A marina filled with various boats docked at the pier.

Port Washington Vacations from $497

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

The Latest Port Washington Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Aug 28 - Aug 30

    Antioch Hotel & Suites + Flight

    Antioch
    2 nights
    3.0 star property
    8.8/10 - Excellent (619 reviews)
    Roundtrip Nashville (BNA) - Milwaukee (MKE)
    BNA - MKENonstop MKE - BNA1 stop
    $544
    $497
    per traveler
    found 1 day ago
    Antioch Hotel & Suites
  • Sep 18 - Sep 21

    Embassy Suites by Hilton Milwaukee Brookfield + Flight

    Brookfield
    3 nights
    3.5 star property
    9.0/10 - Wonderful (1,317 reviews)
    Roundtrip Boston (BOS) - Milwaukee (MKE)
    BOS - MKENonstop MKE - BOSNonstop
    $580
    $522
    per traveler
    found 1 day ago
    Embassy Suites by Hilton Milwaukee Brookfield
  • Sep 18 - Sep 21

    Landing Apartments at Mayfair Collection + Flight

    Wauwatosa
    3 nights
    4.0 star property
    10/10 - Exceptional (4 reviews)
    "Instructions to find the Serenity apartments at Wauwatosa Wisconsin weren't great but once we found the actual apartment, it exceeded our expectations. It was truly a home away from home, as it was immaculately clean and had everything needed for a fuss free stay. Shops and restaurants witin walking distance. We highly recommend staying here and will definitely be returning for a longer extended stay!"
    Reviewed May 21, 2026
    Roundtrip Boston (BOS) - Milwaukee (MKE)
    BOS - MKENonstop MKE - BOSNonstop
    $732
    $664
    per traveler
    found 1 day ago
    Landing Apartments at Mayfair Collection
  • Sep 24 - Sep 26

    Potawatomi Hotel & Casino + Flight

    Menomonee River Valley
    2 nights
    4.5 star property
    9.2/10 - Wonderful (1,686 reviews)
    Roundtrip Atlanta (ATL) - Milwaukee (MKE)
    ATL - MKENonstop MKE - ATLNonstop
    $922
    $839
    per traveler
    found 1 day ago
    Potawatomi Hotel & Casino
  • Sep 17 - Sep 21

    La Quinta Inn & Suites by Wyndham Milwaukee SW New Berlin + Flight

    New Berlin
    4 nights
    3.0 star property
    7.8/10 - Good (1,003 reviews)
    "Room smelled, doors to hotel were broken and anyone could walk in. Breakfast was an abomination and is easily the worst hotel breakfast of all time. Would not recommend this hotel!"
    Reviewed July 19, 2026
    Roundtrip San Juan (SJU) - Milwaukee (MKE)
    SJU - MKE1 stop MKE - SJU1 stop
    $638
    $582
    per traveler
    found 1 day ago
    La Quinta Inn & Suites by Wyndham Milwaukee SW New Berlin

Discover the most popular places to visit in Port Washington

Port Washington 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 Port Washington vacation package cost?

You can snap up a vacation package to this destination from $497 on Expedia. However, how much your vacation to Port Washington costs will depend on factors like your hotel choice, length of stay and season.

What are the cheapest months to go to Port Washington?

January, September and December are the best times to search for cheap Port Washington vacation packages. Choosing to travel in less busy periods means you can typically find better prices on accommodations and flights.

How many days is enough for Port Washington?

With a well-planned schedule, you can easily hit the top Port Washington attractions in a few days. But if you prefer to discover lesser-known spots or go on day trips, think about booking your Port Washington vacation for longer.

Is it worth booking a vacation package to Port Washington?

From cool attractions such as 1860 Light Station and Museum and The Chocolate Chisel to its excellent history, a Port Washington vacation guarantees an unforgettable adventure. With so much to do and see, find out for yourself why Port Washington is such a good vacation destination.

How to find the best Port Washington package deals?

Begin your search for a Port Washington package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Port Washington package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Port Washington adventure off to a flying start.

Is it cheaper to book a Port Washington vacation as a package?

You can enjoy significant savings on your Port Washington break by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Port Washington?

If you have your Port Washington vacation dates locked in, book as soon as you can to bag some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for traveling on a whim.

Does Expedia offer Book Now, Pay Later Port Washington vacation packages?

Your Port Washington getaway is meant to be a relaxing escape from your daily routine, not a reason for money-related stress. So to give you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.