| Route Name | Distance | Difficulty |
| Around Boltinghouse Cruise | 22 or 16 miles | moderate or easy |
| Ride Around Bloomington | 54miles with many short options | varies with route |
| Bartlettsville | 52 or 44 miles | 52 or 44 miles difficult or difficult |
| Bloomfield Covered Bridge | 82 or 50 miles | difficult or moderate |
| Cordry-Sweetwater Lakes | 80 or 55 miles | difficult or moderate |
| Dr, T's Funky 50 | 50 miles | difficult |
| Hello Dali | 10 miles | easy |
| Hendricksville Ride to Rosies's | 30 or 23 miles | moderate or moderate |
| Hoosier Hills Routes | 100 60 or 20 km | unclassified |
| Hoosier Hills 60K | 40 miles | moderate |
| Ins and Outs of Bloomington | just getting out of town | unclassified |
| Joe Palooka Ride to Oolitic | 55 or 39 miles | difficult or difficult |
| Lake Monroe -- The Short Route | 19 or 15 miles | easy or easy |
| M&M Ride (Martinsville - Mahalasville) | 60 miles | moderate |
| McCormick's Creek Day Loops | various | unclassified |
| Morgan Monroe State Forest | 37 miles | moderate |
| The Nashville 90 | 90 miles | difficult |
| Nashville Ride | 55 or 33 miles | difficult or moderate |
| Nice & Easy to Lake Monroe | 23 miles | easy |
| Popcorn Ride | 46 or 30 miles | difficult or moderate |
| Tour D'Sewer | 22 miles | moderate |
| Williams Covered Bridge | 70 or 57 miles | difficult or difficult |
| Route Name | Distance | Difficulty | |
| Tour de Boat Ramps | 74 or 44 miles | monster or wimp | |
| Cedar Bluff Nature Preserve | 26 or 17 miles | difficult or moderate | |
| Joe's Clay City "Almost a Century" | 96 miles | difficult | |
| That Clear Creek Trail Ride | 17 or 11 miles | moderate or moderate | |
| Tour de Ville - Gatesville & Nashville | 64, 59, or 55 miles | difficult, moderate or moderate | |
| Ellettsville Ride | 23 miles | moderate | |
| Fluck Mill | 22 miles | moderate | |
| Texas Ridge to Gosport | 46 or 39 miles | difficult or moderate | |
| Griffy Lake Ride | 17 or 12 miles | moderate or moderate | |
| Harmony Hills Training Ride #3 | 24 or 20 miles | moderate or moderate | |
| Hill Tops & Traffic - Training Route #4 | 26 or 22 miles | difficult or difficult | |
| Hobbieville Ride | 47 or 31 miles | very difficult or difficult | |
| The Limestone Tour - Kirksville & Stanford | 32 or 23 miles | difficult or difficult | |
| Low Gap to Martinsville - "The Touchables" | 51 or 26 miles | moderate or moderate | |
| McCormick's Creek State Park -- Breakfast Ride | 45 or 41 miles | moderate or moderate | |
| McVille, Newark & Solsberry | 45 or 40 miles | difficult or moderate | |
| The Mortarboard Mosey | 30 or 15 miles | moderate or easy | |
| Muscatatuck Wildlife Refuge & Beyond | 33, 29 or 24 miles | moderate, moderate or easy | |
| Morthern Heights - Training Ride #2 | 22 or 19 miles | difficult or difficult | |
| Paragon Ride | 44, 38 or 29 miles | moderate, moderate or moderate | |
| Pine Grove & Shawnee Bluff | 24 or 17 miles | easy or easy | |
| Madison - Rudy's Savage Double Century | 200 miles | difficult | |
| Triple Creek -Training Ride #1 | 25 or 16 miles | difficult or difficult | |
| The Tulip Trestle - "A Yoo Hoo at Yoho's" | 52 or 40 miles | difficult or difficult | |
| Wild Ride to Wilbur | 78 miles | difficult | |
| The Wineries Ride (Oliver, Butler & Possom Trot) | 44 or 24 miles | difficult or moderate | |