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Wintergreen Vacation Packages

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Wintergreen Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Charlottesville-Univ Area by IHG

Holiday Inn Charlottesville-Univ Area by IHG

3 out of 5
Price was $590, price is now $522 per person
$522
per person
Feb 11 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff 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 $1,069, price is now $890 per person
$890
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)
Book a stay at this 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

Little Mod Hotel at the University

3 out of 5
Price was $720, price is now $602 per person
$602
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Inn and Tavern at Meander

Inn and Tavern at Meander

4 out of 5
Price was $832, price is now $697 per person
$697
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Price was $1,037, price is now $876 per person
$876
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Monticello are located nearby.
Mayhurst Inn

Mayhurst Inn

3.5 out of 5
Price was $887, price is now $776 per person
$776
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)
Stay at this B&B in Orange. Enjoy free breakfast, free WiFi, and free parking. Popular attractions James Madison Museum and The Arts Center in Orange are located nearby.
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
Price was $626, price is now $549 per person
$549
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Price was $887, price is now $779 per person
$779
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.

Wintergreen Vacation Packages 3-4 Night Stays

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

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

2.5 out of 5
Price was $486, price is now $416 per person
$416
per person
Feb 12 - Feb 16
found 11 hours ago
Roundtrip flight included
New York (LGA) to Charlottesville (CHO)
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $1,141, price is now $938 per person
$938
per person
Mar 26 - Mar 29
found 15 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Charlottesville (CHO)
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $720, price is now $602 per person
$602
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Charlottesville (CHO)
Inn and Tavern at Meander

Inn and Tavern at Meander

4 out of 5
Price was $832, price is now $697 per person
$697
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Charlottesville (CHO)

Wintergreen Vacation Packages 5-7 Night Stays

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

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

2.5 out of 5
Price was $705, price is now $512 per person
$512
per person
Mar 14 - Mar 20
found 2 hours ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Save 100% on your flight
Price was $1,032, price is now $684 per person
$684
per person
Mar 14 - Mar 20
found 2 hours ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville

4 out of 5
Venable
Save 100% on your flight
Price was $925, price is now $637 per person
$637
per person
Mar 14 - Mar 20
found 2 hours ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $866, price is now $639 per person
$639
per person
Mar 14 - Mar 20
found 2 hours ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Tue, Jan 20 - Sat, Jan 31
MDW
Midway Intl.
CHO
Charlottesville-Albemarle
$284 Roundtrip, found 2 days ago
$284
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jan 20 from Midway Intl. to Charlottesville-Albemarle, returning Sat, Jan 31, priced at $284 found 2 days ago
United
Tue, Jan 20 - Tue, Jan 27
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$284 Roundtrip, found 4 hours ago
$284
Roundtrip
found 4 hours ago
Select United flight, departing Tue, Jan 20 from O'Hare Intl. to Charlottesville-Albemarle, returning Tue, Jan 27, priced at $284 found 4 hours ago
Bargain Flight
Sat, Jan 24 - Thu, Jan 29
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$285 Roundtrip, found 1 day ago
$285
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Jan 24 from Dallas-Fort Worth Intl. to Charlottesville-Albemarle, returning Thu, Jan 29, priced at $285 found 1 day ago
Delta
Tue, Jan 27 - Sun, Feb 1
DAL
Love Field
CHO
Charlottesville-Albemarle
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jan 27 from Love Field to Charlottesville-Albemarle, returning Sun, Feb 1, priced at $297 found 1 day ago