Milwaukie Vacations from $296

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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.
Sunnyside Inn & Suites

Sunnyside Inn & Suites

2.5 out of 5
Sunnyside
Save 100% on your flight
Price was $433, price is now $296 per person
$296
per person
Dec 7 - Dec 14
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
6.4/10 (1,007 reviews)
It worked for the travel we were doing

Reviewed on Oct 24, 2025

Two Capes Lookout

Two Capes Lookout

2 out of 5
Save 100% on your flight
Price was $1,022, price is now $647 per person
$647
per person
Jan 9 - Jan 14
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
9.8/10 Exceptional! (80 reviews)
Gorgeous peaceful retreat with warm, solicitous hosts. Also really enjoyed the opportunity to hear live music in Dome 4!

Reviewed on Oct 26, 2025

Budget Inn Gladstone By OYO - Portland/Clackamas

Budget Inn Gladstone By OYO - Portland/Clackamas

2.5 out of 5
Jennings Lodge
Save 100% on your flight
Price was $560, price is now $359 per person
$359
per person
Dec 7 - Dec 14
found 11 hours ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
6/10 (219 reviews)
Needed to place someone there waiting for Oxford house. Very nice and affordable for him

Reviewed on Sep 12, 2025

Unicorn Inn by OYO Portland

Unicorn Inn by OYO Portland

2.5 out of 5
Southeast Portland
Save 100% on your flight
Price was $483, price is now $319 per person
$319
per person
Dec 7 - Dec 14
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
6.4/10 (53 reviews)
Staff was great. Area and building just seemed a little sketch.

Reviewed on Sep 30, 2025

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
Price was $591, price is now $427 per person
$427
per person
Dec 25 - Dec 28
found 17 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (1,784 reviews)
Great hotel in a great location.

Reviewed on Nov 2, 2025

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Where to stay in Milwaukie

Find the best Milwaukie areas and neighborhoods for the activities you enjoy most. Learn more about Milwaukie
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Oak Grove

1 out of top 10 points of interest in this area

You'll enjoy the cafes and shopping in Oak Grove. You might want to make time for a stop at Willamette River or Bike N Hike.

Find hotels in Oak Grove

Discover the most popular places to visit in Milwaukie

Moda Center

Moda Center

See sporting teams do battle and rock out to musical legends at one of Portland’s major venues for sports and big-ticket entertainment events.

Moda Center
Oregon Convention Center

Oregon Convention Center

During your trip, find out what's happening at Oregon Convention Center, a top convention center in Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Oregon Convention Center
Oregon Zoo featuring zoo animals and landscape views as well as a large group of people

Oregon Zoo

Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.

Oregon Zoo

What to do in Milwaukie

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

$85
per traveler
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

$87
per adult
98% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Willamette River 2.5-hour Dinner Cruise

$127
per adult
96% of travellers recommend
Portland: Willamette River 2.5-hour Dinner Cruise
See all activities in Milwaukie

Milwaukie Hotel Deals

Rose City Inn and Suites

Rose City Inn and Suites

2 out of 5
17330 SE McLoughlin Blvd, Milwaukie, OR
Fully refundable
$81 nightly
The price is $87 total per night from Nov 9 to Nov 10
$87 total
Nov 9 - Nov 10
Total with taxes and fees
7.8/10 Good! (55 reviews)
Clean room.

Reviewed on Oct 28, 2025

Rose City Inn and Suites
Holiday Inn Airport - Portland by IHG

Holiday Inn Airport - Portland by IHG

3 out of 5
8439 Ne Columbia Blvd, Portland, OR
Fully refundable
$78 nightly
The price is $90 total per night from Nov 25 to Nov 26
$90 total
Nov 25 - Nov 26
Total with taxes and fees
8/10 Very Good! (2,719 reviews)
Convenient and cleanliness.

Reviewed on Oct 27, 2025

Holiday Inn Airport - Portland by IHG
The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $107 total per night from Nov 23 to Nov 24
$107 total
Nov 23 - Nov 24
Total with taxes and fees
9.2/10 Wonderful! (2,940 reviews)
very accommodating hotel and located centrally in downtown portland, I most appreciated how local and walkable the location was to nearby adventures (Japanese gardens, Powell bookstore, food/eateries). they had umbrellas available at the front to borrow during the rainy weather, and were very understandable. ...

Reviewed on Oct 31, 2025

The Paramount Hotel
See all 2,882 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 $296 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.