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Marin County

Sleepy Hollow

The best traffic-free bike rides around Sleepy Hollow

4.6

(391)

3,938

riders

5

rides

No traffic touring cycling routes around Sleepy Hollow navigate a landscape characterized by rolling hills, scenic riverfronts, and diverse terrain. The region features the Hudson River waterfront and the serene Pocantico River valley, offering varied natural settings. A network of dedicated pathways and historic carriage roads provides opportunities for touring cyclists to explore the area's natural beauty.

Best no traffic touring cycling routes around Sleepy Hollow

  • The most popular no traffic touring cycling route is Loma Alta Summit – 680 Trail loop from Sleepy Hollow, an 8.5 miles (13.6 km) trail that takes 1 hour 33 minutes to complete. This difficult route features significant elevation gain through rolling terrain.
  • Another top favourite among local touring cyclists is Fairfax Falls 🌊 – Fairfax loop from Sleepy Hollow, a difficult 18.9 miles (30.4 km) path. This route offers extensive climbs and varied scenery, often including views of the Hudson River.
  • Local touring cyclists also love the Gestalt Haus – Fairfax loop from Sleepy Hollow, a 6.5 miles (10.5 km) trail leading through rolling hills, often completed in about 47 minutes.
  • Touring cycling around Sleepy Hollow is defined by rolling hills, scenic riverfronts, and dedicated pathways. The network offers options for different ability levels, from moderate loops to more challenging routes with notable elevation changes.
  • The routes in Sleepy Hollow are highly rated by the komoot community with an average score of 4.5 stars from over 200 reviews. More than 4000 touring cyclists have used komoot to explore Sleepy Hollow's varied terrain.

Last updated: November 6, 2026

9

riders

#1.

680 Trail – 680 Trail loop from Sleepy Hollow

14.0km

01:31

460m

460m

Hard bike ride. Very good fitness required. Mostly paved surfaces.

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Hard

Hard bike ride. Very good fitness required. Mostly paved surfaces.

Hard
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Hard bike ride. Very good fitness required. Mostly paved surfaces.

Hard

Hard bike ride. Very good fitness required. Mostly paved surfaces.

Hard

Hard bike ride. Very good fitness required. Mostly paved surfaces.

Hard

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Tips from the Community

Andrus
May 30, 2025, Historic Dixie Schoolhouse

The Dixie Schoohouse dates back to 1864, it has been in continuous use since its construction, making it the oldest in Marin County. It was listed on the National Register of Historic Places in 1972.

1

0

Alex
May 19, 2025, 680 Trail

The 680 Trail in Marin County has access points at the end of Manuel T. Freitas Parkway via the Mission Pass Bike Path and Fawn Drive. The terrain is fun, rolling trails.

0

0

Sue
October 27, 2023, Fairfax

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!

2

0

Traveler
August 15, 2020, Fairfax

Small Marin county town with a more relaxed and eclectic vibe than its even more wealthy neighboring towns like Mill Valley

0

0

Historic 1864s one-room school, the oldest in Marin County

0

0

Traveler
April 27, 2020, School Trail

Get off the highway and help promote safe bikeways in the San Geronimo Valley! School trail is mostly well-compacted gravel, a great alternative to parallel but out of sight and danger of busy Sir Francis Drake Boulevard. Currently only this short section between Forest Knolls and Lagunitas School. Great start people, extend the trail !

0

0

Iconic watering hole of the biking community, next to a small park adorned with tiles memorializing the REPACK bike race on the nearby hills.

1

0

Traveler
March 29, 2020, Bolinas Park

Beautiful grove of tall redwood trees along a small streambed along Bolinas and Park Roads in downtown Fairfax.

0

1

Frequently Asked Questions

How many no-traffic touring cycling routes are available in Sleepy Hollow?

There are over 50 dedicated no-traffic touring cycling routes around Sleepy Hollow. These routes are carefully curated to provide a safe and enjoyable experience away from vehicular traffic, allowing you to fully immerse yourself in the region's natural beauty.

Are there easy, no-traffic touring cycling routes suitable for beginners or families in Sleepy Hollow?

