Duration: Tour is 2-1/2 to 3 hours
Location: Downtown Oskaloosa
Tours run rain, shine, or snow!
Restrooms at each stop
Handicap accessible restaurants
Total walking distance is under two miles
Vegetarian option available with prior notice
Tours run rain or shine!
Parking available on the town square or in the parking lots of the adjacent mall.
We recommend you bring a bottle of water with you.
Your tour guide will greet you at the Chief Mahaska statue on the west side of the town square directly across from Smokey Row coffee shop.
This is a walking tour that covers approximately 1-1/2 to 2 miles on flat, paved surfaces.
The tour ends at the same location as the starting point.
Wood Iron Grille
Wood Iron Grille is owned and operated by Matt Gunn and Michael Glesener. Their vision is “making memories one plate at a time."
Hunter's Gift and Coffee Cafe
Frank and Shirley offer a small, quality menu with all homemade dishes. Besides the delicious food, Hunters has a impressive array of china, crystal, and other gift items
Grate Expectations
Kyle Brown is passionate about offering southeast Iowa “a fresh and unique dining experience focused on providing thoughtful food.”
The Book Vault
Since Grate Expectations is too far to walk, we will visit the Book Vault and experience two special places for one tasting!
The Brickhouse Cafe
The Brickhouse Cafe opened up in November 2017. Owner Kory Wright says “the time sure has flown by when you're having this much fun.” Kory is open for breakfast and lunch.
WanderLunch (weekdays only)
WanderLunch was started by Heather Nelson in 2019. Her vision for the restaurant was to have a small, carefully developed menu! And who doesn't love Grilled Cheese?
Smokey Row Coffee Shop
Smokey Row is THE place to meet in Osky! It's a gathering place for friends, business, politicians and more where you can enjoy coffee, ice cream, soups, sandwiches, and pastries.
Jaarsma Bakery
While at Smokey Row, you will get to try a treat from Jaarsma Bakery which has been offering delicious "Dutch Treats" since 1898!
Street parking is available as well as public parking lots within one block of the starting and ending point. Starting and ending point is on the west side of the town square,108 South Market Street (Highway 63 South), Oskaloosa, IA., 52577, directly across from Smokey Row.
Get DirectionsAnonymous"Best way to get to know an area!"
Don't have time for the full, three-hour Downtown Osky Tour? Then take this tour--it's condensed, abridged, and only half as long!
