The 1869 Homestead



    The 1869 Homestead is a 40 acre private property with 7 developed trails totaling approximately 2 miles. The property contains a spring fed creek running the length of the property and is home to abundant wildlife taking refuge in forested areas. Approximately half the property is forest covered while the other half is a actively farmed agricultural field. The multi-purpose trail system is used for private recreational snow shoeing, hiking and ORV use. This is a private trail system. Registration required for access. Not open daily. 

    Year around we enjoy the country setting and natural beauty. Owners Regan & Connie O'Neill are active in the Jeep community and often host Jeep / off-road organizations for events and social activities at The Homestead as well as host out of state off-roading adventures.  

    Visitors to The Homestead are encouraged to share their experience of The 1869 Homestead by submitting a 'Review' on our Facebook page.   If you have a group or club interested in visiting our property for recreational activities please reach out to us:  


    The original 400 acre property was purchased in 1869 by German immigrant who settled in The Town of Wayne for use as a family farm and sawmill. Generations raised families on the property. The land was slowly subdivided and sold off over the years. 

    The current owner, was raised in a home previously located in the current farm field. The house burned down Thanksgiving Day 2016. The property was sold in hopes of it staying in the family. 

    Today the property is farmed by local growers and the wooded 

    areas are enjoyed recreationally. On the trail map you can still see the foot print of the former home & driveway from the satellite photo.  

    Requirements / Notices:

    Pre-approval & registration required for access.  Contact us to discuss your event or small group outing goals.  In an effort to maintain the beauty of the property and to protect visitors, the following ORV requirements are in place: 

    • Vehicle proof of insurance required for entry. 
    • Tow points front & back. 
    • Due to the narrow nature of the trail system no full size trucks are allowed.
    • Fire extinguisher rated ABC in each vehicle. 
    • Seat belts required for all occupants. 
    • Haul away all trash including cigarette butts. 
    • Stay on marked trails. 
    • No hunting. 
    • No vehicles in creek. 
    • Liability waiver signing required for entry.  Vehicle safety inspection will be completed at registration.
    • No restrooms or vehicle wash station on site. 
    • No camping on premises. 

    Our Trails

    Prickly Pear Pass


    Prickly Pear Pass:   Named for the invasive thorny brush originally planted around the perimeter of the field in the 1800’s to keep the cows in the pasture. This short trail has the steepest entry point +25% grade along with tight curves and logs on the trail. Wander on foot off the trail and you will get poked by its namesake! 

    Timber Trail


    Timber Trail:  Initially a logging trail, this trail has multiple downed trees to traverse / crawl with tight turns and a log pile to crawl. Access from the field perimeter trail. This is the longest wooded trail on the property.  Note: the field perimeter trail can get very muddy and based on seasonality has a difficulty rating that ranges from easy to impassible. Inquire on registration! 

    Stoney Way


    Stoney Way:  Over the years farmers had tossed rocks into this area creating a natural rock crawl. Volunteers added rock to this area and created the properties largest rock crawl. Boulders are up to 22” in diameter. Keep it in 4WD Low and enjoy the ride!  

    Whitetail Run


    Whitetail Run:  Named for the numerous deer who call this forest home, this trail contains a snaking incline that can be quite slippery in wet conditions. Many downed trees and mid size rocks may be encountered down its path. A downed oak tree runs parallel to the trail at one point, so feel free to get 2 wheels up on it and see how far you can go!  

    Turkey Gulch


    Turkey Gulch:  Over 100 turkey call this forest home – go slow and you will see them. This trail contains a tight curving incline with various size trees and debris on the trail. This is a rough cut trail so take your time. Take it up hill for a more adventuresome path. 

    Hollow Tree Way


    Hollow Tree Way:  Named for multiple hollow trees both standing and lying down on route. This trail starts out with a small rock area to crawl, followed by wet rutted mud section (3-12” deep) and a moderate incline thru the forest. Find the hollow tree and climb inside for a photo op! 

    The 1869 Homestead Boutique


    Reviews & Testimonials


    Tight trails and wonderful hosts  

    - Jay Jannes

    Beautiful fun trails the tight paths kept me on my toes and I enjoyed every minute of it and it was a blast playing in the snow thanks again Connie and Regan  

    - Louis FN 


    Fun trails in scenic Wisconsin! Have had really great times at the Homestead and am looking forward to many more! Thanks Connie and Regan O'Neill!   

    - Allen Wohlfeil

    Super fun place!! And the owners are the most amazing people. Glad I have met them.  

    - Mike Arnold 


    Beautiful property with a bit of everything for all experience levels. Beautiful drive there . Regan and Connie not only give lots of time and dedication to the road legal 4 wheel drive community but also their property. I think this is by far the best place to definitely come if you are just starting because of the knowledge and experience they and everyone involved can provide. My family and I definitely look forward to more trips there . ✌️️Thank you  

    - CJ Davies





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    The 1869 Homestead

    Hours: By Appointment Only