Madison Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Madison

Fairview Inn Airport

Fairview Inn Airport

2.5 out of 5
6452 Burnt Poplar Rd Greensboro NC
Fully refundableReserve now, pay when you stay
The price is S$80 per night from 9 Jul to 10 Jul
S$80
9 Jul - 10 Jul
includes taxes & fees
7.2/10 Good! (397 reviews)
"Well, it don’t look like anything. The picture shows and when I got there, they put me in a room with a broke AC they didn’t work and then I had to go back and argue with the desk lady the check-in lady for like 30 minutes then she put me in another room and the toilet was broken in that one and ..."

Reviewed on 8 Jul, 2026

Fairview Inn Airport
Suburban Studios Winston Salem-University Parkway

Suburban Studios Winston Salem-University Parkway

2 out of 5
7910 N Point Blvd Winston-Salem NC
The price is S$73 per night from 14 Jul to 15 Jul
S$73
14 Jul - 15 Jul
includes taxes & fees
6/10 (1,006 reviews)
"I had a great stay will be visiting again"

Reviewed on 5 Jul, 2026

Suburban Studios Winston Salem-University Parkway
DoubleTree by Hilton Greensboro Airport

DoubleTree by Hilton Greensboro Airport

4 out of 5
6426 Burnt Poplar Road Greensboro NC
Fully refundableReserve now, pay when you stay
The price is S$142 per night from 20 Jul to 21 Jul
S$142
20 Jul - 21 Jul
includes taxes & fees
8.8/10 Excellent! (1,315 reviews)
"Clean room, supwr comfortable bed."

Reviewed on 8 Jul, 2026

DoubleTree by Hilton Greensboro Airport
See all 842 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?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Madison costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Madison?
To score cheap Madison holiday packages, plan your getaway outside of peak periods such as school holidays. You'll typically find better availability and lower prices for hotels and flights.
How many days is enough for Madison?
Generally, a handful of days is enough to tick off the major attractions during your Madison holiday. However, if you want to have time to kick back or take day trips, consider extending your trip.
How to find the best Madison package deals?
Use Expedia's filters to help you find some great Madison package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Madison package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package well in advance.
Is it cheaper to book a Madison holiday as a package?
You can enjoy significant savings on your Madison getaway by booking a personalised holiday package. Check the "Package" heading, then enter your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Madison?
If you're considering an impromptu Madison trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Madison?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Madison.
  2. Set your budget: Consider costs such as food, flights and transportation when calculating how much to save for your trip to Madison. Then, pick a property that matches your budget, whether that's an affordable option or a lavish getaway.
  3. Decide how long to go away for: Now that you know more about Madison, you can figure out the perfect length of your break. Create a rough itinerary and allocate enough time for all the things you want to do.
  4. Bundle your accommodation and airfare: Once you've settled on your dates and duration, lock in the ideal Madison holiday package for you.

Explore a world of travel with Expedia

* 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.