Historic Milwaukie Holidays

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Your Historic Milwaukie Holiday

Step into your next big travel adventure with one of our Historic Milwaukie holiday packages. Spend your time discovering this neighbourhood's countless delights, including its golfing. Can't wait to see the sights during your trip to Historic Milwaukie? Don't miss nearby attractions such as Milwaukie Farmers Market, Waverley Country Club and Stanley Park. Whatever your travel goals or the size of your budget, booking a perfect Historic Milwaukie holiday is a cinch with Expedia.

Price found within the past 48 hours. Click for updated prices.
  • 2 restaurants; breakfast, dinner, and brunch served
    Aug 13 - Aug 20

    The Nines, a Luxury Collection Hotel, Portland + Flight

    Downtown Portland
    7 nights
    5.0 star property
    9.2/10 - Wonderful (1,004 reviews)
    "The bar closes at 10. The restaurant won't seat you without a "reservation" even though it's half empty. They probably have a staff shortage but won't admit it. Lobby tables left un-bussed. We had to do it ourselves. Room service, vacuums, etc are left in the hall for multiple days, let alone hours. And those nice, clear shower doors? Accumulated soap scum from previous guests. The beds were comfortable and the rooms quiet, which was the most important. Overall, a disappointing experience."
    Reviewed May 25, 2026
    Return • London (LHR) - Portland (PDX)
    LHR - PDX • 1 stop PDX - LHR • 1 stop
    £1,681
    £1,367
    per traveller
    found 1 day ago
    The Nines, a Luxury Collection Hotel, Portland
  • Lobby lounge
    Aug 5 - Aug 10

    The Ritz-Carlton, Portland + Flight

    Downtown Portland
    5 nights
    5.0 star property
    9.4/10 - Exceptional (275 reviews)
    "Amazing view and amenities "
    Reviewed May 18, 2026
    Return • London (LHR) - Portland (PDX)
    LHR - PDX • Direct PDX - LHR • Direct
    £2,138
    £1,954
    per traveller
    found 2 days ago
    The Ritz-Carlton, Portland
  • Premium Room, 1 Queen Bed (Hot Tub, Private Balcony) | Frette Italian sheets, premium bedding, pillow-top beds, in-room safe
    Aug 5 - Aug 10

    Kimpton Hotel Vintage Portland by IHG + Flight

    Downtown Portland
    5 nights
    4.5 star property
    9.0/10 - Wonderful (1,001 reviews)
    "Don't do the hot tub room. There are 2 different rooms. One is great, larger room w/ a couch. The other is super small and the hot tub needs to be decommissioned absolutely disgusting. Same price! The staff was amazing and breakfast was good. Switched me rooms the next night with a large tub and a tiny shower. No balcony. But still charged me the same insane amount for the hot tub room.... Super disappointing considering this was a #staycation that I saved up for and thought I knew what I was..."
    Reviewed April 30, 2026
    Return • London (LHR) - Portland (PDX)
    LHR - PDX • Direct PDX - LHR • Direct
    £1,644
    £1,504
    per traveller
    found 2 days ago
    Kimpton Hotel Vintage Portland by IHG
  • Terrace/patio
    Aug 5 - Aug 10

    Best Western Premier Hotel at Fisher's Landing + Flight

    Vancouver
    5 nights
    3.5 star property
    8.8/10 - Excellent (1,001 reviews)
    "Was a very mediocre experience. The slider to the bathroom was very difficult to open and close. My husband had to yank it open so I could get out. The light around the mirror was strobing so bad I thought I might have a seizure. Last was breakfast. I asked the front desk if dogs were allowed in the restaurant area, he said yes. We went in, were told to seat ourselves by the waitress who 100% saw our dog. We proceeded to wait 15 min to put in our order and then she says, you know dogs aren’t..."
    Reviewed May 23, 2026
    Return • London (LHR) - Portland (PDX)
    LHR - PDX • Direct PDX - LHR • Direct
    £1,606
    £1,508
    per traveller
    found 2 days ago
    Best Western Premier Hotel at Fisher's Landing
  • Property grounds
    Aug 5 - Aug 10

    Kimpton Riverplace Hotel by IHG + Flight

    Downtown Portland
    5 nights
    4.5 star property
    9.2/10 - Wonderful (1,002 reviews)
    "Yes. Fresh menu. Safe parking"
    Reviewed May 19, 2026
    Return • London (LHR) - Portland (PDX)
    LHR - PDX • Direct PDX - LHR • Direct
    £1,665
    £1,578
    per traveller
    found 2 days ago
    Kimpton Riverplace Hotel by IHG

Where to stay in Historic Milwaukie

Find the best Historic Milwaukie areas and neighborhoods for the activities you enjoy most. Learn more about Historic Milwaukie
Downtown Portland

Downtown Portland

1 out of top 10 points of interest in this area
4/5(42 area reviews)

Make time to explore the heart of the city and discover great food, shopping and entertainment.

