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Plymouth County

Plymouth

The best family-friendly hikes and walks around Plymouth

By Fede from komoot

·

Updated May 11, 2026

If you're trying to plan family-friendly hiking around Plymouth, you know how many options pop up, making it tough to figure out which routes are genuinely worth your time. It’s easy to get lost in a sea of choices, wondering which trails will actually deliver on fun and views without being too much for little legs. That's where we come in: our komoot community has walked, reviewed, and loved these routes, so we’ve done the legwork to bring you a curated shortlist of the best, saving you the guesswork.

Hiking around Plymouth offers a delightful mix of coastal paths, serene river valleys, and ancient woodlands, all within easy reach. What makes it special for families is that all the routes in this guide are rated as easy, meaning you can focus on enjoying the scenery without worrying about overly challenging terrain. You'll find everything from gentle strolls along the historic waterfront to peaceful woodland explorations, perfect for a day out any time of year.

If you only do one, we'd start with the Plymouth Harbor Trail, a 2.5 miles (4.0 km) route that offers fantastic views of the historic harbor and is perfect for a first visit. For a shorter, equally charming option, the Pilgrim Trail, at 1.1 miles (1.7 km), is a local favorite for its historical sites and waterfront scenery. With more than 100 hikers having already explored these trails with komoot, you're in good company. Dive in and discover your next family adventure!

If you only do 3 of these routes

  1. 1

    Plymouth Harbor Trail
  2. 2

    Pilgrim Trail
  3. 3

    Plymouth Sea to Shining Sea Trail

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

Plymouth Harbor Trail

3.96 km

10 m

Easy

Pilgrim Trail

1.72 km

30 m

Easy

Plymouth Sea to Shining Sea Trail

1.83 km

30 m

Easy

Plymouth Rock – Brewster Gardens Park loop from Plymouth

6.81 km

40 m

Easy

Plymouth Rock – Mayflower II loop from Plymouth

4.94 km

20 m

Easy

North Plymouth (Seaside) Rail Trail – Nelson Street Park loop from Plymouth

4.20 km

10 m

Easy

Mayflower II – Plymouth Rock loop from Plymouth

3.20 km

10 m

Easy

Plymouth Rock – North Plymouth (Seaside) Rail Trail loop from Plymouth

7.52 km

40 m

Easy

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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 paved sections, crushed stone, and boardwalks, making for a smooth and enjoyable experience. Keep an eye out for the Mayflower II and Plymouth Rock as you stroll, and enjoy the coastal peacefulness.

This easy 2.5-mile (4.0 km) hiking route involves a minimal 34 feet (10 metres) of elevation gain, taking approximately 1 hour to complete. Parking is available near the waterfront, but arriving earlier in the day is advisable, especially during peak times. The trail is suitable for all ages and fitness levels, making it a great family-friendly option.

What makes this trail particularly notable is its rich historical context and connectivity. It's part of a larger network of trails in Plymouth, allowing for longer walking experiences if desired. You can easily combine it with other routes to explore more of the area's history and natural beauty, or simply enjoy the unique perspective from the 3,500-foot Plymouth Harbor Breakwater.

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2.

Pilgrim Trail

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 a peaceful environment, passing a marker for where the Pilgrims found their first fresh water in New England. It's a short, accessible route, perfect for a quick historical immersion.

This 1.1-mile (1.7 km) hike with just 89 feet (27 metres) of elevation gain is rated easy and takes about 27 minutes. It's ideal for a quick leg stretch or a family outing. Parking is generally available in town, but it's always a good idea to arrive early during peak seasons. Remember to bring water, especially if you plan to explore other parts of Plymouth, as sources can be scarce.

What makes this Pilgrim Trail notable is its direct connection to early American history, marking a significant moment for the Pilgrims upon their arrival. It's a great way to combine a gentle outdoor activity with a visit to the Plimoth Grist Mill and Brewster Gardens Park, offering a glimpse into the past right in the heart of Plymouth.

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3.

Plymouth Sea to Shining Sea Trail

1.83km

00:30

30m

20m

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, past iconic sites like Plymouth Rock and the Mayflower II, before heading inland. The path transitions from paved sections to natural surfaces within Morton Park, where you can enjoy views of Town Brook and Billington Sea, making it a diverse and engaging experience.

This easy 1.1-mile (1.8 km) hiking route involves a minimal 88 feet (27 metres) of elevation gain and takes approximately 29 minutes to complete. It's an excellent option for families or anyone seeking a gentle walk with plenty to see. Parking is available at various access points, though be mindful that Morton Park may have an entry fee for vehicles during peak times.

What makes this trail truly special is its connection to Plymouth's rich heritage, incorporating parts of the historic Pilgrim Trail and winding through Morton Park, the oldest protected land in the area. It's a fantastic way to experience both the town's maritime charm and its inland natural beauty, offering a unique perspective on this historic Massachusetts location.

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5.

Plymouth Rock – Mayflower II loop from Plymouth

4.94km

01:16

20m

20m

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 metres) of elevation gain, it's a gentle walk that takes about 1 hour and 16 minutes, perfect for a relaxed afternoon. You'll follow paved pathways, passing by the iconic Plymouth Rock and the impressive Mayflower II, all while taking in the refreshing sea air and expansive vistas of Plymouth Harbor.

