Search Deals onMilwaukie Vacation Packages
Milwaukie Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
City Centre Motel by OYO
Price was $796, price is now $589 per person
$589
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) to Portland (PDX)
Stay at this motel in Seaside. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions Seaside Carousel Mall and Seaside Aquarium are located nearby.
Had to go to another hotel to check in. That was annoying.
Reviewed on Sep 8, 2026
The Tillamook Inn
Save 100% on your flight
Price was $901, price is now $605 per person
$605
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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.
The rooms were adequate, but the only thing is. You can hear the traffic from the room on the busy street
Reviewed on Sep 10, 2026
Ilani
Price was $868, price is now $624 per person
$624
per person
Oct 29 - Nov 1
found 16 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Portland (PDX)
Book a stay at this family-friendly hotel in Ridgefield. Enjoy free WiFi, free parking, and 12 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions ilani Casino and Paradise Point State Park are located nearby.
The indoor pool is amazingly good. Kid loves it. Staffs are nice and helpful.
Reviewed on Sep 10, 2026
Black Walnut Inn & Vineyard
Save 100% on your flight
Price was $839, price is now $615 per person
$615
per person
Nov 13 - Nov 15
found 2 hours ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
Book a stay at this business-friendly B&B in Dundee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Torii Mor Winery and Erath Vineyards Winery are located nearby.
Wonderful staff. Gorgeous, clean rooms. Bathroom was very spacious. Loved the hotel bar food/drink option onsite and the free breakfast. Wished I would have stayed longer than one night.
Reviewed on Jun 9, 2026
The Independence
Save 100% on your flight
Price was $1,112, price is now $823 per person
$823
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
Book a stay at this business-friendly hotel in Independence. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Independence Heritage Museum and Independence Public Library are located nearby.
The room was super full of bugs. I their defense, its on a river and we had a balcony. We kept the door shut, but there were thousands off bugs in the windows. We couldn't use our phones while the lights were out without a ton of bugs rushing at our faces.
Besides that everyone was helpful. Breakfast was fantastic. Gilgamesh brewing was so good that we ended up there 3 times.
Reviewed on Sep 10, 2026
Coast River Inn by OYO Seaside
Price was $837, price is now $622 per person
$622
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) to Portland (PDX)
Stay at this hotel in Seaside. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seaside Antique Mall and The Buzz on Broadway are located nearby.
Hood River Hotel
Price was $898, price is now $675 per person
$675
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Portland (PDX)
Stay at this hotel in Hood River. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Mount Hood Railroad and Hood River Farmers Market are located nearby.
Four Bears by Avantstay Walk to Beach, Hot Tub, Ocean View
Save 100% on your flight
Price was $1,504, price is now $1,144 per person
$1,144
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) to Portland (PDX)
Book a stay at this business-friendly cottage in Arch Cape. Enjoy free parking, a beach locale, and patios. Popular attractions Haystack Rock and Cannon Beach are located nearby.
Milwaukie Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Milwaukie Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Oct 27 - Sun, Nov 15
DEN
Denver Intl.
PDX
Portland Intl.
$107 Roundtrip, found 5 hours ago
$107
Roundtrip
found 5 hours ago
Sat, Nov 21 - Thu, Dec 3
SFO
San Francisco Intl.
PDX
Portland Intl.
$110 Roundtrip, just found
$110
Roundtrip
just found
Sun, Nov 15 - Mon, Nov 16
LAX
Los Angeles Intl.
PDX
Portland Intl.
$112 Roundtrip, found 9 hours ago
$112
Roundtrip
found 9 hours ago
Tue, Oct 20 - Tue, Oct 27
SAN
San Diego Intl.
PDX
Portland Intl.
$139 Roundtrip, found 3 hours ago
$139
Roundtrip
found 3 hours ago
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