The Best Hotels Closest to Trump Winery in Charlottesville for 2026

A rural landscape with a wooden fence, rolling hills, and a forested area in the distance.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Trump Winery hotels

An indoor swimming pool with clear pool rules posted, a changing room, and a view of the pool area.

A modern hotel lobby with a carpeted floor, multiple seating areas, and a large wall mural.

A modern lobby with seating areas, large windows, and a blue accent wall.

A modern hotel room with a large mirror, wooden wardrobe, a small kitchenette, and a blue accent wall.

1. Holiday Inn Express & Suites Charlottesville by IHG

Pantops, 11.3 km from Trump Winery

Gregory

￥16,054

￥18,349 total

includes taxes & fees

Aug 30 - Aug 31

A courtyard with a brick pathway, surrounded by neatly trimmed hedges and trees, leading to a building with a tiled roof and brick walls.

A modern hotel room with a flat-screen TV, a desk with a lamp, a seating area with two armchairs and a ottoman, a kitchenette, and a large window with a view of greenery.

An indoor swimming pool with clear blue water, a blue and white color scheme, and a roof structure.

A courtyard with a central fountain, surrounded by neatly trimmed bushes and trees.

2. English Inn of Charlottesville

The Meadows, 12.8 km from Trump Winery

Alexis

￥12,195

￥14,484 total

includes taxes & fees

Sep 21 - Sep 22

A modern building with a mix of brick and glass facade, large windows, and a pedestrian walkway.

A wooden table with chairs on a rooftop terrace, a potted plant, and a cityscape view in the background.

A hotel room with a sofa, two armchairs, a dining table, and a lamp.

3. Virginia Guesthouse Hotel

11.3 km from Trump Winery

Jane

￥20,416

￥23,335 total

includes taxes & fees

Sep 1 - Sep 2

A spacious indoor area with a checkered floor, seating arrangements, and hanging lights.

A bar area with a checkered floor, wicker chairs, and a bar counter with a view of the outdoors.

A spacious kitchen with a large island, wooden cabinets, and pendant lighting.

A lobby with a brick wall, two sofas, a coffee table, and a decorative wall piece.

4. Omni Charlottesville Hotel

North Downtown, 10.2 km from Trump Winery

Tim

￥24,033

￥27,471 total

includes taxes & fees

Aug 30 - Aug 31

A rooftop terrace with string lights, seating, and a view of the city.

A spacious dining area with a long counter, multiple stools, and a central seating area with a bench and chairs.

A modern living room with a large window, a sofa, red armchairs, and a wall with badminton rackets.

5. Graduate by Hilton Charlottesville

Venable, 10.4 km from Trump Winery

Harry

￥23,331

￥26,668 total

includes taxes & fees

Aug 30 - Aug 31

A modern lobby with a fireplace, comfortable seating, and a large window.

A spacious lobby with a central coffee table, red armchairs, and a patterned carpet.

A modern hotel room with a sofa, desk, and computer. There are large windows, artwork on the walls, and a hallway with a plant.

A modern restaurant with a long counter, multiple seating areas, and decorative lighting.

6. Residence Inn by Marriott Charlottesville Downtown

Starr Hill, 10.1 km from Trump Winery

Cheryl

￥22,126

￥25,290 total

includes taxes & fees

Sep 7 - Sep 8

A bar area with a long counter, multiple stools, and a large TV screen.

A hotel entrance with a covered outdoor area, a brick facade, and large windows.

A hotel lobby with a bar area, seating arrangements, and a flat-screen TV mounted on the wall.

A hotel room with two beds, a desk with a computer, a TV, and a window with a view of the city.

7. Holiday Inn Charlottesville-Monticello by IHG

7.7 km from Trump Winery

Timothy

￥14,941

￥17,077 total

includes taxes & fees

Aug 30 - Aug 31

A pool area with a hot tub, lounge chairs, and a seating area with tables and chairs.

8. Sleep Inn & Suites Monticello

Fry's Spring, 7.9 km from Trump Winery

Nancy

￥13,627

￥15,575 total

includes taxes & fees

Sep 6 - Sep 7

A modern living room with a stone fireplace, a blue sofa, a round coffee table, and a desk with a computer.

