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Road cycling routes
United States
Massachusetts
Norfolk County
Wellesley

Tangerini Farm – Wilsondale Street loop from Wellesley Hills

Routes
Road cycling routes
United States
Massachusetts
Norfolk County
Wellesley

Tangerini Farm – Wilsondale Street loop from Wellesley Hills

Moderate

2.5

(29)

66

riders

Tangerini Farm – Wilsondale Street loop from Wellesley Hills

02:28

56.1km

410m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: June 8, 2026

Tips

Cycling is not permitted along parts of this route

After 0 m for 206 m

After 56.0 km for 206 m

Waypoints

A

Start point

Train Station

Get Directions

5.04 km

Susan Lee Memorial Sanctuary

Nature Reserve

21.2 km

Bogastow Brook Conservation Restriction

Nature Reserve

3

25.2 km

Tangerini Farm

Highlight • Structure

A local farm with a small shop and coffee service. The roads around are pretty quiet and the people are nice.

Tip by

4

27.9 km

Causeway Street

Highlight (Segment) • Trail

Causeway Street takes you away from the feeling of the proximity of Boston. Swirl around the curves amongst the woody reservations and Charles River wetlands. Such fun to ride, and …

Tip by

5

34.1 km

Pine Street Time Trial Section

Highlight (Segment) • Cycleway

This is a beautiful rolling-hill road with very little traffic on it that is perfect for working on your TT form.

Tip by

6

41.4 km

Gregg Conservation Land

Highlight • Forest

As you ride through this area, you can enjoy the beautiful scenery. The lush and dense green forest spans 42 acres, with some open areas exclusively designated for walking. It's a pleasant resting spot to appreciate the surrounding area.

Tip by

7

44.5 km

Wilsondale Street

Highlight (Segment) • Cycleway

Starting from Dedham St, after a short climb up Strawberry Hill, you can enjoy the downs and ups as you zip along Wilsondale. There's some tight turns, so be careful, …

Tip by

B

56.1 km

End point

Train Station

Loading

Way Types & Surfaces

Way Types

30.7 km

22.1 km

1.63 km

1.30 km

212 m

136 m

< 100 m

Surfaces

53.0 km

2.75 km

264 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (80 m)

Lowest point (30 m)

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Weather

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Today

Friday 17 July

28°C

15°C

0 %

Additional weather tips

Max wind speed: 16.0 km/h

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Description

If you're looking for a road cycling route that combines scenic rural roads with a good workout, the Tangerini Farm – Wilsondale Street loop from Wellesley Hills is a moderate 34.9-mile (56.1 km) ride with 1342 feet (409 metres) of climbing, typically taking around 2 hours and 28 minutes. This route is perfect for cyclists in Wellesley Hills seeking quiet roads and rolling terrain to build fitness and enjoy the countryside.

What to expect on Tangerini Farm – Wilsondale Street loop from Wellesley Hills

This route takes you through a blend of natural beauty, offering a journey through areas characterized by trees, open fields, and picturesque farms. Wilsondale Street itself is a highlight, known for its very low traffic and rolling hills, making it an ideal stretch for cyclists who want to focus on their ride or practice time trial efforts. While Tangerini's Farm in Millis serves as a potential point of interest, the broader area provides scenic views of farms and open landscapes typical of suburban Boston. Expect a moderate challenge due to the consistent rolling hills, requiring good fitness, but rewarding you with peaceful surroundings.

Planning your visit

Since this specific route from Wellesley Hills is one you'll devise to connect these points of interest, planning your start and parking in Wellesley Hills is key. The roads, particularly Wilsondale Street, are generally well-paved and suitable for road bikes. The best time to cycle this loop is during fair weather when you can fully appreciate the open fields and quiet roads. Always ensure you carry enough water, especially on warmer days, as specific amenities along the less-trafficked sections may be limited.

Trail details

  • Distance: 34.9 miles (56.1 km)
  • Elevation gain: 1342 feet (409 metres)
  • Difficulty: moderate
  • Estimated time: 2 hours and 28 minutes

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