Winchester, VA Vacation Rentals
Our Favorite Vacation Rentals in Winchester
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Winchester Vacation Rentals with Wi-Fi
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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 warmest months in Winchester are July and June, when temperatures reach 91 ˚F. The coolest month is December, when temperatures drop to 0 ˚F. The wettest month in Winchester is July with 10.46 inches of rain, while the driest month is October with 1.82 inches of rain.
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Vacation Rentals in Winchester
At AllTheRooms.com we have rentals from all of the best providers - Airbnb, Priceline, Agoda and others. AllTheRooms has 400 rentals, hotels and other great places to stay while you enjoy Winchester, with everything from budget hostels and homestays to extravagant Airbnbs and hotels. For those traveling on a budget, the cheapest place to stay in Winchester is available at $21 per night. The average price of a vacation rental is generally $91 per night.
If you want to stay connected during your vacation, then you can choose from over 108 accommodations in Winchester that have WiFi. 27 places to stay include a morning meal. You can keep up with your workout routine by staying at one of 22 accommodations that provide gym facilities. If you're planning on arriving in Winchester by car, be sure to choose from 116 accommodations that provide parking. 16 vacation rentals have a a pool or jacuzzi
AllTheRooms has 28 pet-friendly places to stay in Winchester, so if you're traveling with your pet you won't have any problems.
In Winchester AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 3 providers, including 96 places to stay from Airbnb, 9 accommodations from Priceline and 9 places to stay from Agoda.
207 of our accommodations in Winchester have been reviewed and rated. 67% are rated excellent or good. 79 places to stay in are instantly bookable.