A lot of hiking brands have been offering more casual pieces that are designed for an active lifestyle. The cut is crucial for comfort, the length important unless you don't mind flashing unsuspecting pedestrians. For everyone's sake keep the cut loose and the length around the knee.
Isis Lily skirt from REIIf want something dressier branch out with different fabrics.
I'm a big fan of how functional and sturdy Lucky Handbags are. The Abbey Road from Zappos marries form and function with a cross body strap and top handles, perfect for when you need something dressier than a messenger bag .

This B. Makowsky, available from Nordstrom's is also a great option when you need your hands free.

Unless you want to tote a second pair of shoes I'd suggest wearing something cute yet sporty.
Lacoste Sollie Flats at Zappos
Diesel Water Lily also at Zappos



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