Winchester, VA Vacation Rentals
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Winchester Travel Guide
In the Shenandoah Valley of northern Virginia lies Winchester. It's a small city that played an important part in the Civil War but nowadays it serves as a small hub for tourism as it's home to leafy green parks, springs, forests, alongside history and museums.
Things to Do in Winchester
To experience the beauty of Winchester, visitors flock to Jim Barnett Park to explore its various trails and enjoy its year-round indoor and outdoor pools. Other great parks in the area include the Frederick Douglass Park and Weaver Park, both of which are ideal for playing soccer and field sports.
Shawnee Springs Preserve, the site of an old Civil War hospital, is the perfect place to admire some of Winchester’s most scenic wetlands, lush forests, and trickling springs.
Meanwhile, history buffs will be amazed by the various historical sites and museums in Winchester, including Stonewall Jackson’s Headquarters, Handley Regional Library, Virginia Museum of Veiled History, Shenandoah Valley Civil War Museum, and the Shenandoah Valley Discovery Museum.
Guests looking to soak in views of the epic Blue Ridge mountain range can make their way to Marker-Miller Orchards to sample tasty cider, donuts, and slushies, and marvel over the countryside views.
Best Places to Stay in Winchester
As for vacation homes, Winchester has a great selection. From log cabins to modern three-story houses, the city has the perfect rental for everyone. Many of the rentals are not only stylish but friendly and spacious, as well, with great views of the surrounding mountains.
Best Time to Visit Winchester
The best time to visit Winchester is from mid-June to July when the sun is shining and the warm weather is at its finest.
Best Events in Winchester
A few of the most exciting things in Winchester are the city's annual events. For example, the St. Paddy's Celtic Fest celebrates everything Celtic, featuring Celtic-themed games, balloon animals, face painting, dancing and music, food vendors, a photo booth, bagpipers, movies, and a petting zoo. Other fun events include the Rockin’ Independence Day Eve, Oktoberfest, and Holly Jolly Celebration.
Things to Do for Families in Winchester
Animal-loving families can spend the day amongst horses at the Rocking S Ranch. The ranch offers guided horseback trail rides with friendly guides that can take riders through streams, forests, fields, and wetlands. They can also feed the animals at Wilson’s Wild Animal Park. Shopping is another great activity, with Winchester offering Apple Blossom Mall and Creekside Station, alongside a dozen other unique shops and local boutiques.
The Weather in Winchester
This climate histogram shows you the weather patterns in Winchester. The hottest month in Winchester is June, when temperatures peak at 97 ˚F. The coolest month is November, when temperatures drop to 12 ˚F. The wettest month in Winchester is July with 5.85 inches of rain, while the driest month is August with 2.11 inches of rain.
What Expert Travelers Think
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Vacation Rentals in Winchester
Pick the perfect accommodation for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, Agoda and more. AllTheRooms has 358 vacation rentals, hotels and other great places to stay during your time in Winchester, with everything from budget hostels and homestays to extravagant Airbnbs and hotels. If you are trying to save money, the lowest priced place to stay in Winchester is only $20 a night. An average vacation rental in Winchester costs on average $87 a night.
If you need to stay connected during your vacation, then you can choose from over 131 accommodations in Winchester that have WiFi. 13 of our accommodations include a breakfast in the price. Choose from 22 places to stay that provide gym facilities, so you won't miss a single workout. Driving to Winchester? Then choose one of the 133 places to stay that comes with a parking spot included. 16 vacation rentals come with a pool or jacuzzi
If you're traveling with your best friend, then make sure to select one of the 36 pet-friendly accommodations available.
We combine a wide variety of Winchester accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 3 providers, including 116 places to stay from Airbnb, 22 accommodations from Priceline and 9 places to stay from Agoda.
196 of the accommodations in Winchester have been reviewed and rated. 72% are rated excellent or good. 87 places to stay in are instantly bookable.