16 events in Ulster County, New York

RACE 3 CANCELLED DUE TO WINTER WEATHER ADVISORY- SEE EMAIL FOR DEFERRAL OPTIONS

🐾 Polar Cats Winter Race Series: The Bowl Series is Back! 🐾

Originally created by Bill Kehoe in the ’90s, the Polar Cats Winter Race Series returns for another fun, low-frills, low-cost winter running season around Rochester!

Each race has its own “Bowl” theme — and you can run one or all four!

🏆 Race Schedule

Race 1: Holiday Bowl 5K – December 6, 2025 | RACE 1 HERE

Race 2: Sugar Bowl 5K – January 18, 2026 | RACE 2 HERE

Race 3: Super Bowl 5K – February 8, 2026 | RACE 3 HERE

Race 4: Cereal Bowl 5K – March 1, 2026 | RACE 4 HERE

🏈 Race 3: The Super Bowl 5K

Celebrate Super Bowl Sunday by wearing your favorite team gear and showing your spirit!

Enjoy warm drinks and snacks at the finish line as you kick off game day with a fun run.

📍 Location: Seneca Park – Wegman Lodge

📦 Packet Pickup:

Saturday February 7 @ Rochester Running Company – 10AM-1:00PM only

Race Day (Sunday February 8) – 9 - 10 AM at the race site

🎉 After the Race: Post-race party and Series Awards Ceremony!

🧤 Series Registration Includes

Polar Cats Sweatpants (upgrade to Vuori Joggers available)

Race T-shirt for the Holiday Bowl 5K (Race #1)

Entry to all four races

Post-race refreshments

Eligibility for age group and overall prizes (per race & series)

Keep your bib for all races, or grab a new one at packet pickup if you forget!

If you are keeping your bib for the series, please still check in at Registration on race morning to confirm we have the correct bib number for you!

🏅 Awards

Top 3 male & female finishers (each race + overall series)

Top 2 age group winners (each race + overall series)

❄️ Friendly Note

Polar Cats races are traditionally scheduled opposite Freezeroo Series weekends so you can enjoy both series! (One overlap this year.)

👉 Freezeroo info: https://runsignup.com/Race/NY/Rochester/FreezerooSeriesIndividualRace

The Teddy Bear Trot - Rochester

Sunday, February 8th, 2026 10:00am

Fleet Feet @ the Armory -155 Culver Rd., Rochester, NY 14620

*The Teddy Bear Trot – a 3ish mile Family Fun Run and Walk benefiting The Child Advocacy Center of Greater Rochester

What’s Warm, Fuzzy and Brings Lots of Smiles and Happiness?

It’s the Teddy Bear Trot - Family Fun Run and Walk!

Join us as we host a fun and relaxed Family Friendly 3 mile run and walk through the beautiful neighborhood. Karhu (which in Finnish means Bear) will be there with footwear demos.

We ask that everyone please bring a new, unwrapped Teddy Bear to be donated to The Child Advocacy Center of Greater Rochester. CACGR uses the bears to give to the children they serve and assist during their difficult times.

Everyone donating a NEW Unwrapped Teddy Bear(s) will receive a special Fleet Feet Discount Voucher and will be entered to win a free pair of Karhu shoes!

Teddy Bears will be donated to our event benefactor: https://www.cacgroc.org/- The Child Advocacy Center of Greater Rochester delivers excellence in child abuse response, healing, and prevention through collaborative service, awareness, education, and leadership. Learn more about them here: https://www.cacgroc.org/

Receive a Teddy Bear Trot Ears headband to wear during the event and post-trot snacks

Please join us for the warm and fuzzy fun!

By registering for this event you are acknowledging that the date, time, location, and distance of the race may be changed, switched to virtual, or canceled at any time as deemed necessary by the Race Directors due to circumstances beyond their control. In the event that any of these scenarios happens or any other, there will be no refunds, transfers, or deferrals allowed unless otherwise stated.

Bridge 2 Bridge is a file-mile run on beautiful, wide, historic carriage roads on Mohonk Preserve. Run, relax, take in the amazing views of the Catskills from Spring Farm and help raise money to protect the very land you're running on. That's running for a cause!

