Milwaukie Vacations from $482
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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.
The Latest Milwaukie vacation packages
Price found within the past 48 hours. Click for updated prices.
Heathman Hotel
Downtown Portland
$482
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (1,091 reviews)
Great walking location downtown! Large corner room! Beautiful hotel Helpful and friendly staff! Would stay there again! Thank you!
Reviewed on Sep 26, 2026
Bowline Hotel
$593
per person
Nov 11 - Nov 14
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
9.4/10 Exceptional! (1,001 reviews)
Wow! What a Beautiful river view from our room! Large room! Friendly and helpful staff! Walking distance to shopping and restaurants! Thank you for a Fantastic visit! Nice to see the sea lions up close! Would stay with you again anytime!
Reviewed on Sep 26, 2026
Portland's White House
Northeast Portland
$758
per person
Dec 20 - Dec 23
found 11 hours ago
Roundtrip flight included
Chicago (CHI) to Portland (PDX)
No reviews
Such a great stay, warm and welcoming host. I only had one issue and the host took care of it immediately. The breakfast was amazing and the coffee was hot which was huge for me. My first B&B stay but definitely not my last.
Reviewed on Sep 27, 2026
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.
Elk Rock Island
6.0/10 (1 review)
This ancient volcanic island showcases 40-million-year-old basalt formations and rare plants along the Willamette River. Explore winding trails through diverse habitats in this peaceful urban escape.
North Clackamas Aquatic Park
9.0/10 (2 reviews)
Oregon's largest indoor wave pool creates a tropical escape with 86-degree water year-round. Climb the 29-foot rock wall or race down three twisting water slides for an adventure regardless of weather.
Cinemark Clackamas Town Center
Modern multiplex at Clackamas Town Center with digital projection and stadium seating. Enjoy the latest blockbusters in comfort, with specialty D-BOX motion seats for immersive entertainment.
Milwaukie Farmers Market
6.0/10 (1 review)
This vibrant Sunday market showcases the best of Oregon's local produce, artisan foods, and handcrafted goods. Wander through colorful stalls while enjoying live music and sampling fresh farm-to-table delicacies.
Milwaukie Museum
8.0/10 (1 review)
Housed in the historic 1865 George Wise farmhouse, the Milwaukie Museum preserves the city's rich local heritage. Explore exhibits of photographs and artifacts that bring Oregon's past to life each Saturday afternoon.
Bike N Hike
4.0/10 (1 review)
Enjoy a stop at Bike N Hike, an entertaining place to visit in Milwaukie. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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 top-notch restaurants while you're in the area.
What to do in Milwaukie
Portland: 2-Hour Lunch Cruise Through Downtown
$88
per adult
98% of travellers recommend
Portland: Dinner Cruise on the Willamette River
$129
per adult
96% of travellers recommend
Portland: Brunch Cruise on Willamette River
$105
per adult
92% of travellers recommend
Milwaukie Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
$131 nightly
$152 total
Oct 14 - Oct 15
Total with taxes and fees
Heathman Hotel
1001 SW Broadway Portland OR
Fully refundableReserve now, pay when you stay
$141 nightly
$164 total
Oct 18 - Oct 19
Total with taxes and fees
9.2/10 Wonderful! (1,085 reviews)
"Great walking location downtown! Large corner room! Beautiful hotel Helpful and friendly staff! Would stay there again! Thank you!"
Reviewed on Sep 26, 2026
Country Inn & Suites by Radisson, Portland International Airport, OR
7025 NE Alderwood Rd Portland OR
Fully refundable
$102 nightly
$118 total
Oct 27 - Oct 28
Total with taxes and fees
8.8/10 Excellent! (3,255 reviews)
"Great stay. Shuttle was fast and property was clean. Breakfast was way better than a standard continental breakfast. Definitely recommend and will stay again if traveling this way"
Reviewed on Sep 26, 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.
Find the Best Milwaukie Vacation Packages
Milwaukie Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Airport (PDX) |
Population | 20,800 |
Max Temp Winter | 45ºF |
Max Temp Summer | 80ºF |
Top Sights | Oregon Zoo, Portland Art Museum and Oregon Museum of Science and Industry |
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Frequently asked questions
How much does a Milwaukie vacation package cost?
