Checkpoint: Old Mill District
Walk or ride south along the river to the Old Mill District and check in among the converted mill buildings.
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More from this experience
Bend Ale Trail toast
Bend has one of the densest concentrations of breweries in the country. Order a tasting flight, a pint or a local kombucha at a brewery or taproom and take a group photo with everyone raising a glass in a toast.
Bend finale
Final challenge. Find a beautiful Bend spot (Mirror Pond at golden hour, the Old Mill smokestacks, a Cascade overlook) and take an amazing closing group photo. Cheers from central Oregon!
Bend foodie classic
Find a Bend favourite (a food-cart-lot bite, a local craft beer, a stack of pancakes, a scoop of Oregon ice cream) and take a group photo with everyone tucking in at the same time.
Bend kick-off
The hunt begins! Find a classic Bend backdrop (the Deschutes River, a downtown storefront, the Cascade peaks in the distance) and take a group photo with the whole team in shot.
Cascade peaks view
The snowy Cascade peaks, including the Three Sisters and Mount Bachelor, rise west of town. Find a spot with a view of the mountains and take a group photo with the peaks behind you.
Checkpoint: Downtown Bend
Navigate to the heart of downtown Bend around Wall and Bond Streets and check in among the shops and breweries.
Checkpoint: Drake Park
Walk to Drake Park along the Deschutes River (Mirror Pond) and check in on the riverside lawn.
Deschutes River pose
The Deschutes River winds right past the Old Mill, full of floaters and paddleboarders in summer. Take a group photo on the riverside path with the water behind you.
Downtown Bend storefront
Downtown Bend is full of brick storefronts, breweries and the old Tower Theatre sign. Take a group photo in front of a storefront or the Tower Theatre marquee.
Local Bend tip
Convince a local Bend resident to share a tip about the city (a brewery, a trail, a swimming spot on the river). Take a photo with your impromptu guide and remember the tip.
Mirror Pond reflection
Drake Park sits along Mirror Pond, a wide calm stretch of the Deschutes that reflects the trees and sky. Take a group photo with the still water and reflections behind you.
Old Mill smokestacks
The Old Mill District kept the towering smokestacks of the old lumber mills above its shops and riverside paths. Take a group photo with the brick smokestacks behind your team.
Pilot Butte summit view
For the boldest teams: climb (or drive) Pilot Butte for a 360-degree view over Bend and the Cascades. Take a group photo at the summit with the whole town spread out below you.
Trivia: Bend incorporated
Bend held its first meeting as an incorporated city in the early 1900s. In what year was it incorporated (1905)?
Trivia: Pilot Butte
Pilot Butte rises right inside Bend and makes the city one of the few in the continental US with one of these within its limits. What kind of geological feature is Pilot Butte (an extinct one)?
Trivia: where Bend got its name
Bend is named after a crossing of the Deschutes River that pioneers called "Farewell Bend". The postal service shortened that two-word name to just one word. What single word is the city now called?