Highland Vacations from $335
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The Latest Highland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Two Capes Lookout
Price was $896, price is now $677 per person
$677
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Portland (PDX)
9.8/10 Exceptional! (85 reviews)
Our overall experience was incredible. Upon arrival, the staff was very welcoming, informative, and helpful. Our room was perfect. The view of the ocean was beautiful, the bed was the coziest bed I’ve ever slept in, and the little details throughout were so thoughtful. I wish we could have stayed there longer and we will absolutely be making a trip back as soon as possible.
Reviewed on Dec 29, 2025
Capitol Hill Motel
Southwest Portland
Price was $606, price is now $470 per person
$470
per person
Mar 18 - Mar 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
9.2/10 Wonderful! (837 reviews)
Very comfortable, family-owned place. Clean, convenient, and accommodating.
Reviewed on Oct 29, 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
The Hotel Salem
4370 Commercial St Se Salem OR
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $126 total per night from Feb 8 to Feb 9
$126 total
Feb 8 - Feb 9
Total with taxes and fees
9/10 Wonderful! (1,133 reviews)
Staff was great, room was clean, breakfast was usual but good.
Reviewed on Jan 30, 2026
Oregon Garden Resort
895 W Main St Silverton OR
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $105 total per night from Feb 11 to Feb 12
$105 total
Feb 11 - Feb 12
Total with taxes and fees
9.4/10 Exceptional! (1,003 reviews)
Everything was amazing. Love it there
Reviewed on Jan 31, 2026
Best Western Plus Mill Creek Inn
3125 Ryan Drive SE Salem OR
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $122 total per night from Feb 8 to Feb 9
$122 total
Feb 8 - Feb 9
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
amenities, clean room
Reviewed on Jan 28, 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.
Discover the most popular places to visit in Highland
Willamette Valley Vineyards
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.
Salem Riverfront Park
After visiting Salem Riverfront Park, make a plan to see the other sights and activities in Salem. While you're here, you can savor the top-notch restaurants.
Oregon State Capitol
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.