Search Hostels in Winchester from CA $95

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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 $197 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 $184
CA $213 total
includes taxes & fees
Nov 12 - Nov 13
Drury Plaza Hotel St. Louis Chesterfield
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.

3. Drury Inn & Suites Southwest St. Louis

Drury Inn & Suites Southwest St. Louis
3.0 star property
Valley Park
9.6 out of 10, Exceptional, (1,014 reviews)
"Great stay for family reunion. Staff was friendly and facilities were perfect."
United States
Crystal
The price is CA $168
CA $197 total
includes taxes & fees
Nov 12 - Nov 13
Drury Inn & Suites Southwest St. Louis
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, (1,682 reviews)
"Clean, quiet, great continental breakfast, and close to several places to eat."
United States
Lori
The price is CA $113
CA $132 total
includes taxes & fees
Dec 8 - Dec 9
The Wildwood Hotel
A modern interior with hanging pendant lights, large windows, and a view of the outside.

5. 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, (1,639 reviews)
"Good breakfast and hot tub was nice."
United States
michael
The price is CA $126
CA $146 total
includes taxes & fees
Nov 9 - Nov 10
Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
A modern kitchen with a bar area, wooden cabinets, and pendant lighting.

6. Hyatt Place St. Louis/Chesterfield

Hyatt Place St. Louis/Chesterfield
3.0 star property
Chesterfield
9.6 out of 10, Exceptional, (1,013 reviews)
"Very nice hotel and lovely room"
United States
Karin
The price is CA $183
CA $212 total
includes taxes & fees
Nov 11 - Nov 12
Hyatt Place St. Louis/Chesterfield
A hotel lobby with a staircase, dining area, and reception desk.

7. 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, (1,004 reviews)
"Great breakfast"
United States
Hollis
The price is CA $126
CA $145 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites St. Louis West - Fenton by IHG
A hotel room with two beds, a desk, and a window with a view of trees.

8. Best Western Plus Fenton

Best Western Plus Fenton
2.5 star property
Fenton
9.0 out of 10, Wonderful, (476 reviews)
"Breakfast was great! Staff was super helpful and friendly, and the room was clean and comfortable."
United States
Brian
The price is CA $131
CA $151 total
includes taxes & fees
Nov 9 - Nov 10
Best Western Plus Fenton
A hotel named Sonesta ES Suites with a staircase leading to the entrance, surrounded by well-maintained greenery and red flowers.

9. Sonesta ES Suites St. Louis - Chesterfield

Sonesta ES Suites St. Louis - Chesterfield
3.0 star property
Chesterfield
8.0 out of 10, Very good, (1,064 reviews)
"best place I have stayed in years"
United States
David
The price is CA $131
CA $152 total
includes taxes & fees
Nov 9 - Nov 10
Sonesta ES Suites St. Louis - Chesterfield
A hotel room with a bed, desk, TV, and a view of the outdoors.

10. 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 $151
CA $176 total
includes taxes & fees
Nov 19 - Nov 20
Fairfield Inn & Suites by Marriott St. Louis Chesterfield
A spacious lobby with a brown leather sofa, multiple chairs, a coffee table with a skull decoration, and a large chandelier.

11. 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, (1,004 reviews)
"Hotel staff were kind and accommodating. Great stay for a great price!"
United States
April
The price is CA $149
CA $173 total
includes taxes & fees
Nov 29 - Nov 30
DoubleTree by Hilton Hotel St. Louis - Chesterfield
A modern lobby with a reception desk, seating area, and large windows.

12. Marriott St. Louis West

Marriott St. Louis West
3.5 star property
St. Louis
8.6 out of 10, Excellent, (1,001 reviews)
"In town for a soccer tournament. Staff was very accommodating. Especially Ryan at check in."
United States
Sharon
The price is CA $143
CA $166 total
includes taxes & fees
Nov 22 - Nov 23
Marriott St. Louis West
A swimming pool with a metal ladder, surrounded by chairs and large windows offering a view of the sunset.

13. 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, (1,003 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 a seating area, a reception desk, and a kitchen area.

14. 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 $150
CA $175 total
includes taxes & fees
Nov 29 - Nov 30
Hilton Garden Inn Chesterfield
A spacious lobby with multiple seating areas, a central coffee table, and artwork on the walls.

15. Best Western St. Louis-Kirkwood Route 66

Best Western St. Louis-Kirkwood Route 66
3.5 star property
Kirkwood
8.2 out of 10, Very good, (1,567 reviews)
"Our room was comfortable and the staff was very nice."
United States
Joyce
The price is CA $130
CA $152 total
includes taxes & fees
Nov 9 - Nov 10
Best Western St. Louis-Kirkwood Route 66
An outdoor patio area with wicker furniture and a central fire feature.

16. 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)
"The room was beautiful and clean. We enjoyed the pool and the bar while we were there. Great amenities!"
United States
Brittney
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.

17. 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 hotel dining area with a long communal table, multiple chairs, and pendant lighting.

18. 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 $155
CA $180 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites St. Louis/Chesterfield
A hotel lobby with a hot tub, a pool, and outdoor seating.

19. Drury Plaza Hotel St. Louis Creve Coeur

Drury Plaza Hotel St. Louis Creve Coeur
3.0 star property
Creve Coeur
9.4 out of 10, Exceptional, (1,006 reviews)
"Room was clean Breakfast was great and the staff was very friendly"
United States
Shannon
The price is CA $174
CA $202 total
includes taxes & fees
Nov 24 - Nov 25
Drury Plaza Hotel St. Louis Creve Coeur
A modern lobby with a grey sofa, two armchairs, a round table, and a chandelier. There are two posters on the wall and a reception desk in the background.

20. Holiday Inn St Louis SW - Route 66 by IHG

Holiday Inn St Louis SW - Route 66 by IHG
3.0 star property
St. Louis
9.2 out of 10, Wonderful, (602 reviews)
"We liked the location and the esthetics of the hotel. I would have like complementary breakfast and a vending machine, but the hotel was nice! The beds are comfortable."
United States
Sara
The price is CA $157
CA $187 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn St Louis SW - Route 66 by IHG
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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