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 May, when temperatures peak at 99 ˚F. The coolest month is November, when temperatures drop to 10 ˚F. The wettest month in Winchester is April with 7.5 inches of rain, while the driest month is January with 0.96 inches of rain.
What Expert Travelers Think
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Vacation Rentals in Winchester
At AllTheRooms.com we have vacation rentals from all of the leading providers - Airbnb, Priceline, Agoda and many more. Winchester has 358 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, luxury travelers and everything in between. If you are trying to save money, the lowest priced place to stay in Winchester comes in at $20 a night. On average, an accommodation in Winchester will cost you $87 per night.
Those looking to get some work finished during their trip to Winchester can pick from 131 places to stay that include WiFi. 13 places to stay include a morning meal. Choose from 22 accommodations that provide gym options, so you don't miss a single workout. If you are driving to Winchester, you'll want to pick from 133 places to stay that provide parking. We have 16 accommodations that have a pool or jacuzzi.
If you're traveling with a furry friend, then make sure to select one of the 36 pet-friendly accommodations available.
AllTheRooms compares vacation rentals, hotels and other bespoke accommodation types from many providers in Winchester, including 116 places to stay from Airbnb, 22 accommodations from Priceline and 9 places to stay from Agoda
196 of our accommodations in Winchester have been rated by previous guests. They rated 72% as excellent or good. 87 accommodations allow instant booking.