Charlottesville Trump Winery Hotels: 2026 Limited-Time Hotel Deals @Expedia

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 modern cafe with seating arrangements, a counter, and a large window providing a view.

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

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

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

1. Holiday Inn Express & Suites Charlottesville by IHG

Pantops, 11.3 km from Trump Winery

Cynthia

HK$808

HK$923 total

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with a coffee station, two leather chairs, a small round table, and a framed welcome sign.

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.

A hotel room with two single beds, a TV, a desk, and a patterned carpet.

2. Super 8 by Wyndham Charlottesville

Hydraulic, 14.6 km from Trump Winery

Shelley

HK$557

HK$637 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

3. Hilton Garden Inn Charlottesville

Pantops, 10.7 km from Trump Winery

Debora

HK$946

HK$1,081 total

includes taxes & fees

3 Nov - 4 Nov

A spacious lobby with a staircase, seating area, and large windows.

A restaurant interior with high ceilings, pendant lighting, and a long counter with seating.

A conference room with multiple tables and chairs, a large screen displaying 'Virginia Guesthouse HOTEL & CONFERENCE CENTER', and a modern ceiling design with lighting fixtures.

An outdoor dining area with tables and chairs, a railing, and a view of the outdoors.

4. Virginia Guesthouse Hotel

11.3 km from Trump Winery

Karen

HK$1,170

HK$1,337 total

includes taxes & fees

2 Nov - 3 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.

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

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

5. English Inn of Charlottesville

The Meadows, 12.8 km from Trump Winery

Joseph

HK$737

HK$869 total

includes taxes & fees

8 Nov - 9 Nov

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 lobby with a reception desk, seating area, and a large mirror.

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

6. Days Inn by Wyndham Charlottesville/University Area

The Meadows, 13.1 km from Trump Winery

Elena

HK$628

HK$718 total

includes taxes & fees

25 Oct - 26 Oct

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

A hotel room with a bed, a nightstand, a lamp, a chair, and wall art.

A buffet setup with various food items and a coffee station.

A building with a beige exterior and a sign that reads 'Sleep Inn.'

7. Sleep Inn & Suites Monticello

Fry's Spring, 7.9 km from Trump Winery

Tristan

HK$638

HK$729 total

includes taxes & fees

22 Nov - 23 Nov

A hotel room with a bed, a desk with a TV, a chair, and a window with curtains.

A modern kitchen with a blue island, white cabinets, and a breakfast bar.

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

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

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

The Meadows, 13.1 km from Trump Winery

Marquisha

HK$860

HK$983 total

includes taxes & fees

15 Nov - 16 Nov

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

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

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 a microwave, sink, and cabinet, a black office chair, and a TV mounted on the wall.

9. Extended Stay America Premier Suites - Charlottesville

Rio, 17.2 km from Trump Winery

Shakira

HK$720

HK$823 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio with wicker furniture, fire pits, and umbrellas.

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.

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

10. Omni Charlottesville Hotel

North Downtown, 10.2 km from Trump Winery

Anita

HK$1,193

HK$1,364 total

includes taxes & fees

22 Nov - 23 Nov

An outdoor patio with a grill, tables, and chairs, and a covered umbrella.

A hotel lobby with seating areas, a flat-screen TV, and a fireplace.

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

A spacious hotel lobby with a central bar area, multiple seating arrangements, and large windows providing natural light.

11. Sonesta ES Suites Charlottesville University

12.5 km from Trump Winery

Jake

HK$808

HK$923 total

includes taxes & fees

23 Nov - 24 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 cozy living room with a leather sofa, a fireplace, a book titled "The Most Beautiful Villages and Towns of the South," and two wine glasses.

12. Oakhurst Inn at the University

Jefferson Park Avenue, 10.2 km from Trump Winery

chris

HK$1,124

HK$1,284 total

includes taxes & fees

23 Nov - 24 Nov

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

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

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

A beverage vending area with sections labeled 'CHILL', 'HYDRATE', 'NOURISH', and 'REFRESH'.

13. Clarion Pointe Charlottesville

The Meadows, 13.4 km from Trump Winery

Jorge

HK$607

HK$693 total

includes taxes & fees

17 Nov - 18 Nov

A hotel room with a bed, a desk, a chair, and a TV.

A hotel reception area with a digital screen displaying 'Free Wi-Fi All Rooms' and a 'RedRewards' sign.

A dining area with tables and chairs, a ceiling with recessed lighting, and a wall-mounted TV displaying 'Free Wi-Fi All Rooms'.

A workspace with a printer, a computer, and a sign indicating free Wi-Fi availability.

14. Red Roof Inn Charlottesville

The Meadows, 13.1 km from Trump Winery

Matthew

HK$623

HK$712 total

includes taxes & fees

1 Nov - 2 Nov

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

An outdoor dining area with tables set for two, surrounded by large windows offering views of the outdoors.

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

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

15. Kimpton The Forum Hotel by IHG

UVA, 12.5 km from Trump Winery

Matthew Brady

HK$1,310

HK$1,497 total

includes taxes & fees

22 Nov - 23 Nov

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

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

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

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

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

Fifeville, 9.5 km from Trump Winery

HAL

HK$981

HK$1,121 total

includes taxes & fees

23 Nov - 24 Nov

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

A swimming pool with lounge chairs and a stone wall.

