Inn at the Crossroads

5010 Plank Road, Charlottesville, Virginia 22959
Innkeeper(s): Jim and Janet Stern
  • Introduction

    Inn at the Crossroads front

    Located just 10 minutes from the University of Virginia and in the center of Charlottesville's tasting triangle, the Inn at the Crossroads is a listed on the National Historic Register, is designated a Virginia historic landmark and is part of the Southern Albemarle Rural Historic District.

    Meander among the wild flower gardens, swing under a giant oak or simply sit on the hill and enjoy magnificent panoramic Blue Ridge mountain views. Enjoy the rich history and gracious accomodations of the Inn or the two room cottage offers guests that honeymoon-like escape. The cottage was originally the summer kitchen for the Inn and has been restored to a quaint guest house.
    The Inn is located next to Pippin Hill Vineyard, Loving Cup Organic Vineyard and Albemarle Ciderworks and is just 15 minutes to Monticello and the Blue Ridge Parkway.
  • Insider's Info

    Travelers are always looking for memorable and relaxing experiences. Let’s discover more through the words of our innkeepers. Many thanks to Jim and Janet Stern for sharing their own secrets with!
    Why do most travelers stay at your inn?

    Travelers staying at our Inn want a historic Bed and Breakfast experience with modern amenities and beautiful outdoor surroundings.

    What are you best known for? What makes your inn unique? What do you love most about your inn?

    We are a historic Inn whose Innkeepers are extremely knowledgeable with regards to local history. Enjoy a museum experience and plentiful stories about the property, building, its famous presidential visitors and local history.

    If someone has never been to your city, what is the #1 reason to come visit?

    Travelers to Charlottesville seek history, incredible outdoor adventure and the exploding wine and beer industry.

    What’s the best compliment you have ever received about the inn?

    “Exceptional and generous hospitality, amazing food and great stories told.”

    What’s the best kept secret about the area?

    We have great urban character yet unsurpassed rural beauty.

    If a traveler is staying at your inn for 4 nights, what should he/she do in the area?

    Visit the Monticello, Montpelier and Ash Lawn Highland. Spend a day in our tasting triangle: Pippin Hill Farm and Vineyard, Loving Cup Organic Vineyard and Albemarle Ciderworks all within 3 minutes or less to the Inn. Travel the Blue Ridge Parkway and hike along the way.

    Is there anything within walking distance of your inn?

    Pippin Hill Farm and Vineyard is next door.

    What is your favorite restaurant/food in the area?

    There are over 50 restaurants on the historic downtown mall. There is something to satisfy everyone's palate.

    How many rooms does your inn have?

    6 rooms total.

    Do you accept pets?

    No pets allowed at the Inn, but guests can board their pets in Charlottesville at several locations.


  • About the Inn

    Inn at the Crossroads Gazebo

    Originally known as the Crossroads Tavern, the Inn has served no other purpose since its completed construction than as a stop for the weary traveler. The Inn recalls the period when it first served as a tavern and overnight lodging for farmers and travelers using the Staunton and James River Turnpike. The Turnpike connected Staunton and Scottsville and followed a route over the Blue Ridge Mountains. Travelers using this road were required to pay a toll.  

    In 1850, the general assembly decided to plank the road to improve travel and benefit the farm trade while ensuring its year-round use. The road that passes in front of the Inn today is part of the original turnpike and is aptly named "Plank Road". The road was vital to furnish farmers and planters a way to get their goods to the James River using market wagons. Goods such as flour, oats, corn, salt, bacon, whiskey, liquor and plaster all made their way across the Blue Ridge Mountains. Adding to the significance of the Inn is the rare survival of the day books of CG Sutherland, currently kept at the Alderman Library at the University of Virginia. The day books recorded the wages of several of CG's children and Sarah Gillocke, the teacher who employed her services here. Another entry carefully records the number of gallons of whiskey and cider used to pay Dabney Carr, the nephew of Thomas Jefferson, for rent on the property.

  • Area Attractions

    Inn at the Crossroads mountains

    Blue Ridge Parkway

    The Parkway is just 15 minutes from the Inn. Take a leisurely drive to view the outstanding scenery and recreational opportunities. There are abundant hiking trails, picnic areas and interpretive exhibits. 

    Walnut Creek Park

    Walnut Creek is a 10 minute drive from the Inn and features beach swimming, fishing, canoe rentals, 15 miles of biking, hiking and running trails and 18 hole disc golf.

    Blue Ridge Balloon Company

    Experience the splendor of the Blue Ridge Mountains as you float over Central Virginia in a hot air balloon. Launch right from the top of our property. 

    James River Runners

    This outfitter provides canoe, kayak, tubing and rafting tips down the James River. View bird and wildlife while river tripping then relax on a sandy beach.  Located just 20 minutes from the Inn.

    To find out more about these and other attractions in the area, please visit our website!