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Madison Vacation Packages

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Madison Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Inn and Tavern at Meander

Inn and Tavern at Meander

4 out of 5
Price was $595, price is now $524 per person
$524
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Charlottesville (CHO)
Stay at this 4-star 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.
Shenandoah Wilderness Traveler

Shenandoah Wilderness Traveler

2 out of 5
Price was $758, price is now $628 per person
$628
per person
Nov 4 - Nov 11
found 15 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) 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.
Wintergreen Retreat Jacuzzi Sauna dog Friendly

Wintergreen Retreat Jacuzzi Sauna dog Friendly

2 out of 5
Price was $3,821, price is now $3,342 per person
$3,342
per person
Nov 4 - Nov 11
found 15 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this vacation home in Wintergreen. Popular attractions Wintergreen Resort and Raven's Roost Overlook are located nearby.
Lafayette Inn

Lafayette Inn

3 out of 5
Price was $907, price is now $804 per person
$804
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this 3-star B&B in Stanardsville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Greene County Library and Greene County Park are located nearby.
Sauna dog Friendly Amazing Views to ski Slopes

Sauna dog Friendly Amazing Views to ski Slopes

2 out of 5
Price was $3,428, price is now $3,044 per person
$3,044
per person
Nov 4 - Nov 11
found 15 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this apartment in Nellysford. Enjoy bathrobes. Popular attractions Wintergreen Resort and Raven's Roost Overlook are located nearby.
Bliss Point Farm and B&B

Bliss Point Farm and B&B

3 out of 5
Price was $856, price is now $765 per person
$765
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this 3-star B&B in Dyke. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Autumn Hill Winery and Kilaurwen Winery are located nearby.
Condo at Wintergreen Walk to Slope Pool Access

Condo at Wintergreen Walk to Slope Pool Access

2 out of 5
Price was $1,341, price is now $1,209 per person
$1,209
per person
Nov 4 - Nov 11
found 18 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this apartment in Wintergreen. Popular attractions Wintergreen Resort and Raven's Roost Overlook are located nearby.
111 Hickory Springs in Wintergreen Resort

111 Hickory Springs in Wintergreen Resort

2 out of 5
Price was $1,949, price is now $1,759 per person
$1,759
per person
Nov 4 - Nov 11
found 15 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)
Stay at this vacation home in Nellysford. Popular attractions Wintergreen Resort and Raven's Roost Overlook are located nearby.

Madison Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
Price was $571, price is now $517 per person
$517
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Charlottesville (CHO)
Inn and Tavern at Meander

Inn and Tavern at Meander

4 out of 5
Price was $595, price is now $524 per person
$524
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Charlottesville (CHO)
Kimpton The Forum Hotel by IHG

Kimpton The Forum Hotel by IHG

4 out of 5
UVA
Price was $830, price is now $754 per person
$754
per person
Nov 3 - Nov 6
found 1 day 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 $584, price is now $531 per person
$531
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Charlottesville (CHO)

Madison Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Shenandoah Wilderness Traveler

Shenandoah Wilderness Traveler

2 out of 5
Price was $758, price is now $628 per person
$628
per person
Nov 4 - Nov 11
found 15 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)
Inn and Tavern at Meander

Inn and Tavern at Meander

4 out of 5
Price was $1,075, price is now $815 per person
$815
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
Price was $985, price is now $798 per person
$798
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $1,081, price is now $882 per person
$882
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Charlottesville (CHO)

Top Flight Deals

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

Bargain Flight
Wed, Oct 8 - Tue, Oct 14
BOS
Logan Intl.
CHO
Charlottesville-Albemarle
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Wed, Oct 8 from Logan Intl. to Charlottesville-Albemarle, returning Tue, Oct 14, priced at $177 found 3 days ago
United
Thu, Oct 2 - Sun, Oct 5
EWR
Newark Liberty Intl. Airport
CHO
Charlottesville-Albemarle
$241 Roundtrip, found 4 days ago
$241
Roundtrip
found 4 days ago
Select United flight, departing Thu, Oct 2 from Newark Liberty Intl. Airport to Charlottesville-Albemarle, returning Sun, Oct 5, priced at $241 found 4 days ago
Delta
Sat, Oct 4 - Tue, Oct 21
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$241 Roundtrip, found 6 days ago
$241
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Oct 4 from O'Hare Intl. to Charlottesville-Albemarle, returning Tue, Oct 21, priced at $241 found 6 days ago
Delta
Mon, Nov 3 - Sat, Nov 8
ATL
Hartsfield-Jackson Atlanta Intl.
CHO
Charlottesville-Albemarle
$303 Roundtrip, found 4 days ago
$303
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Nov 3 from Hartsfield-Jackson Atlanta Intl. to Charlottesville-Albemarle, returning Sat, Nov 8, priced at $303 found 4 days ago