Stillwater Travel Guide: Things to Do, Best Time to Visit & Itinerary

Stillwater, Minnesota, feels like a town suspended in a sweeter, simpler time. Nestled against the limestone bluffs of the St. Croix River, this historic logging town captivates visitors with its preserved 19th-century architecture and steep hills that roll down to the water’s edge. It is a place where paddlewheel boats still churn the water and the sound of church bells echoes across the valley, creating an atmosphere that is both nostalgic and lively.

While it is just a short drive from the Twin Cities, stepping onto Main Street feels like entering a different world. The town is a haven for antique hunters, foodies, and romantics alike, offering a walkable downtown district packed with character. Whether you are watching the lift bridge raise for passing boats or sipping a local craft beer on a patio, the ‘Birthplace of Minnesota’ offers a distinct blend of Midwestern hospitality and river town magic.

The Birthplace of Minnesota

Stillwater holds a unique place in history as the site where the territorial convention was held in 1848, setting the stage for Minnesota to become a state. This rich past is visible everywhere, from the lumber baron mansions on the hill to the converted grain elevators downtown. The town was once the epicenter of the white pine lumber industry, and that wealth left behind a legacy of stunning Victorian architecture that makes simply walking the residential streets a sightseeing activity in itself.

Beyond the bricks and mortar, the local culture embraces the river lifestyle completely. The St. Croix is a National Scenic Riverway, and life here revolves around the water. In the summer, the river is dotted with yachts, pontoons, and the iconic gondolas, while the river walk serves as the community’s front porch. It is this connection to nature and history that gives Stillwater its enduring appeal.

The Icons You’ll Want to See

Historic Lift Bridge - A marvel of engineering from 1931, this bridge is now a pedestrian and bicycle crossing. It connects Minnesota to Wisconsin and offers a 1-mile loop if you cross and return via the new St. Croix Crossing bridge.

St. Croix Boat & Packet Co. - Located right at the levee, these majestic paddlewheel boats offer daily public excursions. Tickets range from $25 for sightseeing to $60+ for dinner cruises, providing a unique vantage point of the valley.

Teddy Bear Park - A free attraction located on 2nd Street, this park is famous for its giant stone teddy bears, train, and treehouse. It is a beloved stop for families with young children and offers great views of downtown.

Warden’s House Museum - Built in 1853, this museum at the north end of Main Street tells the story of the Minnesota State Prison that once operated here. Admission is approximately $8, and it offers a fascinating look into the town’s grittier past.

Planning Your Visit

Stillwater is located about 25 miles east of Minneapolis-St. Paul International Airport (MSP), making it an easy day trip or weekend getaway. The downtown area is very walkable, but be prepared for steep hills if you venture away from Main Street toward the historic homes. Comfortable walking shoes are a non-negotiable item for your packing list.

Parking can be challenging, especially on summer weekends. It is highly recommended to use the parking ramp on 2nd Street rather than circling for street parking. If you are visiting for the day, arrive before 10:00 AM to secure a spot. The town is very dog-friendly, with many patios welcoming pets, so feel free to bring your furry companion along for the river walk.

Stillwater shines brightest when the river is flowing and the patios are open, making late spring through early autumn the ideal window for a visit. However, do not discount the magic of the holiday season, when the town is draped in lights and snow, offering a quiet, romantic escape from the bustle of the city.