Planning your visit to this family-friendly route is straightforward; the accessible terrain makes it suitable for most. While the trail itself is easy, if you plan to board the Mayflower II, be prepared for potentially steep ramps and stairs, depending on the tide. This loop is a popular choice, so consider visiting during off-peak hours for a more serene experience, especially if you're looking for easy hikes around Plymouth Rock Mayflower II area.

The Plymouth Rock – Mayflower II loop stands out for its unique blend of natural beauty and profound historical significance, connecting several key landmarks. It's a journey through the site where the Pilgrims first landed, offering a tangible connection to the past. Beyond the main attractions, you're also close to other historical sites like the Pilgrim Hall Museum, making it a central point for exploring Plymouth's rich heritage.

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7.

Mayflower II – Plymouth Rock loop from Plymouth

3.20km

00:49

10m

10m

The Mayflower II – Plymouth Rock loop from Plymouth offers a delightful and easy walk through a significant piece of American history. You'll trace the footsteps of the Pilgrims along accessible paved pathways, enjoying expansive waterfront views of Plymouth Harbor. The route takes you past the iconic Plymouth Rock and the impressive Mayflower II, a full-scale replica ship, all within the pleasant setting of Pilgrim Memorial State Park.

This 2.0-mile (3.2 km) hiking loop has a minimal 30 feet (9 metres) of elevation gain and can be completed in about 48 minutes, making it ideal for all ages and fitness levels. Parking is available near the waterfront, but it's wise to arrive early during peak season. The trail is well-suited for a leisurely stroll at any time of year, though spring and fall offer particularly comfortable conditions.

This loop is a fantastic way to connect with the past, offering direct access to pivotal historical landmarks. It's a family-friendly option that combines scenic coastal views with a deep dive into the beginnings of the Plymouth Colony, providing a rich cultural experience alongside a gentle outdoor activity.

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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.

1

0

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

0

0

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)

0

0

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)

0

0

Lovely park with nice walks

0

0

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

0

0

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

1

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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

1

0

Frequently Asked Questions

How many family-friendly hiking trails are available around Plymouth?

Our guide features 12 easy, family-friendly hiking trails around Plymouth, perfect for exploring with children of all ages. These routes are designed to be accessible and enjoyable for everyone.

What kind of terrain can we expect on these family hikes?

The family-friendly trails around Plymouth generally feature easy terrain, often following paved paths, boardwalks, or well-maintained dirt trails. You can expect mostly flat or gently rolling landscapes, making them suitable for strollers and young children. For example, the Plymouth Harbor Trail offers a pleasant walk along the waterfront.

Are there any historical landmarks or points of interest along these family trails?

Absolutely! Many of the family-friendly trails in Plymouth are rich in history. You can explore significant sites like Mayflower II and Plymouth Rock. The Pilgrim Trail is a great option for discovering the area's heritage.

What do other hikers enjoy most about the family-friendly trails in Plymouth?

The family-friendly trails around Plymouth are highly rated by the komoot community, with an average score of 4.86 stars. Reviewers often praise the easy accessibility, historical significance, and beautiful coastal views that make these walks enjoyable for the whole family.

Are these trails suitable for toddlers or strollers?

Yes, many of the trails are very suitable for toddlers and strollers due to their easy difficulty grade and generally flat surfaces. Routes like the Plymouth Sea to Shining Sea Trail are excellent choices for families with very young children or those using prams.

Are there any circular routes for families?

Yes, there are several circular routes that are perfect for families looking for a varied walk. The Plymouth Rock – Mayflower II loop from Plymouth is a popular option, offering a pleasant loop that brings you back to your starting point.

Can we bring our dog on these family-friendly hikes?

Many of the trails in and around Plymouth are dog-friendly, but it's always best to check specific trail regulations before you go. Generally, dogs are welcome on a leash, especially on paths that are not within protected wildlife areas. Please remember to clean up after your pet.

Are there any natural features like lakes or forests to explore?

Beyond the historical sites, Plymouth also offers access to beautiful natural areas. You can find serene spots like College Pond and explore parts of Myles Standish State Forest, which provide a lovely contrast to the coastal walks and offer opportunities for wildlife spotting.

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

Plymouth offers enjoyable hiking experiences year-round. Spring and autumn provide pleasant temperatures and beautiful scenery, while summer is ideal for combining hikes with beach visits. Even winter walks can be charming, especially on well-maintained paths, though you should always check local weather conditions.

Are there places to eat or cafes near the family hiking trails?

Given Plymouth's vibrant town center and coastal areas, you'll find numerous cafes, restaurants, and pubs conveniently located near many of the family-friendly trails. Especially around the harbor and historical sites, there are plenty of options for a family meal or a quick snack after your walk.

Is parking readily available for these family hikes?

Parking is generally available at or near the starting points of many family-friendly trails in Plymouth, especially those close to popular attractions or town centers. Some areas may have paid parking, so it's advisable to check local signage or websites before your visit.

Are there any trails that offer coastal views?

Yes, Plymouth's location means many trails offer fantastic coastal views. The Plymouth Harbor Trail and the Plymouth Sea to Shining Sea Trail are excellent choices for enjoying the sea breeze and scenic waterfront vistas.

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