Freeport Trailhead of Lake Wobegon Trail

Freeport Trailhead of Lake Wobegon Trail The trailhead is located across the street from Charlies Cafe and the Pioneer Inn. There is ample parking and a small picnic shelter.

These two central Minnesota icons served as two inspirations for Garrison Keillor's Chatterbox Cafe and the Side Track Tap in his News from Lake Wobegon stories. There are no restrooms but the city hall is located across the street and open weekdays and of course the restaurant and bar have restrooms as well.

Hello I still need some volunteers for the Caramel Apple Ride on this Saturday September 12.  I need two volunteers each...
09/09/2026

Hello I still need some volunteers for the Caramel Apple Ride on this Saturday September 12. I need two volunteers each for West Union and Osakis and one for Sauk Centre.

Please let me know if you can help us out. The time commitment is about 4 hours from 8am to about noon. The volunteers will be staffing the rest stop handing out caramel Apple treats, fruit and cold water.

Thank you for considering volunteering for this event! Happy Trails! Cliff

PS call me if you have any questions!

Cliff Borgerding President
Lake Wobegon Trails Association
320-293-9364
[email protected]

Hello!!   Only 2 days left to pre-register for the 2026 Caramel Apple Ride… registrations close at 5pm on Wednesday.Clic...
09/08/2026

Hello!! Only 2 days left to pre-register for the 2026 Caramel Apple Ride… registrations close at 5pm on Wednesday.
Click Here to register: https://www.bikereg.com/lwt-car

Ride starts at 8am on Saturday September 12 in Sauk Centre MN. Check in and registration will be at 1000 Ash St So in Sauk Centre at the NW corner of the Stearns County Fair Grounds. You can choose to ride from Sauk Centre east to Melrose (8 miles) or west to West Union (7 miles) and Osakis (+6 miles).

Rest stops will have Caramel Apple Treats along with more fruit and ice cold water and will be open until about noon. The weather is looking just about perfect with temps about 70 with a light breeze and sunny skies… what a perfect day to enjoy a ride on the Lake Wobegon Trail!!

So, get your friends, neighbors and relatives together and come join the fun on the Lake Wobegon Trail! And after you finish the ride, you can go to Osakis and enjoy the festivities there. There are lots of things to do and see at the Taste of Osakis event. Click here for more information: https://www.facebook.com/tasteofOsakis/

Looking forward to seeing you at the ride! Happy Trails!! Cliff

Cliff Borgerding President
Lake Wobegon Trails Association
320-293-9364
[email protected]

Where community, music, food, and fun come together in the heart of downtown Osakis! A celebration you don’t want to miss!

Just a quick reminder... Caramel Apple Ride Saturday Sep 12th Sauk Centre MNSign up... click here:
08/30/2026

Just a quick reminder... Caramel Apple Ride Saturday Sep 12th Sauk Centre MN

Sign up... click here:

Lake Wobegon Trail Rides Caramel Roll Ride | Lady Slipper Ride | Caramel Apple Ride Attention Trail Lovers – let’s keep these rides going!! The rides are back for 2026! But we still need some volunteers to serve on the Lake Wobegon Trails Association Board of Directors. Tasks needing volunteers ...

Stearns County Minnesota Update Lake Wobegon Trail UpdatesLake Wobegon Trail Closed Friday, August 28 from Freeport to A...
08/26/2026

Stearns County Minnesota Update

Lake Wobegon Trail Updates

Lake Wobegon Trail Closed Friday, August 28 from Freeport to Albany for seal coating

Have you signed up for the 2026 Caramel Apple Ride?  The ride is coming up soon!   Sign up at:  https://lakewobegontrail...
08/18/2026

Have you signed up for the 2026 Caramel Apple Ride? The ride is coming up soon!

Sign up at: https://lakewobegontrail.com/lwta-rides/

What: 2026 Caramel Apple Ride
When: Saturday after Labor Day September 12 8am
Where: NW corner Stearns County Fair Gounds at 1000 Ash Street South Sauk Centre, MN
Why: To enjoy a great ride on the Lake Wobegon Trail!

