
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
The rooms were nice and clean. Staff was friendly.
Reviewed on 18 Jan 2026

Hyatt Regency St. Louis at The Arch
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

Hampton Inn St. Louis-Downtown (At the Gateway Arch)
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
Discover the most popular places to visit in Winchester

Busch Stadium
Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's great live music or attend a baseball game.

Gateway Arch
Visit the Museum of Westward Expansion, then ascend to the top of the tallest man-made monument in the US for breathtaking views of St. Louis.

Forest Park
Nature, history and cultural institutions come together in one of the United States’ largest urban parks, which buzzes with St. Louis’ dynamic community spirit.
What to do in Winchester

St. Louis Ghost Tour: Sinister Sins & Shadows

Best of St. Louis Small Group Tour w/ Arch & River Cruise












