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Cumberland Vacation Packages

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Cumberland Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville

4 out of 5
Price was $587, price is now $526 per person
$526
per person
Mar 13 - Mar 15
found 18 hours ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
Stay at this 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.
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Price was $642, price is now $546 per person
$546
per person
Mar 13 - Mar 15
found 18 hours ago
Roundtrip flight included
New York (NYC) 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 $666, price is now $567 per person
$567
per person
Mar 13 - Mar 15
found 18 hours ago
Roundtrip flight included
New York (NYC) 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.
Mayhurst Inn

Mayhurst Inn

3.5 out of 5
Price was $650, price is now $560 per person
$560
per person
Mar 13 - Mar 15
found 18 hours ago
Roundtrip flight included
New York (NYC) 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.
Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Price was $630, price is now $544 per person
$544
per person
Mar 13 - Mar 15
found 18 hours ago
Roundtrip flight included
New York (NYC) 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.
The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Price was $608, price is now $537 per person
$537
per person
Mar 13 - Mar 15
found 18 hours ago
Roundtrip flight included
New York (NYC) 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.
Boar's Head Resort

Boar's Head Resort

4 out of 5
Price was $752, price is now $671 per person
$671
per person
Mar 13 - Mar 15
found 18 hours ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
Book a stay at this luxury 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.
Inn and Tavern at Meander

Inn and Tavern at Meander

4 out of 5
Price was $632, price is now $569 per person
$569
per person
Mar 13 - Mar 15
found 18 hours ago
Roundtrip flight included
New York (NYC) 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.

Top Flight Deals

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

Spirit Airlines
Wed, Mar 4 - Sat, Mar 14
FLL
Fort Lauderdale - Hollywood Intl.
RIC
Richmond Intl.
$63 Roundtrip, found 21 hours ago
$63
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Wed, Mar 4 from Fort Lauderdale - Hollywood Intl. to Richmond Intl., returning Sat, Mar 14, priced at $63 found 21 hours ago
Spirit Airlines
Fri, Feb 6 - Sun, Feb 8
MCO
Orlando Intl.
RIC
Richmond Intl.
$71 Roundtrip, found 1 day ago
$71
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Feb 6 from Orlando Intl. to Richmond Intl., returning Sun, Feb 8, priced at $71 found 1 day ago
Frontier Airlines
Mon, Jan 26 - Fri, Jan 30
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$96 Roundtrip, found 5 days ago
$96
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Jan 26 from Hartsfield-Jackson Atlanta Intl. to Richmond Intl., returning Fri, Jan 30, priced at $96 found 5 days ago
Spirit Airlines
Tue, Feb 24 - Tue, Mar 3
EWR
Newark Liberty Intl. Airport
RIC
Richmond Intl.
$99 Roundtrip, found 2 hours ago
$99
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Feb 24 from Newark Liberty Intl. Airport to Richmond Intl., returning Tue, Mar 3, priced at $99 found 2 hours ago