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Road cycling routes
United States
Michigan
Berrien County

Three Oaks

The best road cycling routes around Three Oaks

By Fede from komoot

·

Updated May 29, 2026

If you've ever tried to plan road cycling around Three Oaks, you know how quickly the options can feel overwhelming. With so many rural roads, orchards, and fields, it's hard to tell which routes are genuinely worth your time and effort, and which are just filler. We get it, and we've been there. That's why we've put together this guide.

Our komoot community has mapped, ridden, and reviewed these routes, saving you the guesswork. This isn't just a recycled highlights reel; it's a curated shortlist of the best road cycling routes around Three Oaks, designed to get you straight to the good stuff. Expect a charming blend of rural roads, open fields, and glimpses of wine country, with terrain that’s generally flat to gently rolling. While you can ride here year-round, the area truly comes alive for cyclists in September, when the annual Apple Cider Century event draws thousands to its scenic routes.

If you only do one ride, make it the New Buffalo Lighthouse – Journeyman Distillery loop from Chikaming Township. At 25.1 miles (40.4 km), it's an easy, rewarding spin that perfectly captures the essence of the region, connecting two iconic local spots. For a slightly longer, more challenging ride that still offers incredible views, we'd point you towards the New Buffalo Lighthouse – Journeyman Distillery loop from Three Oaks Township, a moderate 49.9 miles (80.3 km) route that gives you more time to soak it all in. Ready to roll? Let komoot guide your next adventure.

If you only do 3 of these routes

  1. 1

    New Buffalo Lighthouse loop from Cherry B.
  2. 2

    New Buffalo Lighthouse – Journeyman Distillery loop from Chikaming Township
  3. 3

    Journeyman Distillery loop from Three Oaks Township

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

New Buffalo Lighthouse loop from Cherry B.

24.4 km

80 m

Moderate

New Buffalo Lighthouse – Journeyman Distillery loop from Chikaming Township

40.4 km

140 m

Easy

Journeyman Distillery loop from Three Oaks Township

39.4 km

120 m

Easy

New Buffalo Lighthouse – Journeyman Distillery loop from Three Oaks Township

80.3 km

330 m

Moderate

Mount Baldy – New Buffalo Lighthouse loop from Glassman Park

57.3 km

180 m

Moderate

New Buffalo Lighthouse loop from The Merritt Family Preserve

26.4 km

100 m

Easy

Journeyman Distillery – Warren Dunes loop from Three Oaks Township

71.3 km

240 m

Moderate

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1.

New Buffalo Lighthouse loop from Cherry B.

24.4km

01:02

80m

80m

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

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2.

New Buffalo Lighthouse – Journeyman Distillery loop from Chikaming Township

40.4km

01:46

140m

140m

The New Buffalo Lighthouse – Journeyman Distillery loop offers a delightful road cycling experience through Berrien County's scenic rural roads. You'll glide past open fields and forested sections on mostly well-paved surfaces, enjoying the gentle undulations of the terrain. The highlight of the ride is passing the New Buffalo Lighthouse and having the option to visit the historic Journeyman Distillery, housed in the 1883 Featherbone Factory, for a unique break.

This easy route is perfect for a leisurely outing, covering 25.1 miles (40.4 km) with a modest 475 feet (145 metres) of elevation gain. It typically takes about 1 hour and 45 minutes, making it an accessible option for cyclists of all fitness levels. Starting from Chikaming Township, the route is well-suited for road bikes, and planning your visit during good weather will enhance the enjoyment of the scenic views.

This loop is a fantastic way to explore the "Backroads Bikeway" network, combining natural beauty with local culture. The Journeyman Distillery is known for its organic spirits and offers tours, tastings, and a restaurant, adding a unique destination to your ride. It's a great choice if you're looking for popular road cycling routes in the New Buffalo area that offer both exercise and interesting stops.

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3.

Journeyman Distillery loop from Three Oaks Township

39.4km

01:46

120m

120m

Embark on a delightful journey through southwest Michigan's countryside with the Journeyman Distillery loop, a popular bike trail near Journeyman Distillery. This easy 24.5-mile (39.4 km) road cycling route guides you through picturesque agricultural landscapes and quiet rural roads, offering a serene escape. You'll pass open fields and charming scenery, with the historic Journeyman Distillery serving as a unique landmark and a perfect mid-ride destination.

Planning your ride is straightforward, with the route starting conveniently in Three Oaks Township. While there are no specific permits required for cycling, it's always wise to check local conditions, especially during peak seasons. Parking for cyclists in Three Oaks Michigan is readily available in the village, which also provides amenities like cafes and restaurants. The best time for cycling this loop is during the warmer months, from late spring to early autumn, to fully enjoy the pleasant weather and vibrant scenery.

