Madison Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place
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.
Unlock Black Friday deals

Top hotels in Madison

Sheraton Greensboro at Four Seasons
Sheraton Greensboro at Four Seasons
3.5 out of 5
3121 West Gate City Boulevard, Greensboro, NC
Fully refundable
The price is S$150 per night from 8 Dec to 9 Dec
S$150
includes taxes & fees
8 Dec - 9 Dec
8.6/10 Excellent! (1,010 reviews)
"We had a wonderful stay at the Sheraton Greensboro at Four Seasons. The service was excellent, and our room was not only clean but also quiet, providing a peaceful retreat. The bed was comfortable, ensuring a restful night's sleep. The hotel's location was very convenient, with many attractions just ..."

Reviewed on 19 Nov,2024

Sheraton Greensboro at Four Seasons
Wyndham Garden Greensboro
Wyndham Garden Greensboro
3 out of 5
415 S. Swing Road, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is S$127 per night from 27 Nov to 28 Nov
S$127
includes taxes & fees
27 Nov - 28 Nov
7.6/10 Good! (1,005 reviews)
"This place was a excellent place to stay, and will very likely stay here again. The prices were good, and the ppl were nice."

Reviewed on 20 Nov,2024

Wyndham Garden Greensboro
Best Western Plus University Inn
Best Western Plus University Inn
3.5 out of 5
3050 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is S$102 per night from 1 Dec to 2 Dec
S$102
includes taxes & fees
1 Dec - 2 Dec
7.4/10 Good! (1,001 reviews)
Overall good stay
"Overall a good stay. Only issues were in the bathroom. Shower faucets were mixed up (hot faucet put out cold water) and bathroom fan did not work."

Reviewed on 14 Nov,2024

Best Western Plus University Inn
See all 742 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?
From as low as , you can customize your Madison holiday package. Simply combine hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Madison?
Think of all the fun things you could do in Madison with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your flights and hotel into a Madison holiday package. You have plenty of choice when you book your trip with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 properties around the globe. Whether you’re taking a holiday with the whole family or travelling with someone special, organising a getaway to Madison is better with a package.
What are the top hotels in Madison?
Hunter House Bed And Breakfast is one of Madison’s leading properties. Book a room here and you’ll snooze soundly knowing you’re in good hands.
How far in advance should I book my Madison holiday?
It’s difficult to pick the perfect time for airfares, but we normally say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to a year in advance. If you’re unable to do so, fear not. Budget prices appear from time to time within a few weeks of departure dates.
What does an Expedia Madison travel package include?
Rental cars, hotels and flights, or any combination of the three — it’s your choice. Whether you’re exploring Madison with the family or travelling by yourself, there’s a bundle to fit every style and budget. Once you’ve made your booking, why not add on one or two tours or activities?
What should I know before booking a Madison travel package?
We already have low prices. However, you’ll enjoy an even better deal if you book your flights, hotels and car rentals together. With an Expedia package, you’ll always get transparent pricing and a great range of choice.
Can I choose my airline with a Madison Expedia holiday package?
You sure can. We offer more than 550 airline partners globally, so go with the carrier that fits your travel needs.
If I'm not able to travel, can I cancel my Madison holiday package?
Yes, you can cancel your Madison booking if your travel plans have changed. Whether you’ll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

* 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.