Milwaukie Trips (flight + hotel)

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Where to stay in Milwaukie

Find the best Milwaukie areas and neighborhoods for the activities you enjoy most. Learn more about Milwaukie
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Oak Grove

1 out of top 10 points of interest in this area

You'll enjoy the cafes and shopping in Oak Grove. You might want to make time for a stop at Willamette River or Bike N Hike.

Find hotels in Oak Grove

Top hotels in Milwaukie

Holiday Inn Airport - Portland by IHG
Holiday Inn Airport - Portland by IHG
3 out of 5
8439 Ne Columbia Blvd, Portland, OR
Fully refundable
The price is P5,090 per night from Jul 27 to Jul 28
P5,090
P5,905 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (2,299 reviews)
Nice place for a short stay.
"We are happy with the overall stay, but the restaurant had a limited menu, ran out of food options, and we (amongst others) had to order out."

Reviewed on Jun 29, 2025

Holiday Inn Airport - Portland by IHG
Courtyard by Marriott Portland City Center
Courtyard by Marriott Portland City Center
3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundable
The price is P6,289 per night from Jul 6 to Jul 7
P6,289
P7,368 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (1,799 reviews)
"Very clean and all staff were very helpful"

Reviewed on Jun 29, 2025

Courtyard by Marriott Portland City Center
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 P6,363 per night from Jul 7 to Jul 8
P6,363
P7,416 total
Jul 7 - Jul 8
includes taxes & fees
9.2/10 Wonderful! (2,552 reviews)
"Great property"

Reviewed on Jun 30, 2025

The Paramount Hotel
See all 2,791 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.

Frequently asked questions

How much does a Milwaukie vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation 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 vacation 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 vacations 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 neighborhoods 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 vacation package to Milwaukie?
Whether you'd like to explore top attractions like Waverley Country Club and North Clackamas Aquatic Park on your Milwaukie vacation, 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 vacation 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 vacation package well in advance.
Is it cheaper to book a Milwaukie vacation as a package?
Expedia vacation 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 vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation 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 traveling 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 favorite season will help you decide when to get away.
  2. Budget wisely: Besides the price of your accommodations, 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 accommodations: After you've settled on your trip dates and duration, lock in the ideal Milwaukie vacation package for you.

Popular places to visit

Oregon Zoo featuring zoo animals and landscape views as well as a large group of people

Oregon Zoo

View native creatures and endangered species during every month of the year at one of the oldest zoos in the United States.

Oregon Zoo
Oregon Museum of Science and Industry featuring skyline and signage

Oregon Museum of Science and Industry

Unique interactive exhibits will have all members of the family playing scientist or engineer while learning about how our world works.

Oregon Museum of Science and Industry

What to do in Milwaukie

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

P4,888
per adult
96% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

P4,775
per traveler
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

P486
per adult
Downtown Golden Adventure Quest Experience in Portland
See all activities in Milwaukie
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.