A coastal cityscape with dense urban buildings, a river, and sailboats.

Madison Holidays from NZ$906

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to NZ$2,400 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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The Latest Madison holiday deals

Price found within the past 48 hours. Click for updated prices.
  • 20 Oct - 22 Oct

    Hotel St. James + Flight

    Manhattan
    2 nights
    3.0 star property
    8.8/10 - Excellent (7,738 reviews)
    "Helpful and kind staff. No fridge in the room, very small elevators, toilet broke twice for no reason, construction started in the hallway outside our room at 8:30 am and was very disruptive especially since the hallways are so narrow and they had ladders and equipment in the way."
    Reviewed August 5, 2026
    Return Boston (BOS) - New York (JFK)
    BOS - JFKDirect LGA - BOSDirect
    Save 100% on your flight
    NZ$1,279
    NZ$906
    per traveller
    found 20 hours ago
    Hotel St. James
  • 20 Oct - 22 Oct

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    2 nights
    4.0 star property
    9.2/10 - Wonderful (3,849 reviews)
    Return Boston (BOS) - New York (JFK)
    BOS - JFKDirect LGA - BOSDirect
    Save 100% on your flight
    NZ$1,908
    NZ$1,233
    per traveller
    found 20 hours ago
    Hotel Riu Plaza Manhattan Times Square
  • 20 Oct - 22 Oct

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    2 nights
    4.0 star property
    9.0/10 - Wonderful (3,268 reviews)
    "The only issue with the room...of the bathroom light was on, you could see the person in the shower...the full silhouette at least. Breakfast was great as it was included with our rate. The cost was a tad higher than I wanted to pay at over $500 for 1 night, but the experience and location were wonderful."
    Reviewed August 5, 2026
    Return Boston (BOS) - New York (JFK)
    BOS - JFKDirect LGA - BOSDirect
    Save 100% on your flight
    NZ$1,862
    NZ$1,207
    per traveller
    found 20 hours ago
    Hotel Riu Plaza New York Times Square
  • 20 Oct - 22 Oct

    Hotel Beacon + Flight

    Manhattan
    2 nights
    4.0 star property
    9.4/10 - Exceptional (1,498 reviews)
    "Staff was absolutely amazing. So warm, friendly, and helpful. Room was very nice, clean, comfortable. Wouldn’t hesitate to stay there again."
    Reviewed August 2, 2026
    Return Boston (BOS) - New York (JFK)
    BOS - JFKDirect LGA - BOSDirect
    Save 100% on your flight
    NZ$1,687
    NZ$1,106
    per traveller
    found 20 hours ago
    Hotel Beacon
  • 20 Oct - 22 Oct

    OYO Times Square + Flight

    Manhattan
    2 nights
    4.0 star property
    6.8/10 - (2,054 reviews)
    "The room was horrible !! The bed was so thin and the blinds were terrible all beat up with holes. The noise from the street was so loud. The bathroom was literally like showering on the street!!! I would never stay there and we left during the night!!! Horrible stay! Do not waste any money here! They cheated some few per day that I’m trying to dispute. !!! We didn’t charge anything we didn’t even stay for 24 hours"
    Reviewed August 4, 2026
    Return Boston (BOS) - New York (JFK)
    BOS - JFKDirect LGA - BOSDirect
    Save 100% on your flight
    NZ$1,293
    NZ$936
    per traveller
    found 20 hours ago
    OYO Times Square

Discover the most popular places to visit in Madison

Madison Hotel Deals

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 great value package deals from NZ$906 on Expedia, you'll be pleasantly surprised at how much a holiday to Madison costs! Expedia's packages make travel planning easier and your savings go further.

What are the cheapest months to go to Madison?

January, February and November are the best times to look for cheap Madison holiday packages. Choosing to travel in quieter months means you can generally find better prices on accommodation and flights.

How many days is enough for Madison?

The ideal length for your Madison holiday depends on what you'd like to see. Generally, a handful of days to a week will give you time to hit all the top sights and explore some hidden treasures along the way.

Is it worth booking a holiday package to Madison?

Madison has everything you need for a memorable trip — dining, culture and history are just the start. Whether you want to check out attractions such as Museum of Early Trades and Crafts and Shakespeare Theatre of New Jersey, or venture off the beaten track, you'll find plenty to experience on your Madison holiday.

How to find the best Madison package deals?

Start your search for a Madison package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Madison package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Madison adventure underway.

Is it cheaper to book a Madison holiday as a package?

An Expedia holiday package could land you great savings when compared to arranging accommodation and flights separately. Better still, you can tailor your Madison getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.

When to book a holiday package to Madison?

If you've got your Madison travel dates locked in, book early to grab some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for setting off on a whim.

How to plan a trip to Madison?

  1. Choose when to go: Check your diary and get packing. Your preferred season and the type of activities available will also help you decide when to escape to Madison.
  2. Work out your budget: Ensure you have enough money to cover everything from food and transportation to airfares and activities. Your accommodation will likely be the largest expense during your trip to Madison.
  3. Decide how long to go for: Now that you know more about Madison, you can figure out the right length of your holiday. Create a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Madison holiday package.

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