Things to do over Labor Day weekend in Oregon (Updated 2026)

6-Hour Party Bus Experience
Our service offers six hours of entertainment with door-to-door service, and the ability to cover up to 90 miles of travel. Enjoy games, trivia, karaoke,...
$899

Gravel riding has taken the cycling world by storm. Prepare yourself for an urban forest adventure within the city. Ride from our shop in Old...
$121

Mt Hood, Waterfalls, and Wine Tour
Visit the top attractions in the Columbia River Gorge National Scenic Area in this full day of exploration just outside of Portland. In the morning...
$138.50

Willamette Valley Wine & Whisky
Does one of you prefer wine, while the other prefers spirits? Or maybe you're someone who appreciates both. On this tour, we'll have something for...
$198

In this Portland food tour, we will explore the charming streets of the Kerns neighborhood where we will sample some of the tastiest bites that...
$118

This is not a tiny-spoon tasting tour. At every stop, guests sample every available flavor and receive a full scoop per person — all included...
$59

The Oregon Coast is an experience like no other and our guides have selected a quieter, slower approach to the day: a visit to Haystack...
$129

Ages 2+ Pick up in downtown Ashland 10-4pm Discovery Park is open May 8- September 8th- Trips outside this window will have lunch provided by...
$110.30

Come experience some Northwest hospitality combined with amazing wines, all from the comfort of your personal helicopter. We will whisk you away for roughly 6...
$2,356.50

Meet on the east side and head to the Columbia Gorge to enjoy 3 amazing waterfalls. All of the waterfalls are located in the Columbia...
$69.52

When weighing the options for a unique adventure, family friendly experience, or looking for a must do adventure, this should be at the top of...
$298

I have been grilling and BBQing for over 20 years, and have trained abroad in France, Spain, Argentina, Thailand, South Korea and other countries. As...
$104

Discover the natural beauty and extensive bike trail system in Bend on this 13-mile tour featuring 5 miles of well-maintained gravel and unpaved trails, offering...
$118

Note: Sunrise is too early in the summer to ride during the tram’s open hours! We will be riding after sunrise April - August. The...
$43

The uncovered Klamath River! See parts of the Klamath Dam removal and the new whitewater. 3 miles of jam packed class 4 whitewater! This trip...
$206.20

Admire one of the West’s most dramatic natural landscapes—and explore beyond Portland with ease—on this small-group day trip to Mount St. Helens National Volcanic Monument....
$281

The Nugget Falls / Powerhouse trip offers the most exciting white water section of the entire Rogue River. Paddlers will take on a handful of...
$99

Travel to Mount Saint Helens and environs, from Portland, on this ALL-INCLUSIVE tour with a guide who will discuss the geology, ecology, climate, history, and...
$299.94

Jumpstart your morning with a huge variety of coffee and donuts across 4-5 mouthwatering stops where each bite and sip was crafted right here in...
$68

No visit to Portland Oregon would be complete without sampling the city's tastiest beverage - beer! Our experienced guides select the best breweries in town,...
$74.20

