Ride Schedule

  • Sunday, October 12, 2025
  • Tuesday, October 14, 2025
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Thursday, October 16, 2025
    • 4:30P
      A-/19
      3434.034.00
      Thursday Night Training Ride*
      Bruce Wells
      The longest climb of the series as we have to climb to the top of Chestnut Ridge, but we avoid the descent into Bedford, so less climbing than the Rt 22 loop. Back by dark, but bring a light. Ride leaves promptly. Sunset: 6:15pm *Unaffiliated Ride
      Start: Waller Ave. Parking Lot, White Plains
    • 8:30A
      B/14
      8383.083.00
      Sheffield Shorty
      Larry Koved

      A club classic scenic ride from the Harlem Valley, through Connecticut, to Sheffield, MA in the Berkshires. Early start to maximize daylight riding time. Pacelining when reasonable to enable us to go the distance! Possible short rest stops include Salisbury, CT, Cannan MA, Cornwall Bridge, CT, Kent, CT. Lunch probably in Sheffield, MA. A small deviations from the classic ride to minimize time on CT Rt 7. Climbing under 50 ft/mi. Bring sufficient hydration, spare tubes (if you use them), navigation, cell phone, snacks to keep energy levels up, and good spirits for this great ride!

  • Saturday, October 18, 2025
    • 9A
      HP/G/10
      1212.012.00
      Minnewaska Bike Hike
      Bill O'Connell

      Trying this again.

      this is one of the most beautiful parks in NY.

      ride on carriage trails , generally in good condition. I have done this on road tires, but gravel tires recommended.

      Park opens at 9 be there by then to assure entry.

      we meet at chalet overlooking lake.

      No cue sheets or GPS routes for this event

      bring lunch and cable locks.
      bring hiking shoes, the hike portion is more physical and beautiful than the trails we ride on.

      Ride will cancel if at least 6 riders are not signed up.

  • Tuesday, October 21, 2025
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Thursday, October 23, 2025
  • Saturday, October 25, 2025
    • 9A
      All/25
      5050.050.00
      The Great Pumpkin Pedal aka Tour de Boo! (Placeholder)
      Judi Tota

      Join our annual Halloween Ride full of frightful fun, wicked climbs, and devilishly good company!

      We'll roll out of Croton Gorge Park, where the headless horseman himself might make an appearence (helmets recommended)

      Expect scenic roads, plenty of cackles and howls, and maybe a few ghostly gears shifting in the wind. After the ride, we'll regroup for sweet treats and spooky snacks because even ghouls need their glycogen! Costumes aren't required, but the Headless Horseman will be VERY disappointed if you show up in plain lycra!

      Whether you are a witch on wheels, a skeleton in spandex, or a pumpkin with pedals, come dressed for frightful for frightful fun!

  • Tuesday, October 28, 2025
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Thursday, October 30, 2025
  • Tuesday, November 4, 2025
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Tuesday, November 11, 2025
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Tuesday, November 18, 2025
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Tuesday, November 25, 2025
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Tuesday, December 2, 2025
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Tuesday, December 9, 2025
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Tuesday, December 16, 2025
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Tuesday, December 23, 2025
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Tuesday, December 30, 2025
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Tuesday, January 6, 2026
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Tuesday, January 13, 2026
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Tuesday, January 20, 2026
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Tuesday, January 27, 2026
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Tuesday, February 3, 2026
    • 6P
      HP/G/13
      2424.024.00
      GRAVEL TNR*
      Ilona Miller

      Starting winter night gravel series. This is a NO DROP ride, we are regrouping at major turns, ride is catered to B and up level riders. (Reason I am putting it here is once it gets colder, it will be unfair for the group to wait for the slower than median riders). Helmet light, handle bar light and tail light are a must.

      Also dress warmer than you normally would for a day gravel ride, as there is no sun and it will feel about 10F colder. However, also keep in mind that this is gravel and you will be sheltered from wind (and cars) and your power output will be about 1.5x of road.

      If you are recycling your road bike, make sure the tires are at least 32mm, this is MOSTLY gravel and hard pack with a little bit of single track (that can be avoided depending on who shows up), and gravel parts can be pretty loose at times when Bedford resurfaces the roads.

      It is fun and SAFE, so come and try it. This is after work, so no excuses not to ride, unless you don't have a gravel bike (get a gravel bike!! it will up your road game).

      *Unaffiliated Ride
      Start: Rippowam Cisqua School
  • Sunday, May 17, 2026
    • 9A
      B/18
      5151.051.00
      50 Mile Double Century Training Ride
      Bruce Wells

      This is the classic Fast Flat Fifty mile ride. We will ride it at a brisk clip with lots of pacelines and regroup at the top of climbs and at turns to keep the group together. This ride will be faster than the actual 200 mile ride, but will give everyone a good idea of the type of group riding we will need to complete at 200 mile ride at a slower pace.

  • Sunday, May 24, 2026
  • Sunday, May 31, 2026
  • Sunday, June 7, 2026
  • Sunday, June 14, 2026

    * Unaffiliated ride. This ride is not affiliated with the Westchester Cycle Club, but listed as a courtesy to the local cycling community.

© Westchester Cycle Club 2025

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Waller Ave. Parking Lot, White Plains

Be prepared with cash or credit to pay meter, as necessary.

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Waller Ave. Parking Lot, White Plains

Be prepared with cash or credit to pay meter, as necessary.

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Waller Ave. Parking Lot, White Plains

Be prepared with cash or credit to pay meter, as necessary.

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506

Rippowam Cisqua School

Upper parking lot from Clinton Rd

439 Cantitoe St
Bedford NY 10506