Hillside Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Hillside Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Wildbirch Hotel in JdV by Hyatt
Downtown Anchorage
Price was $888, price is now $729 per person
$729
per person
Oct 4 - Oct 11
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Anchorage (ANC)
Stay at this 3-star hotel in Anchorage. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Alaska State Troopers Museum and The Rooftop are located nearby.
Alyeska Resort
Alyeska
Save 100% on your flight
Price was $1,579, price is now $1,119 per person
$1,119
per person
Oct 4 - Oct 11
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Anchorage (ANC)
Stay at this 4-star spa hotel in Girdwood. Enjoy free WiFi, a full-service spa, and 7 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Alyeska Aerial Tram and Moose Meadow Park are located nearby.
Anchors Way Inn
Northeast Anchorage
Price was $1,102, price is now $836 per person
$836
per person
Oct 4 - Oct 11
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Anchorage (ANC)
Stay at this 3-star B&B in Anchorage. Enjoy free parking, a 24-hour front desk, and a garden. Popular attractions Cook Inlet and Alaska Native Heritage Center are located nearby.
Alex Hotel & Suites Anchorage Airport
Price was $1,082, price is now $868 per person
$868
per person
Oct 4 - Oct 11
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Anchorage (ANC)
Book a stay at this business-friendly hotel in Anchorage. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the breakfast and the clean rooms in our reviews. Popular attractions Lake Hood Harbor and DeLong Lake Park are located nearby.
Slopes Spokes Alaska Large HOT TUB
Alyeska
Save 100% on your flight
Price was $3,506, price is now $2,829 per person
$2,829
per person
Oct 4 - Oct 11
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Anchorage (ANC)
Stay at this vacation home in Girdwood. Enjoy a garden. Popular attractions Girdwood Park and Girdwood Town Square are located nearby.
Merrill Field Inn
Mountain View
Price was $911, price is now $762 per person
$762
per person
Oct 4 - Oct 11
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Anchorage (ANC)
Stay at this hotel in Anchorage. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Anchorage Memorial Park Cemetery and Elmendorf State Hatchery are located nearby.
Top Hotel Deals
Great North Lodging
3130 Lark St, Anchorage, AK
7.47 km from Hillside
Stay at this 3-star apartment in Anchorage. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Alaska Airlines Center and Goose Lake ...
Highland Glen Lodge
11651 Hillside Dr, Anchorage, AK
1.41 km from Hillside
Stay at this 3-star ski B&B in Anchorage. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hillside Park and Alaska Zoo are located ...
Maria's Creekside B&B
2770 East 46th Avenue, Anchorage, AK
7.56 km from Hillside
Stay at this 3-star ski B&B in Anchorage. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms in our reviews. ...
Puffin Inn of Anchorage
4400 Spenard Rd, Anchorage, AK
11.48 km from Hillside
Book a stay at this business-friendly motel in Anchorage. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
The Lakefront Anchorage
4800 Spenard Road, Anchorage, AK
11.39 km from Hillside
Book a stay at this business-friendly hotel in Anchorage. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the restaurant ...
Westmark Anchorage Hotel
720 West 5th Avenue, Anchorage, AK
13.04 km from Hillside
Stay at this 3-star business-friendly hotel in Anchorage. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the ...
Wyndham Garden Anchorage Airport
4411 Spenard Rd, Anchorage, AK
11.43 km from Hillside
Stay at this 3-star business-friendly hotel in Anchorage. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Wingate by Wyndham Anchorage Downtown/Ship Creek
111 W Ship Creek Ave, Anchorage, AK
13.23 km from Hillside
Book a stay at this business-friendly hotel in Anchorage. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
The Wildbirch Hotel in JdV by Hyatt
239 West 4th Ave, Anchorage, AK
12.91 km from Hillside
Stay at this 3-star hotel in Anchorage. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular ...
Aspen Suites Hotel Anchorage North
624 Rodeo Place, Anchorage, AK
11.26 km from Hillside
Stay at this hotel in Anchorage. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Americas Best Value Inn & Suites Anchorage Airport
4360 Spenard Rd, Anchorage, AK
11.46 km from Hillside
Book a stay at this business-friendly hotel in Anchorage. Enjoy free parking, a free airport shuttle, and a 24-hour front desk. Our guests praise the clean rooms ...
Ingra House Hotel
641 Ingra Street, Anchorage, AK
12.12 km from Hillside
Book a stay at this business-friendly hotel in Anchorage. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our reviews. ...
Microtel Inn & Suites by Wyndham Eagle River/Anchorage Area
13049 Old Glenn Hwy, Eagle River, AK
26.96 km from Hillside
Book a stay at this business-friendly hotel in Eagle River. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the overall ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Sep 30 - Fri, Oct 3
MSP
Minneapolis - St. Paul Intl.
ANC
Ted Stevens Anchorage Intl.
$296 Roundtrip, found 5 days ago
$296
Roundtrip
found 5 days ago
Fri, Sep 26 - Sat, Oct 4
MSP
Minneapolis - St. Paul Intl.
ANC
Ted Stevens Anchorage Intl.
$356 Roundtrip, found 5 days ago
$356
Roundtrip
found 5 days ago
Fri, Sep 26 - Wed, Oct 8
MSP
Minneapolis - St. Paul Intl.
ANC
Ted Stevens Anchorage Intl.
$376 Roundtrip, found 5 days ago
$376
Roundtrip
found 5 days ago
Sun, Sep 28 - Wed, Oct 8
MSP
Minneapolis - St. Paul Intl.
ANC
Ted Stevens Anchorage Intl.
$416 Roundtrip, found 5 days ago
$416
Roundtrip
found 5 days ago
Fri, Sep 5 - Tue, Sep 9
DEN
Denver Intl.
ANC
Ted Stevens Anchorage Intl.
$688 Roundtrip, found 1 day ago
$688
Roundtrip
found 1 day ago