2027 First Mondays Summer Trail Series

United States flag Iola, Wisconsin, United States

217 days left

2027 First Mondays Summer Trail Series runsignup.com
Date 07 Jun – 02 Aug, 2027
Races 3 distances
Entry fee $10.00
Runner rating Be the first to rate
2027 First Mondays Summer Trail Series

About the event

The First Mondays 5k Trail Race Series at the Iola Winter Sports Club is back for its second year and we couldn't be more excited! We are incredibly excited to announce that the Pineries Running Lab has come on board as the presenting sponsor this year and will be at each race answering any running related PT questions! Please stop by and talk to their incredible team.

The IWSC will host a trail race/run every First Monday of June/July/August with the final night the Series Championship in August. Each month there will be a new course for the racers - think fun, exciting, introductory trail races for everyone!

We will also be hosting a vertical challenge race each series night where participants will attempt to be the first to run from the bottom of our ski jumps to the top on a different hill each event! There will be a free-1k kids race (10 and under) and plenty for kiddos to do while the races are going on - from music, food, mountain bike skills area, etc.

Day of registration is available and will open at 530pm each night. Kids 1k race starts at 6pm followed by the vertical challenge. 5k race will start after the vertical challenge at 630pm.

This is an untimed event but participants earn points throughout the series to earn raffle tickets for a giveaway at the final event in August! For each event you run at each series night; kids race, vertical challenge, and the 5k you will earn one point. One point equals one raffle ticket that will be drawn after the races on the last night in August to win some great prizes from local businesses.

Each night costs $10, T-shirts are available for $20 with pre-registration before May 11th, otherwise they will be available (sizes limited) at each event for $30 cash.

All proceeds from the races goes towards construction of new trails and trail maintenance at the Iola Winter Sports Club.

We are so excited to run with you this summer!

Races offered

07Jun

First Mondays Summer Trail Series: June

Running

Distance
5K
Start time
18:00
Entry fee
$10.00
05Jul

First Mondays Summer Trail Series: July

Running

Distance
5K
Start time
18:00
Entry fee
$10.00
02Aug

First Mondays Summer Trails Series: August

Running

Distance
5K
Start time
18:00
Entry fee
$10.00

Weather history

3-year monthly averages for June in Iola.

Temperature14.5° / 25.1°
Feels like13.0° / 23.8°
Sunshine hours10h 54m
Rainfall3.8 mm
Snowfall—
Wind11.8 km/h (Light breeze)
Humidity67.5%
Max UV indexVery High (8.0)
Sweat lossModerate
Course conditionsFirm and slightly soft
Sunrise05:12
Sunset20:41

About Iola

Learn more about the host city, Iola.

Scenic view of

Iola is a village in Waupaca County, Wisconsin, United States. The population was 1,236 at the 2020 census. The village is bordered by the towns of Iola and Scandinavia. The community was named after a Potawatomi princess.

Read more

Hotels & places to stay

Things to do nearby

Tours and activities near Iola, powered by Viator.

Loading nearby tours and activities…

Runner reviews

Read what other athletes have to say about their experience at the 2027 First Mondays Summer Trail Series.

No reviews yet

Be the first to share your experience with the community!

Suggest an edit

Spotted an error or missing detail about the 2027 First Mondays Summer Trail Series? Help us improve.

Nearby races

Explore other exciting events happening in this same region.

Hand-picked events we think you’ll love.

  • Adult Fall Camp Nov 06, 2026

    Adult Fall Camp

    The Endurance United adult camp 2026! Campers will be in charge of their own transportation AND lodging. Included in th…

    Read more about Adult Fall Camp
  • Redpaw's Dirty Dog Dryland Derby Nov 06, 2026

    Redpaw's Dirty Dog Dryland Derby

    Minimum purse $3,000. Cash prizes 1st thru 4th for All Breed and Registered Breed Classes. Trophies for all classes 1st…

    Read more about Redpaw's Dirty Dog Dryland Derby
  • Chunky Monkey Epilepsy Run Nov 07, 2026

    Chunky Monkey Epilepsy Run

    Chunky Monkey Epilepsy Run In memory of our "Chunky Monkey" Mathias Lee Koch Saturday, November 7th, 2026 Theme: Purple…

    Read more about Chunky Monkey Epilepsy Run
  • 14th Annual Veteran Suicide Awareness March Nov 07, 2026

    14th Annual Veteran Suicide Awareness March

    Join us for HOOAH WI’s 14th Annual Veteran Suicide Awareness March, a powerful event dedicated to honoring our service …

    Read more about 14th Annual Veteran Suicide Awareness March
  • 5K PUMPKIN FUN RUN/WALK Nov 07, 2026

    5K PUMPKIN FUN RUN/WALK

    27th Annual Pumpkin Run Nov. 7, 2026, at 10AM Join us for the 27th Annual Pumpkin Run, proudly hosted by the Hewitt Are…

    Read more about 5K PUMPKIN FUN RUN/WALK
  • Vets Day 5K & 10K Nov 07, 2026

    Vets Day 5K & 10K

    Begin your winter running season with meaning at the Vets Day 5K & 10K presented by Cargill & hosted by Silver Circle o…

    Read more about Vets Day 5K & 10K
  • Warrior 5K & 8K...Through The Park Nov 07, 2026

    Warrior 5K & 8K...Through The Park

    The course begins on the southwest corner of the park with a gradual incline toward the north. The course then winds ba…

    Read more about Warrior 5K & 8K...Through The Park
  • The Ugly Sweater 5K or 10K Race/Walk Nov 07, 2026

    The Ugly Sweater 5K or 10K Race/Walk

    Grab your ugliest sweater, lace up your running shoes, and join us for the Ugly Sweater 5K or 10K Race or Walk. Registe…

    Read more about The Ugly Sweater 5K or 10K Race/Walk

Get race deals and updates

Subscribe to our newsletter for curated race picks and discounts.