Find hotels in Downtown Portland

Top hotels in Historic 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 £85 per night from 28 May to 29 May
£85
28 May - 29 May
includes taxes & fees
9.2/10 Wonderful! (3,406 reviews)
"It was nice and quiet."

Reviewed on 25 May 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
The price is £73 per night from 2 Jun to 3 Jun
£73
2 Jun - 3 Jun
includes taxes & fees
7.8/10 Good! (2,804 reviews)
"The room and stay were great. Employees were super nice! The only thing I didn't like was the fridge in my room kept freezing everything no mater what setting it was on."

Reviewed on 25 May 2026

Red Lion Hotel Portland Airport
Hotel Eastlund, BW Premier Collection

Hotel Eastlund, BW Premier Collection

4 out of 5
1021 NE Grand Avenue Portland OR
Fully refundableReserve now, pay when you stay
The price is £98 per night from 31 May to 1 Jun
£98
31 May - 1 Jun
includes taxes & fees
9.2/10 Wonderful! (1,980 reviews)
"The staff was very friendly and knowledgeable. I’ve rented from this establishment twice and loved it. One king room bed was so comfy and plenty of space to walk around. One double queen room beds were comy but the actual space was a lil tight. Noise level was very nice."

Reviewed on 25 May 2026

Hotel Eastlund, BW Premier Collection
See all 2,849 properties in Historic 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Historic Milwaukie travel package cost?
Discover the best of Historic Milwaukie from as little as . We offer a wonderful selection of flights, rental cars and hotels to suit every style and budget. You can pick up even better deals when you add a couple of activities or tours to your package.
If I'm not able to travel, can I cancel my Historic Milwaukie travel package?
Plans can change unexpectedly, so yes, you can. You may be able to cancel or amend your Historic Milwaukie travel package for free within 24 hours of booking. For bookings older than that, you can still make the necessary changes, but your airline, hotel or car rental company may charge additional fees. Need more information? Check out our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to Historic Milwaukie?
Booking a Historic Milwaukie travel package with Expedia is an easy way to save. We offer more than 550 partner airlines and 1,000,000 properties spread across the globe. With such a broad range to pick from, you'll have no worries creating your next dream adventure.
Does Expedia offer Book Now, Pay Later Historic Milwaukie holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book an incredible getaway without eating away at your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then select this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Clicking the "book now" button is much easier with this payment option. Simply put down a small deposit on your escape and then start packing your suitcase.

Where should I stay in Historic Milwaukie?
With loads to discover in Historic Milwaukie, it'd be handy for you to lock in a hotel close to its attractions. Providence Milwaukie Hospital, Milwaukie Farmers Market and Waverley Country Club are some top ones to put on your itinerary.
What are the top hotels in Historic Milwaukie?
Make a reservation at Milwaukie Inn Portland South. It's one of the area's most sought-after hotels. Another top option in Historic Milwaukie is Econo Lodge Southeast Milwaukie/Portland.
How far in advance should I book my Historic Milwaukie holiday?
It's difficult to pick the best time for airfares, but we generally suggest the earlier, the better. Most international journeys on Expedia become available to compare up to 12 months in advance. If you're booking at the last minute, don't despair. Cheap prices appear from time to time within a few weeks of departure dates.
What does an Expedia Historic Milwaukie travel package include?
From hotels and flights to car rentals, Expedia can help you shape a Historic Milwaukie package that fits you. Heading off for a while? Give some thought to a rental car, flight and hotel bundle. If your break is short, a hotel and airfare deal could be more your style. Tours and activities can be added once you've made your booking. Our packages make it a cinch to save and plan.
What should I know before booking a Historic Milwaukie travel package?
You can save big by combining your hotels, airfares and rental cars. Once you've created your package, add on fun stuff like tours and activities. Your next unforgettable holiday is only a few clicks away.
Can I choose my airline with a Historic Milwaukie Expedia travel package?
Expedia offers access to more than 550 airline partners globally, so you certainly can. Just choose the carrier that suits you and create your ideal Historic Milwaukie holiday.

Popular places to visit

Oregon Zoo

Oregon Zoo

4.5/5(2 reviews)

Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.

Oregon Zoo
Tom McCall Waterfront Park

Tom McCall Waterfront Park

4/5(9 reviews)

Cool off in the fountain, walk or bike the paths, or take in a festival at the Tom McCall Waterfront Park.

Tom McCall Waterfront Park
Portland Japanese Garden

Portland Japanese Garden

4.5/5(8 reviews)

Tranquility abounds in these idyllic Japanese gardens, said by many to be the most authentic outside of Japan.

Portland Japanese Garden

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

£62
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

£65
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

£102
per adult
100% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
See all activities in Portland

* 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.