Search Hostels in Winchester from CA $94

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

A stone pathway leading to a house with a white exterior.

1. Studio, sleeps 5, short drive to Hidden Valley Ski Resort, parks &concert venues

Studio, sleeps 5, short drive to Hidden Valley Ski Resort, parks &concert venues
Ballwin
8.0 out of 10, Very good, (25 reviews)
"Rooms were clean and everything we needed for our stay."
United States
Keith K.
The price is CA $95
CA $195 total
includes taxes & fees
Nov 9 - Nov 10
Studio, sleeps 5, short drive to Hidden Valley Ski Resort, parks &concert venues
A spacious lobby with a central round table, two sofas, and a chandelier.

2. Drury Plaza Hotel St. Louis Chesterfield

Drury Plaza Hotel St. Louis Chesterfield
3.0 star property
Chesterfield
9.6 out of 10, Exceptional, (1,315 reviews)
"Great stay. Food was great. Location is great. Will stay again."
United States
Sara
The price is CA $182
CA $211 total
includes taxes & fees
Nov 12 - Nov 13
Drury Plaza Hotel St. Louis Chesterfield
A modern kitchen with a bar area, wooden cabinets, and pendant lighting.

3. Hyatt Place St. Louis/Chesterfield

Hyatt Place St. Louis/Chesterfield
3.0 star property
Chesterfield
9.6 out of 10, Exceptional, (1,009 reviews)
"Very nice hotel and lovely room"
United States
Karin
The price is CA $182
CA $211 total
includes taxes & fees
Nov 15 - Nov 16
Hyatt Place St. Louis/Chesterfield
A hotel with a prominent tower, a fountain in the courtyard, and a well-maintained garden.

4. The Wildwood Hotel

The Wildwood Hotel
3.5 star property
Wildwood
9.2 out of 10, Wonderful, (1,680 reviews)
"Clean, quiet, great continental breakfast, and close to several places to eat."
United States
Lori
The price is CA $116
CA $135 total
includes taxes & fees
Dec 1 - Dec 2
The Wildwood Hotel
A modern hotel lobby with a high ceiling, a central seating area with sofas and a coffee table, and a flat-screen TV mounted on the wall.

5. Drury Inn & Suites Southwest St. Louis

Drury Inn & Suites Southwest St. Louis
3.0 star property
Valley Park
9.6 out of 10, Exceptional, (1,012 reviews)
"Great stay for family reunion. Staff was friendly and facilities were perfect."
United States
Crystal
The price is CA $167
CA $195 total
includes taxes & fees
Nov 12 - Nov 13
Drury Inn & Suites Southwest St. Louis
A hotel lobby with a staircase, dining area, and reception desk.

6. Holiday Inn Express & Suites St. Louis West - Fenton by IHG

Holiday Inn Express & Suites St. Louis West - Fenton by IHG
3.0 star property
Fenton
8.8 out of 10, Excellent, (1,003 reviews)
"Great breakfast"
United States
Hollis
The price is CA $130
CA $151 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express & Suites St. Louis West - Fenton by IHG
A modern interior with hanging pendant lights, large windows, and a view of the outside.

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

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
3.0 star property
Fenton
7.8 out of 10, Good, (1,636 reviews)
"Good breakfast and hot tub was nice."
United States
michael
The price is CA $125
CA $144 total
includes taxes & fees
Nov 9 - Nov 10
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
A hotel room with a bed, desk, TV, and a view of the outdoors.

8. Fairfield Inn & Suites by Marriott St. Louis Chesterfield

Fairfield Inn & Suites by Marriott St. Louis Chesterfield
3.0 star property
Chesterfield
9.0 out of 10, Wonderful, (1,002 reviews)
"very nice stay. Great room with easy check in ,nice staff, friendly and helpful. Excellent breakfast, with good setup and fresh food."
United States
Charles
The price is CA $150
CA $174 total
includes taxes & fees
Nov 22 - Nov 23
Fairfield Inn & Suites by Marriott St. Louis Chesterfield
A hotel room with two beds, a desk, and a window with a view of trees.

