Milwaukie Vacations from $561

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

3 out of 5
Price was $747, price is now $561 per person
$561
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
9.6/10 Exceptional! (1,009 reviews)
Big high ceiling room is nice

Reviewed on Jun 24, 2026

City Centre Motel by OYO

City Centre Motel by OYO

2 out of 5
Save 100% on your flight
Price was $1,171, price is now $855 per person
$855
per person
Aug 7 - Aug 10
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
7/10 Good! (1,000 reviews)
We got to the motel after driving for 2 hrs. The office was closed the whole time we were there. 3 days. We had to get back in the car & drive a few blocks over to their sister hotel, which was honestly kind of a pain after that long of a drive. The room was very clean but it was very small. No chain for the ceiling fan so we couldn't use the fan. It was so hot and muggy in there. The remotes for the TV barely worked. Couldn't change the volume. No exhaust fan in the bathroom so it made it insanely humid in the room. The housekeeper was very friendly and bright us new towels. Honestly for the price it was not worth it, but we got it last minute and everything else was full or very expensive.

Reviewed on Jun 20, 2026

Coast River Inn by OYO Seaside

Coast River Inn by OYO Seaside

2 out of 5
Save 100% on your flight
Price was $1,312, price is now $967 per person
$967
per person
Aug 7 - Aug 10
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
8.4/10 Very Good! (1,060 reviews)
Very comfortable beds. Clean rooms. Pentty of parking spots however the spots are close together and required some maneuvering to get out. Close enough to the beach that we walked. Also its located close to grocery stores and restaurants.

Reviewed on Jun 25, 2026

The Tillamook Inn

The Tillamook Inn

2 out of 5
Price was $884, price is now $667 per person
$667
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
8/10 Very Good! (1,145 reviews)
We had a wonderful stay at this hotel! The rooms were clean, spacious, and very comfortable. The staff was friendly, welcoming, and always ready to help with a smile. The location was convenient, making it easy to explore the surrounding area. The amenities were well maintained, and the overall atmosphere was relaxing and enjoyable. We truly appreciated the excellent hospitality and attention to detail throughout our stay.

Reviewed on Jun 26, 2026

SaltLine Hotel

SaltLine Hotel

3 out of 5
Save 100% on your flight
Price was $1,338, price is now $1,024 per person
$1,024
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
9.4/10 Exceptional! (1,088 reviews)
Friendly staff. Excellent location, close to the beach, retailers and entertainment. The hot tub pool was very welcome, as was the complimentary breakfast.

Reviewed on Jun 27, 2026

Don't see what you're looking for?
See all available trips from Columbus to Milwaukie
View all trips

Stay near popular Milwaukie attractions

Clackamas Town Center with a Sprint store and a Starbucks.

Clackamas Town Center

8.6/5 (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.
See properties

What to do in Milwaukie

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

$81
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
$110 nightly
The price is $127 total per night from Jul 27 to Jul 28
$127 total
Jul 27 - Jul 28
Total with taxes and fees
9.2/10 Wonderful! (3,489 reviews)
"Clean"

Reviewed on Jun 28, 2026

The Paramount Hotel
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
$94 nightly
The price is $109 total per night from Jul 1 to Jul 2
$109 total
Jul 1 - Jul 2
Total with taxes and fees
7.8/10 Good! (2,835 reviews)
"I would have liked it if the front desk person had pointed out the fact that there were frozen meals to buy. I had to discover this on my own. Also there was no freezer compartment in the refrigerator. The guy who drove the shuttle was really nice and did a great job"

Reviewed on Jun 28, 2026

Red Lion Hotel Portland Airport
Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

3 out of 5
2080 SW River Drive Portland OR
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $137 total per night from Jul 19 to Jul 20
$137 total
Jul 19 - Jul 20
Total with taxes and fees
9/10 Wonderful! (2,606 reviews)
"Breakfast was really good and customer service was impeccable."

Reviewed on Jun 27, 2026

Hyatt House Portland/Downtown
See all 2,886 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Milwaukie vacation package cost?
Offering excellent value package deals from $561 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.