Highland Vacations from $256
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The Latest Highland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Two Capes Lookout
Save 100% on your flight
Price was $671, price is now $434 per person
$434
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
9.8/10 Exceptional! (85 reviews)
We stayed in a pet friendly dome and the service is top notch. They think of everything! Having water and a mini fridge in the dome is so convenient. The shared bathrooms are very nice. The domes and the bathroom building are nice and warm (we visited in December). I highly recommend visiting 2 Capes Lookout.
Reviewed on Dec 8, 2025
Siletz Bay Beachfront Hotel by OYO Lincoln City
Taft Historic District
Price was $582, price is now $412 per person
$412
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
8.2/10 Very Good! (1,527 reviews)
Clean friendly staff beautiful view from the window. Cozy Vibes had a good time would recommend 10/10 for the price can’t beat it
Reviewed on Dec 8, 2025
Hood River Hotel
Price was $499, price is now $357 per person
$357
per person
Feb 5 - Feb 9
found 23 hours ago
Roundtrip flight included
Ontario (ONT) to Portland (PDX)
9/10 Wonderful! (917 reviews)
Lovely old-fashioned Lobby, fire in the fireplace. We played chess downstairs in a curtained alcove. Room was clean, Bed was comfortable - except for the fact that I was alternately too hot or too cold due to the insulated bed comforter. (wish there'd been a top sheet and thinner blanket as an option)
Reviewed on Dec 10, 2025
SCP Depoe Bay
Price was $564, price is now $406 per person
$406
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
9.2/10 Wonderful! (574 reviews)
The staff was very good, he made sure we had everything we needed. The room was clean and had almost everything we needed. It did not have a coffee pot.
Reviewed on Dec 11, 2025
Where to stay in Highland
Find the best Highland areas and neighborhoods for the activities you enjoy most. Learn more about Highland
Southeast Salem
4/5(157 area reviews)
While visiting Southeast Salem, you might make a stop by sights like Honeywood Winery and Wunderland.
Highland Hotel Deals
La Quinta Inn & Suites by Wyndham Salem OR
890 Hawthorne Avenue SE Salem OR
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $103 total per night from Dec 14 to Dec 15
$103 total
Dec 14 - Dec 15
Total with taxes and fees
8.2/10 Very Good! (808 reviews)
Clean room, comfortable bed and friendly staff.
Reviewed on Dec 5, 2025
Best Western Woodburn
2980 Tom Tennant Dr Woodburn OR
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $106 total per night from Dec 22 to Dec 23
$106 total
Dec 22 - Dec 23
Total with taxes and fees
8.2/10 Very Good! (1,004 reviews)
Nice place to meet sisters for a holiday visit.
Reviewed on Dec 9, 2025
La Quinta Inn & Suites by Wyndham Woodburn
120 Arney Road NE Woodburn OR
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $89 total per night from Dec 14 to Dec 15
$89 total
Dec 14 - Dec 15
Total with taxes and fees
7.8/10 Good! (1,003 reviews)
Staff are friendly and clean
Reviewed on Dec 1, 2025
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.
Discover the most popular places to visit in Highland
Willamette Valley Vineyards
4.5/5(103 reviews)
You can enjoy a tasting or tour at Willamette Valley Vineyards during your travels to Turner. While in this family-friendly area, you can savor the top-notch restaurants.
Elsinore Theater
4.5/5(14 reviews)
Enjoy a performance at Elsinore Theater, a storied theater in Salem. While you're here, you can savor the top-notch restaurants.
Oregon State Capitol
4.5/5(121 reviews)
Watch legislative sessions, learn about key moments in Oregon’s history and admire the art deco architecture of one of the most recognizable buildings in the state.
Things to do
Silver Falls Waterfall Hiking Tour from Portland
$89
per adult
100% of travellers recommend
Private Wine Excursion Willamette Valley, Oregon - Wine Tour
$290
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.