It is often easier to get around New Orleans on a bike vs. hopping in your car. Finding a parking spot is problematic in the French Quarter and it is so much quicker to chain your two wheels to a light post than parallel park and hoof it to your destination. I found myself in a bit of a dilemma one Saturday night. I wanted to bike to the Quarter but needed a dressy enough outfit to nosh at a mid priced eatery. The problem lay in my clothing options. All I had were impractical handbags or my functional, yet not very fashionable, Timbuk2 messenger bag. My husband and I opted to take a slightly sleeker Tumi backpack to carry our necessities since we wanted to imbibe at Muriel’s later in the evening and didn’t want to look like tourists. I opted to wear a just below the knee, voluminous cotton skirt so I could maintain modesty en route and not feel under dressed upon arrival to our destination. I know lots of gals that use bikes as their main transportation and functionality is a must.
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 REI
If want something dressier branch out with different fabrics.
DKNY printed full skirt from Dillard’s
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