Port Washington Vacations from $582

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Your Port Washington Vacation

Our vacation packages to Port Washington provide endless opportunities to indulge in new sights, sounds and activities. And with all the planning worked out, you can kick back and enjoy your city break without a worry in the world. Want to explore your surroundings? 1860 Light Station and Museum, The Chocolate Chisel and Possibility Playground are three of the best places to visit during a trip to Port Washington. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Port Washington vacation is a walk in the park with Expedia.

The Latest Port Washington vacation packages

Price found within the past 48 hours. Click for updated prices.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $719, price is now $582 per person
$582
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.2/10 Wonderful! (1,378 reviews)
It was great and a good location. Room was nice.

Reviewed on Nov 1, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was $846, price is now $676 per person
$676
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.6/10 Exceptional! (2,299 reviews)
A beautiful hotel with amazing artwork and a great history.

Reviewed on Nov 2, 2026

The Delafield Hotel

The Delafield Hotel

4 out of 5
Price was $1,043, price is now $853 per person
$853
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Milwaukee (MKE)
9.6/10 Exceptional! (506 reviews)
Q

Reviewed on Nov 1, 2026

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $1,029, price is now $851 per person
$851
per person
Dec 22 - Dec 28
found 14 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.4/10 Exceptional! (508 reviews)
fantastic and responsive staff. great neighborhood and location. proximity to the lake, restaurants, shops, and downtown. clean modern room. would stay again!

Reviewed on Oct 31, 2026

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
Avenues West
Price was $721, price is now $607 per person
$607
per person
Dec 22 - Dec 28
found 14 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9/10 Wonderful! (1,417 reviews)

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Stay near popular Port Washington attractions

Possibility Playground

8.6/10 (8 reviews)
This inclusive, nautical-themed playground welcomes children of all abilities along Lake Michigan. Families can enjoy accessible swings, sensory toys, and climbing walls in a secure, thoughtfully designed space.
See properties

Port Washington Hotel Deals

The Harborview on Lake Michigan, an Ascend Collection Hotel

The Harborview on Lake Michigan, an Ascend Collection Hotel

3 out of 5
135 E Grand Ave Port Washington WI
Fully refundable
$158 nightly
The price is $180 total per night from Nov 23 to Nov 24
$180 total
Nov 23 - Nov 24
Total with taxes and fees
9.2/10 Wonderful! (671 reviews)
"Clean rooms. Comfy beds. Nice resturant where you have have breakfast, lunch & dinner"

Reviewed on Oct 31, 2026

The Harborview on Lake Michigan, an Ascend Collection Hotel
Holiday Inn Express & Suites Port Washington by IHG

Holiday Inn Express & Suites Port Washington by IHG

2.5 out of 5
350 E Seven Hills Rd Port Washington WI
Fully refundable
$163 nightly
The price is $183 total per night from Nov 22 to Nov 23
$183 total
Nov 22 - Nov 23
Total with taxes and fees
9/10 Wonderful! (105 reviews)
"We love staying here. The staff are always SO kind and helpful, and the breakfast, pool and hot tub are just great. The location is perfect, close to cedarburg and Kohler Andre. Some rooms that face the highway can get a little noisy at night. But it doesn’t change how much I like staying here. Thank ..."

Reviewed on Nov 1, 2026

Holiday Inn Express & Suites Port Washington by IHG
The Port Hotel

The Port Hotel

2 out of 5
101 E Main St Port Washington WI
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $213 total per night from Nov 3 to Nov 4
$213 total
Nov 3 - Nov 4
Total with taxes and fees
The Port Hotel
See all 355 properties in Port Washington
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.

Find the Best Port Washington Vacation Packages

Port Washington Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Population
11,600
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Harrington Beach State Park, Cedar Creek Winery and Luxembourg American Cultural Center

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Frequently asked questions

How much does a Port Washington vacation package cost?
You can snap up a vacation package to this destination from $582 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.

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