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Plan Your Trip to Winchester: Best of Winchester Tourism

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Explore Winchester

Sitting at the northernmost corner of Virginia in the Shenandoah Valley, Winchester offers visitors the chance to explore historical sites, museums, vineyards, farmers' markets, and tree-lined Old Town streets once wandered by the likes of George Washington and Stonewall Jackson. The fruitful fields of the surrounding Frederick County have earned the area the title "apple capital of the world," with the city hosting the Shenandoah Apple Blossom Festival annually for almost a century.

Essential Winchester

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Things to do

  • Museum of the Shenandoah Valley
    4.6 of 5 bubbles554
    Art Museums, History Museums
  • Patsy Cline Historic House
    4.5 of 5 bubbles178
    Points of Interest & Landmarks
  • Old Town Winchester Walking Mall
    4.1 of 5 bubbles42
    Historic Walking Areas, Scenic Walking Areas
  • Handley Regional Library
    4.7 of 5 bubbles156
    Libraries, Points of Interest & Landmarks
  • Abram's Delight
    4.5 of 5 bubbles80
    Architectural Buildings, Historic Sites
  • Kernstown Battlefield and Pritchard House
    4.6 of 5 bubbles67
    Battlefields

Places to stay

  • The George Washington, a Wyndham Grand Hotel
    4.5 of 5 bubbles2,564
  • Country Inn & Suites by Radisson, Winchester, VA
    4.5 of 5 bubbles1,476
  • Hampton Inn Winchester - University / Mall Area
    4.5 of 5 bubbles810
  • Hampton Inn Winchester North / Conference Center
    4.5 of 5 bubbles893
  • Spark by Hilton Winchester
    4.0 of 5 bubbles1,327
  • Microtel Inn & Suites by Wyndham Winchester
    4.5 of 5 bubbles83

Food & drink

  • Violino Ristorante Italiano
    4.5 of 5 bubbles633
    ₱₱₱₱ • Italian, Vegetarian friendly, Vegan options
  • Roma Old Town Wood-Fired Pizzeria
    4.5 of 5 bubbles368
    ₱₱ - ₱₱₱ • Italian, Bar, Pizza
  • Taqueria Guadalajara
    4.7 of 5 bubbles249
    ₱₱ - ₱₱₱ • Mexican, Latin, Vegetarian friendly
  • Bonnie Blue
    4.4 of 5 bubbles452
    ₱₱ - ₱₱₱ • American, Barbecue, Vegetarian friendly
  • La Nicoise Cafe
    4.4 of 5 bubbles301
    ₱₱ - ₱₱₱ • French, European, Vegan options
  • Papermill Place Restaurant
    4.3 of 5 bubbles256
    ₱ • American, Vegetarian friendly

Winchester Is Great For

Eat & drink

Shopaholics

After dark

Bars

Art & history

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