Hotels in Winchester,

Virginia

Showing 19 hotels

  • Spark by Hilton Winchester

    1.07 miles
    Free breakfast
    Free parking
    Indoor pool

  • Hampton Inn Winchester-University/Mall Area

    1.12 miles
    Free breakfast
    Free parking
    Outdoor pool

  • Hilton Garden Inn Winchester

    1.14 miles
    Free parking
    Indoor pool

  • Hampton Inn Winchester N/Conference Center

    1.41 miles
    Free breakfast
    Free parking

  • Home2 Suites by Hilton Winchester

    2.21 miles
    Free breakfast
    Free parking
    Indoor pool

  • Tru by Hilton Winchester

    2.93 miles
    Free breakfast
    Free parking
    Indoor pool

  • DoubleTree by Hilton Front Royal Blue Ridge Shadows

    13.41 miles
    Free parking
    Indoor pool

  • Hampton Inn Martinsburg South-Inwood

    14.12 miles
    Free breakfast
    Free parking
    Outdoor pool

  • Hampton Inn Front Royal

    15.59 miles
    Free breakfast
    Free parking
    Indoor pool

  • Home2 Suites by Hilton Charles Town

    19.17 miles
    Free breakfast
    Free parking
    Indoor pool

  • Hampton Inn & Suites Charles Town

    19.21 miles
    Free breakfast
    Free parking
    Indoor pool

  • Hilton Garden Inn Martinsburg

    20.16 miles
    Free parking
    Indoor pool

  • Hampton Inn Martinsburg

    20.68 miles
    Free breakfast
    Free parking
    Outdoor pool

  • Home2 Suites by Hilton Martinsburg

    21.09 miles
    Free breakfast
    Free parking
    Indoor pool

  • Tru by Hilton Martinsburg

    21.12 miles
    Free breakfast
    Free parking
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What are some popular attractions in Winchester?

Winchester features historic sites and scenic destinations popular with travelers looking for exciting attractions. Some fun Winchester things to do include:

•Exploring Old Town Winchester, where guests can stroll along pedestrian-friendly streets lined with shops, galleries, and dining options.

•Visiting the Museum of the Shenandoah Valley, which offers art exhibits and beautiful gardens for a cultural experience.

•Touring Civil War sites, such as Stonewall Jackson’s Headquarters and the Winchester National Cemetery.

•Enjoying seasonal apple picking and festivals at nearby orchards, reflective of the region’s agricultural heritage.

•Hiking and nature walks in Shenandoah Valley parks, with vibrant foliage in autumn and diverse trails year-round.

Where are some notable restaurants in Winchester?

Winchester is known for charming eateries serving local cuisine. Many restaurants in Winchester highlight regional flavors like Virginia ham and farm-fresh produce in historic settings. Guests might enjoy:

•Savoring Southern-inspired dishes at downtown bistros that showcase locally sourced ingredients.

•Experiencing Appalachian specialties in cozy spots along Loudoun Street.

•Sampling seasonal menus at family-run restaurants, with wine lists featuring Virginia vineyards.

Which Winchester neighborhoods have easy access to historic attractions?

Winchester has several neighborhoods with convenient access to historic attractions. Guests often choose to stay near Old Town for its charming streets and proximity to museums and Civil War sites. South Loudoun Street features local shops and dining within walking distance of notable landmarks. Berryville Avenue neighborhoods provide access to both historic sites and scenic outdoor spaces. Staying in these areas lets visitors immerse themselves in Winchester’s rich heritage and vibrant local culture.

What types of cuisine is Winchester known for?

Winchester is known for its diverse culinary scene, blending classic American favorites with regional Southern specialties. Winchester’s welcoming atmosphere and range of restaurants make it a hidden gem for food exploration. Guests can find:

•Popular places to eat in Winchester serving farm-to-table American cuisine, often featuring seasonal ingredients and regional flavors.

•Rich barbecue and Southern comfort food, popular with travelers looking for authentic Virginia tastes.

•Diverse international options, with Italian, Asian, and Mexican culinary influences found throughout the area.

What is the best time of year for outdoor experiences in Winchester?

Winchester’s outdoor experiences are especially vibrant from the late spring through early fall, when mild temperatures and lush landscapes make hiking, vineyard tours, and historic garden strolls most enjoyable. Fall brings colorful foliage to the Shenandoah Valley, while spring showcases blooming cherry trees and lively community events. Summer may offer ideal conditions for exploring local parks and outdoor festivals.

*Prices are based on current availability over the next 30 days and are subject to change. Please enter exact dates for specific pricing and availability.