Jenny Lane, Rainbow Falls and Castle Point Loop

This challenging loop is quite long, covering nearly 23 kilometers. It typically takes around 6.5 hours of active hiking time to complete, but plan for a full day to enjoy the scenery and account for breaks.

This route is rated as difficult. While it includes sections of well-maintained carriage roads, the Rainbow Falls Footpath, in particular, features significant challenges like steep uphill scrambles, rugged terrain, and even an approximate 7-foot drop or climb. Hikers should be prepared for rapid elevation gains in certain parts.

The terrain is quite varied. You'll encounter woods roads, exposed bare rock, and notable rock ledges. The Rainbow Falls Footpath is known for its 'wicked scrambles' and steep sections. Expect eroded old roads, potentially muddy areas, and stream crossings. It's a mix of rugged footpaths and wider carriage roads.

This loop offers a wealth of scenic spots. Key highlights include the stunning Rainbow Falls and Rainbow Falls, Minnewaska State Park Preserve, though their flow varies with rainfall. You'll also be treated to dramatic, commanding views of the Hudson Valley from Castle Point, and expansive vistas of the Catskill Mountains, Lake Awosting, and Lake Minnewaska from the View from Kempton Ledge.

Yes, this route incorporates sections of several other trails. You'll hike along parts of Jenny Lane, the Upper Awosting Carriageway, the Lower Awosting Carriageway, and a significant portion of the Shawangunk Ridge Trail.

The Jenny Lane lot is a popular starting point for this loop. It's often free and accessible 24/7, which can be a convenient alternative to the main Minnewaska State Park Preserve entrances, which typically charge a fee and have specific operating hours.

If you access the trail from one of the main Minnewaska State Park Preserve entrances, there will be an entrance fee. However, if you start from the Jenny Lane parking lot, you can often avoid the park entrance fee, though it's always good to check current regulations before you go.

Due to its length, difficult rating, and sections with rapid elevation gain and challenging scrambles, this loop is generally not recommended for beginners or young children. Experienced hikers will find it more enjoyable.

Minnewaska State Park Preserve generally allows dogs on leash on carriage roads, but specific footpaths like parts of the Rainbow Falls trail may have restrictions. It's best to check the current park regulations regarding dogs on specific sections of this loop before you visit.

The trail offers beauty in various seasons. Spring and fall provide pleasant temperatures and vibrant foliage. However, the flow of Rainbow Falls is highly dependent on recent rainfall, so visiting after a good rain will offer the most impressive waterfall views. Winter hiking is possible but requires appropriate gear and caution due to ice and snow on rugged sections.

Yes, this loop can be hiked in winter, offering a unique experience. However, be prepared for challenging conditions, including ice and snow, especially on the more rugged footpaths and scrambles. Proper winter hiking gear, such as microspikes or snowshoes, is highly recommended.