Search Deals onGladstone Vacation Packages
Gladstone Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Milwaukie Inn Portland South
Save 100% on your flight
Price was $417, price is now $285 per person
$285
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
Stay at this motel in Milwaukie. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Oregon Museum of Science and Industry and North Clackamas Aquatic Park are located nearby.
Good inn
Reviewed on Aug 2, 2026
The Dundee - A Trace Hotel
Save 100% on your flight
Price was $683, price is now $445 per person
$445
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
Stay at this hotel in Dundee. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Duck Pond Cellars and Ponzi Wine Bar are located nearby.
Convient to wine country
Reviewed on Aug 1, 2026
Skamania Lodge
Price was $706, price is now $497 per person
$497
per person
Oct 8 - Oct 11
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
Book a stay at this spa resort in Stevenson. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Columbia Gorge Interpretive Center Museum and Skamania Lodge Golf Course are located nearby.
Staff was excellent. Dining options were very good. Breakfast buffet was delicious.
Reviewed on Aug 3, 2026
Larkspur Landing Extended Stay Suites Hillsboro
Save 100% on your flight
Price was $446, price is now $323 per person
$323
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
Book a stay at this business-friendly aparthotel in Hillsboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Topgolf and Gordon Faber Recreation Complex are located nearby.
Clean room
Reviewed on Aug 2, 2026
The Independence
Price was $783, price is now $590 per person
$590
per person
Sep 15 - Sep 19
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) 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.
Kimpton Hotel Vintage Portland by IHG
Price was $890, price is now $682 per person
$682
per person
Oct 17 - Oct 22
found 19 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Portland (PDX)
Book a stay at this luxury hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Moda Center and Oregon Zoo are located nearby.
Centrally located downtown within walking distance to various attractions, including Powell’s Books (of course), The Portland Art Museum and the farmer’s market on the campus of Portland State. Nice rooms, friendly and helpful staff, lively lobby bar and good complimentary coffee by the registration area. Valet parking was also solid. We enjoyed our stay.
Reviewed on Jul 26, 2026
The Bidwell Marriott Portland
Price was $964, price is now $741 per person
$741
per person
Sep 9 - Sep 14
found 21 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PDX)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Moda Center and Oregon Zoo are located nearby.
The headboards were dirty and we never got our dog bowls. Other than that the room was comfy and quiet. Shower was great.
Reviewed on Aug 3, 2026
Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace
Save 100% on your flight
Price was $1,518, price is now $1,168 per person
$1,168
per person
Sep 13 - Sep 17
found 15 hours ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
Stay at this cottage in Arch Cape. Enjoy free parking and balconies. Popular attractions Cannon Beach and Haystack Rock are located nearby.
Great location! Everything was clean and nice. We loved it!
Reviewed on Jul 22, 2026
Gladstone Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Gladstone 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.
Fri, Sep 25 - Fri, Oct 9
LAX
Los Angeles Intl.
PDX
Portland Intl.
$100 Roundtrip, found 1 hour ago
$100
Roundtrip
found 1 hour ago
Sat, Sep 5 - Fri, Sep 18
DEN
Denver Intl.
PDX
Portland Intl.
$125 Roundtrip, found 16 hours ago
$125
Roundtrip
found 16 hours ago
Wed, Sep 23 - Sat, Oct 3
SFO
San Francisco Intl.
PDX
Portland Intl.
$153 Roundtrip, found 4 hours ago
$153
Roundtrip
found 4 hours ago
Sat, Oct 3 - Sat, Oct 17
SAN
San Diego Intl.
PDX
Portland Intl.
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
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