Search Deals on
Madison Vacation Packages

Build your package with 2 more options

Madison Flight + Hotel Packages

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

Shenandoah Wilderness Traveler

2 out of 5
Price was $550, price is now $473 per person
$473
per person
Mar 27 - Mar 30
found 6 hours ago
Roundtrip flight included
New York (LGA) 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

Oakhurst Inn at the University

4 out of 5
Price was $1,118, price is now $862 per person
$862
per person
Mar 27 - Mar 30
found 14 hours ago
Roundtrip flight included
New York (LGA) 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 $876, price is now $677 per person
$677
per person
Mar 27 - Mar 30
found 14 hours ago
Roundtrip flight included
New York (LGA) 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.
Kimpton The Forum Hotel by IHG

Kimpton The Forum Hotel by IHG

4 out of 5
Price was $1,280, price is now $1,069 per person
$1,069
per person
Mar 27 - Mar 30
found 14 hours ago
Roundtrip flight included
New York (LGA) to Charlottesville (CHO)
Book a stay at this business-friendly 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.
The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Price was $740, price is now $631 per person
$631
per person
Mar 27 - Mar 30
found 14 hours ago
Roundtrip flight included
New York (LGA) 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.
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
Price was $600, price is now $516 per person
$516
per person
Mar 27 - Mar 30
found 14 hours ago
Roundtrip flight included
New York (LGA) 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.
Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

2.5 out of 5
Price was $550, price is now $474 per person
$474
per person
Mar 27 - Mar 30
found 14 hours ago
Roundtrip flight included
New York (LGA) to Charlottesville (CHO)
Book a stay at this family-friendly hotel in Gordonsville. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attraction Graves Fine Art Gallery is located nearby.
Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Price was $955, price is now $827 per person
$827
per person
Mar 27 - Mar 30
found 14 hours ago
Roundtrip flight included
New York (LGA) 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.

Madison Vacation Packages 3-4 Night Stays

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 $740, price is now $631 per person
$631
per person
Mar 27 - Mar 30
found 14 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 $1,118, price is now $862 per person
$862
per person
Mar 27 - Mar 30
found 14 hours ago
Roundtrip flight included
New York (LGA) to Charlottesville (CHO)
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $876, price is now $677 per person
$677
per person
Mar 27 - Mar 30
found 14 hours ago
Roundtrip flight included
New York (LGA) to Charlottesville (CHO)
Kimpton The Forum Hotel by IHG

Kimpton The Forum Hotel by IHG

4 out of 5
UVA
Price was $1,280, price is now $1,069 per person
$1,069
per person
Mar 27 - Mar 30
found 14 hours ago
Roundtrip flight included
New York (LGA) to Charlottesville (CHO)

Madison Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Motel 6 Harrisonburg, VA - South

Motel 6 Harrisonburg, VA - South

2 out of 5
Price was $768, price is now $683 per person
$683
per person
Mar 21 - Mar 28
found 15 hours ago
Roundtrip non-stop flight included
New York (LGA) to Weyers Cave (SHD)
Massanuttens Shenandoah Villas by Tripforth

Massanuttens Shenandoah Villas by Tripforth

4 out of 5
Price was $1,158, price is now $1,019 per person
$1,019
per person
Mar 21 - Mar 28
found 15 hours ago
Roundtrip non-stop flight included
New York (LGA) to Weyers Cave (SHD)
Hotel 24 South

Hotel 24 South

3 out of 5
Price was $932, price is now $824 per person
$824
per person
Mar 21 - Mar 28
found 15 hours ago
Roundtrip non-stop flight included
New York (LGA) to Weyers Cave (SHD)
Mountainside Villas at Massanutten by Tripforth

Mountainside Villas at Massanutten by Tripforth

3.5 out of 5
Price was $1,080, price is now $958 per person
$958
per person
Mar 21 - Mar 28
found 15 hours ago
Roundtrip non-stop flight included
New York (LGA) to Weyers Cave (SHD)

Top Flight Deals

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

United
Tue, Mar 10 - Tue, Mar 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$204 Roundtrip, found 3 days ago
$204
Roundtrip
found 3 days ago
Select United flight, departing Tue, Mar 10 from O'Hare Intl. to Charlottesville-Albemarle, returning Tue, Mar 17, priced at $204 found 3 days ago
American Airlines
Tue, Mar 10 - Tue, Mar 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$224 Roundtrip, found 3 days ago
$224
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Mar 10 from O'Hare Intl. to Charlottesville-Albemarle, returning Tue, Mar 17, priced at $224 found 3 days ago
United
Tue, Mar 10 - Sat, Mar 14
MKE
General Mitchell Intl.
CHO
Charlottesville-Albemarle
$275 Roundtrip, found 3 days ago
$275
Roundtrip
found 3 days ago
Select United flight, departing Tue, Mar 10 from General Mitchell Intl. to Charlottesville-Albemarle, returning Sat, Mar 14, priced at $275 found 3 days ago
Delta
Sat, Mar 28 - Wed, Apr 1
ATL
Hartsfield-Jackson Atlanta Intl.
CHO
Charlottesville-Albemarle
$307 Roundtrip, found 3 days ago
$307
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Mar 28 from Hartsfield-Jackson Atlanta Intl. to Charlottesville-Albemarle, returning Wed, Apr 1, priced at $307 found 3 days ago