Search Deals on
Trump Winery Vacation Packages

Trump Winery Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this 3-star business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Keswick Hall & Golf Club

Keswick Hall & Golf Club

5 out of 5
Save 100% on your flight
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Charlottesville (CHO)
Book a stay at this luxury hotel in Keswick. Enjoy 2 outdoor pools, a full-service spa, and a golf course. Popular attractions Monticello and Arcady Vineyard are located nearby.
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Kimpton The Forum Hotel, an IHG Hotel

Kimpton The Forum Hotel, an IHG Hotel

4 out of 5
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this 4-star business-friendly hotel in Charlottesville. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Bluegreen Shenandoah Crossing, Ascend Resort Collection

Bluegreen Shenandoah Crossing, Ascend Resort Collection

2.5 out of 5
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Charlottesville (CHO)
Book a stay at this family-friendly hotel in Gordonsville. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attraction Graves Fine Art Gallery is located nearby.
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this 4-star business-friendly hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Inn and Tavern at Meander

Inn and Tavern at Meander

4 out of 5
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this 4-star B&B in Locust Dale. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Cedar Mountain and Rapidian Historic District are located nearby.
The Doyle Hotel

The Doyle Hotel

3.5 out of 5
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this 3.5-star business-friendly hotel in Charlottesville. Enjoy free WiFi, 3 restaurants, and 3 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Boar's Head Resort

Boar's Head Resort

4 out of 5
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this 4-star spa hotel in Charlottesville. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville

4 out of 5
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this 4-star hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this 3-star hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Hollymead House

Hollymead House

2 out of 5
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this B&B in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chisholm Vineyards at Adventure Farm and AMF Kegler's Lanes are located nearby.

5-7 Night Vacations in Trump Winery

Price found within the past 48 hours. Click for updated prices.
Bluegreen Shenandoah Crossing, Ascend Resort Collection

Bluegreen Shenandoah Crossing, Ascend Resort Collection

2.5 out of 5
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Charlottesville (CHO)
Keswick Hall & Golf Club

Keswick Hall & Golf Club

5 out of 5
Save 100% on your flight
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Charlottesville (CHO)
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
North Downtown
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)
Kimpton The Forum Hotel, an IHG Hotel

Kimpton The Forum Hotel, an IHG Hotel

4 out of 5
UVA
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)

Trump Winery Last Minute Hotel Deals

English Inn of Charlottesville
English Inn of Charlottesville
3 out of 5
2000 Morton Drive, Charlottesville, VA
Stay at this 3-star business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
English Inn of Charlottesville
The Doyle Hotel
The Doyle Hotel
3.5 out of 5
499 W Main Street, Charlottesville, VA
Stay at this 3.5-star business-friendly hotel in Charlottesville. Enjoy free WiFi, 3 restaurants, and 3 bars/lounges. Our guests praise the bar and the helpful ...
The Doyle Hotel
Omni Charlottesville Hotel
Omni Charlottesville Hotel
4 out of 5
212 Ridge McIntire Rd, Charlottesville, VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and ...
Omni Charlottesville Hotel
Holiday Inn Charlottesville-Monticello, an IHG Hotel
Holiday Inn Charlottesville-Monticello, an IHG Hotel
3 out of 5
1200 5th St. SW, Charlottesville, VA
Stay at this 3-star business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
Holiday Inn Charlottesville-Monticello, an IHG Hotel
Sleep Inn & Suites Monticello
Sleep Inn & Suites Monticello
2.5 out of 5
1185 5th St SW, Charlottesville, VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
Sleep Inn & Suites Monticello
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
3 out of 5
1600 Emmet Street, Charlottesville, VA
Stay at this 3-star business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
Home2 Suites by Hilton Charlottesville Downtown
Home2 Suites by Hilton Charlottesville Downtown
3 out of 5
201 Monticello Ave, Charlottesville, VA
Stay at this 3-star business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful ...
Home2 Suites by Hilton Charlottesville Downtown
Graduate by Hilton Charlottesville
Graduate by Hilton Charlottesville
4 out of 5
1309 W Main St, Charlottesville, VA
Stay at this 4-star hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the ...
Graduate by Hilton Charlottesville
See all 1,745 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.

Book the perfect getaway to Trump Winery

With Hotwire, booking your next trip to Charlottesville is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Trump Winery while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Trump Winery flight and hotel package for as low as $442.

Living it up in Charlottesville means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Trump Winery, Charlottesville vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Trump Winery for some of the best accommodations and flight deals.

FAQs about cheap Trump Winery packages:

How to get cheap vacation deals to Trump Winery?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $81.

How much are Trump Winery packages?

Vacation packages to Trump Winery vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $442.

How to find cheap car rentals near Trump Winery?

Hotwire partners with some of the most reliable car rental companies in Charlottesville to bring you the best car rental deals in Trump Winery for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Trump Winery now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Trump Winery right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Discover Other Travel Deals