What kind of experience are you looking for?
And which city?
ChangeBridge spot the bridges
Portland is the City of Bridges (twelve crossing the Willamette). Walk to the Burnside Bridge and take a group photo where as many different bridges as possible are visible behind you.
Checkpoint: Japanese Garden
Navigate to the Portland Japanese Garden in Washington Park and check in at the entrance.
Checkpoint: Pioneer Courthouse Square
Navigate to Pioneer Courthouse Square in downtown and check in on the brick steps.
Checkpoint: Powell's City of Books
Navigate to Powell's City of Books on Burnside and check in at the main entrance.
Flannel and beard count
Walk a single Portland block and count how many flannel shirts or impressive beards you spot. Take a group photo of the team in the same block wearing whatever flannel you have (or imitating beards with hair).
Food cart pod feast
Portland has more food cart pods than any city. Find one (5th Avenue, Hawthorne, Mississippi) and order four different cuisines for the team. Take a single photo of the spread laid out on a picnic table.
Garden serene pose
Inside or just outside the Japanese Garden: take a group photo where the team strikes meditative poses on a moss bank, a stone path or in front of a koi pond. The slower the breathing, the better.
Keep Portland Weird
The "Keep Portland Weird" mural by the Burnside Bridge is the city motto. Find it (or any "Keep Portland Weird" sign or sticker) and take a group photo with team members striking deliberately weird poses.
Local Portlander tip
Convince a local Portlander to share a tip about the city. Take a photo with your impromptu guide and remember the tip.
Portland finale
Final challenge. Find a beautiful Portland spot and take an amazing closing group photo. Cheers from PDX!
Portland kick-off
The hunt begins! Find a typical Portland backdrop (a vintage neon sign, a coffee cart, a moss-covered wall, a flannel shirt on a stranger) and take a group photo with the whole team in shot.
Portland's living room shot
On Pioneer Courthouse Square: take a group photo where the team is spread across the brick amphitheatre, each person standing on a different step, like Portlandia's living room.
Powell's color room photo
Inside Powell's: the rooms are named by colours (Blue, Red, Gold, Rose). Find one and take a group photo where each person holds a book matching the colour of the room.
Stumptown coffee toast
Stumptown is the Portland coffee roaster that launched the third-wave coffee scene. Find a cafe (Annex on Pine is the original), order pour-overs for the team and take a group toast photo. Single-origin discussion encouraged.
Trivia: Portland nickname
Portland Oregon has many nicknames. Which one refers to its garden heritage (two words)?
Trivia: Powell's superlative
Powell's City of Books in Portland is the world's largest independent what (one word)?
Voodoo Doughnut bite
Find Voodoo Doughnut (the original on SW 3rd Avenue) and take a group photo with the team biting into Voodoo Bubble or a Maple Bacon Bar. Pink box visible.
Weird title hunt
In Powell's, find the weirdest book title you can in five minutes. Take a photo of the team holding it up like a serious book club pick.
White Stag sign pose
The "Portland, Oregon, Old Town" white stag neon sign by the Burnside Bridge is the city's most iconic. Find a spot where the sign is in view and take a group photo where one person pretends to be the leaping stag.