2017 Loop Lottery Selection Finished

We have finished with the Loop Lottery 2017 selections.

Sign up for the 2017 Loop here if you have been selected in the Loop Lottery:


T_shirt_finish_line2-lgEmails have been sent to all runners with their selection status. Please contact us if you have any problems or concerns and we will get back to you promptly.

If you did not receive an email from us, but you signed up in the Loop Lottery, please check your spam folder since it may be in there. You can also check the searchable list of selected runners here to see if your name — or friends & family names are listed.

Sign up here. You must be on the selected runners list to finalize your entry. If you did not enter the Loop Lottery, you won’t be on the list.

Please sign up with our email list and you will get notification of the Loop Lottery in the future — as well as get notes about the upcoming Trail Mix races below.

Two additional items you may be interested in…

1.) The 2017 Trail Mix Series – Six local trail races — starting off with the Leatherman’s Loop — combined to form a fun and challenging trail series with prizes for overall winners and age group winners. Everyone who completes the series (at least 4 of 6 races) gets a special recognition item at the end of the series, plus GUARANTEED SELECTION in the 2018 Loop Lottery.

2.) Check out sundayruns.org if you are interested in running with a group on trails on Sunday mornings. It is great training for the Loop and we even run the Loop course a few times prior to the big day. See details at Sunday Runs site.

We are looking forward to seeing you on the trails!

2017 Loop Lottery Registration Closed

trail-closed-signThe Leatherman’s Loop Lottery 2017 has CLOSED.

We are not taking any more lottery entrants. 

We will hold the drawing this Friday, January 20th, 2017. Notifications will go out that day as early as possible.

  • If you are selected, you MUST COMPLETE YOUR REGISTRATION (link will be live after drawing) with payment for entry to the event.
  • Selected runners will have from notification time on Friday, January 20th through the end of the day Tuesday, January 24th to sign up and pay.
  • If you do not complete your registration by Tuesday, January 24th, 2017 at 11:59pm, we will assume you are not interested in running and will release your spot to the next runner on the waiting list starting January 25th at midnight.
  • You can check whether you are registered in the Loop Lottery at this link.
  • We wish everyone luck for the drawing!

If you have any questions, please let us know via our contact form.

Loop Lottery 2017 Open!

Loop Lottery 2017 Open!

Loop Lottery Registration

Registration for Loop Lottery is open from January 13, 2017 at 12:00am until January 16, 2017 at 11:59pm.

Check your loop lottery registration (or others in your group) here.

For questions, see the Lottery FAQ here or Contact Us.

If you have any problem or issue, please contact us BEFORE the Loop Lottery closes!

Leatherman’s Loop Lottery to Open January 13th at 12:00am


Trail Runners:

Please mark your calendars with these two dates: January 13th and April 23rd!

The 31st Running of the Leatherman’s Loop will be on Sunday, April 23, 2017 at Ward Pound Ridge Reservation in Cross River, NY.

The Leatherman’s Loop Lottery will open at 12:00am Friday, January 13th, 2017 and close Monday, January 16, 2017 at midnight — 4 full days total.

The only way to get into the Loop is to go through the lottery. We promise that (based on lottery history) most of you will get in as long as you sign up during the four day window.

We will post reminders to our Facebook, Twitter, Tumblr, and Google+ pages just before the Loop Lottery opening in January. Follow us there for lottery opening messages.

We sent out an email reminder on December 22nd. If you want to be on our email list, enter your email address here.

We encourage you to sign up for the Loop Lottery as early as possible after it opens so you don’t forget. Once it is closed we won’t accept any new lottery entrants.

To sign up, visit the Leatherman’s Loop website during the lottery registration period (1/13/2017-1/16/2017) and there will be links to the registration site.

Runners can sign up for the Loop Lottery at no charge.


  1. After the Loop Lottery entry closes on Monday, January 16th we will have the drawing for winners on or just after Friday, January 20th
  2. Those selected winners will then need to complete their registration by paying for their Loop entries.
  3. Deadline for completing signup (if you are selected in the lottery) is January 24th.
  4. Any runners who do not complete their registration by then will give up their spots to the next runner in the waiting list.

Runners can enter the lottery as part of a group. Each person from the group must register (or have someone register them) in the lottery. Runners can add their group name during lottery registration.

We have put together a list of frequently asked questions about the Loop Lottery. It addresses questions about group lottery entry, duplicate registrations, t-shirt purchasing, and other questions you might have.

If you are one of the 94 runners who completed the 2016 Trail Mix Trail Series you are eligible for automatic selection in the Loop Lottery – Congratulations! We will offer the same benefit next year for runners completing the 2017 Trail Mix!

t-shirt-start-gun1_thumbLottery winners and losers will be notified via email. If you do not hear from us via email on January 20th or just afterwards, please contact us right away at leathermansloop@gmail.com so we can follow up. You can also check the Loop website for a list of runners selected in the Loop Lottery (updated after selections are made and runners finalize their entries).

We are interested in making the lottery as simple and hassle-free as possible. We appreciate any feedback or thoughts you have and can share with us. If you have any questions not covered above or in the Loop FAQ or the Loop Lottery FAQ, please get in touch via our contact form, or via our email address leathermansloop@gmail.com.

Thanks! See you on the trails…

-Tony, Judy, Rob, and the Leatherman Harriers

PS: If you are interested in training on the trails with a group of enthusiastic trail runners of all abilities, check out our club site at sundayruns.org and come out one Sunday morning and join in a group run. We run the trails all year round and always welcome new runners!

