Milwaukie Vacations from $492

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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.
Hood River Hotel

Hood River Hotel

3 out of 5
Price was $642, price is now $492 per person
$492
per person
Jul 21 - Jul 24
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
9/10 Wonderful! (1,008 reviews)
Room was very reasonably priced and clean. We have stayed here twice and we love the buildings location and old charm! That being said, my only real complaint is that they need some type of air conditioning…it is listed on their website but that is not true at all. We have visited in October and April, both cooler months at night, but even with the cooler night temperatures, the rooms were terribly hot. The first room we stayed in the window wouldn’t open at all. The second room the windows did open but no screens and bugs were flying in…they do provide fans but I guess I just prefer to sleep a little cooler.

Reviewed on May 7, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,062, price is now $725 per person
$725
per person
Jun 17 - Jun 23
found 16 hours ago
Roundtrip flight included
Mesa (AZA) to Portland (PDX)
9.2/10 Wonderful! (1,001 reviews)
Overall it was fine, to be a luxury hotel like the name says it needs to be clean. The sheets and bed skirt had stains and so did the sofa in the room. The bathroom door had soap scum on it.

Reviewed on May 3, 2026

The Independence

The Independence

3 out of 5
Save 100% on your flight
Price was $1,066, price is now $761 per person
$761
per person
Jul 27 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Portland (PDX)
9.6/10 Exceptional! (1,008 reviews)
Highly recommend staying at The Independence!!

Reviewed on May 9, 2026

Rayland Hotel

Rayland Hotel

2.5 out of 5
Price was $782, price is now $559 per person
$559
per person
Jul 22 - Jul 26
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
9/10 Wonderful! (102 reviews)
We will certainly stay here again!

Reviewed on May 3, 2026

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
Northeast Portland
Price was $707, price is now $550 per person
$550
per person
Jun 25 - Jun 29
found 22 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
8.6/10 Excellent! (1,051 reviews)
The hotel lobby is great! The room was clean and comfortable. If I want to be picky, I can say that the fitted sheet had a little hole , and the bottom drawer of the credenza wasn’t latching and kept opening.which could be a hazard. Both things, easy fix and did not affect my experience

Reviewed on May 8, 2026

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Discover the most popular places to visit in Milwaukie

Oregon Zoo

Oregon Zoo

4.5/5(622 reviews)

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

Oregon Zoo
Aerial View of Portland Cityscape with Solar Panels and Highway

Oregon Convention Center

4.5/5(575 reviews)

Learn about the events happening at Oregon Convention Center during your trip to Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Oregon Convention Center
Moda Center

Moda Center

4.5/5(1,190 reviews)

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

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 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
See all activities in Milwaukie

Milwaukie Hotel Deals

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $114 total per night from May 25 to May 26
$114 total
May 25 - May 26
Total with taxes and fees
9.2/10 Wonderful! (3,374 reviews)
The staff was phenomenal and the property was very clean and modern. Definitely would book again.

Reviewed on May 6, 2026

The Paramount Hotel
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street Portland OR
$130 nightly
The price is $150 total per night from May 10 to May 11
$150 total
May 10 - May 11
Total with taxes and fees
8.6/10 Excellent! (1,056 reviews)
The hotel lobby is great! The room was clean and comfortable. If I want to be picky, I can say that the fitted sheet had a little hole , and the bottom drawer of the credenza wasn’t latching and kept opening.which could be a hazard. Both things, easy fix and did not affect my experience

Reviewed on May 8, 2026

DoubleTree by Hilton Hotel Portland
Country Inn & Suites by Radisson, Portland International Airport, OR

Country Inn & Suites by Radisson, Portland International Airport, OR

3 out of 5
7025 NE Alderwood Rd Portland OR
Fully refundable
$100 nightly
The price is $116 total per night from May 31 to Jun 1
$116 total
May 31 - Jun 1
Total with taxes and fees
8.8/10 Excellent! (2,831 reviews)
I absolutely love this hotel. The convenient location to PDX and the shuttle to/from is only one of the reasons. The rooms are spacious and comfortable. The staff is always friendly and helpful. The breakfast is above standard and always delicious. I highly recommend this hotel if you are traveling ...

Reviewed on May 9, 2026

Country Inn & Suites by Radisson, Portland International Airport, OR
See all 2,911 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 $492 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.