Madison Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Phil Martin
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    Better together
    Save up to £335 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Your Madison Holiday

History, cuisine, art and more … There's a whole lot to discover with a Madison holiday package. And with the ability to easily customise your city getaway, you know it'll be one that's tough to forget. Early Mountain Vineyards is just one of the must-see attractions to check off your to-do list during a trip to Madison. Your Madison holiday is just a few clicks away. Search flights, hotels and more on Expedia for an adventure that's tailored to suit your travel style.

Madison Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Charlottesville-Albemarle Airport (CHO)
Population
220
Max Temp Winter
7ºC
Max Temp Summer
29ºC
Top Sights
Early Mountain Vineyards and Rapidan Camp

Our pick of the best Madison Hotel Deals

Old Rag View Horse Farm with Log Lodge and Treehouse
Old Rag View Horse Farm with Log Lodge and Treehouse
Madison, VA
Stay at this family-friendly holiday home in Madison. Enjoy a garden, laundry facilities and patios. Popular attractions Blue Quartz Winery and Sharp Rock Vineyards ...
10/10 Exceptional! (135 reviews)
Groom's parents' haven
"Lovely relaxing week. We were able to host close friends and family all week as well as to have a beautiful outdoor groom's dinner. The caretakers were so friendly and helpful leading up to our stay and throughout our time there!!"

Reviewed on 29 May 2025

Old Rag View Horse Farm with Log Lodge and Treehouse
English Inn of Charlottesville
English Inn of Charlottesville
3 out of 5
2000 Morton Drive, Charlottesville, VA
Stay at this 3-star business-friendly hotel in Charlottesville. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool ...
9/10 Wonderful! (2,268 reviews)
"Roomy, clean rooms. Great breakfast. Great location."

Reviewed on 26 Jun 2025

English Inn of Charlottesville
Massanutten Resort
Massanutten Resort
2.5 out of 5
1822 Resort Dr, McGaheysville, VA
Stay at this spa hotel in McGaheysville. Enjoy free Wi-Fi, free parking and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in their ...
8/10 Very Good! (796 reviews)
"Great location to access Appalachian Trail and National Park. Great food options and the spa was amazing,"

Reviewed on 26 Jun 2025

Massanutten Resort
See all 1,716 properties in Madison
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Madison travel package cost?
Starting from as low as , a travel package is your passport to low-cost travel. Put together your Madison escape by choosing from our extensive range of airfares, hotels and rental cars.
If I'm not able to travel, can I cancel my Madison travel package?
Yes, it's possible to cancel your Madison booking if your travel plans have changed. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
How do I get a cheap travel package to Madison?
It's as simple as bundling. Flights, hotels and rental cars --- combine whatever you need into a Madison travel package to save a ton of cash. Score even better deals when you include extras such as day tours to your booking. But that's not the only good part. You have the flexibility to customize your trip your own way. We offer over 550 air carriers and 1,000,000 hotel options worldwide, so that everyone has a chance to travel and live out those holiday dreams.
Does Expedia offer Book Now, Pay Later Madison holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply choose the payment plan best suited to your needs during checkout and take the stress out of budgeting for your trip. Make sure you bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month is what works best for you, Klarna offers just that! Paying in easy monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then check out this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: When you see an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock it in.

What are the top hotels in Madison?
Graves Mountain Farm And Lodges and Big Meadows Lodge are two of the most popular properties in Madison. Why not have a look at the amenities and facilities at each and then make up your mind?
How far in advance should I book my Madison holiday?
Browse Expedia to compare flights as early as possible. In many cases, you can purchase a ticket up to 12 months before departure. If you can't see your preferred carrier, or you've left things to the last moment, don't despair. Cheap fares to Madison occasionally appear just weeks before departure.
What does an Expedia Madison travel package include?
Hotels, flights and a cool set of wheels for your road trip adventures. Simply select your favourite bundle and get access to incredible deals. Once you've made your booking, add on some tours and experiences and watch your savings stack up. When it comes to organising your Madison getaway, the choice is all yours!
What should I know before booking a Madison travel package?
Bundling your bookings into a Madison travel package is the easiest way to organise your trip. Not only that, you'll get great discounts just for combining your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Madison Expedia travel package?
The choice is all yours! We offer more than 550 airlines around the world, so you can design your Madison trip according to your budget and style.

Unmissable things to do in Madison

Charlottesville's Five Vineyards & Wineries Private Tour

Charlottesville: Best Vineyards Private Tour (Up to 14 people)

£716
per traveller
Charlottesville: Best Vineyards Private Tour (Up to 14 people)
See all activities in Madison

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.