All registered participants receive:

A great-looking commemorative T-shirt

Access to one water stop on course that you pass twice

Complimentary refreshments and post-race snacks courtesy of the Shawangunk Runners

Satisfaction knowing you are helping Mohonk Preserve to protect 8,200 acres

All registrants receive complimentary entry to Lou’s Run (race #4) of the 53rd New Paltz Summer Series organized by the Shawangunk Runners in July. Date TBD.

20% off coupon from Rock and Snow in New Paltz

Registration discount for active Mohonk Preserve members with code: SAVE5

Non-members receive access to the Preserve’s trails for the entire day.

About the Race:

The Rock and Snow Bridge 2 Bridge Five Mile Run is held annually in early April by Mohonk Preserve with support from the Shawangunk Runners. All race proceeds benefit Mohonk Preserve and its mission to protect 8,000 acres of the beautiful Shawangunk Mountains and inspire visitors to appreciate nature. The 5-mile course is mostly on wide, lightly graveled carriage roads with a small section on trails. This is a chip-timed event. Awards are given to the top overall finishers by gender and to the top three finishers in ten-year age categories. Awards include delicious apple pies, annual memberships to Mohonk Preserve, or free race entries to Shawangunk Runner events.

Race Date: Saturday, April 11, 2026

Check In Opens: 8 AM

Race Begins: 9 AM

Please reduce your carbon footprint by carpooling! Parking is limited!

Thank you to our sponsor, Rock & Snow, 44 Main Street, New Paltz.

Pricing:

$45* before 3/31/26.

$50* 4/1/26 - 4/10/26 at 12 noon EST.

Day of registration, if race does not sell out, will be $60 (cash or check preferred).

*registration fees additional.

Active Mohonk Preserve members may register with code SAVE5 for a $5 discount off current rate. Please have membership number and expiration date ready when you register. Code must be entered when registering. Refunds will not be offered once registrations are completed.

Race Policies:

Refunds

Due to the fundraising nature of this event no refunds are granted.

Deferrals and Transfers

No race entry deferrals or transfers are permitted. Mohonk Preserve reserves the right to postpone the race due to adverse weather or course conditions. Every attempt will be made to reschedule the race in the event of a postponement but if that is not possible and the race cannot be rescheduled, no refunds of registration fees will be issued.

Minors

Minors under the age of fourteen must have written permission of a parent or guardian to participate. The parent or guardian must sign the event waiver on behalf of the minor.

Non-binary and Transgender Entrants

Our goal is to establish rules to encourage and facilitate the participation of transgender and non-binary runners at Mohonk Preserve events by ensuring fair and inclusive practices that respect the personal rights and dignity of transgender and non-binary participants.

Spectators

Free entry to the Spring Farm Trailhead for race spectators arriving with registered participants. Non-member spectators arriving independently are required to show a valid Preserve membership or pay the day pass fee of $15 per person. Children 15 and under are always free with a parent or guardian.

Strollers and Dogs

Strollers and dogs are not permitted on course. Dogs are allowed at the start/finish line only and must be kept on a leash and under the owner’s control at all times.

For more info on policies, please visit the race website at: https://www.mohonkpreserve.org/rock-snow-bridge-2-bridge-run/

Be a Trail Glazer and join us for this 4th annual event at Minnewaska State Park!!! 13.1 miles of beautifully groomed carriage roads. These are technically trails but NOT technical trails...perfect for your first time participating in an off-road race.

In addition to a super fun run, participants will receive:

• Custom Long-Sleeved Tee

• Commemorative Finisher Medal

• Box of Baked Goodies

• Well-stocked aid station (miles 4 & 9)

A portion of each registration fee will be designated for Minnewaska State Park

The Shawangunk Runners, with support from the Kiernan Farm/Bruynswick Winery in Gardiner, NY, is hosting it's second annual 6k (3.8-mile) cross-country run for the benefit of the Ulster County SPCA animal shelter. Animal shelters are in dire need as the number of animals under their care rises. The farm and winery are beautiful at the foot of the Shawanguk Ridge. Come run and support the mission of the UCSPCA, listen to music, and have a glass of wine or a beer. The UCSPCA will be there for a meet and greet with some of the shelter animals. We will also have some free dashes for the youngest children. No outside alcohol is allowed. There are overall awards and awards for the top three in all standard 10-year age groups. The day of registration ($35) begins at 9 am, and the race begins at 10 am. Children's dashes (free) at 9:45 am.

