Milwaukie Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Milwaukie Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Eastlund, BW Premier Collection
Northeast Portland
Price was $824, price is now $627 per person
$627
per person
Sep 13 - Sep 19
found 7 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Portland (PDX)
Stay at this hotel in Portland. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Moda Center and Powell's City of Books are located nearby.
Great
Reviewed on Jul 8, 2026
The Nines, a Luxury Collection Hotel, Portland
Downtown Portland
Save 100% on your flight
Price was $1,090, price is now $759 per person
$759
per person
Sep 13 - Sep 19
found 7 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Portland (PDX)
Book a stay at this luxury hotel in Portland. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Moda Center and Oregon Zoo are located nearby.
Wonderful property with very helpful staff! We loved visiting the rooftop bar for a beautiful view!
Reviewed on Jul 7, 2026
Mark Spencer Hotel
Downtown Portland
Save 100% on your flight
Price was $945, price is now $670 per person
$670
per person
Sep 13 - Sep 19
found 7 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Portland (PDX)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Moda Center and Powell's City of Books are located nearby.
This may have been the best hotel stay I have ever had. The hotel itself is in a great location, is well decorated and very comfortable. The staff were super friendly and helpful. I was so surprised to be provided with a lovely bottle of wine when we checked in. We were also present on a night when there was live music on the rooftop with more wine. I am definitely coming back!
Reviewed on Jul 7, 2026
AC Hotel by Marriott Portland Downtown, OR
Downtown Portland
Price was $916, price is now $653 per person
$653
per person
Sep 13 - Sep 19
found 7 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Portland (PDX)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Moda Center and Tom McCall Waterfront Park are located nearby.
Overall the place is clean and the staff are friendly
Reviewed on Jul 7, 2026
Sentinel Hotel
Downtown Portland
Save 100% on your flight
Price was $1,053, price is now $758 per person
$758
per person
Sep 13 - Sep 19
found 7 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Portland (PDX)
Book a stay at this luxury hotel in Portland. Enjoy 2 bars/lounges, a nightclub, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Moda Center and Oregon Zoo are located nearby.
At best, this is a 3-star hotel. The rooms were worn, with stained furniture, peeling leather chairs, and a run-down bathroom with a clogged bathtub.
The biggest issue was the noise. Ongoing street construction made every passing car sound like a gunshot, making it nearly impossible to get a good night's sleep. Hotel did offer ear plugs and noise canceling machine…
Room service is only available in the morning, and there aren't any convenience stores nearby. However, there are plenty of restaurants within walking distance, including a good restaurant on the property.
Overall, this hotel did not live up to its rating, and I wouldn't stay here again.
DO NOT USE THE SELF PARKING LOT NEXT TO HOTEL ON CORNER OF 11th/ALDER! Several cars were broken into when we stayed there on several nights. USE HOTEL VALLET!
Reviewed on Jul 8, 2026
Hotel deLuxe
Downtown Portland
Price was $885, price is now $683 per person
$683
per person
Sep 13 - Sep 19
found 7 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Portland (PDX)
Book a stay at this boutique hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Moda Center and Oregon Zoo are located nearby.
Property needs some improvements. Bathroom door did not latch close. No housekeeping service. Decor and construction seems old inside the rooms... With bad paint job. Not worthy of a four star rating.
Reviewed on Jul 7, 2026
Milwaukie Vacation Packages
Trying to save time and money on your upcoming holiday to Milwaukie? Don't worry, as AARP Travel Center Powered by Expedia® is here to help. We're here to book everything you'll need to make your Milwaukie trip one to remember. In just a few clicks, you can choose the best vacation package for you. We have an incredible list of flights and lodgings, and Milwaukie things to do to pick from.
Milwaukie Hotel Deals
You can choose from around 2888 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Milwaukie hot spots, we have plenty of options available.
From Milwaukie hotels with swimming pools and on-site restaurants, to boutique accommodations that add all the extra amenities, you'll find a hotel here that will make your trip one to remember. With AARP Travel Center's Milwaukie hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.
Things to do in Milwaukie
Milwaukie has around 20,830 people that make this city their home. If you needed a break from the fast pace of a big city, then you picked the right town. If you are unsure where to start, head towards downtown. You'll usually find some great cafes and some boutiques worth exploring. The city is also noted for its growing art community.
If you are looking for more, then head over to our "Things to Do" page for more inspiration or to reserve an activity in Milwaukie.
Book Together and Save
As an AARP Member, you get to take advantage of all the great deals. You can save on select hotels worldwide, flights, and rental cars. No matter what vacation package you choose, you can rest easy knowing that you already saved on your trip. The hardest packing you'll have to do is for your suitcase. Book now and get ready for your Milwaukie vacation.
Top Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
8.66 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
Red Lion Hotel Portland Airport
7101 NE 82nd Ave Portland OR
14.95 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, a free airport shuttle, and a fitness center. Our guests praise the helpful staff and ...
Moxy Portland Downtown
585 SW 10TH AVENUE Portland OR
8.93 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 4 restaurants, and a fitness center. Our guests praise the helpful staff and the clean ...
Hyatt House Portland/Downtown
2080 SW River Drive Portland OR
7.32 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful ...
Cambria Hotel Portland - Pearl District
165 NW Park Ave Portland OR
9.2 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Moda Center and Oregon ...
The Nines, a Luxury Collection Hotel, Portland
525 SW Morrison Street Portland OR
8.63 km from city center
Book a stay at this luxury hotel in Portland. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the property condition ...
The Duniway Portland A Hilton Hotel
545 SW Taylor St Portland OR
8.53 km from city center
Book a stay at this luxury hotel in Portland. Enjoy a rooftop terrace, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
Courtyard by Marriott Portland City Center
550 SW Oak Street Portland OR
8.86 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Oxford Suites Portland - Jantzen Beach
12226 N JANTZEN DRIVE Portland OR
18.54 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Heathman Lodge
7801 NE Greenwood Dr Vancouver WA
23.35 km from city center
Book a stay at this business-friendly hotel in Vancouver. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
Hotel Lucia
400 SW Broadway Portland OR
8.86 km from city center
Book a stay at this boutique hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and ...
Country Inn & Suites by Radisson, Portland International Airport, OR
7025 NE Alderwood Rd Portland OR
14.9 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
Embassy Suites by Hilton Portland Downtown
319 SW Pine St Portland OR
8.81 km from city center
Book a stay at this luxury hotel in Portland. Enjoy free breakfast, 2 restaurants, and 2 hot tubs. Our guests praise the breakfast and the helpful staff in our ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Sep 12 - Sat, Sep 19
LAX
Los Angeles Intl.
PDX
Portland Intl.
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Wed, Aug 5 - Thu, Aug 6
ONT
Ontario Intl. Airport
PDX
Portland Intl.
$175 Roundtrip, found 10 hours ago
$175
Roundtrip
found 10 hours ago
Sat, Sep 5 - Tue, Sep 8
SFO
San Francisco Intl.
PDX
Portland Intl.
$192 Roundtrip, found 12 hours ago
$192
Roundtrip
found 12 hours ago
Tue, Sep 15 - Tue, Sep 22
LAX
Los Angeles Intl.
PDX
Portland Intl.
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Tue, Sep 15 - Tue, Sep 22
LAX
Los Angeles Intl.
PDX
Portland Intl.
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago