Madison Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Madison

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 S$129 per night from 1 Dec to 2 Dec
S$129
includes taxes & fees
1 Dec - 2 Dec
9/10 Wonderful! (1,924 reviews)
English Inn
"The stay was super cozy and quiet. The room was clean and the TV was in working order. Breakfast was great and the breakfast staff were lovely."

Reviewed on 27 Nov,2024

English Inn of Charlottesville
Massanutten Resort
Massanutten Resort
2.5 out of 5
1822 Resort Dr, McGaheysville, VA
The price is S$164 per night from 19 Dec to 20 Dec
S$164
includes taxes & fees
19 Dec - 20 Dec
8/10 Very Good! (553 reviews)
"The deer were lovely."

Reviewed on 26 Nov,2024

Massanutten Resort
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
3 out of 5
1600 Emmet Street, Charlottesville, VA
Fully refundable
The price is S$146 per night from 11 Dec to 12 Dec
S$146
includes taxes & fees
11 Dec - 12 Dec
9/10 Wonderful! (1,003 reviews)
"My room had a weird stench. Otherwise, my experience was enjoyable."

Reviewed on 26 Nov,2024

Country Inn & Suites by Radisson, Charlottesville-UVA, VA
See all 1,656 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.

Frequently asked questions

How much does a Madison holiday 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 holiday 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 holiday?
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 holiday 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 holiday package?
Don’t worry if you’re rethinking your Madison holiday 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.

What to do in Madison

Vintage VW Private Wine Tour in Virginia's Countryside

Vintage VW Private Wine Tour in Virginia's Countryside

S$1,745
Per adult
Vintage VW Private Wine Tour in Virginia's Countryside
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.