Southern Wisconsin Guided Trail Rides

Southern Wisconsin Guided Trail Rides "Non Competitive and Fun Riding"
Open to ATV, UTV (Max. Width 65") and Dirt Bikes
Kid Friendly The trail consists of a 15-25 mile loop on private property.

Have 2 locations at which I host events 3 or 4 times a year so that you can get out and ride your ATV, UTV, or Dirt Bike. The Hill Point location is 50 miles N-W of Madison and Middleton location is 10 miles West of Madison. These rides consist of guided groups broken down by skill level, so everyone can ride at their own ability. The Hill Point event normally happens in Spring/Summer (mid May to

mid June) because it being hunted during fall and Middleton events happen in Fall (October) after crops are harvested. Hill Point location is totally different than Middleton location. Hill Point with lots of elevation changes and being roughly 75% in the woods is more technical riding and slower course. Versus Middleton 75% field riding on relatively flat terrain compared to Hill Point is a little less technical riding and faster course. Both rides have there points and people like both locations.

- Both location have single track sections for two wheel machines for people that want more technical dirt bike riding.
- At an additional cost, lunch is often offered by local group in Middleton.
- Events are limited to 100 machines. Call Dan for more information at (608) 445-8228 7am to 10pm. Sister event link that uses the same course after being conditioned by guided trail riders in Middleton is:

*** Southern Wisconsin Off Road Bicycles Rides ***

https://www.facebook.com/SWORBR/about/?ref=page_internal

08/15/2026

Went to watch Travis Pasterna’s “Nitro Circus” in Appleton, Wisconsin on Friday August 14. I prefer my wheels on the ground!

Middleton fall ride dates are
Saturdays, October 10 and 17
back to back weekends weather permitting!

Going to get started on fall Middleton trail rides woods clearing  pretty soon. If anybody’s interested in helping us out for a few hours reach out to me at (608) 445-8228 7 AM to 10 PM for details and to be included in the 2026 helpers group text. Full day, commitment, not required.

08/05/2026

Steve did a little pull behind mowing before the Sunday, August 2 “Hill Point Fun Day” He got in some well-deserved seat time after mowing. 👍

Sorry about the very short notice on the
self guided “Hill Point Fun Day”.
It is unfortunate more people didn’t take advantage of it as the trail conditions were excellent! 😊

Here is your two month notice for the Middleton October rides.
Saturday, October 10
Saturday, October 17
Back to back weekends!
(weather permitting)

People that showed up on Sunday, August 2 please share a photo and comment below how your day went
if possible.

08/02/2026

Last time to ride Hill Point location for 2026! Perfect trail conditions! Kids are welcome!
”Self Guided Day”
Ride 9 to 4 be here by 12

“Fun Day” is a solid GO for tomorrow with no dust! 👍More are welcome!All details in event post. See you in the mornin...
08/02/2026

“Fun Day” is a solid GO for tomorrow with no dust! 👍
More are welcome!
All details in event post.
See you in the morning!

08/01/2026

Will have an answer by 8 PM not 7 PM as I’m not on site yet! 🙈
In regards to August 2 “Self Guided Ride”

07/29/2026

Sunday, August 2, 2026
Hill Point fun day!
(weather permitting)

Open house of:
“Leasing Riding Rights Trails Only”
At Hill Point location. (50 miles north Northwest of Madison)

Roughly 12 miles of marked one direction private trails. Includes all single tracks on normal Hill Point one day trail rides!

Open riding from 9 AM to 3 PM.
(Must be signed in by 12 noon)
Self Guided fun day!
All skill levels and ages.
Adults on own machine, $50.
Reduced kids fee too.
Open to dirt bikes, ADV bikes, mini bikes (pull start), electric dirt bikes, ATVs, and UTVs (max. width 65 inches).

Must let me know if planning on coming!
Need:
1) Full name/s
2) Age/s
3) Type of machine/s
4) If you have or have not participated in one of my past events.

If you new to the page or haven’t participated at Hill Point location call for directions.

Event post with all details to be posted by Friday, July 31.

Other questions call Dan at
(608) 445-8228 7 AM to 10 PM.

07/27/2026

Thursday, July 23 at Hill Point moving some trail blockage.
Video 1 of 2 (2 minutes 36 second)

07/27/2026

Thursday, July 23 at Hill Point opened trail so now rideable again.
Video 2 of 2 (1 minute 36 seconds)

07/24/2026

Thursday, July 23. Three different people’s perspective on Southern Wisconsin Guided Trail Rides at Hill Point location! (Video length is 4 minutes 34 seconds so view when time is appropriate.)

1) Paul new neighbor got a tour of easier ATV connector trail system.
2)Jason who has participated in the Bucky, Big Woods and Kettle Marine dual sport rides is considering doing the “Riding Rights Leasing” and participating in the one day trail rides. First time on property and was impressed!
3) Steve a seasoned participant has participated on the one day guided rides. Has volunteered as a goup leader and helping on trail maintenance and currently participating in the “Riding Right Lease”.

Call Dan at (608) 445-8228
7 AM to 10 PM if interest in participating.

Address

Middleton, WI

Telephone

+16084458228

Website

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