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Wintergreen Resort Vacation Packages

Wintergreen Resort Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Charlottesville/University Area

Days Inn by Wyndham Charlottesville/University Area

2 out of 5
Price was $792, price is now $751 per person
$751
per person
Nov 24 - Nov 28
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
Book a stay at this business-friendly motel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Price was $1,053, price is now $915 per person
$915
per person
Nov 24 - Nov 28
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Downtown Mall and Monticello are located nearby.
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Price was $975, price is now $855 per person
$855
per person
Nov 24 - Nov 28
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
Stay at this 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.
The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Price was $899, price is now $808 per person
$808
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Monticello are located nearby.
Shenandoah Wilderness Traveler

Shenandoah Wilderness Traveler

2 out of 5
Price was $909, price is now $825 per person
$825
per person
Nov 24 - Nov 28
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
Price was $930, price is now $862 per person
$862
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Downtown Mall and Monticello are located nearby.
Afton Mountain Vineyards

Afton Mountain Vineyards

3.5 out of 5
Price was $1,516, price is now $1,406 per person
$1,406
per person
Nov 24 - Nov 28
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
Stay at this cabin in Afton. Enjoy free WiFi, free parking, and bathrobes. Popular attractions Afton Mountain Vineyards and Veritas Vineyard and Winery are located nearby.
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

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

3 out of 5
Price was $918, price is now $853 per person
$853
per person
Nov 24 - Nov 28
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 helpful staff in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
The Estate at Meander

The Estate at Meander

4 out of 5
Price was $1,312, price is now $1,225 per person
$1,225
per person
Nov 24 - Nov 28
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
Price was $1,071, price is now $1,002 per person
$1,002
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Round Hill Inn

Round Hill Inn

2.5 out of 5
Price was $892, price is now $854 per person
$854
per person
Nov 24 - Nov 28
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Orange. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Arts Center in Orange and James Madison Museum are located nearby.
Sonesta ES Suites Charlottesville University

Sonesta ES Suites Charlottesville University

3 out of 5
Price was $849, price is now $817 per person
$817
per person
Nov 24 - Nov 28
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Downtown Mall and Monticello are located nearby.

3-4 Night Vacations in Wintergreen Resort

Price found within the past 48 hours. Click for updated prices.
The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Starr Hill
Price was $899, price is now $808 per person
$808
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $1,053, price is now $915 per person
$915
per person
Nov 24 - Nov 28
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $975, price is now $855 per person
$855
per person
Nov 24 - Nov 28
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
Shenandoah Wilderness Traveler

Shenandoah Wilderness Traveler

2 out of 5
Price was $909, price is now $825 per person
$825
per person
Nov 24 - Nov 28
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)

Wintergreen Resort Last Minute Hotel Deals

Snug Wintergreen Resort Studio: Ski In & Out!

Snug Wintergreen Resort Studio: Ski In & Out!

3 out of 5
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 ...
Snug Wintergreen Resort Studio: Ski In & Out!
See all 1,096 properties in Wintergreen Resort
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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