Milwaukie Holidays

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Milwaukie Holiday

Our pick of the best Milwaukie Hotel Deals

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is NZ$230 per night from 5 July to 6 July
NZ$230
5 July - 6 July
includes taxes & fees
9.2/10 Wonderful! (3,504 reviews)
"The staff at the front desk were very helpful and friendly and I loved my room on the 14th floor: very clean, with an amazingly comfy bed, a huge tub, fantastic view of the downtown and a refrigerator. Their onsite bar and restaurant: the Swine Moonshine and Whiskey Bar and the Tavern were both excellent ..."

Reviewed on 30 June 2026

The Paramount Hotel
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

3 out of 5
7101 NE 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
The price is NZ$201 per night from 12 July to 13 July
NZ$201
12 July - 13 July
includes taxes & fees
7.8/10 Good! (2,826 reviews)
"Super cozy beds & room was clean. The customer service is outstanding. Great place for a great price. I’d definitely stay here again"

Reviewed on 30 June 2026

Red Lion Hotel Portland Airport
Moxy Portland Downtown

Moxy Portland Downtown

3 out of 5
585 SW 10TH AVENUE Portland OR
Fully refundableReserve now, pay when you stay
The price is NZ$195 per night from 6 July to 7 July
NZ$195
6 July - 7 July
includes taxes & fees
9/10 Wonderful! (1,462 reviews)
"They do have parking close by but I did not use it. They did have valet service and the valet were very personable and always smiling. Duncan, at the check-in, was AMAZING!! I stayed 5 nights/6 days and every evening when I came back from my adventures, he would ask how my day went and if I needed ..."

Reviewed on 30 June 2026

Moxy Portland Downtown
See all 2,893 properties in Milwaukie
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.

Stay near popular Milwaukie attractions

Clackamas Town Center with a Sprint store and a Starbucks.

Clackamas Town Center

8.6/10 (653 reviews)
This sprawling retail destination features over 200 stores, a 20-screen cinema and family-friendly carousel. Shop premium brands at Macy's and Nordstrom, then enjoy dining at The Cheesecake Factory or Oswego Grill.
See properties

What to do in Milwaukie

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

NZ$136
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Full-Day Guided Oregon Coast Tour from Portland

Full-Day Guided Oregon Coast Tour from Portland

NZ$237
per adult
100% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

NZ$148
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
See all activities in Milwaukie

Frequently asked questions

How much does a Milwaukie holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Milwaukie costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Milwaukie?
January, February and April are the best times to search for cheap Milwaukie holiday packages. Opting to travel in less busy periods means you can generally find better prices on hotels and flights.
How many days is enough for Milwaukie?
Milwaukie holidays come in all shapes and sizes, but to really get a feel for this destination, we'd say 2 days is a good ballpark. This will mean you can visit top attractions like North Clackamas Aquatic Park and Milwaukie Farmers Market and seek out some hidden gems. Don't forget to explore cool neighbourhoods such as Downtown Portland and Lloyd District either. If you're smart with your time, you can even take a day trip outside of Milwaukie too.
Is it worth booking a holiday package to Milwaukie?
Whether you'd like to explore top attractions like Waverley Country Club and North Clackamas Aquatic Park on your Milwaukie holiday, or coming for its excellent shopping, distilleries and craft breweries and bars and pubs, there's something for everyone here. With so much to see and do, you'll soon learn why so many visitors think Milwaukie is a good holiday destination.
How to find the best Milwaukie package deals?
Use Expedia's filters to help you find some great Milwaukie package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Milwaukie package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book a Milwaukie holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Milwaukie holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Milwaukie?
If you have your Milwaukie travel dates confirmed, book as early as you can to grab some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Milwaukie?

  1. Choose your travel dates: The things you want to do in Milwaukie and your favourite season will help you decide when to get away.
  2. Budget wisely: Besides the price of your accommodation, you'll need to factor in other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that may come up during your trip to Milwaukie.
  3. Decide how long to go away for: Now that you're more familiar with Milwaukie, you can work out the perfect length of your break. Create a draft plan and allocate enough time to cover everything you want to see.
  4. Combine your airfare and accommodation: After you've settled on your trip dates and duration, lock in the ideal Milwaukie 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.