Milwaukie Holidays

Book a Hotel + Flight or Car together to unlock savings

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 2.798.124 ₫ per night from 10 Aug to 11 Aug
2.798.124 ₫
3.261.212 ₫ total
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (3,542 reviews)
"This was my second stay at the Paramount Hotel and I’d happily stay here again. Our room with two queen beds and a balcony was clean and comfortable and I loved being able to open the doors for fresh air. The hotel was clean and although housekeeping is only provided upon request, it wasn’t an issue ..."

Reviewed on 13 Jul 2026

The Paramount Hotel
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
545 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is 3.839.477 ₫ per night from 2 Aug to 3 Aug
3.839.477 ₫
4.453.793 ₫ total
2 Aug - 3 Aug
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"Bad service and staff. Very rude"

Reviewed on 10 Jul 2026

The Duniway Portland A Hilton 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 refundable
The price is 2.921.113 ₫ per night from 19 Jul to 20 Jul
2.921.113 ₫
3.422.378 ₫ total
19 Jul - 20 Jul
includes taxes & fees
8.8/10 Excellent! (2,498 reviews)
"Very good staff and clean room. Location is good to walk to the pearl district, but if you are a solo female traveler, walking around this area might make you feel a little unsafe."

Reviewed on 13 Jul 2026

Courtyard by Marriott Portland City Center
See all 2,889 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.

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.
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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.

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