Upcoming Rides

  • Wednesday, November 19, 2025
  • Saturday, November 22, 2025
    • 10A
      HP/G/11
      4444.044.00
      West Cornwall Dirt -
      Christine Schopen

      Come join me on my favorite gravel ride. We travel alone the Housatonic River then have our rest stop in Sheffield, MA.

      Please note I posted this at 11 mph. Last time I posted this at 11 and was dropped by people that averaged 14. If you want to go faster, post your own ride or don't come.

      There are two climbs, one gnarlier than the other. Don't come if you have to rush home.

      My cell is: 914-907-7353

  • Sunday, November 23, 2025
    • 10A
      C/13.5
      2726.526.50
      Winter Training Ride Series
      Bruce Wells

      This is the fourth ride in my Winter Training Ride Series. This is basically the same ride as last week, where we are added an upper loop, which includes another longer hill climb (to work on your climbing skills), and another long fast decent (to work on your counter rotation skills). We are going to go a bit faster than last week, but still slow and work on techinque including riding a straight line, position on the bike, keeping a still upper body and counter rotation techniques for descending. This is a good ride for C and above riders who want to improve their cycling skills. 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 during ride nutrition! Next week we will be doing a 36 mile loop with a stop at a world class bakery.

      I will videoing the group with a rewiew at the end of the ride so we can see how we are riding.

  • 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
    • 5P
      HP/G/12
      2424.024.00
      GRAVEL TNR - Conquer the dark and the cold of the season
      Getz Obstfeld

      NOTE. Starting ride an hour earlier, at 5 pm, so we can ride off into the sunset. 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 - 13 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, 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

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