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Ashland by Bike: Family-Friendly Itinerary for Summer Fun

Enjoy summer fun with the whole family and explore Downtown Ashland by bike. With trails, shaded streets, and an array of exciting family-friendly stops, we have your pedal-by-pedal guide to taking in all that Ashland has to offer!

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1. PEDAL POWER

Check out the Trains & Brains two-mile bike route. Beginning at Ashland Train Station, follow the tracks north to a designated bike trail and past Railside Park. On the return trip, you’ll pedal the shady streets of Randolph-Macon College. Make sure you stop to enjoy the fountain plaza!

2. SWEET STOP

When you’ve finished the route, it’s a quick jaunt along England Street to sweetFrog for frozen yogurt. The business is tucked into one of Downtown Ashland’s historic properties at 210 England Street, originally built for the Ashland Ice Company in 1921. How fitting!

Image courtesy of Kiwanis Club of Ashland

Image courtesy of Kiwanis Club of Ashland

3. CLIMB HIGH

Refreshed and refueled, you can pedal west to Kiwanis Pufferbelly Park and enjoy the expansive new playground. Kids can test their skills at the skate park, or find creative ways to climb the spider web and merry-go-round. Little ones will enjoy swings, slides, and a sandbox in the shade.

4. ORDER UP

Once you have conquered the park, cross the street to Sports Page Grill for your choice of American fare. The restaurant honors local youth and college sports teams, alongside televised professional sports.

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5. CATCH A SHOW

For the finale, pedal to Ashland Theatre to catch the 7pm movie. July 19 through August 8, see Disney’s the Lion King in its new live-action version with a celebrity cast (buy tickets here). Spending the evening at the fully-renovated historic theatre is a perfect capstone to an Ashland adventure.