Highland Vacations from $223

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The Latest Highland Vacation Packages

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

Varsity North

$223

per person

Oct 9 - Oct 11

found 13 hours ago

Roundtrip flight included

Los Angeles (LAX) to Portland (PDX)

7.2/10 Good! (1,001 reviews)

Mark Spencer Hotel

Downtown Portland

Save 100% on your flight

$669

per person

Oct 29 - Nov 5

found 1 day ago

Roundtrip flight included

Burbank (BUR) to Portland (PDX)

9.2/10 Wonderful! (2,382 reviews)

The Dundee - A Trace Hotel

$359

per person

Nov 9 - Nov 12

found 21 hours ago

Roundtrip flight included

Los Angeles (LAX) to Portland (PDX)

10/10 Exceptional! (52 reviews)

Sentinel Hotel

Downtown Portland

Save 100% on your flight

$753

per person

Oct 29 - Nov 5

found 1 day ago

Roundtrip flight included

Burbank (BUR) to Portland (PDX)

8.8/10 Excellent! (1,002 reviews)

The Independence

$381

per person

Nov 9 - Nov 12

found 22 hours ago

Roundtrip flight included

Los Angeles (LAX) to Portland (PDX)

9.6/10 Exceptional! (1,006 reviews)

Beautiful riverfront, restaurants, walking, professional, courteous staff, clean, high-quality comfortable beds.

Reviewed on Aug 24, 2026

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

7 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 Elsinore Theater, some noteworthy sights in the nearby area.

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 Fair Skychairs.

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

South Central

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!

Highland Hotel Deals

Best Western Plus Mill Creek Inn

3125 Ryan Drive SE Salem OR

Fully refundableReserve now, pay when you stay

$127 nightly

$143 total

Sep 9 - Sep 10

Total with taxes and fees

Oregon Garden Resort

895 W Main St Silverton OR

Fully refundableReserve now, pay when you stay

$134 nightly

$148 total

Sep 1 - Sep 2

Total with taxes and fees

The Independence

201 Osprey Lane Independence OR

Fully refundableReserve now, pay when you stay

$158 nightly

$174 total

Sep 1 - Sep 2

Total with taxes and fees

9.6/10 Exceptional! (1,017 reviews)

"Beautiful riverfront, restaurants, walking, professional, courteous staff, clean, high-quality comfortable beds."

Reviewed on Aug 24, 2026

See all 381 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.