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A large, historic building with a red-tiled roof and a well-maintained garden with various flowers.
Photo by BDM Traveling
Open Photo by BDM Traveling

Hillside Vacations from $370

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The Latest Hillside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Pillowtop beds, desk, laptop workspace, iron/ironing board
    Sep 2 - Sep 7

    Cozy Inn + Flight

    Centralia
    5 nights
    3.0 star property
    7.0/10 - Good (386 reviews)
    "Staffs are not good."
    Reviewed July 14, 2026
    Roundtrip • Phoenix (PHX) - Portland (PDX)
    PHX - SEA • Nonstop SEA - PHX • Nonstop
    $504
    $370
    per traveler
    found 1 day ago
    Cozy Inn
  • Interior
    Sep 11 - Sep 15

    Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace + Flight

    Arch Cape
    4 nights
    3.0 star property
    10/10 - Exceptional (2 reviews)
    "Beach location was perfect for a relaxing week. Beach House was clean and well appointed with necessities. "
    Reviewed November 17, 2025
    Roundtrip • Dallas (DFW) - Portland (PDX)
    DFW - PDX • 1 stop PDX - DFW • Nonstop
    Save 100% on your flight
    $1,922
    $1,412
    per traveler
    found 1 day ago
    Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace
  • 2 restaurants; breakfast, dinner, and brunch served
    Sep 3 - Sep 7

    The Nines, a Luxury Collection Hotel, Portland + Flight

    Downtown Portland
    4 nights
    5.0 star property
    9.2/10 - Wonderful (1,001 reviews)
    Roundtrip • Burbank (BUR) - Portland (PDX)
    BUR - PDX • Nonstop PDX - BUR • Nonstop
    $720
    $535
    per traveler
    found 1 day ago
    The Nines, a Luxury Collection Hotel, Portland
  • House (3 Bedrooms) | Interior
    Aug 29 - Sep 3

    Stunning Ocean Views, Steps to Beach Tranquil Retreat Cove Keep by Avantstay + Flight

    Arch Cape
    5 nights
    3.0 star property
    Roundtrip • Dallas (DFW) - Portland (PDX)
    DFW - PDX • Nonstop PDX - DFW • 1 stop
    Save 100% on your flight
    $2,964
    $2,208
    per traveler
    found 11 hours ago
    Stunning Ocean Views, Steps to Beach Tranquil Retreat Cove Keep by Avantstay
  • Exterior
    Aug 28 - Sep 2

    Capital O Stevenson Inn Riverside + Flight

    Stevenson
    5 nights
    2.0 star property
    5.8/10 - (490 reviews)
    "Very dirty, there was hair still in the toilet and the carpet was greasy"
    Reviewed July 6, 2026
    Roundtrip • Los Angeles (LAX) - Portland (PDX)
    LAX - PDX • Nonstop PDX - LAX • 1 stop
    $643
    $481
    per traveler
    found 1 day ago
    Capital O Stevenson Inn Riverside

What to do near Hillside

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

$88
per adult
98% of travelers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
See all activities near Hillside
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.