Upcoming Rides
- Saturday, October 24, 2026
- 1PAll/111414.314.30New Member Orientation RideAaron Pinero
Are you new to Westchester Cycle Club? This ride is for you. We will provide an introduction to safe riding and expected practices on WCC group rides, then break into groups by level of speed and experience. You can expect to learn how WCC rides work and which level ride you might choose for your first regular club ride.
Anyone who can ride a few miles on their bike is welcome--depending on the number of ride leaders, we'll break up into groups at different distances, so you do not necessarily have to ride 15 miles. Please come with a bicycle in reasonably good repair with air in the tires, a helmet (required), a water bottle, and comfortable clothes for riding. Please arrive at least 15 minutes early to gear up and sign in. We will meet in lot "West 1" on the SUNY Purchase College campus. Look for the cluster of cars with bicycles.
Advanced Signup is mandatory.
If you have any questions, please feel free to reach out to me directly.
If you're an existing ride leader interested in helping out, please sign up as I'll need help
- 9:30AB+/17.89089.589.50Rock n Roll to RhinebeckBill Casill
We will piggy back off Eric's ride at a slightly faster pace for this wonderful fall classic. We will maintain an endurance effort and keep together so we can all benefit from pacelining the long flats.
Traditional Fall club classic. The route has been updated for 2026, adding some different roads, and avoiding some of the numbered roads on the tail end. This will be the 15th year of doing this ride, if you've never ridden it, don't be intimidated by the mileage. Yes there will be some climbs, majority in the first half, but there is way more mileage of long flat stretches. Overall the route has a little of everything and never disappoints. I'm looking to have fun and ride a strong B to Mid B+ pace. Other faster or slower pace group leaders are encouraged to post. Be sure to download latest version of the route. Main rest stop will be in Rhinebeck at mile 47. There are also optional refuel stops at miles 24 & 70. Park near the metro north southbound platform (the river side of the station). More details to follow.
- 9:30AB/179089.589.50Rock n Roll to RhinebeckEric Torres
UPDATE 10/23/26: Looks like a little nippy when we roll out but warming up nicely with brilliant sunshine an no wind by noon. The route leaves Beacon and we immediatley cross the Beacon bridge over to Orange County. After several miles of beautiful rolling terrain along the river the route will cautiously cross 9W and up into Marlboro (Ulster County) for some climbing on picturesque roads. Then the route heads back East and across the Walkway-over-the-Hudson where there are restrooms if needed. There is also a potential bathroom / water stop at mile 24 , Stewarts Shop if needed. Route will then head North where I added some new roads that travel north adjacent to 9G which has been getting more traffic over the years. Main rest/lunch stop will be in Rhinebeck at Bread Alone Cafe which has a back patio where we usually gather and rest our bikes. Shortly after lunch we will hit a decent climb called Schultz Hill, and after the climb, historically there is a road that is approximately 1/3 of mile of easy flattish gravel (Schoolhouse Rd), but they may have paved it. In any regard it is easily passable. From this point the remainder of the route has just a couple of short hills but otherwise a pretty flat 35 miles to the finish. There is another optional refill/bathroom stop at mile 70, Ally's Ice Cream & Cafe, which in past years we would stop at for milkshakes, but its there if we need it. There will be another short segment on the path and a few new roads on the return to avoid some of the busy roads around downtown Fishkill. There is no avoiding crossing Rt 9 , but we will hopefully be using the easier option. Lets have a great Fall classic ride!
Traditional Fall club classic. The route has been updated for 2026, adding some different roads, and avoiding some of the numbered roads on the tail end. This will be the 15th year of doing this ride, if you've never ridden it, don't be intimidated by the mileage. Yes there will be some climbs, majority in the first half, but there is way more mileage of long flat stretches. Overall the route has a little of everything and never disappoints. I'm looking to have fun and ride a strong B to Mid B+ pace. Other faster or slower pace group leaders are encouraged to post. Be sure to download latest version of the route. Main rest stop will be in Rhinebeck at mile 47. There are also optional refuel stops at miles 24 & 70. Park near the metro north southbound platform (the river side of the station). More details to follow.
- 9:30AB/164343.043.00Armonk to TiticusOrrie Dinstein
I don't have time for the long rides on Saturday and didn't see any short B ride so adding this to the mix.
Nothing fancy - just some familiar roads with some hills but relatively flat course so we can save something in the tank for the Harvest ride on Sunday.
Short break around mile 21.5 at Bobo's in Somers.
