4.8
(121)
2,037
hikers
37
hikes
Hiking around Sleepy Hollow offers diverse outdoor experiences, characterized by its location on the Hudson River and varied natural landscapes. The region features forested hills, river valleys, and the Pocantico River, providing a mix of terrain for exploration. Expansive areas like Rockefeller State Park Preserve contribute to an extensive network of trails. These physical features create a setting for bus station hiking trails near Sleepy Hollow, accessible for various activity levels.
Last updated: July 2, 2026
5.0
(1)
4
hikers
12.9km
04:03
530m
530m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
7
hikers
10.4km
03:08
340m
340m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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1
hikers
8.87km
02:30
180m
180m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
2
hikers
12.2km
03:45
440m
440m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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Near the Marin Museum of Bicycling stands a surprising eye-catcher: a small replica of the Eiffel Tower, in the middle of the town square. This playful structure gives Fairfax's charming downtown a unique character and is a popular photo spot for visitors. The tower perfectly complements the creative and quirky atmosphere of the town, which is known for its love of cycling, art, and alternative culture.
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An absolute must-see for cycling enthusiasts! This museum in Fairfax tells the story of nearly 200 years of cycling history, from 19th-century velocipedes to modern racing bikes. It's also home to the Mountain Bike Hall of Fame, featuring unique specimens and stories about the pioneers of mountain biking. The collection is impressive and authentic—no replicas, but real bicycles that showcase the evolution of technology and design. An inspiring place where you can truly feel the passion for cycling.
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Where Eclipse and Solstice Trails intersect.
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Loma Alta literally translates to "high hill" and is the highest point in the Loma Alta Open Space Preserve. A few different dirt roads and trails lead to the bald summit that looks over the surrounding hillsides.
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This town, nestled in the forested hills among unspoiled open space in Marin County, is a nice respite from the large nearby metropolis. It is a quirky, hip place with a small-town vibe filled with restaurants, music venues, and independent shops. Fairfax is home to many musicians who live here, and on any given night, you can find live music featuring local and national touring acts jamming in a relaxed, casual atmosphere. It has a very cycle-friendly culture, and be sure to take the time to visit the Museum of Bicycling while you are here!
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Non-profit exhibit of some cool historic bikes, including some of the mountain bikes invented here
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This trail can be the starting point or end to a nice hike through the preserve, connecting to the Terra Linda Trail and several other side trails. It is a great way to explore the beautiful grassland and broadleaf forest surrounding several San Rafael residential communities. The route travels through coast live oak and California bay trees, with many California poppies and wildflowers on the rolling hillsides. On a clear day, there are fantastic views of Mount Tamalpais and Big Rock Ridge, with San Pablo and San Francisco Bay in the distance.
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There are over 35 hiking trails in Sleepy Hollow that are easily accessible from local bus stations. These routes offer a range of difficulties, with 15 easy, 17 moderate, and 3 more challenging options.
The trails around Sleepy Hollow are highly rated by the komoot community, with an average score of 4.89 stars from over 100 reviews. Hikers often praise the scenic Hudson River views, the peaceful forested hills, and the well-maintained carriage trails within Rockefeller State Park Preserve.
Sleepy Hollow's bus-accessible trails are enjoyable year-round. Spring brings lush greenery and blooming wildflowers, while autumn offers spectacular fall foliage, especially along the Hudson River and within Rockefeller State Park Preserve. Summer is great for longer days, and winter can provide serene, snow-covered landscapes, though some trails may be icy.
Yes, many trails are suitable for families. The Gestalt Haus – Fairfax loop from Sleepy Hollow is a moderate option that offers varied terrain. For easier walks, sections of the Old Croton Aqueduct Trail are generally flat and wide, perfect for a leisurely family stroll. Rockefeller State Park Preserve also features numerous carriage trails that are gentle and wide.
Many trails in the Sleepy Hollow area are dog-friendly, but policies can vary. Rockefeller State Park Preserve generally allows dogs on leash on its carriage trails. The Old Croton Aqueduct Trail also permits leashed dogs. Always check specific park regulations before heading out to ensure a pleasant experience for everyone.
Yes, the region boasts beautiful natural features. While not directly on every bus-accessible route, the area around Sleepy Hollow is known for its waterfalls. You can explore highlights like Fairfax Falls 🌊 and Carson Falls. Many trails, especially those near the Hudson River, offer breathtaking scenic vistas, including views of the Tappan Zee Bridge.
Rockefeller State Park Preserve is highly accessible. Several Westchester County Bee-Line bus routes serve the Sleepy Hollow area, with stops often within walking distance or a short connection to the preserve's entrances. It's advisable to check the latest Bee-Line bus schedules for routes like 13 or 14, which typically connect the village center to areas near the preserve.
Yes, there are several circular routes designed for convenience. The Solstice and 680 Trail Loop and the 680 Trail loop from Sleepy Hollow are both excellent moderate circular options that can be accessed from bus stops in Sleepy Hollow, allowing you to start and end your hike at the same point.
Generally, no specific hiking permit is required for day use on the main trails within Rockefeller State Park Preserve or the Old Croton Aqueduct Trail. These are public parks and state historic sites. However, always check the official park websites for any updated regulations or special event requirements before your visit.
The trails around Sleepy Hollow offer a diverse range of landscapes. You'll encounter dense forested hills, tranquil river valleys along the Pocantico River, and open meadows, particularly within Rockefeller State Park Preserve. Many routes also provide stunning views of the Hudson River, especially from paths like the Westchester RiverWalk.
Yes, the village center of Sleepy Hollow, which is well-served by bus routes, offers a variety of cafes, restaurants, and pubs. You'll find options for a post-hike meal or a refreshing drink within easy walking distance of the main bus stops in the village.


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