Tours On-Demand

Duration: Tour is 2-1/2 to 3 hours

Location: Downtown Oskaloosa

Ask for quote.

Tours run rain, shine, or snow!

Tour when you want to tour! Great for corporations, reunions, out-of-town guests, and parties!

  • Set your own time and date for a tour!
  • You can limit the tour to only your group or allow public access
  • Sample delicious food while learning about the architecture, history, and culture of Oskaloosa

Tour can be private or opened to the public--your choice!

Handicap accessible

Restrooms at each food stop

Approximately 1-1/2 to 2 miles total walking

Tours are held rain or shine!

Vegetarian option available on request

Parking nearby

Recommend guests bring a bottle of water along

What to Expect

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.

Tour Diversions!

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."

FACE/Art Center

Since Wood Iron Grille is too far to walk, we will eat at either the Art Center or the Alley-two experience for one tasting!

Hunter's Gifts 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 Cafe & Catering

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 was started by Heather Nelson in 2019. Her vision for the restaurant was to have a small, carefully developed menu! And who doesn't like 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!

Where to Meet

Parking is available on the street or in free, public parking lots within a block of the starting and ending point.

Meet on the west side of the square in front of the Chief Mahaska statue across the street from Smokey Row Coffee Shop.

Get Directions

Have questions? Here's the most frequently asked.

Parking is available at the tour’s starting location. After your purchase tickets, you’ll receive emails with parking suggestions.

Yes, but please be sure they are able to walk approximately two miles.

Absolutely not! Our tours combine architectural commentary, historical facts, local culture and culinary insight into a unique 3-hour experience. Imagine walking through the city eating our local artisans’ most delicious foods while learning the neighborhood from real locals.

Please be sure and let us know if you (or anyone in your group) is a vegetarian, and we can accommodate them. Other food allergies may be accommodated if at all possible, but it is not guaranteed. As long as we know in advance, we can do our best to accommodate your needs.

Yes, advance ticket purchase is required. Events typically sell out quickly. To maximize your chances of getting the date, time, and number of tickets you prefer, please book well in advance.

Still have questions?   Visit our FAQ page to submit your own

"I love food tours!"


More Tours to Explore!

Downtown Osky Tour

Get away from the hustle and bustle of large city food tours, and join us on an easy-paced walking tour of historic downtown Oskaloosa, Iowa

Tour is 2-1/2 to 3 hours    General Admission $35.00