| Fall All Club Ride | 09-02-2023 | 34 | BC - Moderate | |
| Fall All Club Ride | 09-02-2023 | 30 | AB - Strenuous | |
| Sonny's Lilydale 35 | 09-09-2023 | 30 | B - Brisk | |
| The Whole Enchilada | 09-06-2023 | 27 | AB - Strenuous | |
| The Whole Enchilada | 09-13-2023 | 26 | AB - Strenuous | |
| Tuesday Tuneup 2.0 | 09-19-2023 | 24 | AB - Strenuous | |
| Withrow & Beyond | 09-18-2023 | 24 | A - Very Strenuous | |
| TOUR DE HUGO WE GO! | 09-09-2023 | 24 | BC - Moderate | |
| Withrow & Beyond | 09-04-2023 | 24 | AB - Strenuous | |
| Tuesday Tuneup 2.0 | 09-05-2023 | 24 | AB - Strenuous | |
| Fall All Club Ride | 09-02-2023 | 20 | AB - Strenuous | |
| Withrow & Beyond | 09-11-2023 | 20 | AB - Strenuous | |
| Tuesday Tuneup 2.0 | 09-12-2023 | 20 | AB - Strenuous | |
| High Pines Brewery Ride - Roseville | 09-01-2023 | 19 | AB - Strenuous | |
| Lift Bridge Brewery Ride | 09-14-2023 | 18 | AB - Strenuous | |
| Westside Monday | 09-11-2023 | 17 | AB - Strenuous | |
| Fall All Club Ride | 09-02-2023 | 16 | B - Brisk | |
| 15 Miles and a Donut | 09-04-2023 | 16 | C - Relaxed | |
| St. Paul Classic Redux 2 | 09-14-2023 | 16 | B - Brisk | |
| B Ride from the A-Side | 09-19-2023 | 15 | B - Brisk | |
| TCBC Café Ride - Wayzata Depot to Ruby's (Victoria) - A/B Ride | 09-16-2023 | 15 | AB - Strenuous | |
| Rush Creek and Elm Creek | 09-16-2023 | 14 | C - Relaxed | |
| Day 2 - Door County Century Weekend | 09-09-2023 | 14 | AB - Strenuous | |
| **FULL** Battle Creek | 09-03-2023 | 14 | B - Brisk | |
| Suburban Funk Ride | 09-04-2023 | 13 | B - Brisk | |
| Lift Bridge Brewery Ride | 09-07-2023 | 13 | AB - Strenuous | |
| **FULL** Scenic Meander | 09-08-2023 | 12 | B - Brisk | |
| Turtle Bread and Wooden Ship Brewery Ride | 09-01-2023 | 12 | B - Brisk | |
| Monday Grind | 09-11-2023 | 12 | AB - Strenuous | |
| Sneakier Ride Through Lake Elmo | 09-08-2023 | 12 | C - Relaxed | |
| Wingnut Shady Oak | 09-10-2023 | 12 | B - Brisk | |
| Outreach Ride - Peninsula Century Fall Challenge | 09-16-2023 | 12 | Outreach | |
| LAKEWOOD HILLS AND BEYOND | 09-19-2023 | 11 | BC - Moderate | |
| 4 LOOPS AROUND LAKE ELMO | 09-20-2023 | 11 | BC - Moderate | |
| Champlin Midmorning Ramble | 09-20-2023 | 11 | C - Relaxed | |
| Monday Grind | 09-18-2023 | 11 | AB - Strenuous | |
| Jail House Yacht Rock | 09-17-2023 | 11 | BC - Moderate | |
| Westside Roundabout Short Circuit (Lee Park) | 09-07-2023 | 11 | NB - Night Brisk | |
| Rosetown American Legion Ride - Roseville | 09-08-2023 | 11 | AB - Strenuous | |
| Wednesday Grind | 09-13-2023 | 11 | AB - Strenuous | |
| Roads to Riches | 09-05-2023 | 11 | C - Relaxed | |
| Champlin Midmorning Ramble | 09-06-2023 | 10 | C - Relaxed | |
| Fall All Club Ride | 09-02-2023 | 10 | AB - Strenuous | |
| Day 1 - Door County Century Weekend | 09-08-2023 | 10 | AB - Strenuous | |
