Find hotels in Winchester, MO from $69

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Our top choices for Winchester hotels

Drury Plaza Hotel St. Louis St. Charles

Drury Plaza Hotel St. Louis St. Charles
3.0 star property
St. Charles
9.6 out of 10, Exceptional, (1,003 reviews)
"Great hotel "
United States
John Christopher
$115 nightly
The price is $133
Jan 25 - Jan 26
Total with taxes and fees
Drury Plaza Hotel St. Louis St. Charles

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, (1,002 reviews)
"Great hotel for the money"
United States
Jere
$76 nightly
The price is $87
Jan 25 - Jan 26
Total with taxes and fees
Comfort Suites St Charles - St Louis

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, (382 reviews)
"Very Nice Hotel… easy and friendly check in. Very clean and comfortable rooms"
United States
Cindy
$106 nightly
The price is $122
Jan 22 - Jan 23
Total with taxes and fees
Holiday Inn Express & Suites St Peters by IHG

Comfort Inn Near Six Flags St. Louis

Comfort Inn Near Six Flags St. Louis
2.5 star property
Pacific
8.4 out of 10, Very Good, (884 reviews)
"The room was impeccable and the front desk and custodial staff incredibly hospitable."
United States
Scott
$91 nightly
The price is $104
Jan 30 - Jan 31
Total with taxes and fees
Comfort Inn Near Six Flags St. Louis

Embassy Suites by Hilton St. Louis St. Charles

Embassy Suites by Hilton St. Louis St. Charles
3.5 star property
St. Charles
8.8 out of 10, Excellent, (1,002 reviews)
"Breakfast was excellent along with clean comfortable beds. "
United States
Scott
$122 nightly
The price is $140
Jan 25 - Jan 26
Total with taxes and fees
Embassy Suites by Hilton St. Louis St. Charles

Best Western Plus The Charles Hotel

Best Western Plus The Charles Hotel
3.0 star property
St. Charles
8.2 out of 10, Very Good, (1,000 reviews)
"Clean room, great stay"
United States
Becky
$87 nightly
The price is $101
Jan 18 - Jan 19
Total with taxes and fees
Best Western Plus The Charles Hotel

Country Inn & Suites by Radisson, St. Charles Historic District

Country Inn & Suites by Radisson, St. Charles Historic District
2.5 star property
St. Charles Historic District
9.4 out of 10, Exceptional, (1,001 reviews)
"We had a great stay in a beautiful area. The staff were friendly, and Kay at the front desk was so kind and welcoming!"
United States
Audrey
$112 nightly
The price is $128
Jan 25 - Jan 26
Total with taxes and fees
Country Inn & Suites by Radisson, St. Charles Historic District

Tru by Hilton St. Charles St. Louis, MO

Tru by Hilton St. Charles St. Louis, MO
2.5 star property
St. Charles
8.6 out of 10, Excellent, (778 reviews)
"Room was wonderful great location"
United States
Sandra
$106 nightly
The price is $123
Jan 25 - Jan 26
Total with taxes and fees
Tru by Hilton St. Charles St. Louis, MO

Relax Inn Saint Charles

Relax Inn Saint Charles
2.0 star property
St. Charles
6.6 out of 10, (1,005 reviews)
"Great place to stay "
United States
Askar
$60 nightly
The price is $70
Feb 3 - Feb 4
Total with taxes and fees
Relax Inn Saint Charles

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, (1,000 reviews)
"Great location and friendly staff "
United States
Heather
$98 nightly
The price is $112
Jan 29 - Jan 30
Total with taxes and fees
Hampton Inn St. Charles St. Peters

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, (661 reviews)
"The room was perfect& the staff was great"
United States
Gregory
$113 nightly
The price is $135
Jan 25 - Jan 26
Total with taxes and fees
Courtyard by Marriott St. Louis St. Peters

Best Western St. Louis-Kirkwood Route 66

Best Western St. Louis-Kirkwood Route 66
3.5 star property
Kirkwood
8.4 out of 10, Very Good, (1,391 reviews)
"Great place and a great value"
United States
Dennis
$94 nightly
The price is $110
Jan 19 - Jan 20
Total with taxes and fees
Best Western St. Louis-Kirkwood Route 66

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa
4.5 star property
St. Charles
8.4 out of 10, Very Good, (1,009 reviews)
"Was an amazing hotel to stay at!! Clean spacious and very nice!!! Will stay here again!!"
United States
Darci
$193 nightly
The price is $226
Jan 19 - Jan 20
Total with taxes and fees
Ameristar Casino Resort and Spa

Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport
2.5 star property
St. Ann
9.4 out of 10, Exceptional, (2,779 reviews)
"Staff was great and breakfast and lobby was great."
United States
Sheila
$90 nightly
The price is $106
Jan 21 - Jan 22
Total with taxes and fees
Pear Tree Inn St. Louis Airport

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)
"Clean rooms and kids really enjoyed the pool area."
United States
VeAnn
$112 nightly
The price is $130
Jan 25 - Jan 26
Total with taxes and fees
Holiday Inn St. Louis West Six Flags by IHG

The Wildwood Hotel

The Wildwood Hotel
3.5 star property
Wildwood
9.2 out of 10, Wonderful, (1,626 reviews)
"Clean room, friendly staff and lots of activities in the immediate area."
United States
Anonymous traveler
$101 nightly
The price is $118
Jan 21 - Jan 22
Total with taxes and fees
The Wildwood Hotel

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

Country Inn & Suites by Radisson, St. Peters, MO
2.5 star property
St. Charles
8.2 out of 10, Very Good, (1,000 reviews)
"Convenient spot for stopping through. Hallways smell a bit like cigarettes, room smelled a bit like body odor."
United States
James
$86 nightly
The price is $98
Jan 25 - Jan 26
Total with taxes and fees
Country Inn & Suites by Radisson, St. Peters, MO

Drury Inn & Suites Southwest St. Louis

Drury Inn & Suites Southwest St. Louis
3.0 star property
Valley Park
9.4 out of 10, Exceptional, (1,020 reviews)
"Great stay"
United States
Maureen
$115 nightly
The price is $135
Jan 25 - Jan 26
Total with taxes and fees
Drury Inn & Suites Southwest St. Louis

Sonesta Simply Suites St Louis Earth City

Sonesta Simply Suites St Louis Earth City
2.0 star property
Earth City
8.6 out of 10, Excellent, (809 reviews)
"Great place"
United States
Adam
$76 nightly
The price is $87
Jan 17 - Jan 18
Total with taxes and fees
Sonesta Simply Suites St Louis Earth City

Wingate by Wyndham St. Louis Airport

Wingate by Wyndham St. Louis Airport
2.5 star property
St. Ann
9.2 out of 10, Wonderful, (1,504 reviews)
"Pleasant atmosphere and very clean."
United States
Sharon Fohey
$97 nightly
The price is $114
Jan 25 - Jan 26
Total with taxes and fees
Wingate by Wyndham St. Louis Airport
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Top Winchester Hotel Reviews

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Hotels in Winchester with star-rating

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 $69 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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