This loop is a fantastic option for those seeking a relaxed ride with minimal challenge, featuring only 405 feet (123 metres) of elevation gain over its 1 hour and 45 minutes duration. The Three Oaks area is well-known for its cycling-friendly infrastructure, supported by the Three Oaks Spokes Cycling Club, which maintains numerous self-guided "Backroads Bikeway" tours. The Journeyman Distillery itself, housed in a 140-year-old former corset factory, offers tours, tastings, and dining, adding a rich historical and culinary dimension to your cycling adventure.

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4.

New Buffalo Lighthouse – Journeyman Distillery loop from Three Oaks Township

80.3km

03:34

330m

330m

Embark on a scenic road cycling adventure with the New Buffalo Lighthouse – Journeyman Distillery loop, a route that guides you through the charming landscapes of Southwest Michigan. You'll pedal past picturesque farmland, through quiet forested sections, and catch glimpses of Lake Michigan, all while enjoying the generally flat to gently rolling terrain. The journey culminates with visits to the historic Journeyman Distillery and the iconic New Buffalo Lighthouse, offering a blend of natural beauty and cultural interest.

This moderate 49.9-mile (80.3 km) road cycling route, with 1083 feet (330 metres) of elevation gain, is designed for cyclists with good fitness and typically takes around 3 hours and 34 minutes. While specific parking information for a Three Oaks Township start isn't detailed, the region is well-known for its cycling routes, so accessible starting points are common. Plan your ride for pleasant weather to fully appreciate the varied scenery.

What makes this route particularly special is its connection to the Backroads Bikeway in Berrien County, known for its diverse terrain and scenic views. The Journeyman Distillery, a certified organic and kosher distillery housed in a historic factory, offers a unique stop for tours and tastings, adding a distinct recreational element to your ride. This loop is a fantastic way to experience the natural beauty and local landmarks of the Three Oaks and New Buffalo area.

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5.

Mount Baldy – New Buffalo Lighthouse loop from Glassman Park

57.3km

02:19

180m

180m

If you're seeking a road cycling adventure that combines stunning Lake Michigan vistas with charming inland scenery, the Mount Baldy – New Buffalo Lighthouse loop from Glassman Park is a fantastic option. This moderate route, spanning 35.6 miles (57.3 km) with 579 feet (176 metres) of elevation gain, guides you past the iconic New Buffalo Lighthouse and through diverse landscapes, including forested sections and open roads. Expect a ride that feels like a true journey, offering a mix of well-paved surfaces and occasional unpaved segments, perfect for cyclists who appreciate varied terrain and a good workout over approximately 2 hours and 19 minutes.

To plan your ride, head to Glassman Park, which serves as a convenient starting point for this popular loop. While the route is generally accessible, it's always wise to check local conditions, especially if you're riding during the busier summer months. The area is well-regarded for its cycling infrastructure, so you can expect clear navigation and a pleasant experience. Consider an early start to make the most of the day and potentially avoid peak traffic.

This loop is a highlight within the broader network of highly-rated road cycling routes in the New Buffalo area, known for its integration into the "Backroads Bikeway" developed by the Three Oaks Spokes Bicycle Club. The region offers a rich tapestry of cycling opportunities, from coastal paths to routes exploring picturesque farmland and wildlife preserves. It's a prime example of the diverse and scenic cycling experiences available in this part of Michigan, connecting nature, neighborhoods, and the beautiful Lake Michigan shoreline.

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6.

New Buffalo Lighthouse loop from The Merritt Family Preserve

26.4km

01:14

100m

100m

This road cycling loop offers a delightful journey through Southwest Michigan, blending coastal scenery with inland natural beauty. You'll pedal past the protected forest and wetlands of The Merritt Family Preserve before reaching the shores of Lake Michigan and catching sight of the New Buffalo Lighthouse. The route is mostly on well-paved surfaces, providing a smooth and enjoyable ride through diverse landscapes.

Starting from The Merritt Family Preserve, this easy 16.4-mile (26.4 km) ride with only 324 feet (99 metres) of elevation gain takes about 1 hour and 13 minutes. It's an ideal choice for beginner road bike routes or anyone seeking a relaxed outing. Parking is available at the preserve, making access straightforward for your cycling adventure.

What makes this route stand out is its combination of natural beauty and a touch of local history with the New Buffalo Lighthouse. The Merritt Family Preserve itself is a significant wildlife corridor, adding ecological value to your ride. This loop is a fantastic option for family friendly road cycling in New Buffalo, Michigan, offering a scenic and accessible experience for all.

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7.

Journeyman Distillery – Warren Dunes loop from Three Oaks Township

71.3km

03:12

240m

240m

This road cycling route offers a fantastic blend of natural beauty and unique attractions, starting from the historic Journeyman Distillery. You'll pedal through serene forested areas before reaching the stunning sand dunes and beaches of Warren Dunes State Park, with opportunities to catch glimpses of majestic Lake Michigan. The ride is mostly on well-paved surfaces, providing a smooth experience for road cyclists.

