Deals on vacations and trips to Milwaukie

Save when you book Milwaukie package deals

Choose two or more items and save on your trip:

Milwaukie flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Schooner Landing

Schooner Landing

3 out of 5
Agate Beach
Price was $860, price is now $624 per person
$624
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a picnic area, and dry cleaning are also on offer.
The Independence

The Independence

3 out of 5
Save 100% on your flight
Price was $1,012, price is now $725 per person
$725
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
This hotel features a hot tub, a gym, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Four Bears by Avantstay Walk to Beach, Hot Tub, Ocean View

Four Bears by Avantstay Walk to Beach, Hot Tub, Ocean View

3 out of 5
Save 100% on your flight
Price was $1,955, price is now $1,435 per person
$1,435
per person
Oct 8 - Oct 13
found 24 hours ago
Roundtrip non-stop flight included
Austin (AUS) 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.
Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

3 out of 5
Save 100% on your flight
Price was $2,034, price is now $1,493 per person
$1,493
per person
Oct 8 - Oct 13
found 24 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Portland (PDX)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and barbecue grills are also provided.
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 $3,842, price is now $2,844 per person
$2,844
per person
Oct 8 - Oct 13
found 23 hours ago
Roundtrip non-stop flight included
Austin (AUS) 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
$113 nightly
The price is $131 total per night
$131 total
Aug 30 - Aug 31
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
Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

3 out of 5
12226 N JANTZEN DRIVE Portland OR
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $132 total per night
$132 total
Aug 23 - Aug 24
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like local cuisine breakfast and free self parking.
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
Aug 23 - Aug 24
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
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
545 SW Taylor St Portland OR
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $175 total per night
$175 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and concierge services and wedding services are also offered.
Pool
Pet friendly
The Royal Sonesta Portland Downtown

The Royal Sonesta Portland Downtown

4.5 out of 5
506 SW Washington St Portland OR
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $140 total per night
$140 total
Sep 7 - Sep 8
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. 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 dry cleaning are also on offer.
Pet friendly
Free WiFi
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
Aug 30 - Aug 31
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
Don't see what you're looking for?
See all available properties in Milwaukie
View all properties
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 lively bars 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 $624, 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.