Book Hotels in Winchester, MO

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Jul 10 - Jul 12
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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
$153 nightly
The price is $179 total per night from Jul 12 to Jul 13
$179 total
Jul 12 - Jul 13
Total with taxes and fees
2 hot tubs, an indoor pool, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in ...
"great location and that is about it"

Reviewed on Jul 7, 2026

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 Jul 15 to Jul 16
$106 total
Jul 15 - Jul 16
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 ...
"We stayed here just before July 4th weekend. The staff was absolutely fantastic! Top level customer service. Everyone from the manager to wonderful ladies working the breakfast to the janitor and housekeeping would say hello or good morning. The house keeping arranged my daughter's stuffed animals ..."

Reviewed on Jul 7, 2026

Opens in a new windowPear Tree Inn St. Louis Airport
River City Casino & Hotel

River City Casino & Hotel

4 out of 5
777 River City Casino Blvd St. Louis MO
$108 nightly
The price is $126 total per night from Jul 12 to Jul 13
$126 total
Jul 12 - Jul 13
Total with taxes and fees
This hotel features a casino, a nightclub, and 5 restaurants. Traveling on business? Take advantage of the business center, conference center, and conference ...
"Easy check in. Gorgeous rooms."

Reviewed on Jul 7, 2026

Opens in a new windowRiver City Casino & Hotel
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
$94 nightly
The price is $110 total per night from Jul 12 to Jul 13
$110 total
Jul 12 - Jul 13
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 ...
"Wonderful place to stay!"

Reviewed on Jul 7, 2026

Opens in a new windowClayton Plaza Hotel & Extended Stay
Moonrise Hotel

Moonrise Hotel

4 out of 5
6177 Delmar Blvd St. Louis MO
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $188 total per night from Jul 15 to Jul 16
$188 total
Jul 15 - Jul 16
Total with taxes and fees
The hotel's 24-hour gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business ...
"Staff was terrible, overcharged for room and still waiting for refund. Billed for valet parking when they no longer offer the service. I used to be a frequent customer but after this last experience I will not be back, which is a shame it's conviently located for me. 😠"

Reviewed on Jul 8, 2026

Opens in a new windowMoonrise 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
$140 nightly
The price is $165 total per night from Jul 17 to Jul 18
$165 total
Jul 17 - Jul 18
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 ...
"Only stayed for a quick overnight but room was nice, clean, and staff was helpful for our late evening check in. Easy walk to the Arch and Busch stadium."

Reviewed on Jul 7, 2026

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
$116 nightly
The price is $136 total per night from Jul 13 to Jul 14
$136 total
Jul 13 - Jul 14
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, ...
"The ac did not work work well. And the bed was uncomfortable. So it made for a long hot miserable night."

Reviewed on Jul 7, 2026

Opens in a new windowHollywood Casino & Hotel St. Louis
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
$90 nightly
The price is $105 total per night from Aug 3 to Aug 4
$105 total
Aug 3 - Aug 4
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, ...
"OK"

Reviewed on Jul 6, 2026

Opens in a new windowForest Park Hotel by MDR
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
$94 nightly
The price is $109 total per night from Jul 9 to Jul 10
$109 total
Jul 9 - Jul 10
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 ...
Opens in a new windowHeritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
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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 $105. 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 1,989 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 Royal Sonesta Chase Park Plaza St. Louis

The Royal Sonesta Chase Park Plaza St. Louis

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Love the hotel. Love the area."
A verified traveler stayed at The Royal Sonesta Chase Park Plaza St. Louis
The Royal Sonesta Chase Park Plaza St. Louis

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