Milwaukie Vacation Packages
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Your Milwaukie Vacation
Reserve a Milwaukie vacation package and focus on what counts — enjoying yourself. This means no more planning stresses, just lots more time to immerse yourself in the delights of this fascinating city, such as its rich history and spectacular views. Fill up your itinerary with visits to Oregon Zoo, Portland State University and Portland Japanese Garden, some of the things you just have to see during your trip to Milwaukie. Don't put off visiting this city any longer. Your perfect Milwaukie vacation is just a few clicks away with Expedia.
Top Milwaukie Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Park Lane Suites and Inn
Southwest Portland
CA $809
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Portland (PDX)
8.8/10 Excellent! (1,897 reviews)
I was unable to sleep soundly due to the loud noise of people going up and down the outside stairs during the night, as well as the sound of footsteps from the floor above.。
Reviewed on Aug 29, 2026
Ready to book your vacation to Milwaukie?
Milwaukie Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $143
CA $167 total
Sep 7 - Sep 8
includes taxes & fees
Oxford Suites Portland - Jantzen Beach
12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
CA $128
CA $164 total
Sep 7 - Sep 8
includes taxes & fees
Hyatt Regency Portland at the Oregon Convention Center
375 NE Holladay St Portland OR
Fully refundableReserve now, pay when you stay
CA $175
CA $244 total
Sep 20 - Sep 21
includes taxes & fees
9.4/10 Exceptional! (1,795 reviews)
"It is a great location if you have a conference or event at the convention center. If you don't - check the convention center schedule! We arrived on a concert night - no parking and a 20 minute wait for one of 6-8 elevators. It was crazy. Loud hallways. Not restful. Sorry."
Reviewed on Aug 29, 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.
Stay near popular Milwaukie attractions
Clackamas Town Center
8.6/10 (653 reviews)
During your trip to Happy Valley, you can find the perfect gifts to bring home at Clackamas Town Center. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Elk Rock Island
6.0/10 (1 review)
Commune with nature and explore the great outdoors at Elk Rock Island during your travels in Milwaukie. Discover the area's acclaimed art scene, or seek out its biking trails.
North Clackamas Aquatic Park
9.0/10 (2 reviews)
Enjoy an outing to North Clackamas Aquatic Park during your stay in Milwaukie. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Cinemark Clackamas Town Center
You can take time to visit Cinemark Clackamas Town Center during your travels to Happy Valley.
Milwaukie Museum
8.0/10 (1 review)
You can spend time browsing the exhibits at Milwaukie Museum during your trip to Milwaukie. Visit the area's shops or amble around its riverfront.
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.
Clackamas Promenade
8.4/10 (120 reviews)
During your trip to Clackamas, you can find the perfect gifts to bring home at Clackamas Promenade. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Stanley Park
4.0/10 (1 review)
After visiting Stanley Park, make a plan to see the other sights and activities in Milwaukie. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
What to do in Milwaukie
Half-Day Multnomah Falls & Gorge Waterfalls Tour
CA $118
per traveller
96% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
CA $122
per adult
98% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
CA $194
per traveller
96% of travellers recommend
Frequently asked questions
How much does a Milwaukie vacation package cost?
You'll find cheap prices from CA $719 on Expedia for your Milwaukie escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Milwaukie costs.
What are the cheapest months to go to Milwaukie?
January, February and April are great times to search for cheap Milwaukie vacation packages. Opting to travel in less busy months means you can usually find reduced prices on accommodations and flights.
How many days is enough for Milwaukie?
With about 2 days, you'll have plenty of time to enjoy popular neighbourhoods like Downtown Portland and Lloyd District during your Milwaukie vacation. Make sure to also add Portland Japanese Garden and Tom McCall Waterfront Park to your sightseeing itinerary. Looking for more adventures? Consider exploring outside of Milwaukie on tours and day trips.
Is it worth booking a vacation package to Milwaukie?
Whether you're looking to explore top sights like Waverley Country Club and North Clackamas Aquatic Park on your Milwaukie vacation, or coming for its great shopping, distilleries and craft breweries and bars and pubs, there's something for everyone here. With so much to experience, you'll soon discover why so many people think Milwaukie is a good vacation destination.
How to find the best Milwaukie package deals?
Begin your search for a Milwaukie package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Milwaukie package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Milwaukie escape off to a flying start.
Is it cheaper to book a Milwaukie vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still have the freedom to create a personalized Milwaukie vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Milwaukie?
If you're planning an impromptu Milwaukie adventure, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Milwaukie?
- Choose when to get away: Check your diary and get your bags packed. Your preferred season and the activities on offer will also help you decide when to vacation in Milwaukie.
- Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to flights and activities. Your hotel will probably be the largest expense during your trip to Milwaukie.
- Decide how long to go away for: Now that you're more familiar with Milwaukie, you can figure out the right length of your break. Create a rough itinerary and allocate enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customized Milwaukie vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
