Milwaukie Holidays

Photo by Gabriel Rahl

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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

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 S$155 per night from 29 Jun to 30 Jun
S$155
29 Jun - 30 Jun
includes taxes & fees
9.2/10 Wonderful! (2,502 reviews)
"good location, great restaurants in hotel, walkable access to surrounding points of interest."

Reviewed on 17 Jun, 2025

The Paramount Hotel
Courtyard by Marriott Portland City Center
Courtyard by Marriott Portland City Center
3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundableReserve now, pay when you stay
The price is S$155 per night from 22 Jun to 23 Jun
S$155
22 Jun - 23 Jun
includes taxes & fees
8.6/10 Excellent! (1,770 reviews)
"Normally, I opt to stay away from downtown Portland, however, I wanted to give the Marriott a shot. The room was quiet, clean and welcoming. The TV only allowed cable TV without the ability to stream from the phone. Not a big deal as I wasn't in the room much and didn't need the distraction. The ..."

Reviewed on 15 Jun, 2025

Courtyard by Marriott Portland City Center
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 S$137 per night from 29 Jun to 30 Jun
S$137
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (2,263 reviews)
"Clean and quiet room for the night before my flight!"

Reviewed on 17 Jun, 2025

Holiday Inn Airport - Portland by IHG
See all 2,796 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 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.

Popular places to visit

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

Oregon Zoo

4.5/5(2 reviews)

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

Oregon Zoo
Portland State University

Portland State University

4/5(1 review)

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

Portland State University
Tom McCall Waterfront Park which includes a river or creek, bird life and a garden

Tom McCall Waterfront Park

4/5(9 reviews)

Whether you want to relax and soak up some beauty or enjoy one of Portland's many festivals, spare at least one afternoon to enjoy this wonderful waterfront park.

Tom McCall Waterfront Park

What to do in Milwaukie

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

S$112
per adult
96% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Columbia River Gorge Air Torus

Stunning Air Tour of the Columbia River Gorge by Envi Adventures

S$140
per adult
100% of travellers recommend
Stunning Air Tour of the Columbia River Gorge by Envi Adventures
Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

S$12
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.