Search Deals on
Milwaukie Vacation Packages

Build your package with 2 more options

Milwaukie Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Kimpton Riverplace Hotel by IHG

Kimpton Riverplace Hotel by IHG

4.5 out of 5
Price was $490, price is now $366 per person
$366
per person
May 26 - May 29
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
Book a stay at this luxury hotel in Portland. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Tom McCall Waterfront Park and Powell's City of Books are located nearby.
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 $4,032, price is now $2,747 per person
$2,747
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
Book a stay at this beach cottage in Arch Cape. Enjoy free parking, a beach locale, and balconies. Popular attractions Cannon Beach and Arch Cape Beach are located nearby.
Sunset Cove by Avantstay Beachfront w/ Balcony!

Sunset Cove by Avantstay Beachfront w/ Balcony!

3.5 out of 5
Save 100% on your flight
Price was $3,788, price is now $2,621 per person
$2,621
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
Book a stay at this beach vacation home in Arch Cape. Enjoy free parking, a beach locale, and concierge services. Popular attractions Cannon Beach and Arch Cape Beach are located nearby.
Schooner Landing

Schooner Landing

3 out of 5
Price was $802, price is now $590 per person
$590
per person
Jun 10 - Jun 14
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
Book a stay at this beach condo in Newport. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Agate Beach Neighborhood and Dog Park and Yaquina Head Light House are located nearby.
The Tillamook Inn

The Tillamook Inn

2 out of 5
Price was $955, price is now $704 per person
$704
per person
Jun 10 - Jun 14
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
Book a stay at this business-friendly hotel in Tillamook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tillamook Creamery and Tillamook County Pioneer Museum are located nearby.
Cozy Inn

Cozy Inn

3 out of 5
Price was $587, price is now $435 per person
$435
per person
May 13 - May 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
Book a stay at this business-friendly hotel in Centralia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Centralia Outlets and NW Sports Hub are located nearby.
SCP Depoe Bay

SCP Depoe Bay

3 out of 5
Price was $785, price is now $583 per person
$583
per person
Jun 10 - Jun 14
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
Stay at this hotel in Depoe Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Depoe Bay City Park and Whale, Sea Life, and Shark Museum are located nearby.
Blue Horizon by Avantstay Panoramic Views of the Ocean w/ Entertainers Patio

Blue Horizon by Avantstay Panoramic Views of the Ocean w/ Entertainers Patio

3.5 out of 5
Save 100% on your flight
Price was $1,495, price is now $1,125 per person
$1,125
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
Book a stay at this beach condo in Rockaway Beach. Enjoy free parking, a beach locale, and concierge services. Popular attractions Rockaway Beach and Manhattan Beach are located nearby.

Milwaukie Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Kimpton Riverplace Hotel by IHG

Kimpton Riverplace Hotel by IHG

4.5 out of 5
Downtown Portland
Price was $490, price is now $366 per person
$366
per person
May 26 - May 29
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
Schooner Landing

Schooner Landing

3 out of 5
Agate Beach
Price was $802, price is now $590 per person
$590
per person
Jun 10 - Jun 14
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
The Tillamook Inn

The Tillamook Inn

2 out of 5
Price was $955, price is now $704 per person
$704
per person
Jun 10 - Jun 14
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
SCP Depoe Bay

SCP Depoe Bay

3 out of 5
Price was $785, price is now $583 per person
$583
per person
Jun 10 - Jun 14
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)

Milwaukie Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
AC Hotel by Marriott Portland Downtown, OR

AC Hotel by Marriott Portland Downtown, OR

3.5 out of 5
Downtown Portland
Price was $718, price is now $511 per person
$511
per person
May 23 - May 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
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 $4,032, price is now $2,747 per person
$2,747
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
Sunset Cove by Avantstay Beachfront w/ Balcony!

Sunset Cove by Avantstay Beachfront w/ Balcony!

3.5 out of 5
Save 100% on your flight
Price was $3,788, price is now $2,621 per person
$2,621
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,046, price is now $727 per person
$727
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Apr 29 - Sat, May 2
DEN
Denver Intl.
PDX
Portland Intl.
$67 Roundtrip, found 8 hours ago
$67
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Wed, Apr 29 from Denver Intl. to Portland Intl., returning Sat, May 2, priced at $67 found 8 hours ago
Frontier Airlines
Thu, May 14 - Sat, May 23
LAX
Los Angeles Intl.
PDX
Portland Intl.
$87 Roundtrip, found 2 hours ago
$87
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, May 14 from Los Angeles Intl. to Portland Intl., returning Sat, May 23, priced at $87 found 2 hours ago
Alaska Airlines
Tue, Aug 11 - Tue, Aug 11
SFO
San Francisco Intl.
PDX
Portland Intl.
$112 Roundtrip, found 7 hours ago
$112
Roundtrip
found 7 hours ago
Select Alaska Airlines flight, departing Tue, Aug 11 from San Francisco Intl. to Portland Intl., returning Tue, Aug 11, priced at $112 found 7 hours ago
Alaska Airlines
Tue, May 12 - Tue, May 19
SAN
San Diego Intl.
PDX
Portland Intl.
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, May 12 from San Diego Intl. to Portland Intl., returning Tue, May 19, priced at $169 found 1 day ago