"What a quaint and adorable place. Everywhere we turned there was something new to see and do. We had a wonderful time visiting, exploring and relaxing!"

Mac & Kathy - Richmond, Virginia

Return to a Simpler Time... during your Charlottesville vacation to the Orange Virginia area of unblemished, unencumbered, unmistakable, and mostly undiscovered rolling landscapes. Celebrated rivers, rolling hills, miles of farmland, and tranquil back roads are the perfect place to renew, rest, and visit. Diverse local arts and crafts, ethnic culture, the silent sports of fishing, biking, hiking, and canoeing, quaint towns and villages, and the people that you will be inspired by during your visit to the area are just a few of the reasons to visit.

Chestnut Hill's concierge service allows you to make your Orange Virginia getaway experience exactly what you want it to be. Your innkeepers will make reservations for any of the restaurants, attractions, or activities in the area on your behalf allowing you to fully enjoy your stay. The innkeeper's relationship with local providers means that many of the activities that they arrange for the guests can be billed directly to your room prior to your arrival.

After enjoying a restful night's sleep and a gourmet breakfast at the circa 1860 Chestnut Hill Inn, it is time to explore our spectacular region. With everything from outdoor recreation to fine dining, there is always something to see and do in arguably the most beautiful region to be found anywhere in Virginia.

Dining & Restaurants - Chestnut Hill BnB - Orange Va

Dining & Restaurants

Shopping & Antiquing - Bed & Breakfast Virginia

Shopping & Antiquing

Museums & Historic Sights - Charlottesville BnB

Museums & Historic Sights

Arts & Theatre - Orange BnB

Arts & Theatre

Outdoor Activities & Events - Bed and Breakfast Virginia

Outdoor Activities & Events

Calendar of Events - Chestnut Hill Bed & Breakfast

Calendar of Events

Vineyards & Tours - Montpelier - Skyline Drive

Vineyards & Tours

Wedding Vendors


"This is the best place my wife and I have ever stayed. The only places that could come close cost three or four times as much, and I would still prefer this B&B"

Tom & Grace
Manhattan, New York

Chestnut Hill Bed and Breakfast
236 Caroline Street
Orange, Virginia 22960


© 2015 Chestnut Hill Bed & Breakfast Inn