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

17. Hampton Inn Charlottesville

The Meadows, 13.6 km from Trump Winery

CAROL

HK$787

HK$899 total

includes taxes & fees

8 Nov - 9 Nov

A spacious hotel lobby with high ceilings, multiple seating areas, and a central bar.

A modern living room with a large fireplace, two sofas, and a small table with pumpkins.

A hotel entrance with the name "HOMEWOOD SUITES by Hilton" and the address "2036".

A rectangular indoor pool with clear blue water, surrounded by beige walls and a tiled border.

18. Homewood Suites by Hilton Charlottesville, VA

The Meadows, 13.5 km from Trump Winery

AMELEWORK

HK$1,013

HK$1,158 total

includes taxes & fees

8 Nov - 9 Nov

A spacious lobby with a central staircase, large windows, and a chandelier.

A modern living room with a stone wall, a blue sofa, and a fireplace.

A modern restaurant with round tables, grey chairs, and a bar area with shelves.

An indoor swimming pool with two potted plants, a tiled floor, and a clear water surface.

19. DoubleTree by Hilton Hotel Charlottesville

Rio, 18.1 km from Trump Winery

Dawna

HK$797

HK$911 total

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with a modern architectural design, featuring a glass entrance and a covered walkway.

A multi-story hotel with a glass entrance and a parking lot.

20. Hyatt Place Charlottesville

Hydraulic, 14 km from Trump Winery

Ellen

HK$863

HK$986 total

includes taxes & fees

8 Nov - 9 Nov

View all properties

Compare popular hotels close to Trump Winery

Property	Property class	Guest rating
Holiday Inn Express & Suites Charlottesville by IHG	9.4 Exceptional 1,002 reviews	View
Super 8 by Wyndham Charlottesville	8.2 Very good 884 reviews	View
Hilton Garden Inn Charlottesville	9.0 Wonderful 1,000 reviews	View
Virginia Guesthouse Hotel	9.8 Exceptional 156 reviews	View
English Inn of Charlottesville	9.2 Wonderful 3,180 reviews	View

Top Trump Winery Hotel Reviews

Sleep Inn & Suites Monticello

10/10 Excellent

"Super friendly staff, great breakfast. 24h coffee bar is a great amenity"

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

10/10 Excellent

"The house was great for our group of 9 people. The beds were comfortable and it had a great layout with room for everyone. The outdoor spaces were great for hanging out, morning coffee, evening drinks, whatever! The house is close to town making it easy to uber around - about a 10 minute drive. We loved everything about it. It is secluded and in the woods and set back with a long driveway. Everything was clean and just as pictured, if not better. We wouldn’t hesitate to rent again."

10 Vineyards Within 10 Mi, EV charger & Mini Goats

10/10 Excellent

"Great location and amazing hosts."

Cottage at Deer Ridge Farm

10/10 Excellent

"Loved this property & it was a perfect escape for the weekend."

Charming Historic Carriage House Studio Apartment

10/10 Excellent

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

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."

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 theatre 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 theatre 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 browsing the exhibits at James Monroe's Highland in Charlottesville. Discover the area's acclaimed theatre 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 theatre 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 theatre scene and major shopping area. You'll find 35 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place to stay close to Trump Winery?

Albemarle Estate at Trump Winery is one of the top choices for your stay based on our traveller 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 can I expect to find near Trump Winery?

Expedia has 35 hotels and other accommodation options 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! Most hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of your booking. Add dates, click "Search", then use the "fully refundable" filter to review the best deals near Trump Winery.

Charlottesville Trump Winery Hotels

Change your mind

Treat yourself

Be picky

Check prices for these dates

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Star rating

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Our top choices for Trump Winery hotels

1. Holiday Inn Express & Suites Charlottesville by IHG

2. Super 8 by Wyndham Charlottesville

3. Hilton Garden Inn Charlottesville

4. Virginia Guesthouse Hotel

5. English Inn of Charlottesville

6. Days Inn by Wyndham Charlottesville/University Area

7. Sleep Inn & Suites Monticello

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

9. Extended Stay America Premier Suites - Charlottesville

10. Omni Charlottesville Hotel

11. Sonesta ES Suites Charlottesville University

12. Oakhurst Inn at the University

13. Clarion Pointe Charlottesville

14. Red Roof Inn Charlottesville

15. Kimpton The Forum Hotel by IHG

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

17. Hampton Inn Charlottesville

18. Homewood Suites by Hilton Charlottesville, VA

19. DoubleTree by Hilton Hotel Charlottesville

20. Hyatt Place Charlottesville

Compare popular hotels close to Trump Winery

Top Trump Winery Hotel Reviews

Sleep Inn & Suites Monticello

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

10 Vineyards Within 10 Mi, EV charger & Mini Goats

Cottage at Deer Ridge Farm

Charming Historic Carriage House Studio Apartment

Beautiful New Townhome with Mountain Views. Close to downtown!

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

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