A forested area with a stream and dense greenery.
Photo by Eric & Kristy's Adventures
Open Photo by Eric & Kristy's Adventures

Waterloo Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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 Waterloo flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 17 Dec - 22 Dec

    Courtyard by Marriott Madison West Middleton + Flight

    Middleton
    5 nights
    3.0 star property
    9.2/10 - Wonderful (1,001 reviews)
    Return • Dublin (DUB) - Madison (MSN)
    DUB - MSN • 1 stop MSN - DUB • 1 stop
    €1,158
    €1,114
    per traveller
    found 2 days ago
    Courtyard by Marriott Madison West Middleton
  • 17 Dec - 22 Dec

    The Madison Concourse Hotel and Governor's Club + Flight

    Downtown Madison
    5 nights
    3.5 star property
    9.4/10 - Exceptional (4,334 reviews)
    Return • Dublin (DUB) - Madison (MSN)
    DUB - MSN • 1 stop MSN - DUB • 1 stop
    €1,292
    €1,177
    per traveller
    found 2 days ago
    The Madison Concourse Hotel and Governor's Club
  • 17 Dec - 22 Dec

    Best Western Premier Park Hotel + Flight

    Downtown Madison
    5 nights
    4.0 star property
    9.6/10 - Exceptional (1,005 reviews)
    "This is a perfectly located property and recently renovated. It was quiet, clean and the staff were universally friendly and professional. Only glitch was hot water in shower was tepid one of two mornings. Have stayed several times before and, with the renovation, it is now my hotel of choice as long as rates are competitive for a given stay."
    Reviewed November 9, 2026
    Return • Dublin (DUB) - Madison (MSN)
    DUB - MSN • 1 stop MSN - DUB • 1 stop
    €1,269
    €1,161
    per traveller
    found 2 days ago
    Best Western Premier Park Hotel

Discover the most popular places to visit in Waterloo

Waterloo 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 Waterloo holiday package cost?

Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Waterloo costs! Our packages make travel planning easier and save you more.

What are the cheapest months to go to Waterloo?

You can usually find lower prices and greater availability in January, February and November. Check out our cheap Waterloo holiday packages and you could get some great off-season discounts.

How many days is enough for Waterloo?

The ideal duration of your Waterloo holiday depends on what you'd like to do. Usually, a handful of days to a week will give you enough time to tick off all the main attractions and discover some hidden gems along the way.

How to find the best Waterloo package deals?

Use Expedia's handy filters to find some unbeatable Waterloo package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Waterloo package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package as early as possible.

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

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

When to book a holiday package to Waterloo?

If you've got your Waterloo travel dates finalized, book as early as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.

How to plan a trip to Waterloo?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred time of year and the available activities will also help you decide when to holiday in Waterloo.
  2. Set a budget: Factor in costs like flights, food and transportation when calculating how much to put aside for your trip to Waterloo. Then, choose a hotel that matches your budget, whether that's a low-cost option or a more upscale retreat.
  3. Decide your trip length: Consider how long you want to spend discovering Waterloo. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalised Waterloo holiday package.

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