9. Best Western Plus Fenton

Best Western Plus Fenton
2.5 star property
Fenton
9.0 out of 10, Wonderful, (474 reviews)
"The room was clean, the bed was comfy with fluffy pillows. The breakfast had a variety of hot and cold foods. My favorite, the waffle maker. The hotel was conveniently located with a variety of restaurants nearby to choose from."
United States
Judy
The price is CA $130
CA $150 total
includes taxes & fees
Nov 8 - Nov 9
Best Western Plus Fenton
A modern kitchen area with a central island, bar stools, and a breakfast bar.

10. Hampton Inn St. Louis/Chesterfield

Hampton Inn St. Louis/Chesterfield
3.5 star property
Chesterfield
8.6 out of 10, Excellent, (1,001 reviews)
"Everything was spotlessly clean, staff were amazing and breakfast was exceptional! Will definitely be starting again!"
United States
Susan
The price is CA $148
CA $171 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn St. Louis/Chesterfield
A modern lobby with a reception desk, seating area, and large windows.

11. Marriott St. Louis West

Marriott St. Louis West
3.5 star property
St. Louis
8.6 out of 10, Excellent, (1,000 reviews)
"In town for a soccer tournament. Staff was very accommodating. Especially Ryan at check in."
United States
Sharon
The price is CA $142
CA $165 total
includes taxes & fees
Nov 22 - Nov 23
Marriott St. Louis West
A hotel named Sonesta ES Suites with a staircase leading to the entrance, surrounded by well-maintained greenery and red flowers.

12. Sonesta ES Suites St. Louis - Chesterfield

Sonesta ES Suites St. Louis - Chesterfield
3.0 star property
Chesterfield
8.0 out of 10, Very good, (1,062 reviews)
"best place I have stayed in years"
United States
David
The price is CA $130
CA $151 total
includes taxes & fees
Nov 8 - Nov 9
Sonesta ES Suites St. Louis - Chesterfield
A spacious lobby with a seating area, a reception desk, and a kitchen area.

13. Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield
3.0 star property
Chesterfield
8.4 out of 10, Very good, (847 reviews)
"We def will be staying here again after our last hotel experience"
United States
Samantha
The price is CA $149
CA $173 total
includes taxes & fees
Nov 29 - Nov 30
Hilton Garden Inn Chesterfield
A spacious lobby with a brown leather sofa, multiple chairs, a coffee table with a skull decoration, and a large chandelier.

14. DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield
4.0 star property
Chesterfield
8.8 out of 10, Excellent, (1,001 reviews)
"Hotel staff were kind and accommodating. Great stay for a great price!"
United States
April
The price is CA $140
CA $163 total
includes taxes & fees
Nov 28 - Nov 29
DoubleTree by Hilton Hotel St. Louis - Chesterfield
An outdoor patio area with wicker furniture and a central fire feature.

15. Courtyard by Marriott St. Louis Chesterfield

Courtyard by Marriott St. Louis Chesterfield
3.0 star property
Chesterfield
9.0 out of 10, Wonderful, (682 reviews)
"Love the location and most of the staff were very nice! The cafe/Starbucks was a little disappointing."
United States
Kelly
The price is CA $155
CA $180 total
includes taxes & fees
Nov 19 - Nov 20
Courtyard by Marriott St. Louis Chesterfield
A modern dining area with a long table and chairs, a flat-screen TV mounted on the wall, and a wooden ceiling.

16. Holiday Inn Express & Suites St. Louis - Chesterfield by IHG

Holiday Inn Express & Suites St. Louis - Chesterfield by IHG
2.5 star property
Chesterfield
9.0 out of 10, Wonderful, (1,001 reviews)
"We drove across America and this property stood out by just having the most comfortable beds and a great breakfast , great staff ."
United States
Terry
The price is CA $155
CA $181 total
includes taxes & fees
Nov 19 - Nov 20
Holiday Inn Express & Suites St. Louis - Chesterfield by IHG
A modern living area with a sofa, armchairs, a coffee table, and a kitchen in the background.