- 9:30AB-/169089.589.50Rock n Roll to RhinebeckEric Pier-Hocking
Here's a slightly slower version of Eric Torres's ride. I'm thinking this group could start out with the faster riders who will eventually pull ahead. We'll avoid hammering it to keep up with them and instead enjoy this at our own pace.
Eric's description:
Traditional Fall club classic. The route has been updated for 2026, adding some different roads, and avoiding some of the numbered roads on the tail end. This will be the 15th year of doing this ride, if you've never ridden it, don't be intimidated by the mileage. Yes there will be some climbs, majority in the first half, but there is way more mileage of long flat stretches. Overall the route has a little of everything and never disappoints. I'm looking to have fun and ride a strong B to Mid B+ pace. Other faster or slower pace group leaders are encouraged to post. Be sure to download latest version of the route. Main rest stop will be in Rhinebeck at mile 47. There are also optional refuel stops at miles 24 & 70. Park near the metro north southbound platform (the river side of the station). More details to follow.
- 9:30AB-/15.54241.541.50Armonk - Pound Ridge Reservation LoopRobert Blinken
Don't have the time or the legs for a long ride?
Bicycle, water, daytime lights
Quick coffee/bathroom break mile 30 at Mast Market (formerly the Outpost) in Bedford.
- 10:15AC+/14.55858.258.20Rhinebeck Zig-ZagLarry Koved
The classic Rhinebeck Zig-Zag, an easy metric century. Beautiful back roads. By Westchester standards, it is flat - just over 42 ft/mile. Should be at or near peak fall foliage. Main break in Germantown. We pass through the scenic village of Tivoli a couple of times, and ride through the lovely Bard College campus. (Cue up the song My Old School" by Steely Dan - interesting back story about Steely Dan and the school.)
Ensure your bike is in good working conditions. Don't forget your hydration, snacks and good spirits!
We'll meet in the back parking lot past the library near the rec center.
- 9:30AC+/13.53636.036.00Silvermine Elementary/ Norwalk to RidgefieldBill O'Connell
For those of you who have not done these rides before 13.5 represents a target for the first half, mostly uphill, to Ridgefield. I will try to keep the group together and we could be anywhere from 12 to 13.5 depending on the group.
The return is fast, with lots of downhills and a few "resets" to position for the next downhill. At the end of the ride, we will be anywhere from 13.5 to 15 depending on how close the group stays to 13.5 on the first half.
some rules:
everyone who starts with the group- finishes with the group.
We STOP at 4 way stops if a pedestrian or car is waiting, no exceptions!
Single file ASAP when you hear "car back"
have fun
- 9:45AC+/13.35252.452.40Redmond Park to Piermont via the GW BridgeBill Berkowsky
Please join me on this new route to Piermont starting from Redmond Park in Yonkers. We will cross into the Bronx and ride through Van Corlandt Park. Exiting the Park, we will ride bike lanes through city streets in the Bronx & Inwood until we hit the Northwalk and ride over the GW Bridge. Exiting the bridge, we will ride along the Henry Hudson Drive and catch glimpses of the river. Eventually we will merge with 9W North to ride into Piermont. On the return, it's 9W back to the Northwalk. We will ride bike lanes back through the Bronx until we hit Van Corlandt Park's Greenway. From there we ride back to Redmond Park.
We depart from Redmond Park at 9:45. Please park at the parking lot to the left when you enter. It will be chilly in the AM so dress accordingly. Also, we will meet up with a special guest just before we cross the GW Bridge.
Please arrive at least 15 minutes beforehand to prepare and for a safety talk. Bring the essentials including spare tubes or sealant, nutrition, fluids, etc. Make sure your bike is in good working order.
Ride will be cancelled if no one signs up by Friday, 9:00 PM.
Note: this is a new route and has not yet been vetted. Be ready for an adventure.
- 10AD+/10.52828.028.00Scott's Corners to Rowayton for the D'sEllen Katz
Join me on a beautiful route to Rowayton. The roads are gorgeous with warm autumn colors and we'll stop at the Rowayton Market. We'll travel together and enjoy the ride. If you can maintain a pace of 10.5 with some hills, this is the ride for you. You may want to dress in layers and we will stop to make wardrobe adjustments. Bathrooms are available at the start in the market and at the rest stop. Arrive early to set up and be ready for the safety briefing at 9:55. We roll at 10.
I hope to see you on Saturday.
- Sunday, October 25, 2026
- 9AAll/1000.00.00Harvest Ride - Westport*LeaderlessLeaderless
Save the date for Harvest Ride. This autumn extravaganza features nice country roads.
