Trump Winery

Popular places to visit

James Monroe's Highland

James Monroe's Highland

You can spend time exploring the galleries in James Monroe's Highland during your travels in Charlottesville. Discover the area's acclaimed theater scene and shops.

James Monroe's Highland
Monticello featuring heritage architecture and a memorial

Monticello

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

Monticello
Charlottesville showing landscape views, farmland and tranquil scenes

Ting Pavilion

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

Ting Pavilion

Kluge Estate Winery and Vineyard

You can enjoy a tasting or tour at Kluge Estate Winery and Vineyard during your travels to Scottsville. Discover the area's acclaimed theater scene and shops.

Kluge Estate Winery and Vineyard

Blenheim Vineyards

You can enjoy a tasting or tour at Blenheim Vineyards during your travels to Scottsville. Attend a sporting event or simply visit the area's shops.

Blenheim Vineyards

Biscuit Run State Park

You can take time to visit Biscuit Run State Park during your travels to Charlottesville. Attend a sporting event or simply enjoy the wineries while you're in the area.

Biscuit Run State Park

Top Hotel Deals

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive, Charlottesville, VA
English Inn of Charlottesville
Sleep Inn & Suites Monticello

Sleep Inn & Suites Monticello

2.5 out of 5
1185 5th St SW, Charlottesville, VA
Sleep Inn & Suites Monticello
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
212 Ridge McIntire Rd, Charlottesville, VA
Omni Charlottesville Hotel
Holiday Inn Charlottesville-Monticello by IHG

Holiday Inn Charlottesville-Monticello by IHG

3 out of 5
1200 5th St. SW, Charlottesville, VA
Holiday Inn Charlottesville-Monticello by IHG
Hampton Inn & Suites Charlottesville-At the University

Hampton Inn & Suites Charlottesville-At the University

2.5 out of 5
900 W Main St, Charlottesville, VA
Hampton Inn & Suites Charlottesville-At the University
Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville

4 out of 5
1309 W Main St, Charlottesville, VA
Graduate by Hilton Charlottesville
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
207 14th St NW, Charlottesville, VA
Little Mod Hotel at the University
Comfort Inn Monticello

Comfort Inn Monticello

2.5 out of 5
2097 Inn Dr, Charlottesville, VA
Comfort Inn Monticello
Courtyard by Marriott Charlottesville University Medical Ctr

Courtyard by Marriott Charlottesville University Medical Ctr

3 out of 5
1201 West Main Street, Charlottesville, VA
Courtyard by Marriott Charlottesville University Medical Ctr
See all 1,840 properties in Trump Winery
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.