Search Deals onWintergreen Vacation Packages
Photo by Rebecca Brent
Wintergreen Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
English Inn of Charlottesville
Price was $655, price is now $609 per person
$609
per person
Oct 9 - Oct 11
found 20 hours ago
Roundtrip flight included
New York (LGA) 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.
Cozy and Comfy with Lake Access
Price was $857, price is now $796 per person
$796
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
New York (LGA) to Charlottesville (CHO)
Stay at this 4.5-star luxury vacation home in Mineral. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Lake Anna and High Point Marina are located nearby.
DoubleTree by Hilton Hotel Charlottesville
Price was $803, price is now $753 per person
$753
per person
Oct 9 - Oct 11
found 20 hours ago
Roundtrip flight included
New York (LGA) to Charlottesville (CHO)
Stay at this 4-star business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Downtown Mall and Bowlero Charlottesville are located nearby.
The Doyle Hotel
Price was $1,734, price is now $1,626 per person
$1,626
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Charlottesville (CHO)
Stay at this 3.5-star business-friendly hotel in Charlottesville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Best Western Plus Crossroads Inn & Suites
Price was $902, price is now $846 per person
$846
per person
Oct 15 - Oct 22
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Gordonsville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attraction Spring Creek Golf Club is located nearby.
Oakhurst Inn at the University
Price was $872, price is now $821 per person
$821
per person
Oct 9 - Oct 11
found 20 hours ago
Roundtrip flight included
New York (LGA) 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.
Little Mod Hotel at the University
Price was $729, price is now $686 per person
$686
per person
Oct 9 - Oct 11
found 20 hours ago
Roundtrip flight included
New York (LGA) 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.
Hampton Inn & Suites Charlottesville-At the University
Price was $823, price is now $777 per person
$777
per person
Oct 9 - Oct 11
found 20 hours ago
Roundtrip flight included
New York (LGA) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Wintergreen Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Wintergreen Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Sep 13 - Mon, Sep 15
BOS
Logan Intl.
CHO
Charlottesville-Albemarle
$213 Roundtrip, found 1 day ago
$213
Roundtrip
found 1 day ago
Mon, Oct 6 - Sat, Oct 18
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$223 Roundtrip, found 2 days ago
$223
Roundtrip
found 2 days ago
Sat, Sep 20 - Tue, Sep 23
TPA
Tampa Intl.
CHO
Charlottesville-Albemarle
$230 Roundtrip, found 23 hours ago
$230
Roundtrip
found 23 hours ago
Tue, Nov 4 - Thu, Nov 13
HOU
William P. Hobby
CHO
Charlottesville-Albemarle
$249 Roundtrip, just found
$249
Roundtrip
just found
Discover Other Travel Deals
- Wintergreen Resort Vacations
- Shenandoah National Park Vacations
- Blue Ridge Parkway North Entrance Vacations
- Bold Rock Hard Cider Nellysford Cidery Vacations
- Walton's Mountain Museum Vacations
- James River Vacations
- George Washington National Forest Vacations
- Rockfish Gap Entrance Shenandoah Vacations
- Mary Baldwin College Vacations
- Crabtree Falls Vacations
- Veritas Vineyard and Winery Vacations
- King Family Vineyards Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations