Deals on vacations and trips to Madison
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Madison flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Charlottesville-Univ Area by IHG
The Meadows
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Charlottesville (CHO)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a picnic area are also offered.
Little Mod Hotel at the University
Venable
Save 100% on your flight
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Charlottesville (CHO)
This hotel features a restaurant, free WiFi in public areas, and a picnic area. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Express check-in and express check-out are also provided.
Oakhurst Inn at the University
Jefferson Park Avenue
Save 100% on your flight
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Charlottesville (CHO)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. Self parking, a coffee shop, and a terrace are also offered.
English Inn of Charlottesville
The Meadows
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Charlottesville (CHO)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Dinsmore Boutique Inn
Venable
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Orlando (ORL) to Charlottesville (CHO)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free cooked-to-order breakfast each morning. A terrace and wedding services are also provided.
Top Madison hotels deals
Old Rag View Horse Farm with Log Lodge and Treehouse
A hot tub is featured at this vacation home, along with a garden and laundry facilities. Families will appreciate the arcade/game room and barbecue grills.
Hot Tub
Kitchen
English Inn of Charlottesville
2000 Morton Drive, Charlottesville, VA
Free Cancellation
Reserve now, pay when you stay
$90 nightly
The price is $103 total per night
$103 total
Jun 29 - Jun 30
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Massanutten Resort
1822 Resort Dr, McGaheysville, VA
$123 nightly
The price is $136 total per night
$136 total
Jun 1 - Jun 2
Total includes taxes and fees
This hotel features a golf course, a full-service spa, and a water park. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy snowboarding. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities.
Pool
Hot Tub
Holiday Inn Charlottesville-Univ Area by IHG
1901 Emmet St N, Charlottesville, VA
Free Cancellation
$116 nightly
The price is $133 total per night
$133 total
Jun 5 - Jun 6
Total includes taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a picnic area are also offered.
Parking included
Free WiFi
Massanutten's Woodstone Meadows by Tripforth
1822 Resort Dr, McGaheysville, VA
This vacation home features an outdoor pool and a gym. Enjoy the indoor tennis court and perks like free self parking and free WiFi. There's a bar/lounge on site, and concierge services and barbecue grills are also provided.
Pool
Parking included
Days Inn by Wyndham Charlottesville/University Area
1610 Emmet St N, Charlottesville, VA
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $76 total per night
$76 total
Jun 22 - Jun 23
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Luggage storage, laundry facilities, and free newspapers are also on offer.
Breakfast included
Parking included
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.
Popular places to visit
Early Mountain Vineyards
4.5/5(19 reviews)
You can enjoy a tasting or tour at Early Mountain Vineyards during your travels to Madison. Discover the mountain views and wineries in this relaxing area.
Sweely Estate Winery
You can enjoy a tasting or tour at Sweely Estate Winery during your travels to Madison. Discover the mountain views in this relaxing area, or seek out the hiking trails.
Madison Plaza
You can enjoy retail therapy at Madison Plaza during your stay in Madison. You can seek out the hiking trails in this family-friendly area.
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