stadium and sports facilities. Don't miss the chance to explore arena entertainment venues and adventure zones that promise fun for all ages. St. Louis is also known for its picturesque parks and educational attractions, making it an ideal spot for a well-rounded travel experience.
  • Ballwin: Nestled within the greater St. Louis area, Ballwin is a charming city perfect for family outings and outdoor adventures. It's conveniently situated near Winchester and enjoys steady visitor numbers, particularly from April to July. The city is known for its delightful amusement parks and shopping centres, catering to both thrill-seekers and shopaholics alike. Enjoy the lush landscapes of nearby national and urban parks, where you can immerse yourself in nature while indulging in recreational activities. Ballwin promises a fun-filled experience for all who visit.
  • Manchester: Located merely a mile from Winchester, Manchester is a bustling city that offers an excellent blend of family-friendly activities and urban conveniences. While the city welcomes visitors throughout the year, peak travel times occur in April and during the summer months. You’ll find plenty of shopping centres and arcade adventure zones to keep you entertained. Additionally, Manchester boasts proximity to both theme parks and national state parks, allowing for easy exploration of natural and recreational wonders that cater to various interests, making it a great base for your vacation.

Things to do near Winchester

Winchester offers a fantastic blend of family-friendly activities and outdoor adventures, perfect for your vacation. Explore the arcade adventure zone and amusement park for some fun, or enjoy city sightseeing and a shopping centre for a more relaxed experience. Don't miss out on rejuvenating spa breaks and scenic cycling trails, and consider taking a campus tour to immerse yourself in the local culture.

Shopping

In Winchester, you can enjoy shopping at Westfield Chesterfield Mall, located 8.0km away, offering a mix of business and family-friendly vibes. If you're up for a drive, visit Saint Louis Galleria Mall, 16.1km away, or St. Louis Premium Outlets, 14.5km away, both providing great shopping experiences.

Recreation

Experience live performances at The Factory, a vibrant music venue 11.3km from Winchester, perfect for entertainment lovers. For sports enthusiasts, the Lou Fusz Soccer Complex, located 12.9km away, offers an energetic atmosphere, while Bellerive Country Club, just 8.0km away, provides a luxurious retreat for relaxation and leisure.

Adventure

Experience the thrill at Hidden Valley Ski Resort, located 12.9km from Winchester, where you can enjoy skiing and snow sports. For hiking enthusiasts, the Governor Bates Trail Trailhead, 9.7km away, offers stunning outdoor scenery. Alternatively, visit The J - Chesterfield Gym & Fitness Center, also 9.7km away, for various adventure activities.

Nightlife

In Winchester, Chesterfield Sports Fusion offers a vibrant arcade atmosphere perfect for families and adventure seekers, just 11.3km away. The St. Louis Carousel, located 8.0km away, provides whimsical amusement rides, while the Repertory Theatre of St. Louis, 16.1km away, showcases cultural performances and romantic evenings.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winchester

To save money on your trip to Winchester, consider visiting between December and February when accommodation prices drop. Booking your stay on a Monday can also help you avoid higher Saturday rates. Use Expedia to compare prices and find affordable options, with rates as low as AU$64 per night. Look for package deals that combine flights and hotel bookings for extra savings. Additionally, take advantage of free local attractions and consider using public transport for an economical way to explore the area.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winchester are December to February, where the prices are slightly lower. This is in comparison to May to July, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winchester is Monday. The most expensive day to stay in Winchester is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to tailor your options based on your budget, desired location, and the type of accommodation you prefer. To find the most affordable prices and special offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save some dollars by combining your Winchester hotel booking with your flights and activities through an Expedia package.

Find the best attractions near Winchester

Winchester, Missouri, offers a delightful mix of family-friendly and outdoor adventures. Visitors can explore local attractions like the Winchester Science Centre and historic sites such as Winchester Castle and Guildhall. For a taste of entertainment, the Theatre Royal and various parks provide engaging experiences. This charming destination caters to those seeking culture and adventure, making it a perfect spot for a memorable holiday.

  • Six Flags St. Louis: Experience thrills and excitement at this amusement park, located 16.1km from Winchester. With a variety of rides and attractions, it’s perfect for families and adventure-seekers alike, offering a day filled with fun and laughter.
  • Washington University in St. Louis: A prestigious institution located 19.3km away, this modern university showcases stunning architecture and beautiful campus grounds. Embrace the vibrant city vibes while exploring the gardens and public art installations.
  • Hollywood Casino Amphitheatre: Situated 17.7km from Winchester, this entertainment venue hosts a range of concerts and events. With a lively atmosphere, it’s a great spot for families to enjoy live performances under the stars.

Best time to go to Winchester

The best time to visit Winchester is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January32.2°F (0.1°C)Light RainMostly CloudySlightly LowSlightly Low
February35.2°F (1.8°C)Light RainMostly SunnySlightly LowSlightly Low
March46.8°F (8.2°C)Light RainMostly SunnyAverageAverage
April56.1°F (13.4°C)Light RainMostly SunnyAverageAverage
May66.2°F (19.0°C)Light RainMostly SunnyAverageSlightly High
June75.9°F (24.4°C)Light RainMostly SunnySlightly HighSlightly High
July79.0°F (26.1°C)Light RainMostly SunnySlightly HighSlightly High
August77.2°F (25.1°C)Light RainMostly SunnySlightly HighAverage
September70.9°F (21.6°C)Light RainMostly SunnyAverageAverage
October58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
November46.4°F (8.0°C)Light RainMostly SunnyAverageAverage
December37.9°F (3.3°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Winchester

When flying into Winchester, Missouri, the two major airports to consider are St. Louis Lambert International Airport (STL) and Spirit of St. Louis Airport (SUS). STL is located 22.5km away, with nearby hotels such as The Ritz-Carlton, St. Louis (11.3km), Ameristar Casino Resort and Spa (11.3km), and Royal Sonesta Chase Park Plaza St. Louis (14.5km). For SUS, located 12.9km from Winchester, notable hotels include DoubleTree by Hilton Hotel St. Louis - Chesterfield (6.4km), The Wildwood Hotel (9.7km), and Hollywood Casino & Hotel St. Louis (17.7km). Both airports provide convenient access to these accommodations.

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 Hollywood Casino & Hotel St. Louis and Drury Plaza Hotel St. Louis at the Arch. See all available top hotels, or vacation rentals in Winchester.

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

Beautiful, Rehabbed Unit in Shaw Community 4228a: This holiday home rental outside of Winchester has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. 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 are some accommodation options with pools in Winchester?

Embassy Suites by Hilton St. Louis Downtown: 3.5-star hotel steps from America's Center Convention Complex. Provides free cooked-to-order breakfast, an indoor pool and flat-screen TVs. OYO Hotel St. Louis Downtown City Center MO and Hilton St. Louis at the Ballpark are two additional hotels with an on-site pool. View all hotels with pools in Winchester.

What is staying in Winchester like?

Those travelling to Winchester will definitely enjoy the sights to see and things to do. There are 1725 hotels and other accommodation options in the surrounding area. Find out more about Winchester.

What should I do while I'm visiting Winchester?

Places to visit in the wider area include Museum of Transportation, The Factory and Magic House - St. Louis Children's Museum. You'll also find Route 66 State Park and Chesterfield Sports Fusion 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.