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A Quaint and Elegant Virginia Escape

Discover the warmth, elegance, and luxury of a charming bed and breakfast in the heart of Orange, Virginia at the beautiful Chestnut Hill Bed & Breakfast. Here, you will delight in a place that lets you truly escape. Their cozy accommodations offer comforts of home, an evening wine and cheese event lets you socialize with the hosts and fellow guests, and an onsite library is perfect for relaxing with a good book. Nearby you'll find a variety of quaint shops to visit, along with monuments and historic sites to explore. Or, head to one of Virginia's many vineyards and enjoy a delightful wine tasting!

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 6 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Orange
  • Nearby Water N/A
  • Open Dates All Year


Escape to a place that lets you really relax with your loved ones at the beautiful Chestnut Hill Bed & Breakfast. Here, you and your family will find a variety of exciting things to enjoy together, whether it's simply indulging in a movie on the 62-inch plasma television, or exploring the area. Nearby you can visit James Madison's Montpelier, the newly restored home of the Father of the Constitution, the Civil War Museum at the Exchange Hotel, or go horseback riding, boating, skydiving and much more!


Built in 1860 by a local tanner named Alexander Dale, a founding members of Orange, Virginia's Town Council, the Chestnut Hill Bed & Breakfast offers you a taste of the past blended in with the luxurious of the present. The name "Chestnut Hill" came from the abundant Chestnut trees located on the property at the time, though they were later destroyed in 1910.


Chestnut Hill Bed & Breakfast puts you in the heart of beautiful Orange, Virginia. Spend a day outdoors enjoying the fresh air as you visit the many magnificent vineyards in the area, or head out on a horseback riding trip. Skydiving, fishing, and much more are also just minutes away!


Fall in love all over again at the Chestnut Hill Bed & Breakfast! You and your sweetheart will delight in the cozy accommodations and charming envirornment at this Orange, Virginia getaway. Enjoy their evening wine and cheese social, cuddle up together with a movie in the entertainment area, and head out to visit one of the many gorgeous vineyards in the area!

Additional Information

  • Freshwater Fishing
  • Wildlife & Nature
Room Amenities
  • Coffee Maker
  • Hair Dryer
  • Horseback Riding
  • Photography
  • Shopping
  • Sightseeing
  • Wineries
Languages Spoken
  • English

Nearest Airports

  • Charlottesville Albemarle Airport (CHO) / 19.7 miles
  • Shenandoah Valley Regional Airport (SHD) / 42.5 miles
  • A P Hill Aaf (Fort A P Hill) Airport (APH) / 44.8 miles

* Not all airports listed here may be open to public use, or service commercial flights

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Lodging in or near Orange

2.6 miles away