Planning your trip is simple, as the loop begins and ends at the Journeyman Distillery in Three Oaks. Keep in mind there's a $10 entrance fee for Warren Dunes State Park. This moderate 44.3-mile (71.3 km) route, with 791 feet (241 metres) of elevation gain, typically takes about 3 hours and 11 minutes, making it a solid half-day adventure for those with good fitness.

What truly sets this route apart is its unique combination of a historic distillery, housed in an 1883 Featherbone Factory, and the dramatic natural landscape of Warren Dunes. The distillery offers tours, tastings, and a restaurant, providing a perfect bookend to your ride through the diverse terrain of Southwest Michigan.

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Tips from the Community

maniboyflex
June 30, 2025, St. Paul Lutheran Church

Founded in 1876, this historic church at 818 Franklin Street offers welcoming worship services and community programs. They run a Sunday soup kitchen.

0

0

The sunsets from this sandy beach, located next to the iconic lighthouse, are magical. It has a dune area where you can take a boardwalk, climb some steps and enjoy even better views.

1

0

Amy
October 7, 2022, New Buffalo Lighthouse

The first lightkeeper began work here in 1840. But, by 1859, the government shut the light which was eventually lost to erosion. The light you see today is a replica that has stood as the same spot by Buffalo Beach since the beginning of the 20th century.

2

0

Amy
October 4, 2022, Mount Baldy

Mount Baldy is not technically a mountain, but a 126-feet (38.4 m) shifting sand dune which moves every year. North of the mount, there's a swimming beach which is part of the Indiana Dunes National Park.

0

0

Marika Abbà
August 1, 2022, Lake shores

A walk along the shores of the lake is all you need to recharge your energy.

0

0

Getting here is quite the Journey man.

0

0

Frequently Asked Questions

What kind of terrain can I expect on road cycling routes around Three Oaks?

Road cycling around Three Oaks features generally flat to gently rolling terrain, characterized by rural roads and open fields. The modest elevation changes make it suitable for various fitness levels, offering a mix of scenic views.

Are there many easy road cycling routes for beginners in Three Oaks?

Yes, Three Oaks offers several easy road cycling routes perfect for beginners. For instance, the New Buffalo Lighthouse – New Buffalo Lighthouse loop from Chikaming Township is an easy 26.4 km ride, and the New Buffalo Lighthouse – Journeyman Distillery loop from Chikaming Township is another easy option at 40.4 km.

Can I find longer road cycling routes in the Three Oaks area?

For those seeking a longer ride, the New Buffalo Lighthouse – Journeyman Distillery loop from Three Oaks Township covers approximately 80.3 km and is rated as moderate, providing a more extended cycling experience through the region.

Are there any circular road cycling routes available?

Many of the road cycling routes in Three Oaks are designed as loops. Examples include the Journeyman Distillery loop from Three Oaks Township, which is a 39.4 km circular trail, and the Mount Baldy – New Buffalo Lighthouse loop from Gorden Beach Inn, a 57.3 km moderate loop.

What attractions can I see along the road cycling routes in Three Oaks?

Road cycling routes often pass by or near interesting landmarks. You can cycle towards the New Buffalo Lighthouse, or explore areas like the Chikaming Township Park and Preserve. Some routes also offer views of the New Buffalo Public Beach.

What do other road cyclists think about the routes in Three Oaks?

The road cycling routes in Three Oaks are highly regarded by the komoot community, holding an average rating of 4.6 stars from over 6 reviews. Cyclists often praise the scenic rural roads and the accessible nature of the terrain.

Is Three Oaks a good destination for family-friendly road cycling?

Given the generally flat to gently rolling terrain and the presence of several easy routes, Three Oaks is well-suited for family-friendly road cycling. The rural roads offer a pleasant environment away from heavy traffic, making it enjoyable for various ages and skill levels.

What is the best time of year for road biking in Three Oaks?

The best time for road biking in Three Oaks is typically during the spring, summer, and fall months when the weather is mild and the scenery is vibrant. The open fields and rural roads are particularly enjoyable under clear skies.

Are there any specific considerations for winter road cycling in Three Oaks?

Winter road cycling in Three Oaks can be challenging due to colder temperatures and potential for snow or ice on rural roads. It's advisable to check local weather and road conditions before heading out and to ensure your bike is equipped for winter riding.

Where can I find parking for road cycling routes in Three Oaks?

Parking availability varies by route starting point. Many routes begin from or pass through townships like Three Oaks Township or Chikaming Township, where public parking options may be available. It's recommended to check specific route details for designated parking areas.

How many road cycling routes are available in the Three Oaks area?

There are over 10 road cycling routes documented in the Three Oaks area on komoot, offering a variety of distances and difficulty levels for cyclists to explore.

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