
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

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel
Beautiful Hotel! Comfortable rooms and friendly staff.
Reviewed on 28 Nov 2025

Pear Tree Inn St. Louis Airport
Was a very nice stay! Bandanas next door is so good!!
Reviewed on 29 Nov 2025

Hyatt Regency St. Louis at The Arch
Couldn't adjust the heat in my room as it was below freezing outside. Also, they misinformed me about the garage parking. Made my 1$t few trips inside & outta the hotel very stressful.....
Reviewed on 4 Dec 2025
Discover the most popular places to visit in Winchester

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.

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.

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












