Milwaukie Holidays
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Milwaukie Holiday
Our pick of the best Milwaukie Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
NZ$221
9 Sept - 10 Sept
includes taxes & fees
9.2/10 Wonderful! (3,604 reviews)
"Second time staying here! Great central stay for downtown Portland. Close to several parking garages."
Reviewed on 14 Aug 2026
Oxford Suites Portland - Jantzen Beach
12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
NZ$204
23 Aug - 24 Aug
includes taxes & fees
Hyatt Regency Portland at the Oregon Convention Center
375 NE Holladay St Portland OR
Fully refundableReserve now, pay when you stay
NZ$299
23 Aug - 24 Aug
includes taxes & fees
9.4/10 Exceptional! (1,764 reviews)
"The location and rooms were great. Our shower leaked, but everything else was fine."
Reviewed on 15 Aug 2026
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
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.
Elk Rock Island
6.0/10 (1 review)
This ancient volcanic island showcases 40-million-year-old basalt formations and rare plants along the Willamette River. Explore winding trails through diverse habitats in this peaceful urban escape.
North Clackamas Aquatic Park
9.0/10 (2 reviews)
Oregon's largest indoor wave pool creates a tropical escape with 86-degree water year-round. Climb the 29-foot rock wall or race down three twisting water slides for an adventure regardless of weather.
Milwaukie Farmers Market
6.0/10 (1 review)
This vibrant Sunday market showcases the best of Oregon's local produce, artisan foods, and handcrafted goods. Wander through colourful stalls while enjoying live music and sampling fresh farm-to-table delicacies.
Milwaukie Museum
8.0/10 (1 review)
Housed in the historic 1865 George Wise farmhouse, the Milwaukie Museum preserves the city's rich local heritage. Explore exhibits of photographs and artefacts that bring Oregon's past to life each Saturday afternoon.
Clackamas Promenade
8.4/10 (120 reviews)
During your trip to Clackamas, you can search for that perfect souvenir at Clackamas Promenade. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Cinemark Clackamas Town Center
Modern multiplex at Clackamas Town Centre with digital projection and stadium seating. Enjoy the latest blockbusters in comfort, with speciality D-BOX motion seats for immersive entertainment.
Stanley Park
4.0/10 (1 review)
This tranquil community park offers picnic facilities and green space for relaxation in Milwaukie, Oregon. Bring your own refreshments and enjoy an unhurried afternoon beneath the trees.
What to do in Milwaukie
Half-Day Multnomah Falls & Gorge Waterfalls Tour
NZ$140
per traveller
96% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
NZ$230
per traveller
96% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
NZ$152
per adult
98% of travellers recommend
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?
- Choose your travel dates: The things you want to do in Milwaukie and your favourite season will help you decide when to get away.
- 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.
- 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.
- Combine your airfare and accommodation: After you've settled on your trip dates and duration, lock in the ideal Milwaukie holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