A hotel lobby with a reception desk, seating area, and a colorful carpet.

A modern living room with a stone fireplace, blue upholstered furniture, and a floor lamp.

A lobby with leather armchairs, a stone fireplace, a blue sofa, and a reception desk.

9. Fairfield Inn & Suites by Marriott Charlottesville Downtown/University Area

Fifeville, 9.5 km from Trump Winery

Janet

￥22,030

￥25,181 total

includes taxes & fees

Sep 1 - Sep 2

A modern bar area with a long counter, multiple bar stools, and hanging pendant lights.

A modern kitchen with a marble countertop, two dark chairs, and a hanging light fixture.

A modern living room with a fireplace, dark blue and grey furniture, and a large abstract painting on the wall.

A historic building with a central entrance, flanked by brick columns, and a cupola on top.

10. Kimpton The Forum Hotel by IHG

UVA, 12.5 km from Trump Winery

Elisabeth

￥26,227

￥29,978 total

includes taxes & fees

Aug 31 - Sep 1

A hotel room with a bed, a microwave, a desk, a chair, and a small table.

A modern living room with a sofa, coffee table, and a small table with a vase of flowers. There is a kitchen area with a refrigerator, microwave, and stools.

A white building with a sign for 'Little Mod Hotel' and a patio area with outdoor seating.

A room with a sliding door leading to a bathroom with a colorful tiled wall.

11. Little Mod Hotel at the University

Venable, 10.5 km from Trump Winery

cullen

￥20,600

￥23,546 total

includes taxes & fees

Aug 30 - Aug 31

A spacious restaurant with high ceilings, exposed ductwork, and a central staircase. Tables are set with wine glasses and menus.

A hotel room with two beds, a TV, a desk, and a view of the outdoors.

A dog lying on a wooden floor in a modern indoor setting with a person walking in the background.

A modern hotel lobby with a blue carpet, round tables, and comfortable seating.

12. The Draftsman, Charlottesville, University, Autograph Collection Hotel

10th and Page, 10.2 km from Trump Winery

Tegene

￥26,863

￥30,704 total

includes taxes & fees

Aug 30 - Aug 31

A modern hotel room with a dining area, a TV, and a large window with curtains.

A reception desk with a wooden panel design, a framed picture on the wall, and a large poster with the word "happy."

A hotel room with a bed, a desk with a coffee maker, a flat-screen TV, a mirror, and a window with a view.

A swimming pool with lounge chairs and a stone wall.

13. Hampton Inn Charlottesville

The Meadows, 13.6 km from Trump Winery

Shayla

￥19,455

￥22,237 total

includes taxes & fees

Aug 30 - Aug 31

A cozy living room with a fireplace, a green table with bottles, and a couch with colorful pillows.

A lobby with a wooden floor, a sofa, a cart with bottles, a fireplace, and a green wall.

A hotel with a covered entrance, brick facade, and a well-lit driveway.

A hotel room with a bed, a desk, a TV, a sofa, and a large window with a view of trees.

14. Hilton Garden Inn Charlottesville

Pantops, 10.7 km from Trump Winery

Anthony

￥18,375

￥21,003 total

includes taxes & fees

Aug 30 - Aug 31

A modern kitchen area with coffee machines, a counter with various items, and a dining area with a table and chairs.

A hotel room with two beds, a wooden headboard, a desk, a chair, and a window.

A modern kitchen with a microwave, sink, and cabinet, a black office chair, and a TV mounted on the wall.

A modern kitchen with white cabinetry, a microwave, a refrigerator, and a wooden shelf above the microwave.

15. Extended Stay America Premier Suites - Charlottesville

Rio, 17.2 km from Trump Winery

michael

￥15,162

￥17,330 total

includes taxes & fees

Aug 24 - Aug 25

A modern hotel with a covered entrance, multiple floors, and a well-lit facade.

A kitchen with a blue island, white cabinets, and hanging pendant lights.

A living room with a brick wall, a flat-screen TV, a sofa, ottomans, and a coffee table.

A spacious lobby with a high ceiling, wooden wall panels, and a seating area with sofas and a coffee table.

