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Our top choices for Winchester hotels

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, (1,228 reviews)
"Nice room, comfortable bed, good breakfast."
United States
John
$89 nightly
The price is $103
May 17 - May 18
Total with taxes and fees
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

Pear Tree Inn St. Louis Arnold

Pear Tree Inn St. Louis Arnold
2.5 star property
Arnold
9.4 out of 10, Exceptional, (1,002 reviews)
"Will definitely stay here again! "
United States
Sharon
$90 nightly
The price is $104
Apr 29 - Apr 30
Total with taxes and fees
Pear Tree Inn St. Louis Arnold

Best Western St. Louis Inn

Best Western St. Louis Inn
2.5 star property
St. Louis
8.2 out of 10, Very Good, (1,002 reviews)
"Nice clean economical place to stay with a very good breakfast "
United States
Henry
$70 nightly
The price is $80
Apr 29 - Apr 30
Total with taxes and fees
Best Western St. Louis Inn

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, (1,000 reviews)
"Amazing property! "
United States
Jesse
$93 nightly
The price is $106
Apr 30 - May 1
Total with taxes and fees
Super 8 by Wyndham St Charles

Drury Inn & Suites Southwest St. Louis

Drury Inn & Suites Southwest St. Louis
3.0 star property
Valley Park
9.6 out of 10, Exceptional, (1,025 reviews)
"Very nice, well maintained hotel with generous size rooms and great amenities. "
United States
William
$111 nightly
The price is $130
May 3 - May 4
Total with taxes and fees
Drury Inn & Suites Southwest St. Louis

River City Casino & Hotel

River City Casino & Hotel
4.0 star property
St. Louis
9.0 out of 10, Wonderful, (1,521 reviews)
"Great place to stay!"
United States
Cassady
$112 nightly
The price is $130
Apr 27 - Apr 28
Total with taxes and fees
River City Casino & Hotel

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, (1,192 reviews)
"This place is always clean and staff is always friendly. I stay here we very week for work "
United States
Steve
$85 nightly
The price is $98
Apr 26 - Apr 27
Total with taxes and fees
Wingate by Wyndham St. Louis/Fenton Route 66

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, (914 reviews)
"Clean friendly staff"
United States
Kayla
$101 nightly
The price is $119
May 3 - May 4
Total with taxes and fees
Holiday Inn Express St. Louis West - O'Fallon by IHG

Quality Inn Near Six Flags St. Louis

Quality Inn Near Six Flags St. Louis
2.5 star property
Pacific
8.4 out of 10, Very Good, (372 reviews)
"Excellent customer service. Beautiful hotel. Comfy bed with fluffy pillows. Great breakfast!"
United States
Christel
$101 nightly
The price is $115
Apr 27 - Apr 28
Total with taxes and fees
Quality Inn Near Six Flags St. Louis

The Wildwood Hotel

The Wildwood Hotel
3.5 star property
Wildwood
9.2 out of 10, Wonderful, (1,627 reviews)
"The hotel is really nice and close to good restaurants."
United States
Jackie
$92 nightly
The price is $107
May 5 - May 6
Total with taxes and fees
The Wildwood Hotel

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, (1,001 reviews)
"Breakfast menu was adequate. Staff was pleasant and helpful, the room was very clean Did not use the hot tub."
United States
Rich
$114 nightly
The price is $131
May 10 - May 11
Total with taxes and fees
Hampton Inn St. Charles St. Peters

Holiday Inn St. Louis West Six Flags by IHG

Holiday Inn St. Louis West Six Flags by IHG
3.0 star property
Eureka
9.0 out of 10, Wonderful, (1,000 reviews)
"Room was very clean and the breakfast was great!! "
United States
Myra
$127 nightly
The price is $148
Apr 27 - Apr 28
Total with taxes and fees
Holiday Inn St. Louis West Six Flags by IHG

Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport
2.5 star property
St. Ann
9.4 out of 10, Exceptional, (2,947 reviews)
"Great room, staff, breakfast and location. "
United States
Elesia
$90 nightly
The price is $106
May 3 - May 4
Total with taxes and fees
Pear Tree Inn St. Louis Airport

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, (1,001 reviews)
"This was one of our best stays ever nice hot breakfast. Clean room nice staff will stay again "
United States
Lavania
$84 nightly
The price is $99
May 3 - May 4
Total with taxes and fees
Sleep Inn & Suites O'Fallon MO - Technology Drive

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, (1,000 reviews)
"Great location and clean hotel!"
United States
Admir
$109 nightly
The price is $125
May 10 - May 11
Total with taxes and fees
Drury Inn & Suites St. Louis St. Peters

Best Western Plus Fenton

Best Western Plus Fenton
2.5 star property
Fenton
9.2 out of 10, Wonderful, (270 reviews)
"Simply love it better than 4 star hotels"
United States
Srinivas
$99 nightly
The price is $115
May 3 - May 4
Total with taxes and fees
Best Western Plus Fenton

Motel 6 Hazelwood, MO

Motel 6 Hazelwood, MO
2.0 star property
Hazelwood
8.6 out of 10, Excellent, (1,944 reviews)
"Great place to stay"
United States
Kerry
$58 nightly
The price is $71
Apr 29 - Apr 30
Total with taxes and fees
Motel 6 Hazelwood, MO

Holiday Inn Express & Suites St Peters by IHG

Holiday Inn Express & Suites St Peters by IHG
2.5 star property
St. Peters
9.2 out of 10, Wonderful, (404 reviews)
"Great breakfast nice bed"
United States
Carl
$114 nightly
The price is $131
May 3 - May 4
Total with taxes and fees
Holiday Inn Express & Suites St Peters by IHG

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, (1,000 reviews)
"Great stay"
United States
Maurice
$91 nightly
The price is $104
May 25 - May 26
Total with taxes and fees
Comfort Suites St Charles - St Louis

Courtyard by Marriott St. Louis St. Peters

Courtyard by Marriott St. Louis St. Peters
3.0 star property
St. Peters
9.0 out of 10, Wonderful, (707 reviews)
"Great stay"
United States
Anna
$116 nightly
The price is $138
May 3 - May 4
Total with taxes and fees
Courtyard by Marriott St. Louis St. Peters
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Top Winchester Hotel Reviews

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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 $71 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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