
Milwaukie Packages (Flight + Hotel)
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Top hotels in Milwaukie

The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
฿3,111
฿3,627 total
30 Sept - 1 Oct
includes taxes & fees
9.2/10 Wonderful! (3,667 reviews)
"Clean rooms and staff in the office have been very supportive."
Reviewed on 3 Sept 2026

DoubleTree by Hilton Hotel Portland
1000 NE Multnomah Street Portland OR
Fully refundableReserve now, pay when you stay
฿3,783
฿4,410 total
13 Sept - 14 Sept
includes taxes & fees
8.6/10 Excellent! (1,223 reviews)
"The staff was 10 stars, facility was so convenient to the rail, we had a room with balcony overlooking the park. Limited variety on fitness room. Parking was ok, but mostly empty so kinda a bummer to have to pay extra."
Reviewed on 3 Sept 2026

Country Inn & Suites by Radisson, Portland International Airport, OR
7025 NE Alderwood Rd Portland OR
Fully refundable
฿3,558
฿4,147 total
3 Oct - 4 Oct
includes taxes & fees
8.8/10 Excellent! (3,193 reviews)
"Everything was great"
Reviewed on 3 Sept 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.
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.
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.
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.
Bike N Hike
4.0/10 (1 review)
Enjoy a stop at Bike N Hike, an entertaining place to visit in Milwaukie. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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

Portland: 2-Hour Lunch Cruise Through Downtown
฿2,912
per adult
98% of travellers recommend

Portland: Dinner Cruise on the Willamette River
฿4,269
per adult
96% of travellers recommend

Shanghai Tunnels Underground Tour - with Beer Tasting
฿1,458
per adult
80% 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.
