Leo's Grill & Malt Shop

10/05/2026

Stillwater Harvest Fest will have a FREE Local Trolley this weekend. With forecasted 80’s 😎 and Peak Fall Colors 🍁 we are expecting large crowds and we want to make it as easy as possible for locals to come downtown. Jump on the Trolley! It’s FREE!!!
The FREE Local Trolley will circulate between the City of Stillwater,’s Parking Ramp (Commercial St & 2nd), Sunny Hill Preschool (Myrtle & Greeley), The Harbor Bar and Pioneer Park, then back Downtown.
The Free Local Trolley will operate on Sat from 10am - 9:30pm and Sun 10am - 7:30pm. More details and a map coming soon. Oh, in case you missed it, it is FREE to ride.

Old fashioned Burgers & Malts. Full service dining, Walk-Up Window Ice Cream & Outdoor Patio in the heart of historic Stillwater, MN on the St. Croix River

09/22/2026

Stillwater Homecoming Special!
Flattie Cheeseburgers:
Single $5, Double $7. Now thru Friday!
Go Ponies!

09/20/2026

Gloria’s Soft Serve is OPEN and ready to serve you up:
🍦Vanilla, Chocolate or Twist Ice Cream
🍋‍🟩 Lime Dole Whip
🌭 Chicago Dogs
We are currently open on nice weather weekends: Friday nights, Saturdays and Sundays! Come and get some!

09/18/2026

Friday 9/18 is National Cheeseburger Day!
Flattie Cheeseburger $5
Double Flattie Cheeseburger $7

09/09/2026

Here is a little taste of “The Anticipation” by Drawing Straws performed last night on the Patio at Leo’s. Thanks to Alissa, Chris and those who came out to watch and listen them do their thing. There was fiddlin’ & strummin’ and some hootin’ & hollerin’. Good times!

09/08/2026

Tonight is the night. LIVE Music on the Leo’s patio from 6-8pm.

09/03/2026

18 years ago today (9/2/2008) we began our journey as owners of the little corner malt shop on Main Street in downtown Stillwater. Naashom, my Mom-Gloria, Monica, all of my siblings, Gus, Blue, Edy, Angie, Howard, Chris & Joelle, Tom & Kari, Chris & Patricia, Chris & Julia, Paul & Angie, Kim & Jason, Jon & Ann, Mike, Scotty Z, Richard, Will, Joel, Chad, Lara, Dawn, Eric, and of course, in spirit, my Dad - Leo and Nash’s brother Jake. Along with our loving family, wonderful friends and loyal guests. You have all been with me, from the beginning, all along the way.
We took 4 months to figure some stuff out, we remodeled and re-opened as Leo's Grill & Malt Shop in January of 2009. I have made a ton of mistakes, but you stuck with me. The Leo’s Crew continues to evolve, grow and do our best. Thank you for 18 amazing years! 😊