As the leaves turn and wind blows, the rides leave from the Westport train station.
Some of the rides will head to Silverman's Farm on Sport Hill Rd. in Easton, CT, for its annual Fall Fest. Fall Fest is an annual tradition at Silverman's. Fall foliage sets the backdrop for colorful displays of "New England" squashes, gourds and Indian corn. Hay bales and cornstalks provide a vivid backdrop for photo opportunities and consumption of treats such as cider donuts and apples you can purchase from the farm's market. .
Unfortunately the famous Banks North Halloween display will not go up this year. Apparently the owner recently passed away. Other street displays may be up.
*Unaffiliated Ride
Start: Westport Railroad Station - 9AB+/17.56363.063.00Harvest RideWest RapoportThis is the same ride as Andy's. Just faster. The pace will largely depend upon who shows up.Here is his description
As the leaves turn and wind blows, riders leaving from the Westport train station will head to Silverman's Farm on Sport Hill Rd. in Easton, CT, for its annual Fall Fest. Fall Fest is an annual tradition at Silverman's. Fall foliage sets the backdrop for colorful displays of "New England" squashes, gourds and Indian corn. Hay bales and cornstalks provide a vivid backdrop for photo opportunities and consumption of treats such as cider donuts and apples you can purchase from the farm's market. This autumn extravaganza features nice country roads leading to the farm. On the way, we'll stop to view Halloween displays. As per Jon: "10 prime Halloween spots in Fairfield, including the Fairfield Beach neighborhood, the creme de la creme of Halloween displays." Actual pace may vary from target depending on slowdowns and stops to see the displays. If needed, another stop for bathrooms, drinks, etc, can be made on the return. Get ready for some fall fun!
Silverman's Farm is at 28.6 miles in Easton
Additional rest stop is Lily's Market at 50.5 miles in Weston
- 9AB/16.46363.063.00Harvest RideAndy Katell
As the leaves turn and wind blows, riders leaving from the Westport train station will head to Silverman's Farm on Sport Hill Rd. in Easton, CT, for its annual Fall Fest. Fall Fest is an annual tradition at Silverman's. Fall foliage sets the backdrop for colorful displays of "New England" squashes, gourds and Indian corn. Hay bales and cornstalks provide a vivid backdrop for photo opportunities and consumption of treats such as cider donuts and apples you can purchase from the farm's market. This autumn extravaganza features nice country roads leading to the farm. On the way, we'll stop to view Halloween displays. As per Jon: "10 prime Halloween spots in Fairfield, including the Fairfield Beach neighborhood, the creme de la creme of Halloween displays." Actual pace may vary from target depending on slowdowns and stops to see the displays. If needed, another stop for bathrooms, drinks, etc, can be made on the return. Get ready for some fall fun!
Silverman's Farm is at 28.6 miles in Easton
Additional rest stop is Lily's Market at 50.5 miles in Weston
- 10AB/15.56362.662.60GB to Pawling and Quaker Hill MetricSeth Wolin
Come join us for the only Sunday WCC ride actually occurring in Westchester County!
This is a beautiful route, particularly in the fall as colors are peaking. There will be a rest stop at the Corner Bakery in Pawling at mile 25, after which we will climb Quaker Hill and begin the return trip home.
Please bring a spare tube, inflation device and any necessary nutrition.
This will be a social ride with a good amount of climbing, so the pace will be moderate.
- 9AB-/155252.052.00Harvest ride without SilvermansLarry Koved
This should be a great time. Beautiful Connecticut roads in the Autumn. This is Bill O'Connell's route from 2 years ago. A great route. Many familiar roads. Some new.
You know the drill -- bring appropriate supplies, and your bike in good working order.
at Westport RR station parking lot NEW HAVEN-bound (northbound) side on Ferry Lane.
We will be skipping at Silverman's Farm and the crowds.
The route stops at Redding Market or another market along the way.
- 9:30AC+/13.55554.654.60Harvest Ride w/o SilvermansBill O'Connell
Some Important notes: this group will meet on Southbound Tracks side of station. Go Straight off Exit 17 on 95 and turn next right into parking lot.
2) Silvermans is a traffic mess to the point of being dangerous this time of year.
3) last time, N Park Ave Bridge was out. If that is still the case we will use the bridge (long closed but passable on bikes) Nasty hill after bridge.
if you start with us you are expected to finish with us.
