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Routes
Road cycling routes
United States
Massachusetts
Middlesex County
Cambridge

Harvard loop from Cambridge

Hard

4.6

(2607)

12,590

riders

Harvard loop from Cambridge

05:03

114km

930m

Road cycling

Embark on the Harvard loop from Cambridge, a difficult road cycling adventure spanning 70.8 miles (114.0 km). You will conquer 3064 feet (934 metres) of elevation gain over approximately 5 hours and 3 minutes. This route takes you from urban Cambridge into classic New England rolling hills, offering varied terrain. Expect smoother roads and scenic spots like Strawberry Hill Road, known for its beautiful tree cover and low traffic, especially vibrant in autumn. You will also pass by natural features such as Mill Pond and Walden Pond Beach, providing picturesque views as you ride.

This lengthy and difficult route demands a very good fitness level, so prepare accordingly. You can generally find parking in Cambridge to start your ride. Public transport options, including the MBTA, also provide convenient access to the starting point. Be ready for varied road surfaces; some sections might be unpaved or challenging, potentially requiring you to dismount and push your bike for short stretches.

This popular route is a favorite among local cyclists seeking a substantial workout. It transitions seamlessly from cityscapes to the iconic New England countryside, offering a diverse riding experience. The blend of urban departure and natural beauty, including the serene Walden Pond Beach, makes this loop a notable regional challenge.

Last updated: April 23, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Walden Pond State Reservation

Osborne Farm Conservation Area

Waypoints

A

Start point

Parking

Get Directions

1

37.6 km

Strawberry Hill Road

Highlight (Segment) • Cycleway

Really gorgeous in the autumn, but because of the tree cover, low speed, and few cars, this road is lovely to ride any time.

Tip by

2

47.2 km

Nagog Hill Orchard

Highlight • Structure

Nagog Hill Orchard is located in the Grassy Pond Conservation Land area. On 129 acres of land, the orchard features two parcels: a small orchard and a wooded, sloped forest. There are trails here, and there is seasonal apple picking and fruit for sale.

Tip by

3

52.5 km

Mill Pond

Highlight • Lake

Nice place for a stop to admire the view and maybe spot a turtle.

Tip by

4

61.2 km

The General Store

Highlight • Cafe

Popular stop for cyclists looking for coffee, bakery items or other refreshments.

Tip by

5

66.4 km

Eldridge Pond

Highlight • Lake

This little gem of a location is nestled just between the two small water features of Eldridge Pond and Frog Pond. The views out over the tree-lined shores of both are simply stunning, and in the fall, they are even more gorgeous.

Tip by

6

88.4 km

Walden Pond Beach

Highlight • Beach

Walden Pond in Concord, Massachusetts is a historic and natural landmark famously associated with author and philosopher Henry David Thoreau. In 1845, Thoreau lived in a small cabin by the pond for two years, inspiring his influential book Walden, which explores themes of simplicity, self-reliance, and harmony with nature. The pond, a glacial kettle-hole lake, is part of Walden Pond State Reservation, encompassing 335 acres of protected land. It features hiking trails, a beach area for swimming, fishing spots, and interpretive programs about Thoreau's life and work at the new visitors center. Visitors can also see a replica of Thoreau’s cabin and explore the environment he cherished.

Tip by

7

108 km

Fresh Pond Bikeway

Highlight (Segment) • Cycleway

Fresh Pond is a lovely reservoir in park in Cambridge. The pond has a far-reaching history. Native Americans fished here for thousands of years before it was used by colonists who grew hay in the surrounding fields. In the 19th century, an ice-harvesting industry thrived here.

Tip by

8

111 km

Harvard University

Highlight • Historical Site

Harvard is one of the most famous universities in the world. Founded in 1936, it's the oldest university in the US.

The university covers a huge area of 5,457 acres (2,208 ha) and has over 57 miles (92 km) of bookshelves in its 79 libraries.

Many Harvard students have shaped our world. Alumni include 8 US presidents and 188 living billionaires. Graduates have won 110 Olympic medals, 48 Pulitzer Prizes and 10 Academy Awards.

Tip by

B

114 km

End point

Parking

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Way Types & Surfaces

Way Types

77.2 km

21.0 km

13.5 km

2.31 km

< 100 m

Surfaces

100 km

13.6 km

114 m

< 100 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 (180 m)

Lowest point (0 m)

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Weather

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Today

Monday 11 May

17°C

8°C

0 %

Additional weather tips

Max wind speed: 13.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How challenging is the Harvard loop from Cambridge for cyclists?

This route is considered a difficult road ride, requiring a very good fitness level. It spans approximately 114 km (70.8 miles) with an elevation gain of about 934 meters (3,051 feet), making it a substantial workout for experienced cyclists.

What is the typical duration for completing this cycling loop?

Cyclists typically complete this challenging loop in about 5 hours, depending on their pace and stops along the way.

What kind of terrain can I expect on this route?

The route is primarily on mostly well-paved surfaces, but it features varied terrain, including 'classic New England rollers' as it moves outside the immediate Cambridge area. Be aware that some segments might be unpaved or difficult, potentially requiring you to dismount and push your bike.

What are some scenic highlights along the way?

As you venture out of Cambridge, you'll experience a transition to smoother, more rolling roads with classic New England scenery. Notable highlights include Strawberry Hill Road, known for its beauty, especially in autumn, and pleasant tree cover. You'll also pass by Nagog Hill Orchard, Mill Pond, and Eldridge Pond.

Is the Harvard loop from Cambridge suitable for beginners?

No, this route is classified as a 'hard road ride' and requires a 'very good fitness' level due to its significant length (114 km) and considerable elevation gain (934 m). It's best suited for experienced cyclists looking for a challenging workout.

Are there any cafes or places to refuel along the route?

Yes, you can find places to refuel. For instance, The General Store is a highlight along the route where you might stop for a break.

What is the best time of year to cycle this loop?

While the route can be enjoyed in various seasons, autumn is particularly recommended for its classic New England scenery, especially along sections like Strawberry Hill Road, which is noted for its beauty with tree cover.

Where can I park to access the Harvard loop from Cambridge?

While specific parking details for this exact loop aren't provided, starting points in Cambridge, such as near Harvard University, typically offer various parking options, including street parking or public garages. Consider public transport options like the MBTA to Harvard Square for easy access.

Are dogs allowed on this cycling route?

This is a road cycling route that primarily uses public roads. While there are no specific restrictions against dogs on public roads, it's generally not recommended to bring dogs on a challenging, long-distance road cycling route due to safety concerns and the pace required.

Do I need any permits or pay entrance fees for this route?

No, as this is a road cycling loop primarily utilizing public roads, there are no specific permits or entrance fees required to cycle the Harvard loop from Cambridge.

Does this route intersect with other notable trails?

Yes, the route briefly intersects with several other paths. You'll find sections that overlap with the Bay Circuit Trail, Mystic Link Trail, and the Fresh Pond Bikeway. It also touches parts of the Minuteman Bikeway and the Somerville Community Path.

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