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.

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Our top choices for Trump Winery hotels

A living room with a leather sofa, a wooden coffee table, and a TV mounted on the wall.

A hot tub with a wooden deck and a window.

A bedroom with a large bed, two bedside tables with lamps, a window with curtains, and a door.

A modern kitchen with dark cabinets, a dining table with chairs, and a view of the outdoors through a window.

1. The 1st Street Bungalow

Ridge St., 9.6 km from Trump Winery

SAR 1,059

SAR 2,112 total

includes taxes & fees

27 Oct - 28 Oct

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

A hotel room with two beds, a wooden headboard, a bedside table with a phone and a clock, and a wall-mounted light fixture.

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

A modern dining area with tables and chairs, a large window, and an exit sign.

2. Holiday Inn Express & Suites Charlottesville by IHG

Pantops, 11.3 km from Trump Winery

William

SAR 372

SAR 425 total

includes taxes & fees

12 Nov - 13 Nov

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 living room with a flat-screen TV, two armchairs, a sofa, and a dining area with a kitchen in the background.

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.

3. English Inn of Charlottesville

The Meadows, 12.8 km from Trump Winery

Donald

SAR 298

SAR 353 total

includes taxes & fees

5 Nov - 6 Nov

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

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

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

An indoor swimming pool with clear water, a lifeguard chair, and a sunlit area with chairs and a potted plant.

4. Hilton Garden Inn Charlottesville

Pantops, 10.7 km from Trump Winery

Debora

SAR 453

SAR 518 total

includes taxes & fees

29 Oct - 30 Oct

5. SONSAK - MONTICELLO

8.4 km from Trump Winery

Ramin

SAR 409

SAR 467 total

includes taxes & fees

1 Nov - 2 Nov

A hotel hallway with patterned carpet, wooden doors, and a ceiling with recessed lighting.

A reception desk with a wooden counter, a framed picture on the wall, and a name tag on the counter.

A hotel room with a sofa, a small table, a TV, and a dining area.

An outdoor patio with tables and chairs, a sofa, and a grill.

6. Virginia Guesthouse Hotel

11.3 km from Trump Winery

Karen

SAR 561

SAR 641 total

includes taxes & fees

26 Oct - 27 Oct

A hotel room with a large bed, two bedside tables, and a wall-mounted artwork depicting a sunset over a classical building.

A living room with two sofas, a coffee table, and a TV. There are two chairs and a small table. The room has a patterned curtain and a window with blinds.

A dining area with multiple tables and chairs, a kitchen area with red cabinets, and a television mounted on the wall.

A Days Inn hotel with a stone facade, multiple parking spaces, and a parking lot.

7. Days Inn by Wyndham Charlottesville/University Area

The Meadows, 13.1 km from Trump Winery

Joel

SAR 318

SAR 363 total

includes taxes & fees

18 Oct - 19 Oct

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

A restaurant interior with wooden tables and chairs, a seating area with a cushioned bench, and framed botanical prints on the wall.

A reception desk with a sign that reads 'SLEEP INN & SUITES' and a welcome mat that says 'Welcome Charlotteville'.

A living room with a sofa, armchairs, a coffee table, and a lamp.

8. Sleep Inn & Suites Monticello

Fry's Spring, 7.9 km from Trump Winery

Ewelina

SAR 301

SAR 344 total

includes taxes & fees

8 Nov - 9 Nov

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.

9. Oakhurst Inn at the University

Jefferson Park Avenue, 10.2 km from Trump Winery

Hannah

SAR 546

SAR 624 total

includes taxes & fees

1 Nov - 2 Nov

A balcony with a table set for a meal, two chairs, and a scenic view of a vineyard.

A wooden chair in a grassy area with trees and a fence in the background.

A spacious living room with a large bookshelf, a sofa, armchairs, and a coffee table.

A dining room with a large wooden table surrounded by chairs, a patterned rug, and a painting on the wall.

10. Woodville Bed and Breakfast

13.4 km from Trump Winery

Patrick

SAR 769

SAR 879 total

includes taxes & fees

8 Nov - 9 Nov

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

A hotel room with a beige sofa, two blue and white patterned pillows, a yellow ottoman, a blue accent wall with geometric patterns, and a small bedside table with a lamp and phone.

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

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

11. Comfort Inn Monticello

10.7 km from Trump Winery

RIta

SAR 284

SAR 325 total

includes taxes & fees

2 Nov - 3 Nov

A breakfast bar with a honeycomb-patterned backsplash, a coffee machine, and a beverage dispenser.

A hotel room with a flat-screen TV mounted on the wall, a desk with a chair, and a window with a view.

A reception desk with a wooden panel design, a blue illuminated section, and two signs above it.

A Super 8 hotel with a prominent 'Super 8' sign, a modern architectural design, and a well-lit entrance.

12. Super 8 by Wyndham Charlottesville

Hydraulic, 14.6 km from Trump Winery

Shelley

SAR 287

SAR 328 total

includes taxes & fees

18 Oct - 19 Oct

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

A multi-story hotel with a covered entrance, a parking lot, and a well-maintained lawn.

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

A hotel room with a wooden desk, a black office chair, a laptop, a telephone, and a black suitcase.

