Madison Vacation Packages

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    Save up to CA $775 when you book a flight and hotel together*
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Your Madison Vacation

History, cuisine, art and more … There's a whole lot to discover with a Madison vacation package. And with the ability to easily customize 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 vacation 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 Hotel Deals

Old Rag View Horse Farm with Log Lodge and Treehouse
Old Rag View Horse Farm with Log Lodge and Treehouse
Madison
10/10 Exceptional! (116 reviews)
Beautiful!
"Great place in the mountains!"

Reviewed on Mar. 15, 2024

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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
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from May 21 to May 22
CA $146
CA $165 total
includes taxes & fees
May 21 - May 22
8.8/10 Excellent! (1,660 reviews)
"Nice place. Receptionist at check in not very friendly, but she got the job done"

Reviewed on May 15, 2024

English Inn of Charlottesville
Massanutten Resort
Massanutten Resort
2.5 out of 5
1822 Resort Dr, McGaheysville, VA
The price is CA $135 per night from May 20 to May 21
CA $135
CA $178 total
includes taxes & fees
May 20 - May 21
8/10 Very Good! (294 reviews)
"Beautiful area!"

Reviewed on May 12, 2024

Massanutten Resort
See all 1,651 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Madison vacation package cost?
Be ready to book, because a trip to Madison starts from an enticing . When you bundle your flights, hotels and car rentals into a travel package, you’ll land the biggest bargains.
How do I get a cheap travel package to Madison?
Book everything in the one place with our Madison vacation packages. You’ll discover bargains on flights, hotels, tours and more that’ll keep your hip pocket happy and your adventurous spirit alive. And, with more than 550 airlines and 1,000,000 properties throughout the world to choose from, you’ll have the flexibility to mix and match.
How far in advance should I book my Madison vacation?
While prices fluctuate, we generally suggest booking your seats as soon as possible. Most international fares become available on Expedia up to 12 months in advance. If circumstances have left you booking late, you may still get lucky. Cheap journeys to Madison sometimes appear only weeks before departure.
What does an Expedia Madison travel package include?
Rental cars, hotels and flights — we have them covered. With Expedia, you can shape your Madison package the way you want. All you have to do is figure out what you need. Once you’ve made your booking, you can add on extras like experiences and activities. The more you bundle, the greater your savings!
What should I know before booking a Madison travel package?
Get ready to save with an Expedia travel package. Bundle your airfares, rental cars and hotels and be rewarded with exciting discounts. You’re not limited to hotels, though. Book with us and take your pick of island villas, mountain cabins and even houseboats and castles!
Can I choose my airline with a Madison Expedia vacation package?
Yes — that’s the beauty of an Expedia package. You’re in charge! We have more than 550 partner airlines across the globe, so you have options galore when arranging your Madison adventure.
If I'm not able to travel, can I cancel my Madison vacation package?
Don’t worry if you’re rethinking your Madison vacation package — it’s possible to cancel or amend your booking. And if you’ve booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We know your circumstances can change suddenly, so head to our Customer Service Portal if that occurs. When you’re ready to make changes, we’ll be here to help.

Discover the most popular places to visit in Madison

Image for Early Mountain Vineyards

Early Mountain Vineyards

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.

Early Mountain Vineyards
Image for Sweely Estate Winery

Sweely Estate Winery

Enjoy an outing to Sweely Estate Winery during your stay in Madison. Discover the mountain views in this relaxing area, or seek out the hiking trails.

Sweely Estate Winery

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.