Bend, OR
What night are the cruiser rides?
Thursday
The opposite of carving a perfect line down the slope.
Catching an edge.
Bend’s oldest and biggest brewery.
Deschutes
Oregonians voted to legalize recreational cannabis in this year.
2014
This Bend-based outdoor brand is known globally for its performance dog gear — from harnesses to booties.
Ruffwear
What is the address of Big Red?
903 NW Newport Ave
This term describes the art of riding both goofy and regular with ease.
Switch
You can earn a prize by completing this famous local drinking quest.
Bend Ale Trail
This common compound in weed gets you high.
THC
The acronym “AKC” stands for this organization that registers purebred dogs.
American Kennel Club
What roundabout art went viral in 2025?
Googly eyes
What run on Mt. Bachelor do you find the cave?
Sunrise
This brewery’s lawn is practically a day care.
Crux
Which friend got arrested and fled to California?
XX
A dog’s ability to return to you after running free is known by this training term.
Recall
Bend officially became an incorporated city in this year — back when its population was under 1,000 and the lumber mills were booming
1905
This Olympic gold medalist made snowboarding mainstream in the 2000s.
Shaun White
Bend has one of the highest breweries-per-capita ratios in the U.S. — roughly one brewery for about this many residents.
What is ~4,500 people per brewery
This Bend dispensary has a drive-thru?
Dr. Jolly's
This breed group includes popular Bend pups like labs, goldens, and retrievers.
Sporting breeds
This massive volcanic formation south of town, visible from Pilot Butte, is one of the largest shield volcanoes in the continental U.S.
Newberry Volcano
How much was the Bachelor pass this year, to the dollar?
$1,549
This ancient civilization is credited with the earliest evidence of intentional beer brewing.
Mesopotamia
This Oregon city was the first to legalize dispensaries after Measure 91 passed.
Portland
Who is the cutest dog in Bend?
Hank