17. Best Western St. Louis Inn

Best Western St. Louis Inn
2.5 star property
St. Louis
8.4 out of 10, Very good, (1,208 reviews)
"Clean rooms good breakfast."
United States
Susan
The price is CA $95
CA $110 total
includes taxes & fees
Nov 15 - Nov 16
Best Western St. Louis Inn
A swimming pool with a metal ladder, surrounded by chairs and large windows offering a view of the sunset.

18. La Quinta Inn & Suites by Wyndham St Louis Route 66

La Quinta Inn & Suites by Wyndham St Louis Route 66
3.0 star property
St. Louis
8.4 out of 10, Very good, (1,001 reviews)
"Great place!"
United States
Edward
The price is CA $130
CA $151 total
includes taxes & fees
Nov 9 - Nov 10
La Quinta Inn & Suites by Wyndham St Louis Route 66
A spacious lobby with modern seating, a reception desk, and large windows offering views of the parking area.

19. Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport
2.5 star property
St. Ann
9.4 out of 10, Exceptional, (3,358 reviews)
"Great stay for airport access"
United States
Rebecca
The price is CA $126
CA $150 total
includes taxes & fees
Nov 12 - Nov 13
Pear Tree Inn St. Louis Airport
A modern hotel dining area with a long communal table, multiple chairs, and pendant lighting.

20. Hampton Inn & Suites St. Louis/Chesterfield

Hampton Inn & Suites St. Louis/Chesterfield
3.5 star property
Chesterfield
8.8 out of 10, Excellent, (921 reviews)
"Incredibly clean and modern room and building. Friendly and helpful front desk staff, free shuttle (so helpful), and super close to a bunch of stuff. Would stay again, for longer next time!"
United States
Ellen
The price is CA $154
CA $179 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn & Suites St. Louis/Chesterfield
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.
View all properties

Top reviews in Winchester

A modern kitchen with a bar area, wooden cabinets, and pendant lighting.
Hyatt Place St. Louis/Chesterfield

Hyatt Place St. Louis/Chesterfield

Hyatt Place St. Louis/Chesterfield
Chesterfield

10/10 Excellent

Great place
Canada
Cedric
Reviewed August 31, 2025
Hyatt Place St. Louis/Chesterfield

Frequently Asked Questions

What are the best hostels in Winchester?

Our guests like these accommodations in the surrounding area, and they may have reasonable room rates: Clayton Plaza Hotel & Extended Stay - 11.1 mi (17.8 km) from the heart of Winchester. Guests can enjoy free breakfast, free WiFi, and free parking at this hotel. Hyatt Regency St. Louis at The Arch - 18.5 mi (29.8 km) from the heart of Winchester. Located within a 10-minute walk of City Museum and Enterprise Center. You can take advantage of free breakfast, free WiFi, and a 24-hour front desk at this hotel. Pear Tree Inn St. Louis Airport - 13.3 mi (21.4 km) from the heart of Winchester. Located within a 20-minute walk of St. Louis University and Forest Park. Guests can enjoy free WiFi, a 24-hour front desk, and laundry facilities at this hotel.

When is the best time of year to stay in a hostel in Winchester?

Good weather's definitely a plus when you're experiencing new places, so here's a little information that may be helpful: The hottest months are usually July and August with an average temp of 76°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 49 inches.

What is there to see and do in Winchester?

Major attractions include St. Louis Zoo. Get out into nature with places like Laumeier Sculpture Park, Lou Fusz Soccer Complex, and Jewel Box. Locals like to shop at Westport Plaza and St. Louis Premium Outlets.

What's the best way to get to and around Winchester while staying at a hostel?

Keep this information about transit options in Winchester on hand to make the most of your stay: You can fly into the nearest airport, which is St. Louis, MO (SUS-Spirit of St. Louis), located 8.1 mi (13 km) away from the city center. Another option is St. Louis Lambert Intl. Airport (STL), situated 13.7 mi (22 km) away.

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