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United States
Massachusetts
Plymouth County

Plymouth

The best city hikes and walks around Plymouth

4.9

(8)

182

hikers

13

hikes

Urban hiking trails around Plymouth offer a diverse landscape for exploration, characterized by its historic waterfront, city parks, and accessible paths along the coast and river valleys. The city's terrain generally features low elevation gains, making many routes suitable for easy walks. These urban trails often incorporate historical landmarks and provide views across Plymouth Sound and the Tamar River. The network of paths allows for varied experiences, from short city strolls to longer routes connecting different urban areas.

Best urban…

Last updated: July 8, 2026

#1.

Plymouth Harbor Trail

3.96km

01:01

10m

20m

The Plymouth Harbor Trail offers a delightful and accessible journey along the historic waterfront, providing continuous picturesque views of the harbor and its iconic landmarks. You'll traverse a mix of…

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Easy

1.72km

00:28

30m

10m

The Pilgrim Trail in Plymouth offers a delightful, easy walk through a recovering pine and oak forest, leading you to a tranquil spot commemorating the Pilgrims' initial exploration. You'll experience…

Easy
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The Plymouth Sea to Shining Sea Trail offers a delightful blend of coastal beauty and historical intrigue, perfect for a relaxed outing. You'll wander from ocean vistas along the waterfront,…

Easy

5.0

(1)

18

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

This easy 3.1-mile (4.9 km) loop around Plymouth's historic waterfront is a fantastic way to immerse yourself in American history while enjoying picturesque coastal views. With only 73 feet (22…

Easy
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Popular around Plymouth

On the trail of the Pilgrim Fathers – road trip along the Atlantic coast

Other adventures around Plymouth

On the trail of the Pilgrim Fathers – road trip along the Atlantic coast

Hiking Collection by

VisitTheUSA

Tips from the Community

Zachary
March 26, 2025, Plymouth Town Wharf Seafood Restaurants

There are plenty of great seafood bar & grills along the wharf like The Shanty Rose, Lobster Hut, and Wood's Seafood. This is a great place to grab a bite and browse the whale watching companies along the wharf.

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Great museum about the first court and government house of New England. Lovely staff and it's free!

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Frosch
August 17, 2024, Leyden Street

Leyden Street was created in 1620 by the Pilgrims, and claims to be the oldest continuously inhabited street in the Thirteen Colonies of British America. It was originally named First Street; afterward in the Records it was called Great and Broad Street. It was named Leyden Street in 1823, but it is also known as Leiden Street or The Street. (Wikipedia)

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Great views over the spires of Plymouth and a very historic place - the first settlement of New England was right here! Burial Hill is a historic cemetery or burying ground on School Street in Plymouth, Massachusetts. Established in the 17th century, it is the burial site of several Pilgrims, the founding settlers of Plymouth Colony. (Wikipedia)

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Lovely park with nice walks

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The place to eat lobster in Plymouth: several restaurants to choose from and the fishery haven as well! Fresher than fresh.

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The Mayflower is one of the United States' national treasures. The ship is a reminder of the many ships that crossed the Atlantic in the 17th century. Since 1957, a scale replica, the Mayflower II, has been moored in the port of Plymouth in Massachusetts. Today, the Mayflower II is a floating training and work ship. The ship was restored in 2020 and added to the National Register of Historic Places. https://plimoth.org/plan-your-visit/explore-our-sites/mayflower-ii

Translated by Google

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‘Plymouth Rock’ is the historic site where the Mayflower settlers landed and founded the Plymouth Colony in December 1620. https://en.m.wikipedia.org/wiki/Plymouth_Rock

Translated by Google

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Frequently Asked Questions

How many urban hiking trails are available in Plymouth?

There are 13 urban hiking trails around Plymouth featured in this guide, all rated as easy. These routes offer a great way to explore the city's history and scenic waterfront.

What kind of landmarks and historical sites can I see on urban hikes in Plymouth?

Plymouth's urban trails are rich with historical significance. You can encounter iconic landmarks such as the Mayflower II, Plymouth Rock, and the Plimoth Grist Mill. Many routes, like the Pilgrim Trail, weave through these significant historical areas.

Are there any urban walks in Plymouth that offer good viewpoints?

Yes, many urban walks in Plymouth provide excellent viewpoints, especially along the waterfront. The Plymouth Harbor Trail offers continuous views of the historic harbor and surrounding areas. For broader coastal panoramas, sections of the Plymouth Waterfront Walkway (part of the South West Coast Path) are ideal.

Are the urban hiking trails in Plymouth suitable for families?

Absolutely. All 13 urban hiking trails in this guide are rated as easy, making them suitable for families with children. Routes like the Plymouth Sea to Shining Sea Trail are relatively short and flat, perfect for a leisurely family outing.

Can I bring my dog on the urban trails in Plymouth?

Many urban trails in Plymouth are dog-friendly, especially those along public paths and parks. It's always best to keep your dog on a leash, particularly in busier areas or near wildlife. Always check local signage for specific restrictions.

What do other hikers enjoy most about urban hiking in Plymouth?

The komoot community rates urban hikes in Plymouth highly, with an average score of 4.86 stars. Reviewers often praise the blend of historical sights, accessible paths, and scenic waterfront views that these city trails offer.

Are there any circular urban walks in Plymouth?

Yes, several urban routes in Plymouth are circular, allowing you to start and end at the same point. The Plymouth Rock – Mayflower II loop from Plymouth is a great example, taking you past key historical attractions in a convenient loop.

What is the best time of year to go urban hiking in Plymouth?

Urban hiking in Plymouth is enjoyable year-round. Spring and autumn offer pleasant temperatures and vibrant scenery, while summer provides longer daylight hours. Even in winter, the coastal paths can be invigorating, though it's advisable to check weather conditions before heading out.

Are there options for public transport access to urban hikes in Plymouth?

Plymouth has a well-developed public transport network, making many urban trailheads easily accessible by bus. The city center, where many routes begin, is a central hub for public transport. Consider using local bus services to reach your starting point.

Are there any urban trails in Plymouth with cafes or pubs nearby?

Given Plymouth's status as a vibrant city, many urban trails pass through or are very close to areas with cafes, pubs, and restaurants. The routes along the waterfront and through the city center, such as the Mayflower II – Mayflower II loop from Plymouth, offer numerous opportunities for refreshments.

What natural features can I expect to see on urban hikes in Plymouth?

While focusing on urban areas, these hikes still offer glimpses of natural beauty. You'll experience the expansive Plymouth Sound, coastal views, and potentially encounter smaller green spaces within the city. For more extensive natural landscapes, areas like Myles Standish State Forest or various ponds like College Pond are nearby and can be explored separately.

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