Historic Milwaukie Vacations

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Where to stay in Historic Milwaukie

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

Historic Milwaukie Hotel Deals

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 ¥15,275 per night from Dec 28 to Dec 29
¥15,275
¥17,803 total
Dec 28 - Dec 29
includes taxes & fees
9.2/10 Wonderful! (3,089 reviews)
Really loved, staying here. The view outside my window looking towards the Max was amazing. The only thing that really bothered me, was that the room had a refrigerator, but no microwave, if I wanted to reheat leftovers. I felt that I had to go out and waste food, because I couldnt eat it again.

Reviewed on Dec 24, 2025

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 ¥19,077 per night from Jan 7 to Jan 8
¥19,077
¥22,131 total
Jan 7 - Jan 8, 2026
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Room and overall hotel was good. Clean, bed was comfortable, and it was decently quiet for being in downtown Portland! The only downside is there was some miscommunication with the hotel staff and the amenities offered. We were told the bar and lounge was open until 1am. It was about 11:30 when my ...

Reviewed on Dec 1, 2025

The Duniway Portland A Hilton Hotel
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 ¥9,864 per night from Jan 1 to Jan 2
¥9,864
¥11,442 total
Jan 1 - Jan 2, 2026
includes taxes & fees
8/10 Very Good! (2,827 reviews)
Great stay

Reviewed on Dec 21, 2025

Holiday Inn Airport - Portland by IHG
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 Historic Milwaukie vacation package cost?
From as little as , you can create your own Historic Milwaukie package the way you want. Simply bundle flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Historic Milwaukie?
Combine your hotels and flights, throw in extras such as activities, and save with a Historic Milwaukie vacation package. You won't just enjoy exciting discounts on your trip — you'll have lots of choice within your reach too. When you book through Expedia, you can select from more than 550 air carriers and 1,000,000 properties globally. Your next grand adventure starts right here, right now!
Where should I stay in Historic Milwaukie?
A vacation in Historic Milwaukie isn't complete without seeing Waverley Country Club, Milwaukie Farmers Market and Providence Milwaukie Hospital. Spend your evenings close to these popular attractions and make sightseeing simple.
What are the top hotels in Historic Milwaukie?
When it comes to comfortable and convenient places to stay in Historic Milwaukie, you can't go past Willamette Riverfront With Stunning View Near Downtown Milwaukie And Sellwood. Have a look at our offers and pick up a great price.
How far in advance should I book my Historic Milwaukie vacation?
To land rock-bottom prices, book as early as you can. Airlines generally advertise flight tickets, along with some of the lowest fares, around a year in advance. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you're in need of a last-minute getaway to Historic Milwaukie, there are always plenty of great deals to be had on Expedia. Book something in today!
What does an Expedia Historic Milwaukie travel package include?
Expedia has all you need to organize your Historic Milwaukie getaway, but how your package is structured depends on you. Choose from any combination of hotels, rental cars and flights. After some tours or activities to keep you on the move? Once you've made your booking, you can add them on too. No matter your budget or style, there's a deal to match your needs.
What should I know before booking a Historic Milwaukie travel package?
Bundling your bookings into a Historic Milwaukie vacation package is the most convenient way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Historic Milwaukie Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You get to decide. We have access to more than 550 airline partners across the globe, so you have loads of choice when organizing your Historic Milwaukie trip.
If I'm not able to travel, can I cancel my Historic Milwaukie vacation package?
We totally get it — life doesn't always go according to plan. If you've booked a Historic Milwaukie vacation package and need to cancel or amend it, we're here to help. It's always worth having a look at our Customer Service Portal first for information. But generally, if you've booked your package within 24 hours, you may be able to change your itinerary for free. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.

Discover the most popular places to visit in Historic Milwaukie

Things to do

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