16. Country Inn & Suites by Radisson, Charlottesville-UVA, VA

The Meadows, 13.1 km from Trump Winery

Mayra

￥18,454

￥21,093 total

includes taxes & fees

Aug 30 - Aug 31

A hotel room with a large bed, a nightstand with a lamp, a chair, and a wall with a geometric pattern.

A reception area with a blue counter, a flat-screen TV mounted on the wall, and a sign indicating room number 25.

A gym with cardio equipment, a mirrored wall, and a checkered floor.

A breakfast buffet with various food items, a waffle maker, and a coffee machine.

17. Comfort Inn Monticello

10.7 km from Trump Winery

Elwood

￥11,587

￥13,244 total

includes taxes & fees

Aug 30 - Aug 31

A brick building with a white entrance, a sign reading "INSMORE," and a row of red umbrellas outside.

A dining area with a long table set for a meal, including a bottle of champagne, a glass of orange juice, and a vase of flowers.

A hotel room with a bed, a tray with chocolates, a bottle of champagne, glasses, and a bouquet of flowers.

Two people dining at Farm Bell Kitchen, with a menu board displaying meal times and a phone number.

18. Dinsmore Boutique Inn

Venable, 10.3 km from Trump Winery

Courtney H.

￥34,190

￥39,080 total

includes taxes & fees

Aug 24 - Aug 25

A pool area with lounge chairs and a building with large windows.

A two-story house with a front door, a staircase leading to the entrance, and a well-maintained lawn.

A modern living room with a fireplace, a bookshelf, and a television.

A living room with a dark blue sofa set, a white coffee table, and a bookshelf filled with books and decorative items.

19. Oakhurst Inn at the University

Jefferson Park Avenue, 10.2 km from Trump Winery

Christopher

￥20,360

￥23,272 total

includes taxes & fees

Sep 16 - Sep 17

An outdoor patio with a fire pit, wicker furniture, and a pergola with string lights.

A modern hotel room with a kitchenette, a dining area, and a living space.

A modern hotel with a two-story structure, a covered entrance, and a sign reading "HOME 2 Suites by Hilton."

A modern kitchen with a stainless steel refrigerator, a microwave, a coffee maker, and a dishwasher.

20. Home2 Suites by Hilton Charlottesville Downtown

North Downtown, 9.9 km from Trump Winery

Anna Marie

￥21,376

￥24,432 total

includes taxes & fees

Sep 7 - Sep 8

View all properties

Compare popular hotels close to Trump Winery

Property	Star rating	Guest rating
Holiday Inn Express & Suites Charlottesville by IHG	9.4 Exceptional 1,008 reviews	View
English Inn of Charlottesville	9.2 Wonderful 3,055 reviews	View
Virginia Guesthouse Hotel	9.8 Exceptional 87 reviews	View
Omni Charlottesville Hotel	9.4 Exceptional 1,105 reviews	View
Graduate by Hilton Charlottesville	9.2 Wonderful 175 reviews	View

Top Trump Winery Hotel Reviews

Holiday Inn Charlottesville-Monticello by IHG

8/10 Good

"A very clean an well keep hotel. The staff was great. Because it was my dogs first trip and stay. So they helped alot keeping her calm."

Cottage at Deer Ridge Farm

10/10 Excellent

"The cottage is just as described and very comfortable. Peaceful and quiet. Would stay again."

Beautiful New Townhome with Mountain Views. Close to downtown!

10/10 Excellent

"Such a beautiful view! Easy to get to, nice area, and the house was lovely!"

Spacious 5-bedroom Cabin on 12 acres close to Wineries/Breweries/Hiking

10/10 Excellent

"Great stay! Close to everything! House was wonderful with plenty of room to spread out. We had a great time! Host is very responsive and easy to work with! Thanks again!"

Charming Historic Carriage House Studio Apartment

10/10 Excellent

"We had a great stay on this historic estate! Very clean and cozy studio in the perfect location, in the countryside but close to town, with plenty of restaurant and shopping options. Close to Monticello, Highland, parks, and multiple wineries. Would definitely recommend to couples visiting the Charlottesville area!"

Fairwood Cottages- Both Cottages, Getaway Close to Town

10/10 Excellent

"Such a great location and getaway for us and friends to visit our daughter at UVA over Easter weekend. The cottages are so well appointed that you will feel like you are at home, only better! Can't say enough about the quality of the furnishings, communication, cleanliness, etc!"