You can choose to ride from Sauk Centre to Melrose, West Union and Osakis and back.

After the ride you can take part in the Taste of Osakis event in Osakis too! Here's a link to Facebook for more information:
https://www.facebook.com/tasteofOsakis/

There are all kinds of activities going on in Osakis so you can enjoy a fun bike ride and enjoy a fun event in Osakis after the ride. Lots of craft booths, games and live music headlined by Montgomery Gentry and featuring Eddie Montgomery!

So a great day to be enjoyed on the Lake Wobegon Trails and a fun community event in Osakis too! Come and Join the fun!!

Just a quick reminder ... What: 2026 Caramel Apple Ride When:  Saturday after Labor Day  September 12 8am Where:  NW cor...
08/09/2026

Just a quick reminder ...

What: 2026 Caramel Apple Ride
When: Saturday after Labor Day September 12 8am
Where: NW corner Stearns County Fair Gounds at 1000 Ash Street South Sauk Centre, MN
Why: To enjoy a great ride on the Lake Wobegon Trail!

You can choose to ride from Sauk Centre to Melrose, West Union and Osakis and back.

After the ride you can take part in the Taste of Osakis event in Osakis too! Here's a link to Facebook for more information:
https://www.facebook.com/tasteofOsakis/

There are all kinds of activities going on in Osakis so you can enjoy a fun bike ride and enjoy a fun event in Osakis after the ride. Lots of craft booths, games and live music headlined by Montgomery Gentry and featuring Eddie Montgomery!

So a great day to be enjoyed on the Lake Wobegon Trails and a fun community event in Osakis too! Come and Join the fun!!

If you havn't registered for the Caramel Roll Ride... do it soon!!  Click here to register: https://lakewobegontrail.com...
06/03/2026

If you havn't registered for the Caramel Roll Ride... do it soon!!

Click here to register: https://lakewobegontrail.com/lwta-rides/

Hope to see you at the ride!! Happy Trails!

Cliff Borgerding
President Lake Wobegon Trails Association
320-293-9364 [email protected]

Lake Wobegon Trail Rides Caramel Roll Ride | Lady Slipper Ride | Caramel Apple Ride Attention Trail Lovers – let’s keep these rides going!! The rides are back for 2026! But we still need some volunteers to serve on the Lake Wobegon Trails Association Board of Directors. Tasks needing volunteers ...

We are in need of additional active board members to help manage the Lake Wobegon Trails Association. I have been involv...
08/13/2024

We are in need of additional active board members to help manage the Lake Wobegon Trails Association. I have been involved with the association since the early 2000s and plan to retire by November 15th, 2024.

We are a great organization! The organization’s mission is to promote the Lake Wobegon Trails, the communities and businesses along the trails and to support Stearns County Parks in their efforts to maintain and improve the trails.

We have 3 successful events that have been around for a long time. The Caramel Roll Ride has been around for 25 years, and the Lady Slipper Nature Ride and the Caramel Apple Rides have been around for 13 years each. Please check it out and see how you can be a part of the trails association.

Cliff Borgerding, President
Lake Wobegon Trails Association

Quick Reminder!!  The Caramel Roll Ride and the Lady Slipper Ride are only a few weeks away!Here's the link to register ...
05/07/2024

Quick Reminder!! The Caramel Roll Ride and the Lady Slipper Ride are only a few weeks away!

Here's the link to register for the rides:
https://lakewobegontrail.com/lwta-rides/

PS The Caramel Apple Ride is coming up in September ... put it on your calendar or just register for all three rides at once!!

Hope to see you on the LAKE WOBEGON TRAILS soon!!!

Share this with family and friends. Come enjoy a great fun ride on the LWT!

Cliff Borgerding
320-293-9364
[email protected]

Address

125 Main Street E
Freeport, MN
56331

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