Milwaukie Holidays from £1,000

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Your Milwaukie Holiday

Reserve a Milwaukie holiday 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 holiday is just a few clicks away with Expedia.

Top Milwaukie Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Heathman Hotel

Heathman Hotel

4.5 out of 5
Downtown Portland
Price was £1,109, price is now £1,000 per person
£1,000
per person
5 Oct - 9 Oct
found 1 day ago
Return flight included
London (LON) to Portland (PDX)
9.2/10 Wonderful! (1,006 reviews)
I love the location and the hotel! And of course, the public transportation is wonderful

Reviewed on 14 Jul 2026

The Independence

The Independence

3 out of 5
Price was £1,169, price is now £1,012 per person
£1,012
per person
10 Sept - 14 Sept
found 20 hours ago
Return flight included
London (LON) to Portland (PDX)
9.6/10 Exceptional! (1,007 reviews)
Clean room in a great location. The only downside was the rooftop bar was closed for a private event.

Reviewed on 13 Jul 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Price was £1,267, price is now £1,097 per person
£1,097
per person
5 Oct - 9 Oct
found 1 day ago
Return flight included
London (LON) to Portland (PDX)
9.2/10 Wonderful! (1,001 reviews)

The Setting Inn Willamette Valley

The Setting Inn Willamette Valley

3.5 out of 5
Price was £1,539, price is now £1,372 per person
£1,372
per person
10 Sept - 14 Sept
found 20 hours ago
Return flight included
London (LON) to Portland (PDX)
10/10 Exceptional! (120 reviews)
Amazing breakfast each morning on this beautiful property. My room was very comfortable and had a nice private patio outside Was cleaned each day. Mini fridge with wine and sodas and an offer to bring anything I needed. Nice shampoo, rinse and body wash and face wipes. Comfy robe and slippers. One thing to note is that there are stairs you may need to carry luggage up or down. That was fine for our group but if anyone has knee issues you might want to check on how that works for you Also it’s a stand up shower so if you’re a bath person you might think about how that impacts your experience.

Reviewed on 24 Jun 2026

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
Northeast Portland
Price was £1,318, price is now £1,177 per person
£1,177
per person
5 Oct - 9 Oct
found 1 day ago
Return flight included
London (LON) to Portland (PDX)
8.6/10 Excellent! (1,138 reviews)

Milwaukie Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Airport (PDX)
Population
20,800
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Oregon Zoo, Portland Art Museum and Oregon Museum of Science and Industry

Top hotels in Milwaukie

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is £93 per night from 10 Aug to 11 Aug
£93
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (3,513 reviews)
"The room is clean & the staffs are very helpful. Just want to suggest a microwave in the rooms."

Reviewed on 16 Jul 2026

The Paramount Hotel
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
545 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is £141 per night from 9 Aug to 10 Aug
£141
9 Aug - 10 Aug
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Clean space, easy check in especially for a last minute booking through Expedia. Staff was super helpful"

Reviewed on 15 Jul 2026

The Duniway Portland A Hilton Hotel
Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street Portland OR
Fully refundable
The price is £96 per night from 19 Jul to 20 Jul
£96
19 Jul - 20 Jul
includes taxes & fees
Courtyard by Marriott Portland City Center
See all 2,889 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.
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Stay near popular Milwaukie attractions

Clackamas Town Center with a Sprint store and a Starbucks.

Clackamas Town Center

8.6/10 (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

£61
per traveller
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

£66
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Guided Oregon Coast Tour from Portland

Full-Day Guided Oregon Coast Tour from Portland

£105
per adult
100% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
See all activities in Milwaukie

Frequently asked questions

Why should I book my Milwaukie holiday with Expedia?
With exceptional-value airfares, hotel and car hire choices all in one convenient place, Expedia makes booking your Milwaukie holiday easy. What's more, we can help you bundle your bookings into a package holiday so you can enjoy even more savings. Choose from wonderful stays, add your flights and/or a car hire (and maybe also some exciting activities!) and score incredible prices. Need to change plans? Expedia has a flexible cancellation policy for many reservations. To discover more, check out our Customer Service Portal link.
When is the best time of year to holiday in Milwaukie?
Milwaukie gets busy in March, October and November. If you're not into large crowds and prefer a slower pace, book your escape for December, January and February. With average daytime temperatures of 4ºC, December is the coolest period in Milwaukie. The warmest month is August, when you can expect averages of 21ºC throughout the day. Whatever the weather, you'll discover a whole lot to keep you entertained here.
What are the top hotels for my holiday in Milwaukie?
Private home, 20 minutes from downtown and Modern, pet friendly1/3 acre home just 25 minutes to downtown Portland are some excellent escapes in the neighbourhood of Oatfield. If you prefer to stay in the Ardenwald area, lock in a room at Quiet, cosy apartment near hospital and downtown or Great house near downtown and hospitols.
How do I get a cheap holiday to Milwaukie?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Flights, hotels, hire cars and activities — we've got them all covered. Pick the combination that best suits you and see your savings grow. Of course, holidays are never one-size-fits-all. That's why we offer more than 400 partner airlines and 321,000 hotel options throughout the world, which lets you customise your Milwaukie holiday your way. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Milwaukie holiday?
Make sure your next holiday in Milwaukie is one to remember by taking in its top attractions. Oregon Zoo, Portland State University, Portland Japanese Garden and Veterans Memorial Coliseum are a few of the things you should see while you're in this city.
What is the best area to stay in when on holiday in Milwaukie?
An escape to Milwaukie isn't complete without visiting Clackamas Town Centre. Why not book a stay near this fantastic tourist attraction?
Do I need a visa for my Milwaukie holiday?
Visa requirements for Milwaukie vary depending on your nationality and purpose of your visit. Make sure you check official government websites to determine if you need a visa for your trip. They'll give you the most up-to-date information, including details about application procedures and any supporting documentation you may need. Research your visa requirements well ahead of time to ensure a smooth travel experience. Also double-check to see that your passport has at least six months validity from your return date.
What should I wear on my Milwaukie holiday?
Do a little research into the sorts of things people in Milwaukie wear, and maybe even look up social media fashion pages for inspiration. Whatever your look, try to create a versatile wardrobe with pieces that work for your destination and showcase your unique sense of style. Daytime temperatures in December, Milwaukie's coolest month, average 4ºC. August marks this city's warmest month when average temperatures reach 21ºC. Our suggestion? Take the guesswork out of what to pack and check the weather forecast.
What does an Expedia Milwaukie holiday include?
That mostly depends on you. Simply choose from a variety of Milwaukie bundles, such as a hire car, flight and hotel. You can also book a hotel with a flight, or a car hire and a flight. Once you've made your booking, add on the fun stuff like activities and experiences. Whatever your ideal Milwaukie break looks like, get set to save! Private holiday homes and apartments are a few of the most popular property types in Milwaukie. No matter your preference or size of your group, you can rely on Expedia for the freedom to personalise your next escape.
Does Expedia offer Book Now, Pay Later Milwaukie holidays?
Expedia has partnered with online lender Klarna to make your next break a little easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that falls within your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Klarna offers payments in multiple instalments that work for all types of budgets, so you can have that well-deserved holiday now.
  • No-deposit holidays: If no upfront fee for your trip makes pressing that "book now" button easier, go for a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Milwaukie Expedia holiday?
Yes, you're in control. Expedia has access to more than 400 partner airlines globally, so you can tailor your Milwaukie trip according to your travel preferences.

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. Flight-inclusive packages are ATOL protected.