Fairwood Cottage- Peaceful Charlottesville Getaway

10/10 Excellent

"I am thrilled to give this host a 5 star review! We were not able to go on our trip because of the impending storm (it was all over the news). The host graciously allowed us to cancel very close to our arrival date in order to avoid us being stranded in the cottage. They were responsive, caring, and more than fair about the situation. Excellent customer service and kindness from the host.We can't wait for the weather to improve to get down there and actually stay in the cottage! "

Other attractions near Trump Winery

Carter Mountain Orchard

8.8/10 (165 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.

See properties

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.

See properties

Blenheim Vineyards

10.0/10 (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.

See properties

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.

See properties

James Monroe's Highland

9.0/10 (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.

See properties

New Lyric Theater

You can enjoy a show at New Lyric Theater on your trip to Charlottesville. Attend a sporting event or simply visit the area's shops.

See properties

Michael Shaps Winery

You can enjoy a tasting or tour at Michael Shaps Winery during your travels to Charlottesville. Attend a sporting event or simply enjoy the wineries while you're in the area.

See properties

Jefferson Vineyards

8.8/10 (14 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.

See properties

Frequently asked questions

What's the area like around Trump Winery?

Trump Winery is located in a welcoming area of Charlottesville known for its popular theater scene and major shopping area. You'll find 34 hotels and other accommodations within a few miles for a convenient home base.

What's the best hotel to stay close to Trump Winery?

Albemarle Estate at Trump Winery is one of the top choices for your stay based on our traveler data, and this hotel offers a winery and free breakfast. It's located just a short 0.8 mi (1.2 km) from Trump Winery. Other good options within a few miles include Holiday Inn Charlottesville-Monticello by IHG and Inn at Monticello.

How many hotels should I expect to find near Trump Winery?

Expedia has 34 hotels and other accommodations a few miles from Trump Winery.

If I need to cancel the hotel reservation for my stay near Trump Winery, will I receive a refund?

Yes, you'll find most hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Add your dates and click on "Search", then use the filter option "fully refundable" to view the top deals on offer near Trump Winery.

Where can I learn more about changing or cancelling my trip in the area near Trump Winery?

To access more information about changing or cancelling your stay near Trump Winery, click here.

Find hotels near Trump Winery, Charlottesville from ￥13,244

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Trump Winery hotels

1. Holiday Inn Express & Suites Charlottesville by IHG

2. English Inn of Charlottesville

3. Virginia Guesthouse Hotel

4. Omni Charlottesville Hotel

5. Graduate by Hilton Charlottesville

6. Residence Inn by Marriott Charlottesville Downtown

7. Holiday Inn Charlottesville-Monticello by IHG

8. Sleep Inn & Suites Monticello

9. Fairfield Inn & Suites by Marriott Charlottesville Downtown/University Area

10. Kimpton The Forum Hotel by IHG

11. Little Mod Hotel at the University

12. The Draftsman, Charlottesville, University, Autograph Collection Hotel

13. Hampton Inn Charlottesville

14. Hilton Garden Inn Charlottesville

15. Extended Stay America Premier Suites - Charlottesville

16. Country Inn & Suites by Radisson, Charlottesville-UVA, VA

17. Comfort Inn Monticello

18. Dinsmore Boutique Inn

19. Oakhurst Inn at the University

20. Home2 Suites by Hilton Charlottesville Downtown

Compare popular hotels close to Trump Winery

Top Trump Winery Hotel Reviews

Holiday Inn Charlottesville-Monticello by IHG

Cottage at Deer Ridge Farm

Beautiful New Townhome with Mountain Views. Close to downtown!

Spacious 5-bedroom Cabin on 12 acres close to Wineries/Breweries/Hiking

Charming Historic Carriage House Studio Apartment

Fairwood Cottages- Both Cottages, Getaway Close to Town

Fairwood Cottage- Peaceful Charlottesville Getaway

Other attractions near Trump Winery

Carter Mountain Orchard

Kluge Estate Winery and Vineyard

Blenheim Vineyards

Biscuit Run State Park

James Monroe's Highland

New Lyric Theater

Michael Shaps Winery

Jefferson Vineyards

Frequently asked questions