- 10AC/13.24141.441.40Harvest Ride to Silverman's FarmJayne Peister
Hi C Riders! Please join me - and everyone else at varying speeds and distances - for this beautiful ride that should have spectacular fall foliage colors. Make sure your bike is in excellent working condition and bring plenty of fluids and snacks. We'll stop at Silverman's Farm at mile 22ish. Please park and meet us at the Westport Train Station Lot, to New Haven (Northbound) side. Arrive 15 minutes prior so we can roll away at 10am sharp!
Hope to see you there with the sun shining!
-Jayne
- 9AC/136060.060.00C Harvest RideAaron PineroUPDATED: This is a C version of Andy's ride with some variations. We will stop at Silverman's Farm (Mile 29) and Lily's Market (mile 48). This should be a great time and I hope to see you out there. You know the drill -- bring appropriate kit, supplies, and your bike in good working order. Arrive at start at least 15 minutes prior (8:45am) so we can roll on time (9am). We will meet at Westport RR station parking lot NEW HAVEN-bound (northbound) side on Ferry Lane.
- 9AC-/12.54141.441.40Harvest RideHarvey Loeb
Same Ride as Jayne's C Ride, but at a slower pace. Please see her description. Please park on the north side of the station.
- Thursday, October 29, 2026
- 4PA-/193332.632.60Thursday Night Training Ride*Cancelled For WeatherCancelled For WeatherThe 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: 5:56pm *Unaffiliated Ride
Start: Waller Ave. Parking Lot, White Plains
- Friday, October 30, 2026
- 9AC/12.57272.072.00More miles than my ageDavid Cohen
Since the Seacoast Century was cancelled, and I'm out of town for the NY century, I need to do a ride of more than my age before the end of the year.
Advance weather forecast looks good for Friday, and it's just before the clocks fall back. I know it's an early start!!
Rather than a single target pace, the route can be divided into sections.
The ride starts with a long gentle uphill, which I'll ride at about 11 - 11.5mph.Then a long downhill to DaddyO's which will probably be around 14-15. From there to the Walkway is flat, so about 12-13 there and back.
From DaddyO's back to Brewster is the reverse, so again a gentle uphill, with the last few miles downhill.
Definitely a break at the Walkway, and a possibility of another one near the caboose, but I don't plan a sit down meal at DaddyO's. Recommend bringing a sandwich or other sustenance, along with your drinks and a bike in good condition.
- Saturday, October 31, 2026
- 12:30PAll/1000.10.10Halloween Ride - Ride Leaders Post Your Rides (Costumes Optional)Christine Schopen
Come dressed in your scariest, silliest, or just plain weird costume. Do a ride and come back for some Halloween treats at the end. I am bringing my signature apple pie. Please bring something sweet or Halloween themed to share, it does not have to be big, just fun, think Trick or Treat!
For anyone who ordered WCC clothing from Pactimo, we will have everyone's order at the end of the ride. Anyone who can not pick it up after the ride, we will get it to you over the next few weeks.
Pies are welcome!
- 12:30PAll/1000.00.00Halloween bicycling clothing and gear give away and exchange*LeaderlessLeaderless
As part of the Halloween Ride event, we're having a bicycling clothing and gear give away and exchange.
Do you have any spare bicycling gear that you'd like to clear out of your closet, basement or garage?
Bring your gently used jerseys, shorts, kits or other cycling clothing and gear you no longer use that is in good / excellent condition to the Halloween Ride.
Maybe you'll find something you'll like and take it home with you. A Halloween Treat!
If you are a retired rider, ask one of your friends who is attending the ride to bring your items to the Halloween RIde.
*Unaffiliated Ride
Start: Croton Gorge Park (Route 129) - 9:30AHP/G/102727.127.10Dirty HalloweenChristine Schopen
We did this route last Halloween, it is not too spooky but I can't guarantee club members won't be.
Bring any treats you'd like, everyone loves pies!
Arrive by 9:15 and be ready to ride by 9:30.
Costumes are welcome.
My cell is (914) 907-7353
- 9:30AB+/16.74444.444.40Scotts Corners - Lyons PlainCarsen McDuff
The warm weather is holding on, so let's make the most of it with another ride along some of Connecticut's prettiest roads. With a little luck, we'll still have plenty of fall color to enjoy along the way.
For those looking to get in a Halloween ride without the longer drive to the club's traditional event, here's an alternative a little closer to home. It's a bit too far out for me. Orrie posted this route last year, and I've been looking forward to riding it again.
We'll stop at The Country Store at mile 28. Ride with GPS shows slightly less mileage than I recorded previously, but don't let that fool you—there's still a healthy amount of climbing (~3,200 feet) packed into this 45-mile loop.
