Upcoming Rides

  • 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
    • 6P
      HP/G/11
      2424.024.00
      GRAVEL TNR - Conquer the dark and the cold of the season
      Getz Obstfeld

      Cloning Ilona's ride, but at a gentler pace, as her rides have been inching up already to 15 mph, alot for me for a nightime hilly and dirty ride. I'm estimating 11 mph, depending who shows up. This is a NO DROP ride, so we won't ride unless at least 2 people are signed up. We are regrouping at major turns, ride is catered to C+ 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).

      I don't think the RWGPS link below works, so here is a link you can copy and paste https://ridewithgps.com/collections/7985398

    • 10A
      C/13.1
      3433.933.90
      Glenville to O.G.
      Marcel Margulies

      Short ride, starting later to eke out another degree or two. Please join me with a bike in good working order. We'll stop at Joe's Studio in Old Greenwich (mile 18). Hope to see you on Tuesday!

  • Thursday, October 30, 2025
  • Friday, October 31, 2025
    • 10A
      B/16
      4544.844.80
      A Real Howler
      Andy Katell

      In a joint ride with Sound Cyclists, let's enjoy coastal views on Long Island Sound, a huge reservoir, then, at 34.1 miles, the main attraction -- one of the best Halloween displays in our area, on Banks Road North. We'll stop there for photos and Halloween howls, on the very day of the holiday. A quick food-water-bathroom rest stop is possible, with the details TBD. Arrive at least 15 minutes prior. Park in the lot on the river to the right of Longshore Inn. Holiday attire is encouraged.

  • Saturday, November 1, 2025
    • 9A
      C/13
      2726.726.70
      Riversville and Baldwin from Glenville
      Aaron Pinero

      Short and to the point: we will start from Glenville Elementary, climb Riversville then continue north past Armonk to climb Baldwin. We will then return by way of Bedford-Banksville and Round Hill. This is relatively short (kinda like the Fling) so there's no designated stop.

      If you're looking for a quick workout on Saturday morning, bring your well maintained bicycle, hydration, nutrition, and some strong legs and lets climb a few hills.

  • Sunday, November 2, 2025
    • 10A
      C-/10
      2222.322.30
      Winter Training Ride Series
      Bruce Wells

      This is the first ride in my Winter Training Ride Series. We are going to go slow and work on techinque including proper starting and stopping, riding a straight line, proper seat height and position on the bike, keeping a still upper body and counter rotation techniques for descending. This is a good ride with anyone who wants to improve their cycling skills at any level. On future rides in the series, we will work on more advances skills and faster riding, but this ride will mostly be about going slow and getting the techinque correct before we try to go faster.

      There is no planned stop due to the short distance, so bring anything you might need. I highly recommend grapes for durring ride nutrition!

  • 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
    • 6P
      HP/G/11
      2424.024.00
      GRAVEL TNR - Conquer the dark and the cold of the season
      Getz Obstfeld

      Cloning Ilona's ride, but at a gentler pace, as her rides have been inching up already to 15 mph, alot for me for a nightime hilly and dirty ride. I'm estimating 11 mph, depending who shows up. This is a NO DROP ride, so we won't ride unless at least 2 people are signed up. We are regrouping at major turns, ride is catered to C+ 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).

      I don't think the RWGPS link below works, so here is a link you can copy and paste https://ridewithgps.com/collections/7985398

  • 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
  • Saturday, December 20, 2025
    • 5P
      All/8
      1413.913.90
      Holiday Lights Ride
      Bruce Wells

      Dust off your ugliest Christmas sweater and deck your bike with twinkly lights — it's time for our second annual Holiday Lights Ride! We'll roll out after dark to catch the best neighborhood displays on the same tried-and-true route as last year (and maybe spot a few new surprises).

      Expect plenty of "oohs" and "aahs," a little holiday music, and a lot of laughter as we cruise at a relaxed pace through the glow of the season. Afterwards, we'll warm up with food, drinks, and good cheer at Wolf & Warrior Brewing just around the corner.

      Pro tips:

      • Bring your brightest lights and holiday spirit.
      • Dress warmly — this is a slow roll and the temps will dip as the night goes on.
      • Rain date: Sunday, December 21st.
  • 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

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