Neighborhood walk
One familiar walker, your dog’s regular route, and time for sniffing rather than mileage theater.
from $24Neighborhood walk detailsPortland dog walking + daycare
Your dog’s best part of the day.
Familiar walkers, thoughtfully matched packs, and updates that tell you more than “they had fun.” Walks and daycare built for real city dogs.
Taking new weekday dogs in Buckman and Sunnyside
6 dogsmaximum per walking pack
4.9/5from 142 Portland dog people
6 maxin every walking group
1 updatewith route, notes, and photos
2019walking the eastside since
Pick the right rhythm
More than a lap around the block.
Every service has a clear job: burn energy, build a routine, add safe social time, or keep a long workday from becoming a long day alone.
Small-pack adventure
Up to six compatible dogs. Door-to-door pickup, 60 minutes outside, and a route recap when the pack is home.
from $34Small pack adventure detailsStructured daycare
Play, decompression, rest, and enrichment in an indoor-outdoor yard. No all-day free-for-all.
from $48Daycare detailsPuppy + senior visit
Short, private visits shaped around young attention spans, older joints, medication notes, and familiar routines.
from $22Puppy and senior visit details
62%
The Sidekick rule
Small enough to notice every dog.
A pack should never be so large that a walker misses a loose harness, a hot sidewalk, a stiff gait, or a dog asking for space.
How we build safe packsA day with Sidekick
No mystery between pickup and home.
Every handoff has a person, a time window, and a useful update. You should know what your dog actually did.
Confirm
Your walker checks the day’s route, weather, access notes, and anything new with your dog.
Match
Pack dogs are grouped by pace and play style, not by who happens to live closest.
Move
Walk, sniff, play, train a little, drink, and decompress. Rest is part of the plan.
Report
You get route, bathroom notes, mood, photos, and anything worth watching after the outing.
From this week
Ordinary days, honestly photographed.
No staged shoots and no stock smiles. These are the kinds of walks, greetings, and yard sessions your dog joins.
“Miso used to hide when anyone picked up his leash. Now he waits at the window on Tuesdays because he knows it is Avery.”
“The update said Nori was slower on her left side. Our vet found a sore paw that evening. That level of attention is why we stay.”
Devon K. + Nori · senior solo visits“Daycare with a nap built in. Rocket comes home pleasantly tired, not wrecked.”
Priya S. + Rocket · two days weeklyPeople your dog can know
Three walkers. No mystery handoffs.
Your meet-and-greet is with a real member of the walking team. That person remains your point of contact.
Avery Morgan
Founder and pack matcher. Best with energetic young dogs learning how to move calmly in a group.
Jules Rivera
Senior-dog pace specialist and the person behind Sidekick’s heat, smoke, and route-change playbook.
Samira Khan
Daycare lead. Builds quiet transitions for dogs who love company but need breaks from the crowd.