As always, please arrive 15 minutes early, with all the essentials, and ready to roll at the posted start time.
- 9:30AC+/133534.734.70Halloween Ride - Croton Gorge to KatonahLarry Koved
Some roads we have not ridden in a while. Not too long. Adapted from the 2022 Halloween ride. A few hills (to warm you up!) and long flat stretches. Moderate pace. Break at Tazza in Katonah if needed.
We'll ride as a group. Please arrive by 9:15 so we can push off by 9:30. Bring the usual, and good cheer for Halloween!
- 9:30AC/12.83434.034.00Halloween RideMarcel Margulies
Lots of waterviews! Baptist Church Bridge IS open and the rutted part of the road has been resurfaced. There is NO dirt! Brief bio break in Yorktown at Starbucks (mile 13) if needed. Please join me with a bike in good working order, tubes, tools, etc, plenty of hydration and load the route onto your device. Hope to see you on Saturday, before and at the Halloween celebration in Croton Gorge Park!
- 10AD+/102120.720.70Reservoir Loop from Croton Gorge ParkAaron Pinero
What's more frightening than some Halloween scares? How about 70ft/mile of elevation gain? Mmmwahhhh! This is a short ride but I am categorizing it as D+ because in this part of Westchester there is no flat land. So, if you are looking for a shorter, slower ride on Saturday and are feeling brave, join me for this ride and we will earn our sweet treats in the park after the ride.
Leave your fears at home but please bring your well maintained bike, hydration and nutrition and be ready by 9:45am so we can assemble, have the quick safety briefing, and be ready to roll at 10am.
UPDATED: I've updated the route to show the proper start point inside Croton Gorge Park. Also note we are now rolling at 10am
- Sunday, November 1, 2026
- 8AHP/G/135656.356.30MHCC Gravel Goblin*Eric Pier-Hocking
I did this a couple years ago and it was a blast. Great roads. Great beers at the finish, from S & S Farm Brewery. If you've done Farmer's Daughter, the brewery is the first rest stop on that ride.
https://www.bikereg.com/gravel-goblin
*Unaffiliated Ride
- Monday, November 2, 2026
- 10AC/133434.434.40Armonk - Banksville 34Aaron Pinero
I've got the day off so I get to lead a rare weekday ride on one of the club's classic routes. Let's work off some of that Halloween excess. Please join me with a bike in good working order, tools, etc. and plenty of hydration. We'll stop at Happiness Is (mile 24).
- Saturday, November 7, 2026
- 10AC+/146666.066.00Alice's Restaurant rideLarry Koved
Though it's not yet Thanksgiving, there is no reason we can't ride this classic WCC ride, inspired by Arlo Guthrie, a few weeks early. There still will be some leaves on the trees - at, or just past, peak foliage.
Parking is available on the grass behind bike-friendly LaBonne's Market in Salisbury, CT. Bathrooms are available. Please make sure you purchase something to support their kindness.
Our break will be in Stockbridge. We can decide on the exact location the day of ride. Sadly, Alice's Restaurant (just around the back) is no longer open.
We roll at 10. Plan to arrive at least 20 minutes beforehand to prep and for a safety talk. Bring the usual including spare tubes, food, 2 bottles of fluid, etc. Make sure your bike is in good working order.
We'll maintain the pace so we finish by 4pm, before sundown (4:40pm)
- 9:30AC/13.54544.644.60Scott's Corners to Redding, Weston and New CanaanAaron Pinero
A slower version of David's ride from October. I've done a version of this ride a few times and it's lovely. We'll meet at Scotts Corners at The Market at Pound Ridge Square 60 Westchester Ave. Rest stop at Lily's Weston Market at mile 27.
Arrive 9:15am, ready to roll at 9:30am. Make sure your bike is in good working order and you have all your consumables.
- 10AC-/11.45858.358.30The flattest Alice’s ride in the club libraryChristine Schopen
It's not Thanksgiving, but let's not allow that to stop us from going where you used to be able to get anything you want, but I am sure we can find something to eat.
Planning on an EASY PACE, a pokey pace.
You all know what to bring - helmet and bike in good working condition are mandatory, hydration and snacks.
If you need to be anywhere Saturday night, don't come.
If you want to do one of the club's best routes, this is it.
My cell is: 914-907-7353. Bring good cheer.
Arrive by 9:45-ish and be ready to ride by 10:00. Our rest stop is in West Stockbridge, MA.
* Unaffiliated ride. This ride is not affiliated with the Westchester Cycle Club, but listed as a courtesy to the local cycling community.