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Biking & Hiking Trails

Biercycle Adventures

Pedal the riverfront and streets of downtown on a motorized cycyle holding 13 people. Tours and group Rentals Available.

Browns Creek State Trail

Brown’s Creek Trail is a 6.4 mile paved multi-use trail built on an old railroad leading from downtown Stillwater into the countryside. Start at the trailhead parking lot on the north end of Main Street by the old train depot.

Chilkoot Cyclery

Full service bike shop; whether you need a simple brake adjust or a complete custom bike build, they have the trained, dedicated staff to make it possible and connections to local cycle clubs and insight.

Gateway State Trail

The former paved Soo Line rail bed runs 18 miles from St. Paul to Pine Point County Park in Stillwater offering mostly flat, scenic riding.

Herman's Electric Bikes

Electric bike rental conveniently located on the intersection of Main/Chestnut/Water right at the base of the the historic lift bridge and St. Croix Loop bike trail. We have electric fat-tire and electric cruiser bikes for rent for a few hours or a full day. Explore all the beauty and fun around Stillwater.

Pedego Bikes

Pedego Stillwater is a locally-owned electric bike store where you’ll be treated like family. There is no substitute for a brick and mortar store in your community. We offer electric bike sales, rentals, accessories, and service. Stop by and try a Pedego for free.

St. Croix River Crossing Loop Trail

The St. Croix River Crossing Loop Trail connects Minnesota and Wisconsin over two bridges – historic lift bridge and the new St. Croix Crossing bridge – along the St. Croix river back to downtown Stillwater for a total of 4.7 miles. Park near at Houlton Elementary school (70 Cty Rd E, Houlton, WI54082) on the Wisconsin side or the lot near the new bridge just off hwy 36 on hwy 95 (1315 Main St. S.) or downtown Stillwater in city lots or on street

View the natural beauty of the St. Croix river valley winding down trails then end up downtown Stillwater for more food and fun. Did you know you can bike from downtown Stillwater to downtown St. Paul or downtown Stillwater to Wisconsin? That’s right bike from the Birthplace to the Capital of Minnesota! Stillwater was also recently named a Bronze-level Bicycle Friendly Community by the League of American Bicyclists. The award recognizes Stillwater for its commitment to creating transportation and recreational resources that benefit its residents of all ages and abilities while encouraging healthier and more sustainable transportation choices.

Explore the beautiful valley on city, county, and state trails for hiking, biking, or in-line skating. Bring your bike or rent cruisers from self-rental station downtown or e-bikes from several shops. We’ve also got a bike retail & repair shop: Chilkoot Cyclery!

We have miles of trails with amenities like restrooms, restaurants, breweries, wineries, shopping, and lodging all right downtown by the trail head of the Brown’s Creek/Gateway Trail.


As part of the new St. Croix Crossing bridge and historic lift bridge renovation project, a 5-mile loop trail connects the Minnesota and Wisconsin sides of the St. Croix River. As of now, you can enjoy three quarters of this trail from downtown Stillwater south to the new bridge connecting to Wisconsin. Find amazing views and river valley information at three lookout points. The view from the St. Croix Crossing bridge was named Best View 2018 by CityPages viewers. The St. Croix River Crossing Loop Trail was completed in 2020 with the final section which includes the historic lift bridge.

Order a Stillwater Bike Trails Map (part of the Stillwater Visitor Guide) – Click here to order via mail or pick up at downtown businesses.

For more information on nearby trails in Wisconsin visit:

For complete Minnesota/Twin Cities biking information for longer trips visit Explore Minnesota/PedalMN, order a Twin Cities Bike Map, or check out the largest Twin Cities recreational bicycling club or local St. Croix Valley Cycling Club Ride Maps. Map my Ride also has many road cycling routes that run through Stillwater. Minnesota is ranked as the #2 bicycle-friendly state in the country by the League of American Bicyclists.

Serious racing cyclists flock to Stillwater for two annual cycling events:

The Minnesota IRONMAN bike ride in April features the Scenic St Croix River Valley covering Washington County and the communities of Scandia, Stillwater, Afton, Lake Elmo, Marine on the St Croix and Oak Park Heights. Several routes have been established for riders in all types of levels and distances.

The state-wide pro North Star Bicycle Festival annual criterium Grand Prix who’s bike race route includes the famous Chilkoot Hill known as one of the hardest climbs in America. Award ceremony takes place in June in downtown Stillwater. Join the fun and cheer on the riders as they reach the end of the their grueling race.

Annual running events such as road races, half marathon, 10K, 5K events also take place each year in scenic Stillwater. For a complete listing, visit Run Stillwater or our events calendar. Look for the new St. Croix Crossing half marathon over the new bridge this year on the loop trail!

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