Offering excellent value package deals from $482 on Expedia, you'll be thrilled with how little a vacation to Milwaukie costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Milwaukie?
December, January and February are great times to search for cheap Milwaukie vacation packages. Traveling in less busy months means you can generally find better prices on accommodations and flights.
How many days is enough for Milwaukie?
We suggest planning a Milwaukie vacation for around 2 days. This will give you plenty of time to check off top attractions including North Clackamas Aquatic Park and Milwaukie Farmers Market, as well as check out neighborhoods like Downtown Portland and Lloyd District. You might even be able to slot in a day trip (or two) outside of Milwaukie.
Is it worth booking a vacation package to Milwaukie?
Whether you'd like to visit attractions 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?
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 vacation package well in advance.
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, 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 vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation 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 traveling on a whim.
How to plan a trip to Milwaukie?
- Pick the ideal time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to visit Milwaukie.
- Plan your budget wisely: In addition to the cost of your accommodations, you should factor in other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Milwaukie.
- Use our trip planning tool to explore Milwaukie: Research every part of your trip to Milwaukie with this handy planner. Invite your friends and family to collaborate on a group getaway, search for stays or things to do and make bookings.
- Decide how long to go for: Now that you know more about Milwaukie, you can figure out the right length of your vacation. Put together a draft plan and give yourself enough time to cover everything you want to see.
- Combine your accommodations and airfare: After you've nailed down your trip dates and duration, book the perfect Milwaukie vacation package for you.
- Book any excursions or activities: Now to the fun part — organizing everything you want to see and do. Check out some of the exciting things to do in Milwaukie and reserve your tickets early to save time (and maybe some dollars too!).
Does Expedia offer Book Now, Pay Later Milwaukie vacation packages?
Your Milwaukie trip should be a relaxing escape from your daily routine, not a source of money worries. So to allow you more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
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- Flights to Portland
- Shoebox Theatre
- Mcmenamins Crystal Ballroom
- Ankeny Square
- North Clackamas Aquatic Park
- Pacific Northwest College of Art
- Oregon State Hospital Portland
- First Congregational Church
- Mission Theater
- Hawthorne District Vacations
- Holladay Park
- International Rose Test Garden
- St. James Lutheran Church
- U.s. Bank Building
- Trevett-Nunn House
- Portland City Hall
- Cottonwood Bay City Park
- Visit Portland
- Sellwood Bridge
- Jeff Morris Fire Museum
- Oaks Amusement Park
- Clackamas Town Center
- Life Size Elephant Statue
- Mary Smith House
- Stanley Park
- Arlene Schnitzer Concert Hall
- Marquam Nature Park
- Tom McCall Waterfront Park
- Koin Tower
- Portland VA Medical Center
- First Immanuel Lutheran Church
- Crystal Springs Rhododendron Garden
- Pittock Mansion
- Portland Aerial Tram
- Oregon Zoo
- Ohsu Hospital
- Hoyt Arboretum
- Lan Su Chinese Garden
- Gerding Theater at the Armory
- Eastmoreland Golf Course
- Waterstone Gallery
- Powell's City of Books
- Brody Theater
- Wallace Park
- Pearl District Vacations
- Portland Saturday Market
- Oregon Convention Center
- Portland Vacations
- Providence Park
- Never Look Away Mural
- Portland State University
- Historic Bishop's House
- Salmon Street Springs
- Willamette River
- George Huesner House
- Ross Island Bridge
- Pettygrove House
- Pioneer Courthouse Square
- Lone Fir Pioneer Cemetery
- Oregon Culinary Institute
- Portland Art Museum
- Portland Japanese Garden
- Tideman Johnson Park
- Veterans Memorial Coliseum
- Mark O. Hatfield US Courthouse
- Terwilliger Boulevard Parkway
- Oregon Museum of Science and Industry
- Norse Hall
- Moda Center
- Animals in Pools Statue
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
