Milwaukie Vacations from $354

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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.
OYO Hotel St. Helens, OR

OYO Hotel St. Helens, OR

2 out of 5
Price was $471, price is now $354 per person
$354
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
6/10 (408 reviews)
Room was okay clean. First drum toilet didn't work

Reviewed on Jan 28, 2026

Bowline Hotel

Bowline Hotel

4 out of 5
Save 100% on your flight
Price was $834, price is now $602 per person
$602
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
9.4/10 Exceptional! (1,002 reviews)
Charming and very clean with friendly staff. We will definitely stay here again.

Reviewed on Jan 30, 2026

Staybridge Suites Hillsboro North by IHG

Staybridge Suites Hillsboro North by IHG

3 out of 5
Price was $647, price is now $482 per person
$482
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
8.8/10 Excellent! (300 reviews)
Room was spotless. Staff was courteous.

Reviewed on Jan 30, 2026

Doubletree by Hilton Salem

Doubletree by Hilton Salem

4 out of 5
North East Salem
Price was $627, price is now $479 per person
$479
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Portland (PDX)
7.6/10 Good! (1,000 reviews)
Everything was great!!

Reviewed on Jan 21, 2026

Cove Keep by Avantstay Stunning Ocean Views Designed for Groups

Cove Keep by Avantstay Stunning Ocean Views Designed for Groups

3 out of 5
Save 100% on your flight
Price was $1,719, price is now $1,315 per person
$1,315
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
No reviews
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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
Aerial View of Portland Cityscape with Solar Panels and Highway

Oregon Convention Center

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
Visitors enjoy a sunny day at Oregon Zoo in Portland with family and friends exploring the lush surroundings

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: Bridgetown Lunch Cruise

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

Portland: City Lights Dinner Cruise

$127
per adult
96% of travellers recommend
Portland: City Lights Dinner Cruise
See all activities in Milwaukie

Milwaukie Hotel Deals

Kings Row Inn

Kings Row Inn

2.5 out of 5
12700 SE McLoughlin Blvd Milwaukie OR
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $89 total per night from Feb 2 to Feb 3
$89 total
Feb 2 - Feb 3
Total with taxes and fees
6.6/10 (138 reviews)
Everything works well.

Reviewed on Dec 23, 2025

Kings Row Inn
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 Feb 22 to Feb 23
$114 total
Feb 22 - Feb 23
Total with taxes and fees
9.2/10 Wonderful! (3,167 reviews)
Clean room, quiet, nice restaurants. Our only complaint was the parking charge and difficult garage to maneuver in ( elevator was not working).

Reviewed on Jan 30, 2026

The Paramount Hotel
Park Lane Suites and Inn

Park Lane Suites and Inn

2.5 out of 5
809 SW King Avenue Portland OR
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $103 total per night from Feb 8 to Feb 9
$103 total
Feb 8 - Feb 9
Total with taxes and fees
8.6/10 Excellent! (1,607 reviews)
Room was very clean and friendly stuff, very closed to the restaurants, easy to go roam around. Also nearby hospital :) i recommend to everyone

Reviewed on Jan 29, 2026

Park Lane Suites and Inn
See all 2,931 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 $354 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.