Highland Vacations from $393

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The Latest Highland Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Mark Spencer Hotel

Downtown Portland

$393

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Portland (PDX)

9.2/10 Wonderful! (2,476 reviews)

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland

Save 100% on your flight

$535

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Portland (PDX)

9.2/10 Wonderful! (1,000 reviews)

The 8th floor restaurant was great.

Reviewed on Oct 11, 2026

Oceanfront w/ Direct Beach Access Game Room Views Driftaway by Avantstay

Tolovana Park

Save 100% on your flight

$3,204

per person

Nov 22 - Nov 27

found 19 hours ago

Roundtrip flight included

Los Angeles (LAX) to Portland (PDX)

No reviews

Salt & Spruce by Avantstay Cannon Beach Retreat + Treetop Deck + Walk To Beach + Haystack Rock

Save 100% on your flight

$1,442

per person

Nov 22 - Nov 27

found 19 hours ago

Roundtrip flight included

Los Angeles (LAX) to Portland (PDX)

No reviews

Sunset Cove by Avantstay Beachfront w/ Balcony!

Save 100% on your flight

$2,007

per person

Nov 22 - Nov 27

found 19 hours ago

Roundtrip flight included

Los Angeles (LAX) to Portland (PDX)

No reviews

Where to stay in Highland

Find the best Highland areas and neighborhoods for the activities you enjoy most. Learn more about Highland

An aerial view of a city with a prominent building in the center, surrounded by smaller buildings and a parking lot.

Central Area

6 out of top 10 points of interest in this area

If you're spending some time in Central Area, Elsinore Theater and Oregon State Capitol are top sights worth seeing.

A large building with a statue on top, surrounded by cherry blossom trees.

Southeast Salem

While visiting Southeast Salem, you might make a stop by sights like Honeywood Winery and Wunderland.

A pedestrian bridge over a river, surrounded by greenery and a large globe sculpture.

West Salem

When in West Salem, you can plan a visit to Salem Riverfront Carousel and A.C. Gilbert's Discovery Village, some noteworthy sights in the nearby area.

A gazebo surrounded by a garden with various flowers and trees.

South Central

1 out of top 10 points of interest in this area

Just south of downtown Salem, discover Bush's Pasture Park, Asahel Bush House and Museum, and Deepwood Estate, all nestled within the Gaiety Hill-Bush's Pasture Park Historic District. Enjoy a mix of history and green spaces!

A waterfall surrounded by dense forest and a wooden fence.

Northgate

1 out of top 10 points of interest in this area

While visiting Northgate, you might make a stop by sights like L. B. Day Amphitheater and Oregon State Fairgrounds Pavilion.

Highland Hotel Deals

Oregon Garden Resort

895 W Main St Silverton OR

Fully refundableReserve now, pay when you stay

$131 nightly

$144 total

Nov 1 - Nov 2

Total with taxes and fees

9.4/10 Exceptional! (1,113 reviews)

"Staff was amazing as well as the room. It was clean and very comfortable and nice to have a private porch as well."

Reviewed on Oct 12, 2026

The Hotel Salem

4370 Commercial St Se Salem OR

Fully refundableReserve now, pay when you stay

$108 nightly

$121 total

Oct 13 - Oct 14

Total with taxes and fees

La Quinta Inn & Suites by Wyndham Salem OR

890 Hawthorne Avenue SE Salem OR

Fully refundableReserve now, pay when you stay

$101 nightly

$114 total

Oct 18 - Oct 19

Total with taxes and fees

See all 386 properties in Highland

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.