A Visitor’s Guide to Top Historical Destinations in Charlottesville

For history enthusiasts seeking an ideal weekend escape, Charlottesville, Virginia, is a must-visit. From the iconic homes of Founding Fathers to the well-preserved sites and historical landmarks, visitors can embark on a captivating journey through America’s storied past. Explore our guide to the top historical sites in the city.


Photo by Library of Congress

Monticello

Once the plantation home of Founding Father Thomas Jefferson, Monticello is now a historic destination where visitors can gain insight into Jefferson's life and legacy, explore the gardens and grounds, and learn from various educational exhibits onsite. With its stunning views and rich history, Monticello stands as a testament to Jefferson’s architectural talent and lasting impact on American history.

Photo by James DeMers

Michie Tavern

For an immersive dive into 18th-century life, Michie Tavern is a local favorite. Built in 1784, this historic tavern originally served as a gathering spot for travelers and locals. Now meticulously restored, Michie Tavern offers a glimpse into its past with preserved buildings, period furnishings, and artifacts. Visitors can enjoy a traditional Southern-style buffet, explore the gift shop, and experience reenactments and demonstrations that provide a glimpse into colonial-era times.

Downtown Mall 

Those looking to learn more about Charlottesville’s architectural and cultural heritage can explore the several historic buildings in the Downtown Mall including The Charlottesville City Hall, The Paramount Theater, The McGuffey Art Center, and more. While you're there, don't miss the chance to explore the local restaurants and shops on Main Street.

James Monroe's Highlands

Ash Lawn-Highland was purchased by James Monroe in 1793 and served as his primary residence during his political career as the fifth U.S. president from 1817 to 1825. Those visiting the property can experience guided tours, educational programs, and even learn about Monroe's close relationships with other founding fathers, such as Thomas Jefferson and James Madison. 

James Madison's Montpelier

Built in 1760, Montpelier was the historic home of the fourth U.S. president, James Madison, also known as the "Father of the Constitution." This property features a main house, sprawling gardens, and over 2,600 acres of rolling hills and woodlands. Visitors get a glimpse into Madison's life and legacy, gaining a better understanding of his transformation into a key figure in American history and his role in shaping the nation.

Photo by Tim Thorn

The University of Virginia

Founded by Thomas Jefferson in 1819, The University of Virginia’s grounds feature classical architecture and lush lawns, highlighted by the iconic Rotunda as its centerpiece. Jefferson’s unique architectural design reflects the university’s focus on enlightenment and the pursuit of knowledge.

Walton Mountain Museum

Fans of the beloved television series "The Waltons” can take a nostalgic journey back in time by visiting the Walton Mountain Museum in Schuyler, Virginia, the real-life hometown of creator Earl Hamner Jr. and the inspiration for the fictional Walton’s Mountain. The museum features an extensive collection of memorabilia and various exhibits and allows guests insight into the show’s portrayal of American life during the Great Depression and World War II.

Swannanoa Palace

Built in 1912 by millionaire and philanthropist James H. Dooley, Swannanoa Palace is an Italian Renaissance Revival villa inspired by buildings in the Villa Medici, Rome. This grand Gilded Age structure was created as a winter retreat for Dooley's beloved wife. Perched on the crest of the Blue Ridge Mountains, Swannanoa overlooks both the Shenandoah and Rockfish valleys.

Photo by Sera Petras

Plan Your Visit

Whether you’re drawn to iconic landmarks or hidden historical gems, Charlottesville offers a diverse array of sites to discover. The city invites you to immerse yourself in America's rich heritage and uncover stories that have shaped the nation. 

Looking for hotel accommodations during your stay? Originally built in 1820 as a tavern for travelers, Crossroads Inn is now a modern-day Bed & Breakfast just 15 minutes from central Charlottesville. The property is listed on the National Historic Register as a designated Virginia Historic Landmark and has hosted historical figures like Thomas Jefferson, Martin Van Buren, Teddy Roosevelt, and Dabney Carr. With its remarkable preservation and detailed rooms, the Inn offers a glimpse into early 1800s tavern life. Join us at Crossroads Inn to experience unique historical charm with all the modern conveniences you need.

Katie Witthoft