A scenic 5K race located within the confines of the Headless Horseman Hayrides and Haunted Attractions at 778 Broadway Ulster Park, NY 12487. Experience a behind the scenes view of the number one haunted attraction in America while running on pavement and through fields. More info can be found at the Esopus Fire Department Facebook page (https://www.facebook.com/esopusfire)

**Bib and T-shirt pickup will be on May 14th, 2026 at the Esopus Fire House, 1142 Broadway, Esopus, NY from 5pm to 7pm.

Obstacle Wonderland is pleased to bring you the region's best permanent outdoor obstacle course!

Welcome all Wonderlanders to our newest event, the "Rise of the Obstacles" for adults and kids! A family fun time, for every fitness level!

RISE OF THE OBSTACLES!

A New Chapter at Obstacle Wonderland – May 30-31, 2026

Welcome to Rise of the Obstacles, the evolution of Obstacle Wonderland’s signature experience, marking a new chapter where every athlete big, small, young, and old can step onto the course, face real obstacles, and RISE.

This is not just a trail run. This is not about miles. This event is all about you versus the obstacles... skill, grit, confidence, and heart.

Rise of the Obstacles offers TWO drastically different racing distances to test you on a curated lineup of OW’s most iconic and challenging builds. Every step brings you closer to mastering walls, rigs, crawls, carries, balance challenges, and Wonderland-exclusive creations you won’t find anywhere else. There are no penalties for failure only the determination to try again! This is a race where the strongest athletes push their limits, and first-timers discover what they’re capable of.

Earn your way to the most epic medal Wonderland has ever forged- a 3D hybrid design with glow accents, obstacle-themed elements, and a backside tribute to the warriors who rise above every challenge. Are you ready?

YES, YOU MAY ENTER MORE THAN ONE RACE DISTANCE

10% DISCOUNT WHEN REGISTERING FOR MULTIPLE EVENTS

AGE GROUP BREAKDOWN

KIDS events Saturday 5/30

ADULTS events Sunday 5/31

ADULTS "CROWN OF FIRE' 100 METER SPRINT OCR

Our fastest, most intense test at Obstacle Wonderland.

This is pure power, precision, and execution. Athletes will face a straight-line, obstacle-packed course designed to push speed, strength, grip, and technical skill to the absolute limit. Every move matters. Any mistake costs time. This heat is built for athletes who thrive under pressure and can move aggressively while staying composed. Strategy matters but execution wins. If you want a true test of obstacle skill where speed meets mastery, this is where you prove it. One course. One shot. One champion.

What to expect:

✔ A short, explosive competitive course

✔ Dense obstacle placement no wasted steps

✔ Grip, strength, balance, and coordination under pressure

✔ Two attempts at running the course

✔ Fastest time counts

All racers will receive a finisher medal, and additional podium awards will be given to top overall male and female, plus 1st in each age group.

ADULTS "DRAGONS MARCH" 5K ENDURANCE OCR

Combines a wide variety of obstacle tasks with technical trails and terrain

Our classic race event with a twist run two laps of our newly designed course but with obstacle changes each round. The Endurance race blends a measured stretch of trail running with repeated assaults on Obstacle Wonderland’s signature rigs and field obstacles. Athletes will move in and out of the woods and straight into technical challenges that demand strength, grip, and mental toughness.

What to expect:

✔ Fun, non competitive course

✔ Trail sections to test pacing and recovery

✔ Multiple passes through rigs and obstacles

✔ Strength and grip fatigue build with every lap

✔ Designed to punish poor strategy and reward smart racing

All racers will receive a finisher medal after completing their second race lap, in addition to a ton of swag goodies!

KIDS "FIRE BREATHER" 50 METER SPRINT OCR

Just like the adult version, kids will race side by side for the fastest course clear to see where they stack up against the field of speedsters, to determine the best when it comes to combining strategy and quickness under pressure.

