Search Deals onWintergreen Resort Vacation Packages
Wintergreen Resort Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Shenandoah Wilderness Traveler
Price was $496, price is now $415 per person
$415
per person
Sep 11 - Sep 15
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Charlottesville (CHO)
Stay at this hotel in Gordonsville. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attraction Graves Fine Art Gallery is located nearby.
Oakhurst Inn at the University
Save 100% on your flight
Price was $1,053, price is now $745 per person
$745
per person
Sep 3 - Sep 7
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.
The Doyle Hotel
Save 100% on your flight
Price was $1,377, price is now $995 per person
$995
per person
Sep 3 - Sep 7
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Charlottesville (CHO)
Book a stay at this 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 John Paul Jones Arena are located nearby.
Dinsmore Boutique Inn
Save 100% on your flight
Price was $936, price is now $721 per person
$721
per person
Sep 3 - Sep 7
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Charlottesville (CHO)
Book a stay at this business-friendly B&B in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Downtown Mall and John Paul Jones Arena are located nearby.
English Inn of Charlottesville
Price was $561, price is now $450 per person
$450
per person
Sep 3 - Sep 7
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Charlottesville (CHO)
Book a stay at this 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 John Paul Jones Arena and Downtown Mall are located nearby.
Virginia Guesthouse Hotel
Price was $920, price is now $804 per person
$804
per person
Sep 3 - Sep 7
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Charlottesville (CHO)
Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.
The Estate at Meander
Price was $870, price is now $780 per person
$780
per person
Sep 3 - Sep 7
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Charlottesville (CHO)
Stay at this B&B in Locust Dale. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Cedar Mountain and Rapidian Historic District are located nearby.
Sonesta ES Suites Charlottesville University
Price was $627, price is now $563 per person
$563
per person
Sep 11 - Sep 15
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.
Boardwalk Hotel on Lake Anna by Kasa
Price was $942, price is now $857 per person
$857
per person
Sep 3 - Sep 7
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Charlottesville (CHO)
Stay at this aparthotel in Louisa. Enjoy free WiFi, free parking, and air conditioning. Popular attractions Hunters Landing and Belmont Park are located nearby.
Foxfield Inn
Price was $926, price is now $844 per person
$844
per person
Sep 3 - Sep 7
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Charlottesville (CHO)
Stay at this B&B in Charlottesville. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions John Paul Jones Arena and Birdwood Golf Course are located nearby.
Extended Stay America Premier Suites - Charlottesville
Price was $594, price is now $565 per person
$565
per person
Sep 3 - Sep 7
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Charlottesville (CHO)
Stay at this hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.
Staybridge Suites Charlottesville Airport by IHG
Price was $562, price is now $544 per person
$544
per person
Sep 11 - Sep 15
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chisholm Vineyards at Adventure Farm and Chris Greene Lake Park are located nearby.
3-4 Night Vacations in Wintergreen Resort
Price found within the past 48 hours. Click for updated prices.
Wintergreen Resort Last Minute Hotel Deals
Snug Wintergreen Resort Studio: Ski In & Out!
Nellysford VA
Stay at this apartment in Wintergreen. Enjoy free parking and air conditioning. Popular attractions Wintergreen Resort and Raven's Roost Overlook are located ...
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.
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