| SNEAKING THROUGH LAKE ELMO | 09-08-2023 | 10 | BC - Moderate | |
| Sunday Door County Ride Peninsula Fall Challenge Weekend | 09-17-2023 | 10 | AB - Strenuous | |
| Pink Express 2.0 | 09-18-2023 | 10 | B - Brisk | |
| **LIMITED** Hidden Falls | 09-20-2023 | 10 | B - Brisk | |
| Westside Monday - "NIGHT Ride" | 09-18-2023 | 10 | NAB - Night Strenuous | |
| Friday Door County Ride Peninsula Fall Challenge Weekend | 09-15-2023 | 10 | AB - Strenuous | |
| Sonny's Lilydale 35 | 09-16-2023 | 10 | B - Brisk | |
| Searching for Pie | 09-20-2023 | 9 | C - Relaxed | |
| Happy Valley Loop | 09-16-2023 | 9 | AB - Strenuous | |
| Champlin Midmorning Ramble | 09-13-2023 | 9 | C - Relaxed | |
| Sunrise Solitude | 09-03-2023 | 9 | AB - Strenuous | |
| Outreach Ride - 44th Annual Door County Century | 09-10-2023 | 9 | Outreach | |
| Park to Park | 09-01-2023 | 9 | BC - Moderate | |
| Scandia Half Century | 09-03-2023 | 9 | AB - Strenuous | |
| Les Mis | 09-07-2023 | 9 | B - Brisk | |
| River to River Greenway | 09-11-2023 | 9 | C - Relaxed | |
| OUTREACH RIDE: Northfield Rotary Defeat of Jesse James Bike Tour | 09-09-2023 | 9 | Outreach | |
| Full Grind NS 49.7 | 09-08-2023 | 8 | AB - Strenuous | |
| Dirt Church | 09-10-2023 | 8 | MBB - Mountain Moderate | |
| Friday Metric | 09-01-2023 | 8 | AB - Strenuous | |
| Groveland Tap Ride | 09-12-2023 | 8 | B - Brisk | |
| 4 Trails by 4 Lakes | 09-12-2023 | 8 | C - Relaxed | |
| Cowboy Jack's Westside Loop | 09-06-2023 | 8 | AB - Strenuous | |
| Gateway Express | 09-05-2023 | 8 | AB - Strenuous | |
| A TAILWIND WOULD BE NICE! | 09-13-2023 | 8 | BC - Moderate | |
| SCANDIA AND AROUND SAND LAKE | 09-17-2023 | 8 | BC - Moderate | |
| Groveland Tap Ride | 09-19-2023 | 7 | B - Brisk | |
| CUP & CONE OR CARIBOU | 09-16-2023 | 7 | BC - Moderate | |
| Ride to Purgatory Creek Park in Eden Prairie | 09-14-2023 | 7 | C - Relaxed | |
| SW Metro Ramble #2 | 09-13-2023 | 7 | BC - Moderate | |
| Wabun Park to Eat Street | 09-04-2023 | 7 | BC - Moderate | |
| APPLE PIE RIDE TWO | 09-07-2023 | 7 | BC - Moderate | |
| Brookview to Medicine Lake-31 | 09-07-2023 | 7 | B - Brisk | |
| OUT TO STAGECOACH TRAIL | 09-12-2023 | 6 | BC - Moderate | |
| Park to Park | 09-15-2023 | 6 | BC - Moderate | |
| Wabun Park to Eat Street | 09-11-2023 | 6 | BC - Moderate | |
| Park to Park | 09-08-2023 | 6 | BC - Moderate | |
| Bald Eagle - Withrow | 09-03-2023 | 6 | C - Relaxed | |
| Apple Pie Ride | 09-07-2023 | 6 | C - Relaxed | |
| Friday Night Lights - Crooked Pint Maplewood | 09-15-2023 | 6 | NB - Night Brisk | |
| Silver View to Coon Rapids Dam | 09-10-2023 | 6 | C - Relaxed | |
| **LIMITED** Pig's Eye | 09-01-2023 | 6 | B - Brisk | |
| Coon Rapids Dam East-West to Culvers | 09-05-2023 | 6 | BC - Moderate | |
| Sunday Spin | 09-17-2023 | 6 | BC - Moderate | |
| Outreach Ride: Autumn Trek 2023 | 09-17-2023 | 6 | Outreach | |
