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
$130 nightly
The price is $153 total per night from Nov 26 to Nov 27
$153 total
Nov 26 - Nov 27
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. ...
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Reviewed on Nov 19, 2025

Opens in a new windowDrury Plaza Hotel St. Louis at the Arch
Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport

2.5 out of 5
10810 Pear Tree Ln St. Ann MO
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $106 total per night from Nov 25 to Nov 26
$106 total
Nov 25 - Nov 26
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport ...
Great customer service was excellent. Friendly staff. Free happy hour!

Reviewed on Nov 18, 2025

Opens in a new windowPear Tree Inn St. Louis Airport
21C Museum Hotel St Louis

21C Museum Hotel St Louis

4.5 out of 5
1528 Locust street St. Louis MO
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $172 total per night from Nov 30 to Dec 1
$172 total
Nov 30 - Dec 1
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, ...
James who assisted us along the way was very helpful. We did not have breakfast although we did spend some time at the bar and it was very enjoyable. The drinks were special and you could tell that the bartenders knew what they were doing.

Reviewed on Nov 19, 2025

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
$95 nightly
The price is $111 total per night from Dec 7 to Dec 8
$111 total
Dec 7 - Dec 8
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 ...
Room upgrade without cost was a wonderful suprise. The staff was very helpful and appreciated the no validation ticket for parking this time 🙂

Reviewed on Nov 18, 2025

Opens in a new windowClayton Plaza Hotel & Extended Stay
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
$101 nightly
The price is $120 total per night from Nov 25 to Nov 26
$120 total
Nov 25 - Nov 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 ...
My stay was fantastic! The hotel was easy to locate and the staff was so kind. This was - by far - my favorite hotel property to visit. I had breakfast at Robie’s On 8th the following morning the following morning where I had a quiet breakfast with coffee and Texas toast. The architecture gives offers ...

Reviewed on Nov 20, 2025

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
$95 nightly
The price is $111 total per night from Nov 24 to Nov 25
$111 total
Nov 24 - Nov 25
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 ...
Room was spotless and staff was very friendly and helpful.

Reviewed on Nov 19, 2025

Opens in a new windowHyatt Regency St. Louis at The Arch
Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
777 Casino Center Drive Maryland Heights MO
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $104 total per night from Dec 4 to Dec 5
$104 total
Dec 4 - Dec 5
Total with taxes and fees
A casino, 7 restaurants, and a 24-hour gym are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, express check-out, ...
Everything was perfect no complaints.

Reviewed on Nov 16, 2025

Opens in a new windowHollywood Casino & Hotel St. Louis
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

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

3 out of 5
1088 South Highway Drive Fenton MO
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $98 total per night from Nov 30 to Dec 1
$98 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the ...
Very friendly staff

Reviewed on Nov 19, 2025

Opens in a new windowHeritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
Forest Park Hotel by MDR

Forest Park Hotel by MDR

3 out of 5
5915 Wilson Ave St. Louis MO
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Nov 23 to Nov 24
$109 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling for business? Take advantage of the 24-hour business center, ...
The front desk staff were attentive and helpful. The rooms are clean but basic, so not a hair dryer, coffee maker, and few electrical outlets.

Reviewed on Nov 18, 2025

Opens in a new windowForest Park Hotel by MDR
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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 $98. 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 1,800 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

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"My stay was fantastic! The hotel was easy to locate and the staff was so kind. This was - by far - my favorite hotel property to visit. I had breakfast at Robie’s On 8th the following morning the following morning where I had a quiet breakfast with coffee and Texas toast. The architecture gives offers a lot of reasons to be in awe, and the lounge is a great place to work remotely or relax. I am definitely looking forward to booking a return trip. Thank you! "
A verified traveler stayed at Magnolia Hotel St. Louis, a Tribute Portfolio Hotel
Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

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