Deals on vacations and trips to Milwaukie

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Milwaukie flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Portland's White House

Portland's White House

3 out of 5
Northeast Portland
Price was $716, price is now $566 per person
$566
per person
Dec 4 - Dec 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. A virtual front desk are provided for your convenience.
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Price was $1,336, price is now $1,006 per person
$1,006
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
This luxury hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Enjoy the a rooftop terrace and perks like a free area shuttle.
Salt & Spruce by Avantstay Cannon Beach Retreat + Treetop Deck + Walk To Beach + Haystack Rock

Salt & Spruce by Avantstay Cannon Beach Retreat + Treetop Deck + Walk To Beach + Haystack Rock

4 out of 5
Save 100% on your flight
Price was $2,812, price is now $2,171 per person
$2,171
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Hotel deLuxe

Hotel deLuxe

4 out of 5
Downtown Portland
Price was $1,154, price is now $919 per person
$919
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a snack bar/deli, and dry cleaning are also offered.
Sanctuary by the Sea by Avantstay Waterfront + Views

Sanctuary by the Sea by Avantstay Waterfront + Views

3 out of 5
Save 100% on your flight
Price was $2,302, price is now $1,851 per person
$1,851
per person
Nov 21 - Nov 25
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

Top Milwaukie hotels deals

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $150 total per night
$150 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A computer station, dry cleaning, and luggage storage are also on offer.
Free WiFi
Restaurant
Heathman Hotel

Heathman Hotel

4.5 out of 5
1001 SW Broadway Portland OR
Free Cancellation
Reserve now, pay when you stay
$141 nightly
The price is $163 total per night
$163 total
Nov 1 - Nov 2
Total with taxes and fees
This luxury hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. WiFi in public areas is free. Valet parking, a lobby fireplace, and a library are also offered.
Pet friendly
Free WiFi
Country Inn & Suites by Radisson, Portland International Airport, OR

Country Inn & Suites by Radisson, Portland International Airport, OR

3 out of 5
7025 NE Alderwood Rd Portland OR
Free Cancellation
$92 nightly
The price is $107 total per night
$107 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and free continental breakfast each morning.
Pool
Hot Tub
Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

3 out of 5
2080 SW River Drive Portland OR
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $137 total per night
$137 total
Oct 11 - Oct 12
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the a rooftop terrace and free buffet breakfast each morning.
Pool
Breakfast included
Hyatt Regency Portland at the Oregon Convention Center

Hyatt Regency Portland at the Oregon Convention Center

4 out of 5
375 NE Holladay St Portland OR
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $176 total per night
$176 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a garden are also offered.
Pet friendly
Free WiFi
Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street Portland OR
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $129 total per night
$129 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, express check-out, and a computer station are also on offer.
Pet friendly
Free WiFi
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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 with a Sprint store and a Starbucks.

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.
See properties

Frequently asked questions

How much are vacation packages to Milwaukie?
With offers starting from as little as $566, flight and hotel packages are a superb way to stretch your vacation budget even further. Watch out Milwaukie — here you come!
How long should my Milwaukie vacation be?
If you're looking for some guidance, most travelers spend about 3 nights vacationing in Milwaukie. But to uncover the true essence of this place, stay a bit longer. You'll be able to tick off more attractions and really immerse yourself in the local culture.
Where can I get the best vacation package deals for Milwaukie?
It's hard to beat Travelocity when it comes to crafting your Milwaukie package deal. There are as many as 400 airlines and 1,000,000 properties around the world to select from. Plan your escape now and get ready to cross another amazing destination off your bucket list.
Why should I purchase my Milwaukie vacation bundle via Travelocity?
With our Price Match Guarantee, we'll match any lower price you're able to find. Add on our 24/7 support and top-shelf service and the vacation of your dreams is closer than ever before.
Can I save money on my Milwaukie car rental if I bundle it with hotels and flights?
Combining your car, flight and hotel into a Milwaukie vacation package is an easy way to score the best deal. Plus, having your own car rental gives you total freedom to make your way to all the landmarks you're hoping to explore. Situated 120 mi from Milwaukie, Tacoma Dome is one place that should feature on your itinerary. Load up the car and make a day trip of it.
Which airport is best for Milwaukie?
Portland Intl. Airport (PDX) is one place you can start your Milwaukie adventure. Around 10 mi north of Milwaukie, it welcomes travelers from all over each day. Another fantastic option is Salem, OR (SLE-McNary Field), 40 mi away from central Milwaukie.
What is there to do in Milwaukie?
While venturing off the beaten track is no doubt rewarding, you shouldn't miss the big-name sights that make a destination famous. Clackamas Town Center and Waverley Country Club are just two of them in Milwaukie.
Where should I stay when visiting Milwaukie?
If you're after somewhere to base yourself, take a look at the Monarch Hotel & Conference Center. It's the top pick for many travelers.

Photos of local treasures

Browse Milwaukie vacation photos for more inspiration

A calm lake with reflections of houses and trees, surrounded by a forested area and a cloudy sky.
A mountainous landscape with a forested valley and a sunrise or sunset sky.
A calm river with several boats, a bridge, and a cityscape in the background.
A bus on a road with cherry blossoms, a stop sign, and a sign that says 'Be prepared to stop.'
A lake with a boat, houses on the shore, and a forested hill.