Milwaukie Holidays

Photo by Gabriel Rahl

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Milwaukie

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

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

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street, Portland, OR
The price is €118 per night from 3 Sept to 4 Sept
€118
3 Sept - 4 Sept
includes taxes & fees
DoubleTree by Hilton Hotel Portland
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 €111 per night from 27 Aug to 28 Aug
€111
27 Aug - 28 Aug
includes taxes & fees
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 €103 per night from 1 Sept to 2 Sept
€103
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (2,730 reviews)
"a nice hotel, friendly staff, a lot of homeless people nearby, difficult to find day parking"

Reviewed on 25 Aug 2025

The Paramount Hotel
See all 2,770 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.

Popular places to visit

Moda Center

Moda Center

See sporting teams do battle and rock out to musical legends at one of Portland’s major venues for sports and big-ticket entertainment events.

Moda Center
Oregon Zoo which includes zoo animals and landscape views as well as a large group of people

Oregon Zoo

A fascinating and diverse range of creatures from all over the world are housed here at this popular Portland attraction.

Oregon Zoo
Portland State University

Portland State University

Walk around the campus at Portland State University during your stay in Portland. Discover the acclaimed theatre scene in this vibrant area or seek out the cycling trails.

Portland State University

What to do in Milwaukie

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

€73
per traveller
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

€6
per adult
Downtown Golden Adventure Quest Experience in Portland
A beautiful bluebird day at Trillium Lake

Columbia Gorge Waterfalls and Mt. Hood Tour - Full Day

€111
per adult
100% of travellers recommend
Columbia Gorge Waterfalls and Mt. Hood Tour - Full Day
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.

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