Milwaukie Vacation Packages
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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.
Top Milwaukie Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Portland's White House
Northeast Portland
CA $797
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
10/10 Exceptional! (1 review)
Such a great stay, warm and welcoming host. I only had one issue and the host took care of it immediately. The breakfast was amazing and the coffee was hot which was huge for me. My first B&B stay but definitely not my last.
Reviewed on Sep 27, 2026
Capitol Hill Motel
Southwest Portland
CA $1,164
per person
Nov 19 - Nov 26
found 21 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PDX)
9.2/10 Wonderful! (868 reviews)
We loved the charm of this sweet 1940’s motor coach motel. It is lovingly maintained and looks like it could be in a movie set at that time. Peter, the front desk clerk, was friendly and helpful. The room was comfortable and better than what you would expect for a motel. We will definitely be stopping in on our way through town when necessary.
Reviewed on Oct 16, 2026
Ready to book your vacation to Milwaukie?
Milwaukie Hotel Deals
Oxford Suites Portland - Jantzen Beach
12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
CA $133
CA $171 total
Nov 1 - Nov 2
includes taxes & fees
Red Lion Hotel Portland Airport
7101 NE 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
CA $115
CA $134 total
Nov 1 - Nov 2
includes taxes & fees
7.8/10 Good! (3,063 reviews)
"If you don't mind jets roaring past your window, this might be the place for you. Unfortunately, the hotel needs major upgrading. The bathroom door didn't close properly, a hinge on the door was falling out and there was no "Privacy Please" door hanger. Oh, and the hotel charges you for parking! ..."
Reviewed on Oct 16, 2026
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $139
CA $162 total
Nov 15 - Nov 16
includes taxes & fees
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.
Stay near popular Milwaukie attractions
Clackamas Town Center
8.6/10 (653 reviews)
During your trip to Happy Valley, you can find the perfect gifts to bring home at Clackamas Town Center. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Elk Rock Island
6.0/10 (1 review)
Commune with nature and explore the great outdoors at Elk Rock Island during your travels in Milwaukie. Discover the area's acclaimed art scene, or seek out its biking trails.
North Clackamas Aquatic Park
9.0/10 (2 reviews)
Enjoy an outing to North Clackamas Aquatic Park during your stay in Milwaukie. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Cinemark Clackamas Town Center
You can take time to visit Cinemark Clackamas Town Center during your travels to Happy Valley.
Milwaukie Farmers Market
6.0/10 (1 review)
During your trip to Milwaukie, you can enjoy retail therapy at Milwaukie Farmers Market. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
Milwaukie Museum
8.0/10 (1 review)
You can spend time browsing the exhibits at Milwaukie Museum during your trip to Milwaukie. Visit the area's shops or amble around its riverfront.
Clackamas Promenade
8.4/10 (120 reviews)
During your trip to Clackamas, you can find the perfect gifts to bring home at Clackamas Promenade. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Stanley Park
4.0/10 (1 review)
After visiting Stanley Park, make a plan to see the other sights and activities in Milwaukie. Attend a sporting event or simply enjoy the lively bars while you're in the area.
What to do in Milwaukie
Half-Day Multnomah Falls & Gorge Waterfalls Tour
CA $119
per traveller
96% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
CA $123
per adult
98% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
CA $196
per traveller
96% of travellers recommend
Frequently asked questions
How much does a Milwaukie vacation package cost?
You'll find cheap prices from CA $797 on Expedia for your Milwaukie escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Milwaukie costs.
What are the cheapest months to go to Milwaukie?
January, February and April are great times to search for cheap Milwaukie vacation packages. Opting to travel in less busy months means you can usually find reduced prices on accommodations and flights.
How many days is enough for Milwaukie?
With about 2 days, you'll have plenty of time to enjoy popular neighbourhoods like Downtown Portland and Lloyd District during your Milwaukie vacation. Make sure to also add Portland Japanese Garden and Tom McCall Waterfront Park to your sightseeing itinerary. Looking for more adventures? Consider exploring outside of Milwaukie on tours and day trips.
Is it worth booking a vacation package to Milwaukie?
Whether you're looking to explore top sights 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?
Begin your search for a Milwaukie package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Milwaukie package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Milwaukie escape off to a flying start.
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, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still have the freedom to create a personalized Milwaukie vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Milwaukie?
If you're planning an impromptu Milwaukie adventure, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Milwaukie?
- Choose when to get away: Check your diary and get your bags packed. Your preferred season and the activities on offer will also help you decide when to vacation in Milwaukie.
- Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to flights and activities. Your hotel will probably be the largest expense during your trip to Milwaukie.
- Decide how long to go away for: Now that you're more familiar with Milwaukie, you can figure out the right length of your break. Create a rough itinerary and allocate enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customized Milwaukie vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
