Published by info on September 28, 2026
Two weekends in a row of incredible festivals, countless activities and so much fun? Why yes, we have that right here in Stillwater the first two weekends of October!
Book your stay in Stillwater to enjoy the full schedule of events!
The Greater Stillwater Chamber of Commerce is proud to present the Rivertown Fall Art Festival, attracting more than 10,000 people from MN and Western WI and throughout the Midwest.
Join us for the annual Rivertown Fall Art Festival, a beloved tradition in Stillwater, Minnesota, set against the stunning backdrop of the St. Croix River. This long-standing event showcases the work of talented artists, offering a diverse array of unique creations, from fine art to handmade jewelry. Don’t miss this celebration of art and culture in one of Minnesota’s most scenic locations.
FREE to Ride! Event attendees can catch the historic Stillwater Trolley to and from the event area in Lowell Park, downtown Stillwater, from downtown Bayport.
Parking location: Central Avenue & Maine Street North in Bayport. A block behind Woody’s Bar & Grill. First shuttle leaves at 9:30 am both days. The Trolley will also pick up at the Bayport American Legion 263 3rd Street North on the way.
Pick up loction in Downtown Stillwater: At the public bathrooms in pedestrian plaza, just north of the gas station on Water Street North. Last Trolley leaves downtown Stillwater at 5 pm both days.
Shuttles run about every 20-30 minutes.
Stillwater Harvest Fest is a FREE event, held the second weekend of October each year, is one of the premier events in downtown Stillwater and one of the largest of its kind in the Midwest. Several times, Stillwater Harvest Fest was the number one giant pumpkin weigh off in the world. Harvest Fest also features a giant pumpkin weigh-off, pumpkin drop, pumpkin regatta, live music, vendor market and chili cook-off! Fun for the whole family!
Purchase Chili Cook-Off Tickets HERE!!
📍 Pick up / drop off locations:
The free shuttle will be dropping off and picking up at 2nd and Chestnut!
Ready to celebrate the fall season? We look forward to hosting you in our beautiful town! Share your experiences by tagging @DiscoverStillwater and using #DiscoverStillwater on Instagram, Facebook, or TikTok.
