Book Hotels in Winchester, MO

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Top Winchester hotels

Drury Plaza Hotel St. Louis at the Arch

Drury Plaza Hotel St. Louis at the Arch

3 out of 5
2 South 4th Street St. Louis MO
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $168 total per night from Jan 11 to Jan 12
$168 total
Jan 11 - Jan 12
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
good food and cleanroom nice employees

Reviewed on Jan 1, 2026

Opens in a new windowDrury Plaza Hotel St. Louis at the Arch
Live by Loews - St.Louis

Live by Loews - St.Louis

4 out of 5
799 Clark ave St. Louis MO
$149 nightly
The price is $177 total per night from Jan 15 to Jan 16
$177 total
Jan 15 - Jan 16
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet ...
Amazing rooms that are clean with fantastic views. Valet staff was wonderful and attentive. Check in was a breeze with all the info we needed for our stay. Bartender at restaurant was wonderful and kind.

Reviewed on Jan 4, 2026

Opens in a new windowLive by Loews - St.Louis
21C Museum Hotel St Louis

21C Museum Hotel St Louis

4.5 out of 5
1528 Locust street St. Louis MO
$148 nightly
The price is $173 total per night from Feb 1 to Feb 2
$173 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
Great staff and very clean room.

Reviewed on Jan 5, 2026

Opens in a new window21C Museum Hotel St Louis
Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

3.5 out of 5
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Jan 24 to Jan 25
$109 total
Jan 24 - Jan 25
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
Everything was nice

Reviewed on Dec 31, 2025

Opens in a new windowClayton Plaza Hotel & Extended Stay
Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

4 out of 5
3550 Samuel Sheppard Drive St. Louis MO
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $149 total per night from Jan 7 to Jan 8
$149 total
Jan 7 - Jan 8
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 6 conference rooms, along with free WiFi in public areas. ...
Beautiful hotel

Reviewed on Jan 1, 2026

Opens in a new windowAngad Arts Hotel St. Louis, Tapestry Collection by Hilton
Hampton Inn St. Louis-Downtown (At the Gateway Arch)

Hampton Inn St. Louis-Downtown (At the Gateway Arch)

2.5 out of 5
333 Washington Ave St. Louis MO
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $114 total per night from Jan 14 to Jan 15
$114 total
Jan 14 - Jan 15
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
Awesome location to the Gateway National Arch, Economy Museum, and dome. Loved the friendly staff! The building was very secure and safe feeling with my family in the city. The breakfast area is very well kept and kept stocked well.

Reviewed on Jan 5, 2026

Opens in a new windowHampton Inn St. Louis-Downtown (At the Gateway Arch)
Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

4 out of 5
421 N 8th St St. Louis MO
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $115 total per night from Jan 25 to Jan 26
$115 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and ...
Room was very nice, clean, staff was great!

Reviewed on Jan 5, 2026

Opens in a new windowMagnolia Hotel St. Louis, a Tribute Portfolio Hotel
Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

4 out of 5
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $164 total per night from Jan 16 to Jan 17
$164 total
Jan 16 - Jan 17
Total with taxes and fees
This smoke-free hotel's 3 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business ...
We didn’t eat breakfast. Room was clean and tidy. Not enough conditioner in the container to cleanse hair. Only complaint.

Reviewed on Dec 30, 2025

Opens in a new windowHyatt Regency St. Louis at The Arch
Home2 Suites by Hilton St. Louis Downtown

Home2 Suites by Hilton St. Louis Downtown

3 out of 5
1221 Locus Street St. Louis MO
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $91 total per night from Jan 14 to Jan 15
$91 total
Jan 14 - Jan 15
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center ...
Actual ceramic plates and metal silverware!!! Side Note: The roatary toaster is the bomb! 😃

Reviewed on Jan 2, 2026

Opens in a new windowHome2 Suites by Hilton St. Louis Downtown
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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.

Frequently asked questions

What are the top kid-friendly hotels in Winchester?
From carefully considered amenities to extra space, kid-friendly hotels come with features that can help turn a nice family vacation into a fabulous one. These Winchester properties make getting away with children child's play: Charming Ballwin Home < 1 Mi to Vlasis Park! will help make your vacation the most memorable one yet. It features a variety of conveniences geared toward families, such as a barbecue grill and internet access. Alternatively, spend your nights enjoying the comforts of Spacious 4 bedroom home. Make the most of a playground, a nearby theme park and more here.
Where can I find cheap hotels in Winchester?
At Travelocity you'll find really nice hotels in Winchester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winchester rather than in Winchester. We may find you even better rates, too.
How do I find the best Winchester hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winchester then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winchester?
The cheapest hotel in Winchester is $91. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winchester?
There are 1,825 hotels in Winchester on Travelocity.
What are the best hotels in Winchester?
Winchester has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winchester for you!
When is the best time to visit Winchester?
If you want the joy of a fun-filled trip in peak season, visit Winchester during March, May and June. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, October and December.
When is the cheapest time to stay in Winchester?
Based on historic data is usually the cheapest month to visit Winchester. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winchester?
There are multiple hotels in Winchester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winchester. We have plenty of kid-friendly hotels in Winchester to choose from on Travelocity!
Why book a hotel in Winchester through Travelocity?
Because we have the top hotels in Winchester! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winchester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winchester hotel reviews by fellow wanderers

The Wildwood Hotel

The Wildwood Hotel

5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"Continental breakfast, clean rooms, polite and helpful hosts, good experience. Visit with family if two elderly as well, and they like the comfort and clean environment, then only concern no bottled waters in rooms. "
A verified traveler stayed at The Wildwood Hotel
The Wildwood Hotel

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