Winchester Holidays

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Your Winchester Holiday

Book a Winchester holiday package and get set to experience the best of this lively city. Consider basing yourself in the neighbourhood of Maplewood, which is good for bars and pubs, gift and craft shops and dining. Searching for some sightseeing inspiration for your trip to Winchester? Castlewood State Park and American Kennel Club Museum of the Dog are two must-visit attractions here. Whoever you're travelling with and whatever the size of your budget, your dream Winchester holiday is just clicks away with Expedia.

Winchester Holiday

Winchester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lambert-St. Louis Intl. Airport (STL)
Population
1,550
Max Temp Winter
4ºC
Max Temp Summer
32ºC

Our pick of the best Winchester Hotel Deals

21C Museum Hotel St Louis

21C Museum Hotel St Louis

4.5 out of 5
1528 Locust street St. Louis MO
Fully refundableReserve now, pay when you stay
The price is AU$259 per night from 8 Feb to 9 Feb
AU$259
8 Feb - 9 Feb
includes taxes & fees
9/10 Wonderful! (1,556 reviews)
The rooms were nice and clean. Staff was friendly.

Reviewed on 18 Jan 2026

21C Museum Hotel St Louis
Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

4 out of 5
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
The price is AU$263 per night from 20 Jan to 21 Jan
AU$263
20 Jan - 21 Jan
includes taxes & fees
8.4/10 Very Good! (4,040 reviews)
The room is perfect. The queen bed room is the best value for the single traveler. The only problem is having a problem to adjust the hot water in the sink.

Reviewed on 17 Jan 2026

Hyatt Regency St. Louis at The Arch
Hampton Inn St. Louis-Downtown (At the Gateway Arch)

Hampton Inn St. Louis-Downtown (At the Gateway Arch)

2.5 out of 5
333 Washington Ave St. Louis MO
Fully refundableReserve now, pay when you stay
The price is AU$171 per night from 25 Jan to 26 Jan
AU$171
25 Jan - 26 Jan
includes taxes & fees
8.6/10 Excellent! (1,216 reviews)
No, the room wasn't spotless. One of the ottomans underneath the desk has some type of white crumbs or something on it. Other than that, the hospitality was nice.

Reviewed on 11 Jan 2026

Hampton Inn St. Louis-Downtown (At the Gateway Arch)
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.