Name: Loveshack, a charming tiny house on a 5 acre farm
Address: Charlottesville

Whether you're searching for a quick winemaking overview, your new favorite red or just a bit of a wine buzz, you'll be able to find it at Trump Winery.

Located in Charlottesville, this wine-making establishment is well worth a visit. But you'll find a great deal more to see in the area. Monticello, Carter Mountain Orchard, and Blenheim Vineyards aren't too far away from Trump Winery.

Plan a trip to see Trump Winery

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

Little Mod Hotel at the University

Venable

$532

per person

Nov 20 - Nov 26

found 21 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Charlottesville (CHO)

9.2/10 Wonderful! (248 reviews)

This is a very unique property with throwbacks to the '60s! The rooms are quite recently updated, and very comfortable. They have a Little Mod trailer for morning and lunch food, made to order which is very good. Within walking distance to many of the UVA standard haunts, eateries. Overall a great place.

Reviewed on Sep 12, 2025

The Doyle Hotel

Starr Hill

Save 100% on your flight

$641

per person

Nov 20 - Nov 26

found 21 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Charlottesville (CHO)

8.6/10 Excellent! (899 reviews)

Spot is great, close to everything and nice views from their rooftop bar!

Reviewed on Sep 2, 2025

Kimpton The Forum Hotel by IHG

UVA

Save 100% on your flight

$1,035

per person

Nov 20 - Nov 26

found 21 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Charlottesville (CHO)

9.6/10 Exceptional! (370 reviews)

We had an awesome stay here! The location was perfect and it was a super easy to walk to the stadium. The rooms were super clean, and the hotel had everything we needed. The sports bar downstairs was such a nice bonus and had great food. The Hatch Smash burger was so good! Definitely recommend staying here if you’re in town.

Reviewed on Sep 8, 2025

Browse tours and tickets to explore Trump Winery

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

The driveway to Ashlawn-Highland in Charlotteville VA.

James Monroe's Highland

4.5/5(7 reviews)

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.

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.

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.

Blenheim Vineyards

5/5(6 reviews)

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.

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.