Depends on your alternatives but I had a good experience in the Cultural District. After you "finish" the Gap at the Point, continue around and up the Allegheny River (river on your left) on the Three Rivers Heritage Trail. Turn right (still on the trail) and take the trail up through the Convention Center. You don't hit any streets until it stubs out at 10th Street. Take the next right turn onto Penn Ave and you'll be in the Cultural District.
Penn Ave has closed 2 traffic lanes to provide bike lanes and outdoor dining room and there are lots of pubs, restaurants, etc (and bike traffic) in the next few blocks. I'm partial to the
Standard Market and Pint House at 947 Penn Ave (next to the Courtyard by Marriot). Plentiful seating in/out and bike parking. Best of all, open late, many people around and only 2 blocks from train station. Good luck.
Cultutral District shaded pale yellow and outlined.