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May 22 - May 24
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May 29 - May 31

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Our top choices for Winchester hotels

Reception

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

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
3.0 star property
Fenton
8.0 out of 10, Very Good, (1,281 reviews)
"Would stay here again."
United States
Randy
$89 nightly
The price is $103
May 24 - May 25
Total with taxes and fees
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
Room, 2 Queen Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free cribs/infant beds

Wingate by Wyndham St. Louis/Fenton Route 66

Wingate by Wyndham St. Louis/Fenton Route 66
3.0 star property
Fenton
7.8 out of 10, Good, (1,218 reviews)
"Lots of food choices and gas stations near by also very easy highway access"
United States
Daquana
$85 nightly
The price is $98
May 19 - May 20
Total with taxes and fees
Wingate by Wyndham St. Louis/Fenton Route 66
Premium bedding, desk, iron/ironing board, free cribs/infant beds

Super 8 by Wyndham St Charles

Super 8 by Wyndham St Charles
2.0 star property
St. Charles
8.0 out of 10, Very Good, (1,015 reviews)
"Great staff and great coffee."
United States
Kim
$76 nightly
The price is $87
May 25 - May 26
Total with taxes and fees
Super 8 by Wyndham St Charles
Lobby

Pear Tree Inn St. Louis Arnold

Pear Tree Inn St. Louis Arnold
2.5 star property
Arnold
9.4 out of 10, Exceptional, (1,000 reviews)
"Great place to stay ! Staff were very friendly!"
United States
Wesley
$90 nightly
The price is $104
May 25 - May 26
Total with taxes and fees
Pear Tree Inn St. Louis Arnold
Free daily buffet breakfast

Best Western Plus Fenton

Best Western Plus Fenton
2.5 star property
Fenton
9.2 out of 10, Wonderful, (291 reviews)
"Staff and breakfast were amazing!"
United States
Shilo
$99 nightly
The price is $115
May 21 - May 22
Total with taxes and fees
Best Western Plus Fenton
Lobby

Drury Inn & Suites St. Louis St. Peters

Drury Inn & Suites St. Louis St. Peters
3.0 star property
St. Peters
9.4 out of 10, Exceptional, (1,007 reviews)
"Great location and clean hotel!"
United States
Admir
$110 nightly
The price is $126
May 24 - May 25
Total with taxes and fees
Drury Inn & Suites St. Louis St. Peters
Premium bedding, desk, iron/ironing board, free WiFi

Sleep Inn & Suites O'Fallon MO - Technology Drive

Sleep Inn & Suites O'Fallon MO - Technology Drive
2.5 star property
O'Fallon
9.0 out of 10, Wonderful, (1,009 reviews)
"Everything was excellent, location amenities, food.."
United States
FERNANDO
$79 nightly
The price is $94
May 19 - May 20
Total with taxes and fees
Sleep Inn & Suites O'Fallon MO - Technology Drive
Property entrance

River City Casino & Hotel

River City Casino & Hotel
4.0 star property
St. Louis
9.0 out of 10, Wonderful, (1,557 reviews)
"Great place to stay!"
United States
Cassady
$98 nightly
The price is $114
Jun 8 - Jun 9
Total with taxes and fees
River City Casino & Hotel
Indoor pool

Hampton Inn St. Charles St. Peters

Hampton Inn St. Charles St. Peters
2.5 star property
St. Charles
8.0 out of 10, Very Good, (1,006 reviews)
"Friendly staff. Comfy bed. Good breakfast. "
United States
Melanie
$106 nightly
The price is $122
May 25 - May 26
Total with taxes and fees
Hampton Inn St. Charles St. Peters
Property entrance

The Wildwood Hotel

The Wildwood Hotel
3.5 star property
Wildwood
9.2 out of 10, Wonderful, (1,648 reviews)
"Great place to stay, met my needs. "
United States
kathy
$92 nightly
The price is $107
May 25 - May 26
Total with taxes and fees
The Wildwood Hotel
Lobby

Motel 6 Hazelwood, MO

Motel 6 Hazelwood, MO
2.0 star property
Hazelwood
8.6 out of 10, Excellent, (1,997 reviews)
"Wonderful hotel!"
United States
Lindsey
$63 nightly
The price is $77
May 19 - May 20
Total with taxes and fees
Motel 6 Hazelwood, MO
In-room safe, desk, laptop workspace, blackout drapes

Comfort Suites St Charles - St Louis

Comfort Suites St Charles - St Louis
2.5 star property
St. Charles
8.4 out of 10, Very Good, (1,006 reviews)
"Room was clean breakfast was wonderful. "
United States
Eileen
$98 nightly
The price is $113
May 31 - Jun 1
Total with taxes and fees
Comfort Suites St Charles - St Louis
Exterior

Holiday Inn Express St. Louis West - O'Fallon by IHG

Holiday Inn Express St. Louis West - O'Fallon by IHG
2.5 star property
O'Fallon
8.6 out of 10, Excellent, (926 reviews)
"Clean friendly staff"
United States
Kayla
$110 nightly
The price is $130
May 26 - May 27
Total with taxes and fees
Holiday Inn Express St. Louis West - O'Fallon by IHG
Lobby

Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport
2.5 star property
St. Ann
9.4 out of 10, Exceptional, (2,999 reviews)
"Great room, staff, breakfast and location. "
United States
Elesia
$90 nightly
The price is $106
Jun 7 - Jun 8
Total with taxes and fees
Pear Tree Inn St. Louis Airport
Lobby

Best Western St. Louis Inn

Best Western St. Louis Inn
2.5 star property
St. Louis
8.2 out of 10, Very Good, (1,009 reviews)
"Nice clean economical place to stay with a very good breakfast "
United States
Henry
$81 nightly
The price is $93
May 31 - Jun 1
Total with taxes and fees
Best Western St. Louis Inn
Exterior

Drury Inn & Suites St. Louis Arnold

Drury Inn & Suites St. Louis Arnold
3.0 star property
Arnold
9.6 out of 10, Exceptional, (1,001 reviews)
"Excellent staff Very kind and helpful"
United States
Michael
$126 nightly
The price is $146
May 24 - May 25
Total with taxes and fees
Drury Inn & Suites St. Louis Arnold
Free daily continental breakfast

Wingate by Wyndham St. Louis Airport

Wingate by Wyndham St. Louis Airport
3.0 star property
St. Ann
9.2 out of 10, Wonderful, (1,601 reviews)
"Great room, breakfast, and staff. Would stay again! "
United States
Lilia
$110 nightly
The price is $130
May 25 - May 26
Total with taxes and fees
Wingate by Wyndham St. Louis Airport
Front of property

Super 8 by Wyndham Eureka/Six Flags Nearby

Super 8 by Wyndham Eureka/Six Flags Nearby
2.0 star property
Eureka
7.0 out of 10, Good, (1,007 reviews)
"Good bed, slept well. Worth the stay"
United States
Tristan
$69 nightly
The price is $80
Jun 8 - Jun 9
Total with taxes and fees
Super 8 by Wyndham Eureka/Six Flags Nearby
Lobby

Hyatt Select St. Louis Airport

Hyatt Select St. Louis Airport
2.5 star property
Woodson Terrace
9.2 out of 10, Wonderful, (1,005 reviews)
"Great stay."
United States
Marty
$110 nightly
The price is $135
Jun 14 - Jun 15
Total with taxes and fees
Hyatt Select St. Louis Airport
Lobby

Country Inn & Suites by Radisson, St. Peters, MO

Country Inn & Suites by Radisson, St. Peters, MO
2.5 star property
St. Charles
8.0 out of 10, Very Good, (1,001 reviews)
"Amazing! Would definitely stay here again "
United States
Joe
$90 nightly
The price is $103
May 25 - May 26
Total with taxes and fees
Country Inn & Suites by Radisson, St. Peters, MO
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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Top Winchester Hotel Reviews

Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

4/10 Poor
"An event was occurring in the ballroom right above our room. It was after 9 pm and the room was bouncing and creaking with the dancing and hopping up and down, enough to feel like motion sickness. We requested to be moved and the staff person said they were fully booked, and was rude about the situation. I checked the website and discovered the staff lied and several rooms were available that night. We were moved to another room where the toilet was broken and the shower head didn’t work. "
Krista 2-night trip
Posted 2 hours ago
Clayton Plaza Hotel & Extended Stay

More cheap stays in Winchester

Motel 6 Hazelwood, MO

Motel 6 Hazelwood, MO

5781 Campus Ct Hazelwood MO
$63 nightly
The price is $77 total per night from May 19 to May 20
$77 total
May 19 - May 20
Total with taxes and fees
8.6/10 Excellent! (1,997 reviews)

Hotels in Winchester with star-rating

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Frequently asked questions

What is the best area to stay in Winchester?
The best area to stay in Winchester is the area around Manchester Road, particularly near the intersection with Clarkson Road, as it offers the most convenience for visitors.

This area is primarily a commercial district, characterized by a concentration of shopping centers, dining establishments, and lodging options. It serves as Winchester's main commercial corridor, making it an excellent base for accessing amenities and local attractions.

For families, this area is particularly suitable due to the abundance of family-friendly restaurants and easy access to shopping for necessities. The proximity to various services means less travel time and more convenience for those with children.

Travelers looking for a comfortable and convenient stay will appreciate the selection of hotels in this area.
When is the best time to go to Winchester?
The best time to go to Winchester, Missouri, is typically during the spring (April to May) and fall (September to October) months. These seasons offer the most pleasant weather for outdoor activities and exploring the area.

For those planning to visit during spring, you can expect mild temperatures, blooming flowers, and comfortable conditions for walking or enjoying local parks. It's an excellent time for couples looking for a relaxed getaway, as the weather is conducive to leisurely strolls and dining al fresco without the intense heat of summer.

Travelers who prefer cooler temperatures and autumn foliage will find fall to be an ideal time. The crisp air and colorful landscapes provide a beautiful backdrop for exploring the region.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 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 Winchester hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Winchester hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Winchester hotel?
Prices for hotels in Winchester often vary, but you can find a great deal from $77 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 the cheapest rate.

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