
Hillside Vacations from $741
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The Latest Hillside Vacation Packages
Price found within the past 48 hours. Click for updated prices.


Alyeska Resort
Alyeska
Price was $4,390, price is now $2,111 per person
$2,111
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Anchorage (ANC)
9/10 Wonderful! (1,069 reviews)
The staff was nice. Very friendly. Especially the bartender in the aBar
Reviewed on Jun 29, 2026

Puffin Inn of Anchorage
Turnagain
Price was $1,417, price is now $1,125 per person
$1,125
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Anchorage (ANC)
7.4/10 Good! (3,612 reviews)
Room was freshly remodeled. Just didn’t realize it was a micro-room. So small that the bathroom sink was next to the bed instead of in the bathroom. I travel for work very regularly. Considering the space they had to work with, they did a pretty good job. It was at least 30% less money than my normal places I stay. It was just me in the room, so manageable. If I had brought my wife, I would have definitely needed a larger room. They may have bigger rooms, that’s just where they put me.
Reviewed on Jun 29, 2026

Wingate by Wyndham Anchorage Downtown/Ship Creek
Downtown Anchorage
Price was $1,852, price is now $1,479 per person
$1,479
per person
Sep 1 - Sep 8
just found
Roundtrip flight included
New York (NYC) to Anchorage (ANC)
6.6/10 (1,951 reviews)
Staff was professional and nice. Rooms clean, hotel close to train station.
Reviewed on Jun 29, 2026

Highland Glen Lodge
Hillside
Price was $1,577, price is now $1,334 per person
$1,334
per person
Sep 11 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Anchorage (ANC)
10/10 Exceptional! (43 reviews)
This property is set in a beautiful hillside location with stunning surroundings. The grounds are spacious, and the rooms are large and comfortable. We especially enjoyed the shared jacuzzi and the thoughtfully designed common areas, which provided plenty of space to relax and unwind.
The breakfast was wonderful, and the hosts went above and beyond to accommodate my gluten and other dietary allergies, which was greatly appreciated. They were incredibly welcoming and attentive throughout our stay. A special highlight was their custom tea blend—it was absolutely delicious and a real treat for tea lovers.
We had a fantastic experience and would gladly stay here again.
Reviewed on Jun 19, 2026
Where to stay in Hillside
Find the best Hillside areas and neighborhoods for the activities you enjoy most. Learn more about Hillside

Downtown Anchorage
2 out of top 10 points of interest in this area
3.5/5(1,387 area reviews)
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.
Hillside Hotel Deals

Great North Lodging
3130 Lark St Anchorage AK
$215 nightly
The price is $241 total per night from Jul 22 to Jul 23
$241 total
Jul 22 - Jul 23
Total with taxes and fees
9.2/10 Wonderful! (21 reviews)
"Good location. Really nice apartment"
Reviewed on Jun 24, 2026

Highland Glen Lodge
11651 Hillside Dr Anchorage AK
$295 nightly
The price is $331 total per night from Jul 27 to Jul 28
$331 total
Jul 27 - Jul 28
Total with taxes and fees
10/10 Exceptional! (46 reviews)
"Loved our stay here. Beautiful property, comfortable and spacious room. Breakfast wonderful. Best stay on our Alaska trip."
Reviewed on Jun 29, 2026

Maria's Creekside B&B
2770 East 46th Avenue Anchorage AK
$438 nightly
The price is $491 total per night from Jul 1 to Jul 2
$491 total
Jul 1 - Jul 2
Total with taxes and fees
9.8/10 Exceptional! (415 reviews)
"Maria’s Creekside B&B is an excellent place to stay. Such a beautiful home and the rooms are amazing; ver clean with a personal touch and feel. Very safe and peaceful area. The hosts are friendly and cook up a delicious homemade breakfast to your liking, along with homemade breakfast desserts. The ..."
Reviewed on Jun 15, 2026
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.
Stay near popular Hillside attractions
Things to do

Glacier View & Wildlife Anchorage Adventure Tour
$177
per adult
92% of travellers recommend

Alaska Railroad Anchorage to Seward Round-Trip Same Day Return
$226
per adult
90% of travellers recommend

Full-Day Matanuska Glacier Hike And Tour
$369
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.


