PPS: There will be an announcement about the 2017 Trail Mix Trail Series in January.

Loop Gets Ready for 31st Year!

leatherman-harriers-club-drawing-2015-transparent-alt-colors-leatherman-only-work-CROP-500sqWe are making plans for 31st Leatherman’s Loop. It is coming up sooner than you think: Sunday, April 23, 2017 – which is a mere 151 days from the day this was posted (11/22/16)!

The Loop Lottery will be held in January 2017. That’s about 7 weeks from now. Sign up for email reminders about the Loop Lottery and other local trail race items sent by the Leatherman Harriers.

Congratulations to runners who completed the Trail Mix Trail Series for 2016 – these 94 runners are eligible for automatic selection in the Loop Lottery when they sign up (click here for final Women’s standings and Men’s standings in the series).

Follow us in a few different ways if you want to know about 2017 Loop Lottery and future race plans. We have found that Email is becoming a bit unreliable, so we recommend following us at least one additional way, your choice: Facebook, Twitter, Google Plus, Tumblr, or our site’s RSS feed!

In case you didn’t know yet, we have a dedicated group of trail runners called the Leatherman Harriers Sunday Run group. Every Sunday at 8am we meet at a local park or preserve (and the occasional race!) and run the trails. Come join us… All are welcome and we have all different pace groups. No one gets left behind.

See you on the trails!

Trail Mix Series: Raven Rocks Run – Race Date November 13th


We’re just a few weeks away from the 2nd Annual Raven Rocks Run on November 13th, 2016. Register today and join us for this challenging 10k trail run at Ward Pound Ridge Reservation in Cross River, NY.

raven_rocks_final-gray-rocks-300wRegister now to ensure we have your correct shirt size. In addition we have a bonus for early registrations: we print your name (or nickname of your choice) on your race bib. Register before 10/25 to get your name on your race bib.

Proceeds from the 10K Run will go to the Friends of Trailside Museum and Ward Pound Ridge Reservation to fund educational and environmental programs that are their specialty.

Whatever your pace — tortoise 🐢 or hare 🐇 — join us on the trail this year for a great cause and a great time.

Register today ››

We look forward to seeing you at this year’s Raven Rocks Run.

        —Rob Cummings, Raven Rocks Run race director

Trail Mix Series: Run the Farm and Raven Rocks Run

medallion-scan-mod-bw-300hFinish 2016 strong with two challenging trail races that are part of the Trail Mix Trail Series:

Sign up now via the links above before they close out!

Check the Trail Mix 2016 standings to see where you rank. All runners who complete at least 4 of the 6 Trail Mix races will be automatically selected when they enter the Leatherman’s Loop Lottery for 2017.

Trail Mix Series: Sarah Bishop Bushwhack – Race Date Sept 25th


We’re just a few weeks away from the 4th Annual Sarah Bishop Bushwhack on September 25, 2016 so register today and join us for this challenging 10k at Mountain Lakes Park in North Salem, NY.

Proceeds from the 10K Bushwhack and Sarah’s Scramble kids’ race will go to Northern Westchester Hospital School Health and Wellness Programs to work with students to develop and maintain healthy lifestyles.

Whatever your pace — tortoise 🐢 or hare 🐇 — join us on the trail this year for a great cause and a great time.

Register today ››

We look forward to seeing you at this year’s Sarah Bishop Bushwhack.

        —Mark, Lee, & Barry, Sarah Bishop Bushwhack Race Directors

After Sarah Bishop, the Trail Mix Series resumes with these remaining two races:

Run The Farm 5M (10/23) – Trail Mix Race #5
Raven Rocks Run 10k (11/13) – Trail Mix Race #6

Registration is open for all Trail Mix Races! Sign up now at the Trail Mix site and you will get email reminders prior to race days.

If you are looking to train on the trails with a varied group of dedicated trail runners, check our SundayRuns.org group. The group runs 52 Sundays a year (and a few saturdays and holidays too!). Join us one Sunday morning!

If you are looking for more tri-state area trail races, check this great constantly curated listing of hundreds of trail and ultra races at SundayRuns.org

Trail Mix Series: Where The Pavement Ends – Race Date Sept 18th

where-the-pavement-endsThe Trail Mix Trail Series reached its 3rd year in 2016.

The next trail race in the series is “Where the Pavement Ends” at Lake Windwing in Ridgefield, CT.

Race date is Sunday, September 18th starting at 8:00 am.

This year will be the 4th running of this event in the current location. Prior to the Ridgefield CT location, the race was held in Katonah, NY at the John Jay Homestead for several years.

Where The Pavement Ends is a 4.25 mile run through the ups and downs of the single track trails off of Lake Windwing and Bennett’s Farm parks. It may be the shortest of the Trail Mix Series races, but it is not an easy run!


Trail Mix Series: Run The Farm Registration Open – Race Date Oct 23rd

running-corn-color-180running-tomato-color-400Registration for the 7th Annual Run The Farm trail races at Muscoot Farm is open.

Run the Farm will be held Sunday, October 23rd, 2016 starting at 8:30am. Races include two kids trail races and a 5 miler.

Click here to register

Kids races start at 8:30am  •  5 mile race starts at 9:30am

Hope to see you then!

Run The Farm is part of the Trail Mix Trail Series