It's always interesting visiting houses from another era. Wander around Ash Lawn-Highland and try to imagine how this historic house once was.

This historically significant residence is often on the itineraries of travelers to Charlottesville. But Ash Lawn-Highland isn't the area's only drawcard. Monticello, University of Virginia, and Downtown Mall are some other interesting sights close by.

Plan a trip to see James Monroe's Highland

Price found within the past 48 hours. Click for updated prices.

Little Mod Hotel at the University

Venable

$443

per person

Oct 31 - Nov 4

found 23 hours ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Charlottesville (CHO)

9.2/10 Wonderful! (245 reviews)

Well decorated, great location and reasonably priced

Reviewed on Aug 22, 2025

Kimpton The Forum Hotel by IHG

UVA

Save 100% on your flight

$794

per person

Oct 31 - Nov 4

found 23 hours ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Charlottesville (CHO)

9.6/10 Exceptional! (367 reviews)

Friendly desk staff. Valet staff is wonderful. Great hotel; gardens are beautiful.

Reviewed on Aug 12, 2025

English Inn of Charlottesville

The Meadows

$461

per person

Oct 31 - Nov 4

found 23 hours ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Charlottesville (CHO)

9.2/10 Wonderful! (2,410 reviews)

Bed was comfortable and the breakfast buffet was nice. Front desk staff was not particularly friendly or welcoming.

Reviewed on Aug 23, 2025

Browse tours and tickets to explore James Monroe's Highland

Tours & day trips

See all 14 activities

Thomas Jefferson Monticello One-Day Tour from Washington D.C.

Free cancellation available

Food, drink & nightlife

See all 4 activities

5 Hour Historic Thomas Jefferson Wine Tour

Free cancellation available

Adventure & outdoor

See all 3 activities

Boar's Head Resort Off Road Jeep Tour

Free cancellation available

Popular places to visit

Monticello

4.5/5(394 reviews)

You may recognise this elegant plantation estate, the historic home of Thomas Jefferson, from its depiction on the back of some U.S. nickels.

Charlottesville showing landscape views, tranquil scenes and farmland

Ting Pavilion

You can make plans for a show at Ting Pavilion during your trip to Charlottesville.

Downtown Mall

4.5/5(510 reviews)

During your trip to Charlottesville, you can find the perfect gifts to bring home at Downtown Mall. Experience the area's acclaimed theater scene or attend a sporting event.

Jefferson Vineyards

4.5/5(10 reviews)

You can enjoy a tasting or tour at Jefferson Vineyards during your travels to Charlottesville. Experience the area's acclaimed theater scene or attend a sporting event.

Carter Mountain Orchard

4/5(14 reviews)

Enjoy an outing to Carter Mountain Orchard during your stay in Charlottesville. Experience the area's acclaimed theater scene or attend a sporting event.

David M. Rubenstein Visitor Center and Smith Education Center

David M. Rubenstein Visitor Center and Smith Education Center is just one of the places to see in Charlottesville, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the wineries while you're in the area.