Catskill Mountain Jeep Jamboree Trails and Photos


Click here for a description of the trail rating system. The Catskill Jeep Jamboree has trails rated from 5 to 9.

   Click here for the index to all Jamboree photos.

    Click here for links to Jamboree video clips.



1. Rivas Farm, Rating: 5  Click here for 2009 photos  2008 photos  2007 photos  2006 photos  2005 photos  2004 Photos 
Trail starts in pastures of a century old farm surrounded by huge stone walls. Trails twist through woods, mud, moderate rocks and Good trail for the beginner Jeeper or for a “refresher” for those that haven't tried it in a while, Plenty of good trails, mud, some rocks, stream crossing, fun guides and you may even get a chance to see a turkey or two! (Be sure to keep an eye open near the snapping turtle marsh!).

2. Whispering Woods, Rating: 5  Click here for 2008 photos  2007 photos  2005 photos
This trail winds through a huge parcel of land that was once a planned development, but after going bust, ended up in the hands of a corporate CEO that just happened to own a lifted Wrangler with lockers front & rear! This trail borders the 9 mile Swinging Bridge Reservoir, which is home to many bald eagles, deer, bears and plenty of terrible terrain. Trail includes tricky hill climbs, moderate rocks, stream crossing and plenty of mud if mother nature cooperates with rain.

3. Perdue Valley, Rating: 5-6 Click here for 2007 photos 2006 photos
The lush Neversink River Valley near which was one known as Denistons Ford lies the Perdue Valley Trail. This 500 acre parcel winds along steep outcroppings of rock ledges with the infamous Perdue Brook, offering Jeep pilots a serious challenge. Moderate rocks, good hill climbs, plenty of gooey mud and lunch along the banks of the Neversink is what Perdue offers.

4. Bushville Road, Rating: 5-6 Click here for 2009 2008 photos 2007 photos  2005 photos   2004 Photos
This trail starts at the Rivas farm and wanders near the Mongaup River Valley to the former town of Bushville, whose last inhabitants moved out in the late 1930’s. Challenging hill climbs, plenty of rock sections, gooey mud and possibility of circling the Keifer Marsh (Swamp Loop) if weather allows. Good day for the moderate off-roader, lots of challenges.

5. Eagle Path, Rating: 5-6

6. Hummel Hollow, Rating: 6-8  Click here for 2009 photos  2008 photos  2007 photos 2006 photos  2005 photos   2004 photos  
Legend has it during prohibition, a small riverside grain mill, (Shady Brook Mill) doubled as a moonshine distillery that serviced many Catskill resorts with illegal “hooch”. This mill, run by Corbett Hummel, was located not too far from where this trail wonders through property owned by the once famous Concord Resort Hotel. This trail offers some challenges for more experienced and equipped Jeepers with a creek crossing, hill climbs, rocks, mud.

7. 12 Step Program, Rating: 6-7   Click here for 2009 photos  2008 photos  2007 photos  2006 photos  Prerun photos
12 Step wanders around the grounds of the former Capital Inn Resort that found it's fiery demise in the 1940's. This trail runs over a large tract of land between old mill towns, Thompsonville and Bridgeville. Nothing remains of this once grand resort except a huge foundation in the ground atop a hill near the former Newburgh Cochection Turnpike. Steep hills, ledges, high probability of swampy mud and the infamous 'stairs' await jeepers on this challenging trail. 33" tires and 3"-4" lift required.

8. White Lake Brook, Rating: 6-8 Click here for 2009 photos 2008 photos  2007 photos  2005 photos 
This challenging trail is on the same parcel as Whispering Woods along Swinging Bridge Reservoir. This trail takes you over the Moscoe Road, which lead to the now flooded hamlet of Starlight that was sacrificed to make this electric producing body of water. 600 acres of wilderness allows this trail to offer a wide variety of terrain that includes some great hill climbs, river crossings, plenty of rock and plenty of mud if nature cooperates. (New section: "Bad Beaver" loop with tricky hill climb). Trail geared toward the more experienced Jeeper and guarantees great photos. 33" tires, rear positive locker and 3"-4" lift required.


