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Wildwood Trail Vacations from $286

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The Latest Wildwood Trail Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Property grounds
    Oct 4 - Oct 9

    Milwaukie Inn Portland South + Flight

    Oak Grove
    5 nights
    2.0 star property
    7.4/10 - Good (571 reviews)
    Roundtrip • Denver (DEN) - Portland (PDX)
    DEN - PDX • Nonstop PDX - DEN • Nonstop
    Save 100% on your flight
    $418
    $286
    per traveler
    found 1 day ago
    Milwaukie Inn Portland South
  • Exterior
    Oct 12 - Oct 16

    The Dundee - A Trace Hotel + Flight

    Dundee
    4 nights
    3.5 star property
    10/10 - Exceptional (46 reviews)
    "Convient to wine country"
    Reviewed August 1, 2026
    Roundtrip • Denver (DEN) - Portland (PDX)
    DEN - PDX • Nonstop PDX - DEN • Nonstop
    Save 100% on your flight
    $683
    $446
    per traveler
    found 1 day ago
    The Dundee - A Trace Hotel
  • Deluxe Suite, 2 Queen Beds, Non Smoking | 1 bedroom, iron/ironing board, WiFi (free), bed sheets
    Oct 12 - Oct 16

    Capitol Hill Motel + Flight

    Southwest Portland
    4 nights
    2.5 star property
    9.2/10 - Wonderful (861 reviews)
    "We just wanted a convenient, economical place to stay for a couple of nights and this was perfect. It was clean, safe and the staff were very nice. Lots of restaurants nearby. This was easy access to downtown Portland and surrounding area-without staying downtown. No frills but perfect to lay your head at night."
    Reviewed July 27, 2026
    Roundtrip • Denver (DEN) - Portland (PDX)
    DEN - PDX • Nonstop PDX - DEN • Nonstop
    Save 100% on your flight
    $451
    $314
    per traveler
    found 1 day ago
    Capitol Hill Motel
  • Lobby sitting area
    Sep 11 - Sep 14

    Park Lane Suites and Inn + Flight

    Southwest Portland
    3 nights
    2.5 star property
    8.8/10 - Excellent (1,867 reviews)
    Roundtrip • Denver (DEN) - Portland (PDX)
    DEN - PDX • Nonstop PDX - DEN • Nonstop
    $444
    $310
    per traveler
    found 1 day ago
    Park Lane Suites and Inn
  • Property entrance
    Oct 12 - Oct 16

    Larkspur Landing Extended Stay Suites Hillsboro + Flight

    Hillsboro
    4 nights
    3.0 star property
    8.2/10 - Very Good (2,183 reviews)
    "Older property ( probably mid 1980’s) Well maintained, good quality. Safe, quiet near the airport and highway. Good price. Stayed there 2 times in a week as I traveled near Portland on vacation. The second was planned after staying the first time. Clean comfortable rooms. Good breakfast buffet."
    Reviewed August 2, 2026
    Roundtrip • Denver (DEN) - Portland (PDX)
    DEN - PDX • Nonstop PDX - DEN • Nonstop
    Save 100% on your flight
    $447
    $323
    per traveler
    found 1 day ago
    Larkspur Landing Extended Stay Suites Hillsboro

Wildwood Trail Hotel Deals

Exterior

Hyatt Regency Portland at the Oregon Convention Center

Hyatt Regency Portland at the Oregon Convention Center
4.0 star property
Lloyd District, 3.2 mi from Wildwood Trail
9.4 out of 10, Exceptional, (1,730 reviews)
"Will not go back and recommend other"
$152 nightly
The price is $176
Aug 23 - Aug 24
Total with taxes and fees
Hyatt Regency Portland at the Oregon Convention Center
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.
See all properties in Wildwood Trail
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.