Whistlestop Marathon

Ashland, Wisconsin, United States

Oct, 2027 (TBD)

5k, 10k, Half-marathon, Marathon

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Race Information

Join the Whistlestop Marathon for a beautiful course that begins in Iron River, Wisconsin, and finishes in Ashland, Wisconsin, on Lake Superior’s south shore.

The scenic fall backdrop will surround you as you run on a gradual decline towards the finish line in Ashland.  This fall marathon offers you spectacular views of the countryside, fall colors, and the most fun-friendly aid stations.  It’s easy to see why the WhistleStop is the Upper Midwest’s best fall classic. 

Maybe you are trying to qualify for Boston or you might be hoping for that Personal Record, or this may be the first long-distance event for you.  Regardless of the reason, the race staff and the volunteer teams are there to support you from the start to the finish line, and thank you for choosing the WhistleStop Marathon!! Feel the warm hospitality from the businesses and residents as you embark on the most scenic, fun, Fall Marathon, with the best volunteers!

✈️ Destination Run Pick: Circle K Pensacola Double Bridge Run

📍 Pensacola, FL - February 13, 2027

The Circle K Pensacola Double Bridge Run, a Pensacola Sports event is one of the most scenic and beloved 15K races in the Southeast. This fan-favorite race connects historic Downtown Pensacola to the sugar-white sands of Pensacola Beach, including two breathtaking bridge crossings over Pensacola Bay and Santa Rosa Sound.

Make a weekend of it! Enjoy Pensacola’s sugar-white beaches, walkable downtown, coastal dining, and warm Southern hospitality. Whether you’re chasing a personal best or simply chasing the sunrise over the bay, the Circle K Pensacola Double Bridge Run is your bridge to an unforgettable running experience.

Register by October 31 to beat the next price increase and guarantee your spot!

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Race Facts

Race Size: 1,000 - 5,000

Course Type: Trail

Boston Qualifier: Yes

Kids Run: No

Where to Stay

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