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

The Meadows, 13.1 km from Trump Winery

Marquisha

SAR 444

SAR 507 total

includes taxes & fees

2 Nov - 3 Nov

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

A room with two chairs, a small table, a wall-mounted air conditioner, and two framed pictures.

14. Little Mod Hotel at the University

Venable, 10.5 km from Trump Winery

Kathryn

SAR 509

SAR 582 total

includes taxes & fees

14 Oct - 15 Oct

A hotel room with a living area, kitchenette, and a large window with curtains.

A hotel room with a large bed, a nightstand with a lamp, a framed picture on the wall, and a view of the city from the window.

A wall displaying a collection of coins with inscriptions and architectural designs.

A reception desk at Holiday Inn with a digital display, a cash register, and a telephone.

15. Holiday Inn Charlottesville-Monticello by IHG

7.7 km from Trump Winery

Gary

SAR 349

SAR 399 total

includes taxes & fees

18 Oct - 19 Oct

A hotel lobby with a reception desk, teal sofas, patterned armchairs, a coffee station, and a large mural with grapevines and a building.

A fitness center with treadmills, a bench, dumbbells, and exercise balls.

A hotel room with two beds, a large forest mural on the wall, a nightstand with a lamp, and a window with curtains.

A reception desk with a Dell computer, a sign for Clarion Pointe by Choice Hotels, and a view of the parking lot through large windows.

16. Clarion Pointe Charlottesville

The Meadows, 13.4 km from Trump Winery

Diana

SAR 293

SAR 335 total

includes taxes & fees

10 Nov - 11 Nov

A modern cafe with a coffee machine, seating area, and a view of the outdoors.

A reception area with a wooden reception desk, a green abstract wall art, a modern ceiling light fixture, and a glass door leading outside.

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

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

17. Extended Stay America Premier Suites - Charlottesville

Rio, 17.2 km from Trump Winery

NAHIR

SAR 345

SAR 394 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

18. Residence Inn by Marriott Charlottesville Downtown

Starr Hill, 10.1 km from Trump Winery

Orit

SAR 540

SAR 617 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

19. Omni Charlottesville Hotel

North Downtown, 10.2 km from Trump Winery

Jacqueline

SAR 568

SAR 649 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

A hotel lobby with a large window, a snack bar with various packaged goods, and a refrigerated display case.

20. Hampton Inn Charlottesville

The Meadows, 13.6 km from Trump Winery

Shayla

SAR 453

SAR 518 total

includes taxes & fees

25 Oct - 26 Oct

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Top Trump Winery Hotel Reviews

Sleep Inn & Suites Monticello

8/10 Good

"Clean and convenient. Not far from Scott Stadium. Nothing fancy but the staff was helpful and we had what we needed. Price was pretty steep for what it was though."

Charming Historic Carriage House Studio Apartment

10/10 Excellent

"Such a cute property! Great for our stay. Everything was great."

Colle | Historic Estate with Pool

10/10 Excellent

"Fantastic spot!!!!"

Beautiful New Townhome with Mountain Views. Close to downtown!

8/10 Good

"House is beautiful. Great location. Unfortunately, the internet did not work."

Fairwood Cottages- Both Cottages, Getaway Close to Town

10/10 Excellent

"As expected. No issues."

Cottage at Deer Ridge Farm

10/10 Excellent

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

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! "

10 Vineyards Within 10 Mi, EV charger & Mini Goats

10/10 Excellent

"We were in town to see family for the holidays along with just relaxing and enjoying the area. Your carriage house was perfect for us and the area is beautiful. I will definitely be recommending your place to friends and family. "

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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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 35 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 Historic Church Turned Home in Charlottesville and Monticello Inn and Cottage.

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

Expedia has 35 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 SAR 325

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Our top choices for Trump Winery hotels

1. The 1st Street Bungalow

2. Holiday Inn Express & Suites Charlottesville by IHG

3. English Inn of Charlottesville

4. Hilton Garden Inn Charlottesville

5. SONSAK - MONTICELLO

6. Virginia Guesthouse Hotel

7. Days Inn by Wyndham Charlottesville/University Area

8. Sleep Inn & Suites Monticello

9. Oakhurst Inn at the University

10. Woodville Bed and Breakfast

11. Comfort Inn Monticello

12. Super 8 by Wyndham Charlottesville

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

14. Little Mod Hotel at the University

15. Holiday Inn Charlottesville-Monticello by IHG

16. Clarion Pointe Charlottesville

17. Extended Stay America Premier Suites - Charlottesville

18. Residence Inn by Marriott Charlottesville Downtown

19. Omni Charlottesville Hotel

20. Hampton Inn Charlottesville

Top Trump Winery Hotel Reviews

Sleep Inn & Suites Monticello

Charming Historic Carriage House Studio Apartment

Colle | Historic Estate with Pool

Beautiful New Townhome with Mountain Views. Close to downtown!

Fairwood Cottages- Both Cottages, Getaway Close to Town

Cottage at Deer Ridge Farm

Fairwood Cottage- Peaceful Charlottesville Getaway

10 Vineyards Within 10 Mi, EV charger & Mini Goats

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