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Windsor

The best cycling routes around Windsor

4.6

(36)

658

riders

40

rides

Touring cycling routes around Windsor traverse a landscape characterized by river valleys, open countryside, and regional parks. The area features a mix of paved roads and quieter lanes, offering varied terrain for cyclists. Gentle gradients are common, with some routes including moderate climbs through rolling hills. This region provides a scenic backdrop for exploring by bike, with routes often following waterways and passing through agricultural areas.

Best touring cycling routes around Windsor

  • The most popular touring cycling route is Alexander…

Last updated: June 24, 2026

5.0

(1)

16

riders

#1.

Alexander Valley & Russian River loop

69.9km

04:10

470m

470m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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4.8

(6)

43

riders

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Popular around Windsor

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Tips from the Community

Jim
June 13, 2025, Chalk Hill

An incredibly beautiful road. Lots of vineyards and rolling hills. Lots of wineries to stop at for picnic lunch.

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Sue
May 25, 2024, Jimtown Store

Nestled in Alexander Valley, the Jimtown Store is a must-visit landmark and café. This quirky little restaurant and shop offers a vintage atmosphere that feels like a step back in time. The back patio is perfect for a simple lunch while exploring the nearby wineries.

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Sue
May 25, 2024, Dry Creek Road

This quiet and scenic paved route is a beautiful ride through the Dry Creek Valley, which has a rich history of winemaking dating back to the mid-1800s. Settlers like Samuel O. Heaton and Andrew J. Galloway planted various grape varieties, and Swiss immigrant Charles Dunz established the Laurel Hill Winery, later renamed the Frei Winery, which survived Prohibition. There are plenty of wineries to visit, making it an excellent addition to a fantastic loop ride through this scenic countryside.

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Sue
May 24, 2024, Wohler Road Bridge

The historic Wohler Road Bridge is a majestic steel, three-span Parker through-truss bridge that gracefully spans the Russian River. Built in 1922 by the renowned American Bridge Company, this iconic structure connects Westside Road and Eastside Road, two of the most scenic routes in wine country.

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The West Dry Creek Road is a quiet, paved gem of a back road in wine country. This picturesque, peaceful road is a favorite cycling route among locals that winds through the stunning Dry Creek Valley, offering an ideal setting for a delightful picnic among the many vineyards in the area.

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Lisa
January 1, 2024, Chalk Hill

This is a popular road climb, but it's mild enough that you don't have to be a road biker to enjoy it. You'll find a few other hills along Chalk Hill Road too — a nice contrast to the generally flat riding in this area.

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Lisa
January 1, 2024, Chalk Hill

This is a popular climb for road riders in this area. You'll find a few other hills along Chalk Hill Road too — a nice contrast to the generally flat riding in this area.

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Healdsburg Veterans Memorial Beach gives beach access to the Russian River for water activities and also features shady picnic areas, lawns, a par course golf venue and restrooms. A summer dam gives the area a sandy beach near to the historic steel-trussed Memorial Bridge.

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Frequently Asked Questions

How many touring cycling routes are available in Windsor?

Windsor offers a diverse network of over 45 touring cycling routes. These routes cater to various skill levels, from easy rides to more challenging long-distance options, ensuring there's something for every cyclist.

Are there easy touring cycling routes suitable for beginners in Windsor?

Yes, Windsor features 6 easy touring cycling routes, perfect for beginners or those looking for a relaxed ride. These routes typically have gentle gradients and follow quieter lanes, offering a pleasant introduction to cycling in the region.

What is the typical length and duration of touring cycling routes in Windsor?

The routes around Windsor vary significantly in length and duration. For example, the Alexander Valley & Russian River loop is about 43.5 miles (69.9 km) and takes around 4 hours 9 minutes, while the Wohler Road Bridge loop from Windsor is shorter at 24.3 miles (39.1 km) and can be completed in about 2 hours 22 minutes.

Are there convenient parking options available for touring cyclists in Windsor?

Many touring cycling routes in Windsor start from or pass through areas with designated parking. For routes originating from towns like Windsor, public parking lots are generally available. For specific trailheads, it's advisable to check local signage or route descriptions for parking details.

Can I access touring cycling routes in Windsor using public transport?

Public transport options to access touring cycling routes in Windsor can vary. While some routes may be accessible via local bus services or regional trains that allow bikes, it's recommended to check the specific public transport provider's policies and schedules for bike carriage before planning your trip.

Are there family-friendly touring cycling routes around Windsor?

Yes, Windsor offers several family-friendly touring cycling routes. These routes often utilize paved paths or quiet country lanes with minimal elevation gain, making them suitable for cyclists of all ages and abilities. Look for routes that pass through parks or along riverbanks for a pleasant family outing.

Where can I find more challenging, long-distance touring cycling routes in Windsor?

For more challenging, long-distance touring cycling, consider routes like the West Dry Creek Road – Wohler Road Bridge loop from Sonoma County Airport, which spans 55.1 miles (88.6 km) and features significant elevation changes. These routes are designed for experienced cyclists seeking a greater challenge.

What is the best time of year for touring cycling in Windsor?

The best time for touring cycling in Windsor is generally during the spring and autumn months. The weather is typically mild and pleasant, with less rainfall than winter and cooler temperatures than summer, making for ideal cycling conditions. Summer can also be enjoyable, but be prepared for warmer temperatures.

What interesting places can I explore along the touring cycling routes?

Many touring cycling routes in Windsor offer opportunities to explore local attractions. You might encounter natural features like the Santa Rosa Creek Trail or architectural points of interest such as the Wohler Road Bridge. These routes often pass through scenic landscapes, providing a chance to discover the region's charm.

Are there circular touring cycling routes available in Windsor?

Yes, many touring cycling routes in Windsor are designed as circular loops, allowing you to start and end your ride at the same point. Examples include the Chalk Hill – Jimtown Store loop from Windsor and the West Dry Creek Road – Foothill Regional Park loop from Windsor, offering convenient exploration without retracing your path.

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

The touring cycling experience in Windsor is highly rated by the komoot community, with an average score of 4.7 stars from over 30 reviews. Cyclists often praise the region's varied terrain, which includes river valleys, open agricultural land, and regional parks, as well as the mix of paved roads and quieter lanes that offer extensive views.

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