A wooden bridge over a calm river with grassy banks and mountains in the background.

Hillside Vacations from $893

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The Latest Hillside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 15 - Jan 18

    The Wildbirch Hotel - JDV by Hyatt + Flight

    Downtown Anchorage
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,286 reviews)
    Roundtrip • New York (EWR) - Anchorage (ANC)
    EWR - ANC • 1 stop ANC - EWR • 1 stop
    $1,041
    $893
    per traveler
    found 1 day ago
    The Wildbirch Hotel - JDV by Hyatt
  • Dec 30 - Jan 2

    Alyeska Resort + Flight

    Alyeska
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,215 reviews)
    Roundtrip • Austin (AUS) - Anchorage (ANC)
    AUS - ANC • 1 stop ANC - AUS • 1 stop
    $1,432
    $1,182
    per traveler
    found 1 day ago
    Alyeska Resort
  • Feb 1 - Feb 7

    Hotel Captain Cook + Flight

    Downtown Anchorage
    6 nights
    4.0 star property
    9.0/10 - Wonderful (1,002 reviews)
    "The only place I stay."
    Reviewed November 13, 2026
    Roundtrip • Los Angeles (LAX) - Anchorage (ANC)
    LAX - ANC • Nonstop ANC - LAX • Nonstop
    $1,483
    $1,238
    per traveler
    found 1 day ago
    Hotel Captain Cook
  • Dec 22 - Dec 26

    Alaska Back Country Cottages + Flight

    Palmer
    4 nights
    3.0 star property
    9.8/10 - Exceptional (91 reviews)
    Roundtrip • Los Angeles (LAX) - Anchorage (ANC)
    LAX - ANC • 1 stop ANC - LAX • 1 stop
    $1,250
    $1,049
    per traveler
    found 1 day ago
    Alaska Back Country Cottages
  • Dec 18 - Dec 22

    Alex Hotel & Suites Anchorage Airport + Flight

    Anchorage
    4 nights
    3.0 star property
    6.8/10 - (1,000 reviews)
    "Staff are just awesome"
    Reviewed October 16, 2026
    Roundtrip • Dallas (DFW) - Anchorage (ANC)
    DFW - ANC • Nonstop ANC - DFW • 1 stop
    $1,209
    $1,019
    per traveler
    found 21 hours ago
    Alex Hotel & Suites Anchorage Airport

Where to stay in Hillside

Find the best Hillside areas and neighborhoods for the activities you enjoy most.

Downtown Anchorage

This central business district boasts some of Alaska's tallest buildings, such as the ConocoPhillips and Atwood Buildings, and offers cultural points of interest, shopping, dining, and nightlife attractions.

Alyeska

While visiting Alyeska, you might make a stop by sights like Girdwood Center for Visual Arts and Girdwood Town Square.

Midtown Anchorage

Midtown Anchorage is known for its ample dining options, and you can make a stop by Z.J. Loussac Library - Main Branch and Wells Fargo Alaska Heritage Library and Museum while in the area.

Bootlegger Cove

If you're spending some time in Bootlegger Cove, Tony Knowles Coastal Trail and Anchorage Alaska Public Lands Information Center are top sights worth seeing.

Taku - Campbell

If you're spending some time in Taku - Campbell, Dimond Center and Campbell Creek Greenbelt Park are top sights worth seeing.

Discover the most popular places to visit in Hillside

What to do near Hillside

Hillside Hotel Deals

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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.