Milwaukie Vacations from $519

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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.
The Independence

The Independence

$519
per person
Jan 11 - Jan 15
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
9.6/10 Exceptional! (1,006 reviews)
Mark Spencer Hotel

Mark Spencer Hotel

Downtown Portland
$586
per person
Dec 11 - Dec 18
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (2,515 reviews)
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
$868
per person
Dec 11 - Dec 18
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Skamania Lodge

Skamania Lodge

$524
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
9.2/10 Wonderful! (1,071 reviews)
Great location, very comfortable and inviting, would happily return

Reviewed on Oct 26, 2026

The Hoxton, Portland

The Hoxton, Portland

Downtown Portland
$566
per person
Dec 11 - Dec 18
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9/10 Wonderful! (1,010 reviews)
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Stay near popular Milwaukie attractions

Clackamas Town Center with a Sprint store and a Starbucks.

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.
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A calm lake surrounded by dense forest and rocky shores.

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.
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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.
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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.
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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.
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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.
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Stanley Park

4.0/10 (1 review)
This tranquil community park offers picnic facilities and green space for relaxation in Milwaukie, Oregon. Bring your own refreshments and enjoy an unhurried afternoon beneath the trees.
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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.
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What to do in Milwaukie

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

$88
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

$129
per adult
96% of travellers recommend
Portland: Dinner Cruise on the Willamette River
Picture 11 for Activity Portland: Champagne Brunch Cruise on Willamette River

Portland: Brunch Cruise on Willamette River

$105
per adult
92% of travellers recommend
Portland: Brunch Cruise on Willamette River
See all activities in Milwaukie

Milwaukie Hotel Deals

Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
$112 nightly
$130 total
Nov 25 - Nov 26
Total with taxes and fees
Oxford Suites Portland - Jantzen Beach
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

7101 NE 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
$81 nightly
$94 total
Nov 10 - Nov 11
Total with taxes and fees
Red Lion Hotel Portland Airport
Mark Spencer Hotel

Mark Spencer Hotel

409 Sw 11th Ave Portland OR
Fully refundableReserve now, pay when you stay
$124 nightly
$144 total
Nov 4 - Nov 5
Total with taxes and fees
Mark Spencer Hotel
See all 2,900 properties in Milwaukie
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 $519 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?
  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, book the perfect Milwaukie vacation package for you.
  6. 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.