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

06/20/2026

No rain at Hill Point this afternoon. Everything is looking excellent so let’s go and have some fun!

Still room!

Somebody missing a pair of mirrors from the May 16 ride at Hill point. Reach out to me today or tomorrow. Maybe we can ...
06/19/2026

Somebody missing a pair of mirrors from the May 16 ride at Hill point. Reach out to me today or tomorrow. Maybe we can get them reasonably close for you to pick up but I don’t know what city they need to go to? 🤔

Last Last Last Call for Hill Point trails in 2026.

Still have room for more!

All details in “Event” posting 

06/19/2026

Fathers make plans to be in Hill Point on Saturday. It’s your weekend!

Final Hill Point ride for 2026.
Still have room for more machines!
LET ME KNOW IF COMING NOW!
Weather and trail is looking great for weekend! 👍

Details to pre-register and all event details are in the “Event” post.
For more details call Dan at
(608) 445-8228 7 AM to 10 PM.

HIGHWAY 130 CLOSED TO THROUGH TRAFFIC !From the South: Use Highway 23 to County Highway GG to County Highway G to Croal...
06/18/2026

HIGHWAY 130 CLOSED
TO THROUGH TRAFFIC !

From the South: Use Highway 23 to County Highway GG to County Highway G to Croal Hollow Road.

From the North: Use Highway 154 to County Highway G to Croal Hollow Road.

FINAL Hill Point ride for 2026 is Saturday, June 20.
LET ME KNOW IF COMING NOW!
Weather and trail is looking great for weekend! 👍

Details to pre-register and all event details are in the “Event” post.
For more details call Dan at
(608) 445-8228 7 AM to 10 PM.

Saturday, June 20 is final Hill Point ride for 2026. (50 miles W/N of Madison).Still have room for more machines! LET ME...
06/16/2026

Saturday, June 20 is final Hill Point ride for 2026. (50 miles W/N of Madison).

Still have room for more machines!
LET ME KNOW IF COMING NOW!

Weather looks great for weekend! 👍

Details to pre-register and all event details are in the “Event” post.

For more details call Dan at
(608) 445-8228 7 AM to 10 PM.

06/13/2026

Saturday, June 20 is final Hill Point ride for 2026. (50 miles W/N of Madison).
Last two of four rides for 2026 are not until October by Madison. (Middleton)

Seven days until 100% of the Hill Point one day riding opportunities will be over for 2026 riding season!

Still have room for more machines!

Weather looks great for next weekend as of now. 👍

Details to pre-register and all event details are in the “Event” post.

Details on the “Riding Right Lease” are on past post on March 7, 2026.

For more details call Dan at
(608) 445-8228 7 AM to 10 PM.

06/09/2026

Final Hill Point Guided Trail Ride for 2026 is Saturday, June 20 of Father’s Day weekend.

Pre-register now if you are planning on coming so we can prepare properly. All needed information in the “Event Post”.

Interested volunteering to do some of the preparation work call Dan at
(608) 445-8228 7 am to 10 pm.

05/30/2026

Thursday, May 21 Bruce and Jamie are playing! Dan is video taping from access trail on single track number two.
(video length is 4 1/2 minutes)

1) Looking for a few good people that would appreciate joining Jamie, Bruce and others on the “Riding Rights Lease” for opportunity to ride some of Hill Point and Middleton trails other than the one day events!

Details on the “Riding Right Lease” are on past post on March 7, 2026.

For more details call Dan at
(608) 445-8228 7 AM to 10 PM.

2) Final Hill Point location one day trail ride for 2026 is Saturday, June 20 (Father’s Day weekend). Come play with us it is the guys weekend!

Will create “Event Post” soon to pre-register with full ride details on ride. Can look at “Past event” from May 16, 2026 for general information until I post new one.

3) Jamie ”Can’t ride two dirt bikes at one time” so his 2007 Yamaha WR 250 is for sale. Roughly price is $3,000 if interested call Dan to get contact information at (608) 445-8228
7 AM to 10 PM.

05/23/2026

Thursday, May 21 Hill Point post event trail evaluation equals seat time for Dan, Bruce and Jamie. 👍

1) Only five days since the first Hill Point trail ride on Saturday, May 16 more trail maintenance required already. 👎

2) Both Bruce and Jamie ”Can’t ride two dirt bikes at one time” so they have their old dirt bikes, for sale.
Bruce has Yamaha 2023 WR 250 and Jamie has a 2007 WR 250. Roughly prices are $7,000 and $3,000 if interested call Dan to get contact information at (608) 445-8228
7 AM to 10 PM.

3) Next Hill Point trail ride is scheduled for Saturday on Father’s Day weekend June 20 weather permitting. 😜

Sunday recap video clips from Hill Point, WI Saturday, May 16, 2026 event.Note:Total video length is 7 minutes 42 second...
05/18/2026

Sunday recap video clips from Hill Point, WI Saturday, May 16, 2026 event.

Note:
Total video length is 7 minutes 42 seconds.
May want to grab a coffee or pop and comfortable chair to view.

* Next guided ride is)
Saturday, June 20, 2026 at Hill Point

INTEREST IN “LEASING RIDING RIGHTS”
AT HILL POINT AND MIDDLETON LOCATIONS?

HAVE DONE LEASING AT HILL POINT LOCATION FOR TWO YEARS NOW!

NEED A FEW RESPONSIBLE
AND RESPECTFUL PEOPLE TO CONTINUE DOING IT!
Rough details were posted March 7, 2026. If interested reach out to me at (608) 445-8228 7am to 10pm to be considered.

Address

Middleton, WI

Telephone

+16084458228

Website

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