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Routes
Road cycling routes
United States
Minnesota
Washington County

Stillwater

The best road cycling routes around Stillwater

4.8

(12)

458

riders

29

rides

Road cycling around Stillwater, Minnesota, is characterized by its location within the St. Croix River Valley, a National Scenic Riverway. The terrain features a mix of paved trails, often built on former railroad grades, offering generally level paths. Routes also include areas with moderate inclines and wooded sections, providing varied challenges. Historic and new bridges, such as the Stillwater Lift Bridge and the St. Croix Crossing Bridge, are integral to many routes, connecting Minnesota and Wisconsin.

Best road cycling routes…

Last updated: May 19, 2026

5.0

(2)

49

riders

#1.

Stillwater Lift Bridge – Stillwater Lift Bridge loop from Grill Stand

23.0km

00:57

150m

150m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Tips from the Community

Andrus
June 29, 2025, White Bear Lake

White Bear Lake is known as Bde Maṭo Ská by the Native Dakota people, and they were known for using the lake's island as a source for making Maple syrup. In his book "Life on the Mississippi" (1883) Mark Twain described the lake as such: "The White-bear Lake is less known. It is a lovely sheet of water, and is being utilized as a summer resort by the wealth and fashion of the State. It has its club-house, and its hotel, with the modern improvements and conveniences; its fine summer residences; and plenty of fishing, hunting, and pleasant drives. There are a dozen minor summer resorts around about St. Paul and Minneapolis, but the White-bear Lake is the resort."

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Gaze down from Brown's Creek State Trail over the steep drop-off, revealing Browns Creek flowing below.

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Matoska Park is a great little green park on the shore of White Bear Lake. The park has restrooms and picnic tables, as well as a great view of the water.

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Found between HWY 96 and Lansing Ave along the Gateway Trail, the Gateway Trailside serves a variety of food and drinks in a tranquil setting. It is a great place for a break while out riding the trail.

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Only visible from the bike trail.

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Take your swimwear with you and enjoy cooling off after the hike. 😉

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The Brown's Creek State Trail and Gateway State Trail meet here at Duluth Junction. There is a large parking area along with restrooms at this trailhead, making it a great spot to start your ride.

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White Bear Lake is known as Bde Maṭo Ská by the Native Dakota people, and they were known for using the lake's island as a source for making Maple syrup. In his book "Life on the Mississippi" (1883) Mark Twain described the lake as such: "The White-bear Lake is less known. It is a lovely sheet of water, and is being utilized as a summer resort by the wealth and fashion of the State. It has its club-house, and its hotel, with the modern improvements and conveniences; its fine summer residences; and plenty of fishing, hunting, and pleasant drives. There are a dozen minor summer resorts around about St. Paul and Minneapolis, but the White-bear Lake is the resort."

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Frequently Asked Questions

How many road cycling routes are available around Stillwater?

Stillwater offers a wide variety of road cycling routes, with over 30 tours available on komoot. These range from easy, flat rides to more moderate routes with elevation changes, catering to different skill levels.

What kind of terrain can I expect on road cycling routes in Stillwater?

The Stillwater area provides diverse terrain for road cyclists. You'll find mostly flat, paved trails built on former rail beds, such as sections of the Brown's Creek State Trail and Gateway State Trail. There are also routes with significant elevation gains, traversing through farmlands and wooded areas within the scenic St. Croix River Valley.

Are there road cycling routes suitable for beginners in Stillwater?

Yes, Stillwater is very welcoming for beginners. Many routes utilize paved, mostly flat former rail beds, offering an easy and enjoyable experience. For example, the Stillwater Lift Bridge – Duluth Junction loop from Stillwater is an easy 25.1-mile path featuring views of the St. Croix River.

What are the options for experienced road cyclists looking for a challenge?

Experienced road cyclists can find routes with significant elevation gains and longer distances. Stillwater's diverse terrain includes challenging climbs through farmlands and wooded areas. Events like the Minnesota IRONMAN bike ride also utilize the scenic St. Croix River Valley for more demanding routes.

What scenic landmarks or natural features can I see while road cycling in Stillwater?

Road cycling in Stillwater offers stunning views of the St. Croix River Valley, a National Scenic Riverway. You can ride across iconic structures like the historic Stillwater Lift Bridge and the modern St. Croix Crossing Bridge. Some routes also pass by Willow Falls, offering a beautiful natural spectacle.

Are there any loop road cycling routes in Stillwater?

Yes, Stillwater features several excellent loop routes. A notable one is the St. Croix River Crossing Loop Trail, which connects Minnesota and Wisconsin via the historic Lift Bridge and the St. Croix Crossing Bridge. You can also explore routes like the Duluth Junction – Gateway State Trail loop from Stillwater, a moderate 32.6-mile loop.

Are there family-friendly road cycling routes in Stillwater?

Absolutely. Many of Stillwater's trails, particularly those built on former rail beds like sections of the Brown's Creek State Trail, are paved and mostly flat, making them ideal for families. The St. Croix River Crossing Loop Trail is also a popular choice for its manageable distance and scenic views.

Where can I find parking for road cycling routes in Stillwater?

Parking is available at various trailheads and parks throughout the Stillwater area. Matoska Park, for instance, offers parking and amenities. Additionally, many routes are accessible from downtown Stillwater, where parking options are available, or from specific trail access points like the north end of Main Street near the old train depot for the Brown's Creek State Trail.

Are there places to eat or drink along the road cycling routes?

Yes, you'll find convenient stops along some of the popular routes. The Gateway Trailside is a well-known spot for food and drinks for those riding the Gateway State Trail. Downtown Stillwater also offers numerous cafes, restaurants, and pubs for post-ride refreshments.

What do other cyclists say about the road cycling routes in Stillwater?

The road cycling routes in Stillwater are highly regarded by the komoot community, boasting an average rating of 4.9 stars from over 10 reviews. Cyclists frequently praise the scenic St. Croix River Valley, the well-maintained paved trails, and the unique experience of riding across the historic and new bridges.

How long do road cycling routes typically take in Stillwater?

Route durations vary depending on distance and difficulty. Easy routes, such as the Stillwater Lift Bridge – Stillwater Lift Bridge loop from Grill Stand (14.3 miles), can take around an hour. Longer, moderate routes like the Duluth Junction – Gateway State Trail loop from Stillwater (32.6 miles) typically take over two hours.

What is the best time of year for road cycling in Stillwater?

Spring through fall generally offers the best conditions for road cycling in Stillwater, with pleasant temperatures and vibrant scenery. The St. Croix River Valley is particularly beautiful during these seasons. While some trails may be accessible in winter, specific road cycling conditions can vary greatly with snow and ice.

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