If you’re looking for a historic and charming city to explore, Winchester is the perfect place for you! Nestled within the scenic Shenandoah Valley, Winchester has a long and rich history dating back to the American Revolution and Civil War. Today, it’s a picturesque city with plenty of shops, restaurants, and activities to enjoy. Get a glimpse of its past by visiting historical and cultural attractions such as Museum of the Shenandoah Valley and Old Town Winchester. Going to Dinosaur Land or Mac’s Roller Rink located a bit outside the city is highly suggested for families with kids. There are also several parks perfect for picnics and playing outdoor games. Thus, Winchester has something to offer everyone! Bringing your vehicle or renting one will lessen the hassle of traveling. If you’re considering this, then check out this list of top hotels with free parking in Winchester, Virginia.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on November 21, 2024.
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1. Hampton Inn Winchester-University/Mall Area (from USD 99)
Explore Winchester’s major attractions with ease by staying at Hampton Inn Winchester-University/Mall Area. This hotel will make you feel welcome with its clean and comfortable rooms, exceptional services, and helpful staff. Here, you can start your mornings with a hot breakfast, while coffee or tea is available in the common lounge. Your stay wouldn’t be complete if you don’t make use of the fenced outdoor pool.
Connecting with loved ones at home won’t be a problem either as free WiFi is available inside hotel premises. Another great perk is that this hotel offers free parking for guests traveling by car. The parking ground features wheelchair-accessible spaces. Guests traveling in an RV can also park their vehicles here.
Hampton Inn Winchester-University\/Mall Area
Address: 640 East Jubal Early Drive
1.23 km (0.8 mi) from Jim Barnett Park
2. Hilton Garden Inn Winchester (from USD 119)
Sleep in luxury at Hilton Garden Inn Winchester, situated just a few minutes from Shenandoah University and Apple Blossom Mall. You’ll be able to stay connected to the outside world thanks to free WiFi access provided in each room. These elegant rooms have a spacious living area with a pull-out sofa and flat-screen TV.
Invite your loved ones and spend quality time at the indoor pool or dine at the on-site restaurant that serves mouthwatering American cuisine. Another attractive feature here is free self-parking for all guests. The parking area can be accessed by wheelchair also.
Hilton Garden Inn Winchester
Address: 120 Wingate Drive
1.53 km (1.0 mi) from Jim Barnett Park
3. Wingate by Wyndham Winchester (from USD 104)
Wingate by Wyndham Winchester hotel is the best place to stay whether you’re looking for a restful retreat or a place to catch up on work. This budget-friendly hotel boasts spacious rooms with air-conditioning, flat-screen TV, WiFi, and other amenities that will make your stay comfortable. Take advantage of the complimentary hot breakfast available daily at the lobby.
After this, you can start exploring nearby attractions and landmarks such as Apple Blossom Mall and Old Town Winchester. These attractions are steps away from the property, so you can just leave your car at the on-site parking area. Buses and travel trailers can also be parked. Once you’re done having fun outside, relax and swim in the indoor pool or work up a sweat in the 24-hour fitness center.
Spark by Hilton Winchester
Address: 150 Wingate Dr
1.38 km (0.9 mi) from Jim Barnett Park
4. Hampton Inn Winchester N/Conference Center, VA (from USD 121)
Corporate guests will surely love the location of this hotel since it’s near the city’s business establishments. This hotel is designed to help them stay connected and work efficiently. They can also access the 5,000-sq. ft. (464-sqm) conference space, meeting rooms, computer stations, and a 24-hour business center. Each room has a designated work space if you’re looking for a more peaceful setting.
On the other hand, all guests can relish a hot breakfast every morning and complimentary coffee and tea whenever they want. Guests traveling with their car can also enjoy free self-parking onsite.
Hampton Inn Winchester N\/Conference Center, VA
Address: 1204 Berryville Avenue
1.69 km (1.1 mi) from Jim Barnett Park
5. APM Inn and Suites (from USD 73)
Spend time with your loved ones or even with your fur baby here at APM Inn and Suites. This family- and pet-friendly property boasts resort-like facilities that will help you relax and recharge. Each comfortable guest unit features a private bathroom and spacious bedrooms with air-conditioning. The indoor pool is perfect for a refreshing dip, no matter the weather outside. You can also head straight to the sauna for a revitalizing experience.
On top of these, guests can enjoy access to some facilities for free! These include WiFi and private parking. Guests don’t even need to reserve a parking spot beforehand.
APM Inn and Suites
Address: 1347 Berryville Avenue
1.72 km (1.1 mi) from Jim Barnett Park
Enjoy a hassle-free time in Winchester
With a wide array of attractions to visit in and around the city, bringing your car for sightseeing may be a smart thing to do. In that case, accommodations, where you can park for free, will be a great help. So consider staying at one of these hotels and have an enjoyable getaway in Winchester.
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