What to expect:

✔ A short, explosive competitive course

✔ Dense obstacle placement no wasted steps

✔ Grip, strength, balance, and coordination under pressure

✔ Two attempts at running the course

✔ Fastest time counts

All racers will receive a finisher medal, and additional podium awards will be given to top overall male and female, plus 1st in each age group.

KIDS "FIRST ROAR" 1k OCR

Small roar today, big confidence tomorrow. 🔥🐲

Kids First Roar is a fun, empowering introduction to obstacle racing designed to help kids build confidence, courage, and a love for movement. Young athletes will run, climb, crawl, and conquer age-appropriate obstacles in a safe, encouraging environment where effort matters more than speed. This heat isn’t about winning- it’s about trying, smiling, and realizing “I can do this.”

What to expect:

✔ Fun, non competitive endurance course

✔ Kid-friendly obstacles

✔ Supportive staff and volunteers on course

✔ Trail sections to test pacing and recovery

✔ Strength and grip fatigue build with every lap

All racers will receive a medal at the finish line, in addition to a ton of swag goodies!

TEDDY BEAR CRAWL

Every muddy mile helps make a difference!

We’re thrilled to have the Teddy Bear Crawl Foundation joining us at this year's Rise of the Obstacles! This heartfelt nonprofit delivers joy and comfort to kids battling tough medical journeys. A mission is to provide comfort in the form of a teddy bear to children who are admitted into hospitals around the nation.

When you register, you’ll also have the chance to support their mission because getting down for a cause makes every obstacle worth it.. Sign up, get moving, and consider donating to this incredible cause.

CUSTOM MEDALS FOR DONATIONS of $5 OR MORE PLEASE

WEATHER POLICY:

We are a fully outdoor obstacle course. Please dress accordingly and for the weather. Should we experience weather conditions that make our event unsafe, we will make necessary announcements. THAT SAID, our sport is all terrain and all weather! If it’s rainin’ we’re trainin’ and if it’s snowin’ we’re goin’! We don’t mind a little weather but we’ll always make the call with your safety in mind.

VOLUNTEERS

Arrival time- 7:30am - 8:00 am

Your Team leader will be coordinating all volunteers, please see her for your assignment! A GIANT thank you to all our volunteers! We couldn't make our events so great without the helping hands we have on deck. That said, there is always a need for volunteer help so if you're coming to watch and would like to help a bit, please let us know!

PARKING:

Please follow the signs for "EVENT PARKING" and parking attendants will guide you to your parking space. Due to the weather, parking will be as follows !!! 1) 4 wheel - AWD - High clearance vehicles will park on the upper field- All others please park below. 2) PLEASE BACK INTO PARKING SPOTS TO ENSURE SAFE DEPARTURES! 3) Please do not block driveways.

RESTROOMS:

Portable restrooms are accessible at the back of the field near tier-one parking.

As always, we thank you for your support! We’ve grown into what we are today by word of mouth, so if you have a great time, please tell a friend, and post about us online!

Your gracious host at Obstacle Wonderland,

Gabe Capobianchi

The official course address is:

Obstacle Wonderland

314 New Unionville Road

Wallkill NY 12589

Phone number: 845-629-7922

Welcome to the 24th year of the Hudson Valley Triathlon Club and its Summer Tri Series. Join us for this Super Sprint Triathlon, we think you will find it challenging and a whole lot of fun! Great for individuals and relay teams of all levels. Held in the gorgeous setting of the Kenneth L. Wilson State Park near Woodstock, NY. Two hours north of NYC and one hour south of Albany.

Hudson Valley Triathlon Club (HVTC) Summer Tri Series

Super Sprint: 400m swim, 12 mile bike and 2 mile run. USAT sanctioned

Paratriathletes are welcome! AquaBike option offered to individuals only, not relay teams.

Race just one of this three race series or all three. Points are earned at every race and the Champion down to place #5, male/female, are honored at the end of the season.

Wednesday nights, 5:45pm

Race #1 - June 17

Race #2 - July 15

Race #3 - August 12

Extremely beginner friendly. NO CUT-OFF TIMES. You will never be the only "first-timer" at the race.

Great sharpener for experienced racers.