Yes, Sleepy Hollow offers a good selection of easy, no-traffic touring cycling routes perfect for beginners and families. There are 12 routes specifically rated as easy, often following flat, well-maintained paths like sections of the Old Croton Aqueduct Trail. These routes provide a gentle introduction to the area's scenic landscapes without significant elevation changes.

What kind of terrain can I expect on the car-free touring bike routes in Sleepy Hollow?

The car-free touring bike routes in Sleepy Hollow offer a diverse range of terrain. You'll find everything from paved paths along the Hudson River waterfront to well-maintained gravel sections on historic carriage roads and trails. The region's rolling hills mean some routes will include moderate climbs, but many car-free options prioritize flatter, more accessible surfaces.

What scenic overlooks or attractions can I find along car-free touring routes in Sleepy Hollow?

Many car-free touring routes in Sleepy Hollow offer stunning views and access to local attractions. You can enjoy picturesque vistas of the Hudson River, including the Tappan Zee Bridge. Highlights like the Cal Park Tunnel & Pathway provide unique cycling experiences, while the China Camp State Park Village offers a historical stop. For natural beauty, consider routes near Mount Tamalpais — East Peak or the The Big Rock - Skywalker Ranch.

Are there any loop touring bike routes in Sleepy Hollow that are traffic-free?

Yes, several no-traffic touring cycling routes in Sleepy Hollow are designed as loops, allowing you to start and end at the same point without retracing your steps. While specific named loops are part of the broader network, routes often combine sections of the Old Croton Aqueduct Trail with other car-free paths to create circular journeys through the scenic Hudson River Valley.

What is the best time of year for no-traffic touring cycling in Sleepy Hollow?

The best time for no-traffic touring cycling in Sleepy Hollow is typically spring, early summer, and fall. During these seasons, the weather is generally mild and pleasant, and the natural scenery, from blooming flowers to vibrant autumn foliage, is at its peak. Summer can also be enjoyable, though it can get warm, while winter may present challenges with snow and ice on some trails.

Are there any cafes or places to stop for refreshments along the no-traffic bike trails?

Yes, you can find places to stop for refreshments. While many car-free trails prioritize natural immersion, some routes pass through or near charming towns where cafes and eateries are available. For example, the Splitrock Tap & Wheel is a notable highlight near some cycling routes, offering a convenient stop for cyclists.

What do other touring cyclists enjoy the most about touring cycling in Sleepy Hollow?

The komoot community highly rates touring cycling in Sleepy Hollow, with an average score of 4.5 stars. Reviewers often praise the region's unique blend of historical significance and natural beauty, particularly the peaceful, car-free paths that offer stunning views of the Hudson River and access to charming villages. The well-maintained trails and diverse scenery are frequently highlighted as major draws.

Can I find routes that include historical landmarks or unique natural features?

Absolutely. Sleepy Hollow is rich in both history and natural beauty. Many no-traffic routes, such as those incorporating the Old Croton Aqueduct Trail, are historical paths themselves. You can also find routes that lead to or pass by landmarks like the Marin Museum of Bicycling or natural features like the Bon Tempe Dam, offering a blend of outdoor activity and cultural exploration.

Are there any particularly challenging no-traffic touring routes for experienced cyclists?

While the focus is on no-traffic, some routes offer a significant challenge. For instance, the Loma Alta Summit – 680 Trail loop from Sleepy Hollow is rated as difficult, featuring substantial elevation gain over its 13.6 km distance. Another challenging option is the Fairfax Falls 🌊 – Fairfax loop from Sleepy Hollow, which covers over 30 km with considerable climbing, providing a robust workout for experienced riders seeking car-free adventures.

Where can I find information about parking for these car-free routes?

Parking availability varies by trailhead. Many popular access points for trails like the Old Croton Aqueduct Trail or sections leading to Rockefeller State Park Preserve offer designated parking areas. It's advisable to check specific route details on komoot or local park websites for precise parking information before you head out. For more details on Rockefeller State Park Preserve, you can visit visitsleepyhollow.com.

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