Charlottesville Area Activities

Explore all that Central Virginia has to offer during your stay at a Guesthouses property

Unlock & Explore

Whether you're returning to your alma mater or visiting Charlottesville for the first time, there is something for everyone.

Join us to attend a UVA sporting event, visit area wineries and breweries or explore the many hikes in and around Shenandoah National Park.

Grapes and vineyards, explore the Charlottesville wineries and other activities from a Guesthouses property

Wine Tours, Horseback Riding, Hop-On Tour

C'ville Tours
UVA Rotunda - Come to Charlottesville, VA for many University events and walk from a Guesthouses property

Tour Thomas Jefferson's home.

Monticello Tour
Hiking in the Shenandoah National Park and surrounding blue ridge is popular from Charlottesville, VA

Go for an amazing hike.

Hiking Blue Ridge Mountains
Beautiful Shenandoah National Park near Charlottesville, the perfect compliment to your stay at a Guesthouses property

200,00 acres waiting to be explored!

Shenandoah National Park
Rivanna River Company for rafting in Charlottesville, VA

Located 5 minutes from Charlottesville's Downtown Mall, the Rivanna River Company offers an easy jumping off point for outdoor adventures. . This paddling outfitter rents kayaks, canoes, stand-up paddleboards, and tubes and provides shuttle service for both self-guided and guided trips. Different trip options are offered for all skill levels, so beginners are welcome. Reserve a trip online or call 434-218-2052 for more information

Rivanna River Co.
James Monroe's HIghland near Charlottesville, VA

Experience Highland, the official residence of fifth President James Monroe and his wife, Elizabeth Kortright Monroe, from 1799 to 1823.

Join us for our newly revamped house tour, lasting approximately 40 minutes, as we explore the fascinating life of the tireless public servant who fought and bled in the American Revolution, successfully negotiated the Louisiana Purchase, worked behind the scenes to push the Missouri Compromise through Congress, secured our nation’s borders, and issued our first hemisphere-wide foreign policy statement: the Monroe Doctrine.

James Monroe's Highland
Explore Charlottesville area with Central Virginia Wine Tours during your Guesthouses stay

Central Virginia Wine Tours & Transportation is based out of Orange VA, focusing on safe, reliable transporation. Explore the region's wineries, breweries, cideries, and distilleries. Central Virginia Wine Tours & Transporation have a range of vehicles for private couples to MiniBus and Limousine buses that seat up to 20 passengers, providing transportation to/from airports, weddings, sporting events, and customized tours.

Central Virginia Wine Tours & Transporation