9. Gilroy Hill, Rating: 8-9 Click here for 2009 photos 2008 photos  2007 photos 2006 photos  2005 photos  2004 photos
In the late 1800’s, the Gilroy family emigrated from Ireland to the US where they ended up in the Monticello area. This trail weaves through much of the land they settled along the fertile banks of the Mongaup River valley. This trail offers the experienced Jeeper a variety of terrain including rocks, mud, hill climbs, rocks, circle Keifer’s Marsh, rocks, mud. Adam tailors this trail to meet the groups expectations since most of it is in a 800 acre parcel he considers his “backyard”. This trail is aimed toward the more experienced Jeeper. 33" tires, rear positive locker and 3"-4" lift required.






10. OMG – Rating: 7-9
This trail wanders the lands of the infamous Phillip Del Fungo Giera, a WWII era inventor, munitions dealer and international spy, who was charged in federal court for his impersonation of an Army Major and claimed to have represented 13 different foreign governments as a secret agent. Among other things, Giera claimed to have invented the famous “calling cards” – incendiary missiles dropped by the Royal Air Force on German forests during the war, but in the end – more than likely was a world renowned swindler. He was a true mystery man with his laboratory located on this very property within just under 1000 acres he owned and built weapons. His laboratory was torn down in the late 1990’s and it’s rumored there are hidden caches of old ammunition scattered throughout this parcel. The trail through this mysterious parcel takes you over hill climbs, rock gardens and through the perch where it’s believed Giera asked his fiancé to marry him in 1938. No matter truth or legend, this challenging trail will go down as one in history that made you work!


11.  – Rating: 7-9
Through the generosity of the current landowners we’re able to traverse some of the worst terrain the Catskills has to offer, over killer rocks the glaciers dropped here in the worst places as you weave your way down to and along the banks of the Kinne Brook. This trail is for the very hearty and most experienced off-roader.


12. Chute the Devil, Rating: 8-9

Not for the faint of heart, this trail utilizes much of the land that the Avon Lodge trails use - but much worse terrain!  This trail runs on 1500 privately owned acres of a former Catskills resort, later to become a ski area that closed in the early 90's.  Dried up stream beds, nasty hill climbs, technical maneuvering, seasonal mud and some of the worst rock the glaciers could have dumped along the ridge line of a steep mountain is what 'the Devil' throws at you. This trail is aimed for the experienced Jeeper that wants a serious challenge on some great terrain. 33" tires, 2 positive lockers and 3"-4" lift required. Winch highly advised.


13. Snake Bite, Rating 9+ Click here for 2009 photos
You asked for harder, so here it is! Not to say too much about this trail, but we’ve done the actual Rubicon Trail with an open differential TJ and we believe this trail is realistically twice as hard! While on the same land as Whispering Woods, this trail offers sharp turns off the beaten trail through some of the worst rock gardens the glaciers dropped us, two creek beds with some running water cascading down at your Jeep and a sick hill climb. This one is for the very experienced Jeeper with a serious vehicle. 35” tires are recommended, 2 lockers, 3” lift min, winch required. This one is not for for the faint of heart.


A note about our trails:


All of the trails we use are entirely on Private Property. We ask that you respect the landowners and please leave only your tire tracks. It is imperative that you stay on the trail at all times and only go around an obstacle or go off the trail under the supervision of your guide. These trails are only used for this Jeep Jamboree and are not open to the public.

Please don't jeopardize our relationship and be respectful at all times.

Trail Rating System

Every Jamboree trail is rated from 1 (the easiest) to 10 (the most difficult). These ratings are based on the trail overall, not just on one or two tough spots. Rain can increase ratings by one or two points. Please remember, all vehicles are subject to inspection prior to trail departure. Numerically higher rated Jamborees are more likely to result in vehicular damage.

1-3 Trails feature obstacles that are easy to navigate. In optimum weather conditions, some of these trails may not require continual use of four wheel drive (4WD).

4-7 Trails are moderately demanding and require 4WD. You may encounter a variety of challenges including mud holes, boulders, and stream crossings on the trail.

8-9 Indicates that the likelihood of getting stuck is considerably higher. Mud holes may be deep and rock climbing is more arduous.

10 Reserved for the most demanding off highway trip in the country – the Rubicon Trail. (Not recommended for Jeep Liberty, Cherokee, or Grand Cherokee models.)

Back to the top

  HOME       GUIDES        LODGING      TRAILS     LINKS    WHAT'S A JAMBOREE?