| Lanesboro Weekend | 09-17-2023 | 6 | C - Relaxed | |
| Scandia and Around Sand Lake - copycat | 09-17-2023 | 6 | C - Relaxed | |
| Lanesboro Weekend | 09-16-2023 | 6 | C - Relaxed | |
| North by North Oaks | 09-19-2023 | 5 | C - Relaxed | |
| Acapulco Ride (Stillwater) | 09-19-2023 | 5 | AB - Strenuous | |
| Ride to Minnesota Valley National Wildlife Refuge | 09-18-2023 | 5 | C - Relaxed | |
| Wednesdays from Webster | 09-13-2023 | 5 | C - Relaxed | |
| Fall All Club Ride | 09-02-2023 | 5 | C - Relaxed | |
| Les Mis | 09-14-2023 | 5 | B - Brisk | |
| Sunrise Solitude | 09-10-2023 | 5 | AB - Strenuous | |
| Ramsey City to Elk River Boardwalk Ride | 09-08-2023 | 5 | BC - Moderate | |
| Pink Express 2.0 | 09-11-2023 | 5 | B - Brisk | |
| Home Depot in Bloomington to Lake Harriet THIS IS A LIMITED RIDE OF 12 DUE TO PARKING | 09-09-2023 | 4 | C - Relaxed | |
| Cowboy Jack's Westside Loop | 09-13-2023 | 4 | AB - Strenuous | |
| Mr. Rogers Neighborhood | 09-14-2023 | 4 | BC - Moderate | |
| Friday Metric | 09-08-2023 | 4 | AB - Strenuous | |
| Yacht Rock Extended Play | 09-03-2023 | 4 | BC - Moderate | |
| Thursdays on the Cannon 2023 | 09-07-2023 | 4 | B - Brisk | |
| Apple Pie and More | 09-11-2023 | 4 | C - Relaxed | |
| Hackamore Brewing Chanhassen | 09-17-2023 | 4 | B - Brisk | |
| Wednesday Grind | 09-20-2023 | 4 | AB - Strenuous | |
| Sunrise Solitude | 09-17-2023 | 4 | AB - Strenuous | |
| Coon Rapids Dam East-West to Culvers | 09-18-2023 | 4 | BC - Moderate | |
| Station North to Rum River 31- Formerly Hans Bakery | 09-19-2023 | 4 | BC - Moderate | |
| TGIF v.2 22 miles | 09-15-2023 | 3 | AB - Strenuous | |
| SW Metro Ramble #1 | 09-08-2023 | 3 | BC - Moderate | |
| Explorations In The Inner Ring | 09-12-2023 | 3 | NB - Night Brisk | |
| Wednesdays from Webster | 09-06-2023 | 3 | C - Relaxed | |
| Hopkins Depot | 09-07-2023 | 3 | C - Relaxed | |
| Station North Park to Rum River - Formerly Hans Bakery | 09-12-2023 | 3 | BC - Moderate | |
| Highpoint Park Elements Ride | 09-10-2023 | 3 | B - Brisk | |
| TGIF v.2 22 miles | 09-01-2023 | 2 | AB - Strenuous | |
| TGIF v.2 22 miles | 09-08-2023 | 2 | AB - Strenuous | |
| TGIF v.2 22 miles | 09-03-2023 | 2 | AB - Strenuous | |
| Station North to Coon Lake | 09-07-2023 | 2 | BC - Moderate | |
| Coon Lake Shores | 09-13-2023 | 2 | B - Brisk | |
| TGIF v.2 22 miles | 09-17-2023 | 2 | AB - Strenuous | |
| Mellow Monday | 09-11-2023 | 2 | BC - Moderate | |
| Home Depot Bloomington to Eden Prairie and back this is a limited ride of 12 Due to parking | 09-16-2023 | 2 | BC - Moderate | |
| Gateway Express | 09-19-2023 | 2 | AB - Strenuous | |
| Lanesboro Weekend | 09-15-2023 | 2 | C - Relaxed | |
| Windmill to Park Point Regionl Park on Gateway Trail | 09-14-2023 | 2 | C - Relaxed | |
| Lakes and Leaves 200k | 09-16-2023 | 1 | Outreach | |