Milwaukie Vacations from $288

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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
Save 100% on your flight
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
6/10 (378 reviews)
No shower door or curtain.

Reviewed on Jul 2, 2025

The Independence

The Independence

3 out of 5
per person
Sep 18 - Sep 21
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
9.6/10 Exceptional! (839 reviews)
Was so pleasantly surprised by the room and friendly staff. This is really the only hotel in this tiny town and it was a “staycation” to come see a concert in the park. It’s been a very long time that hotel staff both mentioned and recognized my VIP Expedia status. The young man who checked us in was clearly trained well and provided GREAT customer service. We were given a bottle of wine as VIP member and the room we were given was great! Liked our stay and will be back. Not sure why the hotel has such a low star rating. I will warn you, the hotel restaurant and bar will close early or unannounced if they don’t have any business, so plan ahead for that. They might not be open as expected.

Reviewed on Jul 27, 2025

Capitol Hill Motel

Capitol Hill Motel

2.5 out of 5
Southwest Portland
Save 100% on your flight
per person
Oct 8 - Oct 15
found 6 hours ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
9.2/10 Wonderful! (810 reviews)
Clean and adequate for my needs

Reviewed on Jul 26, 2025

Siletz Bay Beachfront Hotel by OYO Lincoln City

Siletz Bay Beachfront Hotel by OYO Lincoln City

2 out of 5
Taft Historic District
Save 100% on your flight
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Portland (PDX)
8.2/10 Very Good! (1,367 reviews)
Great location, and friendly staff.

Reviewed on Jul 27, 2025

SCP Depoe Bay

SCP Depoe Bay

3 out of 5
Save 100% on your flight
per person
Oct 13 - Oct 20
found 20 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Portland (PDX)
9.2/10 Wonderful! (509 reviews)
Our stay was lovely! The girl at the reception was very nice and gave us two rooms because something happened to the room we booked. And we needed that additional room because we were traveling with a baby. Also, there’s a beautiful balcony with a wonderful view and a cool hammock inside the room.

Reviewed on Jul 26, 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

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
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 Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

$7
per adult
Downtown Golden Adventure Quest Experience in Portland
See all activities in Milwaukie

Milwaukie Hotel Deals

Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $138 total per night from Aug 4 to Aug 5
$138 total
Aug 4 - Aug 5
Total includes taxes and fees
8.6/10 Excellent! (1,878 reviews)
"The service by the staff and amenities were excellent. The only area that needs improvement is the rooms that showed signs of wear and tear."

Reviewed on Jul 26, 2025

Courtyard by Marriott Portland City Center
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

3 out of 5
7101 NE 82nd Ave, Portland, OR
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $106 total per night from Aug 2 to Aug 3
$106 total
Aug 2 - Aug 3
Total includes taxes and fees
7.6/10 Good! (2,485 reviews)
"It was very conveniently near the airport and met my expectations"

Reviewed on Jul 28, 2025

Red Lion Hotel Portland Airport
The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $135 total per night from Aug 3 to Aug 4
$135 total
Aug 3 - Aug 4
Total includes taxes and fees
9.2/10 Wonderful! (2,656 reviews)
"Very lovely hotel with valet parking or short walkto the light rail."

Reviewed on Jul 28, 2025

The Paramount Hotel
See all 2,799 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 $288 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.