Historic Milwaukie Vacations from ￥236,478
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The Latest Historic Milwaukie Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Hotel Zags Portland
Downtown Portland
￥236,478
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Portland (PDX)
8.6/10 Excellent! (1,214 reviews)
The bathroom in our room could use a deep cleaning, and the shower was falling apart. Destination amenity fee is a total scam: includes access to a gym that is a block away, “free water” but you have to ask at the front desk for it and it’s just cheap water bottles that are warm (the larger Evian bottles that are stocked in the room are an extra $8 charge). On our last night we came back to our room being 81 degrees F, when we called the front desk they said it was a building issue affecting multiple rooms and there was nothing they could do. Honestly wish I just paid a bit extra upfront for a better hotel.
Reviewed on Sep 16, 2026
Mark Spencer Hotel
Downtown Portland
￥242,949
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Portland (PDX)
9.2/10 Wonderful! (2,416 reviews)
Ilove this hotel!!!! Room was very clean, bed was super comfortable. And in a perfect location.
Reviewed on Sep 16, 2026
The Dundee - A Trace Hotel
￥251,184
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Portland (PDX)
10/10 Exceptional! (66 reviews)
Such a pretty and quiet hotel. I loved all the touches from the fresh flowers in the lobby to the little water and snack station on the same floor as my room. I would 100% recommend and stay here again.
Reviewed on Sep 15, 2026
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
Downtown Portland
1 out of top 10 points of interest in this area
Explore the Portland Art Museum, Oregon Historical Society, and Tom McCall Waterfront Park in this central business district with high-rise buildings. Enjoy walkable streets, and easily access public transportation like MAX light rail and Portland Streetcar.
Northeast Portland
1 out of top 10 points of interest in this area
Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.
Pearl District
1 out of top 10 points of interest in this area
Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.
Southeast Portland
Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!
Southwest Portland
2 out of top 10 points of interest in this area
Downtown Portland boasts cultural, educational, and retail hotspots, with attractions like Tom McCall Waterfront Park, Portland Art Museum, and Pioneer Place mall. Enjoy pedestrian-friendly streets and unique residential areas in Southwest Portland.
Historic Milwaukie Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
￥18,011
￥20,993 total
Sep 20 - Sep 21
includes taxes & fees
9.2/10 Wonderful! (3,696 reviews)
"This was my third stay and as always very well operated property with considerate, and efficient staff. Room was clean/tidy and nothing off putting. Situated near some great shopping and heart of downtown with lots of places to eat at, including on property if you don’t feel like leaving. There is ..."
Reviewed on Sep 16, 2026
Heathman Hotel
1001 SW Broadway Portland OR
Fully refundableReserve now, pay when you stay
￥15,339
￥23,192 total
Oct 11 - Oct 12
includes taxes & fees
9.2/10 Wonderful! (1,081 reviews)
"We had difficulty with check in and the staff was not overly kind or helpful. Our room was spacious and facilities were nice."
Reviewed on Sep 15, 2026
Country Inn & Suites by Radisson, Portland International Airport, OR
7025 NE Alderwood Rd Portland OR
Fully refundable
￥16,536
￥19,275 total
Oct 12 - Oct 13
includes taxes & fees
8.8/10 Excellent! (3,225 reviews)
"Everything from the booking through our stay was perfect! Easy, friendly, clean, and the price point was perfect! To top it off, the shuttle service was excellent. On time and both shuttle drivers came with smiles, even at 2:45 in morning! Highly recommend!!"
Reviewed on Sep 16, 2026
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 ￥236,478, 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.
Stay near popular Historic Milwaukie attractions
Milwaukie Farmers Market
6.0/10 (1 review)
During your trip to Milwaukie, you can enjoy retail therapy at Milwaukie Farmers Market. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.