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.

    Enjoy magnificent panoramic Blue Ridge mountain views while you explore the property and visit the nearby vineyards. Enjoy the rich history and gracious accomodations of the Inn or the Summer Kitchen Cottage. The cottage was originally the Inn's cooking kitchen and has been restored to a quaint two room guest house.
    The Inn is located next to Pippin Hill Farm and Vineyard, Loving Cup Organic Vineyard and Albemarle Ciderworks and is just 15 minutes to UVA, Monticello and the Blue Ridge Trail.
  • 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. 

    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.

    Both Theodore and Franklin D. Roosevelt made appearances at the Inn.  

    Today's traveler finds the outside of the Inn has changed little since 1820 and the interior updated with modern amenities but still keeping its historic character. 

  • 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. We are conveniently located near Monticello and UVA.

    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 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?

    Enjoy a scenic walk to Pippin Hill Farm and Vineyard which is located 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.  Our personal favorite is Citizen Burger which offers the best burger you've ever had plus a fantastic selection of brew.

    How many rooms does your inn have?

    There are 5 rooms in the main Inn plus the Summer Kitchen Cottage.

    Do you accept pets?

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


  • 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. 


    Thomas Jefferson's home is just a 15 minute drive from the Inn.  Visit Michie Tavern on the way and see what tavern life was like during Jefferson's time.

    University of Virginia

    The university campus is 15 minutes away. Explore the Grounds, take a campus tour or see a sporting event. The historic downtown mall is also convenient to the campus.

    Brew Ridge Trail

    Follow the trail to visit 4 craft brew pubs, Bold Rock hard cidery, several vineyards and Silverback distillery. Many of these venues host music events weekly.  The Brew Ridge Trail begins 15 minutes from the Inn.

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