Go straight to the bicycle advocacy organizations who are on their bikes every day, and who know from first hand experience which areas could be more bicyclist friendly. They can also give advice on their preferred style of bicycle rack.

Below are links to some of the more prominent bicycling organizations in the US and Canada.
Arkansas
Bicycle Advocacy of Central Arkansas
California:
Bike Bakersfield
C.I.C.L.E.
California Bicycle Coalition
East Bay Bicycle Coalition
Los Angeles County Bicycle Coalition
San Francisco Bicycle Coalition
Sacramento Area Bicycle Advocate
San Luis Obispo County Bicycle Coalition
Florida:
South Florida Bike Coalition
Green Mobility Network
Georgia:
Atlanta Bicycle Coalition
Savannah Bicycle Campaign
Hawaii:
Illinois:
Chicagoland Bicycle Federation
League of Illinois Bicyclists
Louisiana:
Baton Rouge Advocates for Safe Streets
Maine:
Maryland:
Massachusetts:
MassBike
LivableStreets
Boston Cyclists Union
Michigan:
Nevada:
New Jersey:
New York:
Transportation Alternatives
New York Bicycling Coalition
North Carolina:
Charlotte Area Bicycle Alliance
East Coast Greenway Alliance Alliance
Ohio:
Oklahoma:
Oregon:
Bicycle Transportation Alliance
Pennsylvania:
Bicycle Coalition of Greater Philadelphia
PA Walks and Bikes
Bike Pittsburgh
West Windsor Bicycle and Pedestrian Alliance
South Carolina:
Tennessee:
Texas:
Texas Bike Coalition
League of Bicycling Voters
Vermont:
Vermont Bicycle & Pedestrian Coalition
Washington:
Washington, DC:
Washington Area Bicyclist Association (WABA)
West Virginia:
Wisconsin:
Calgary: