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Routes
Running Trails
United States
Massachusetts
Barnstable County

Brewster

The best running trails around Brewster

5.0

(1)

342

runners

70

runs

Jogging around Brewster offers a variety of scenic routes across diverse natural landscapes on Cape Cod. The region features extensive trail networks, including the paved Cape Cod Rail Trail and numerous paths within Nickerson State Park, which wind through pine forests and past freshwater kettle ponds. Additionally, Brewster's bay-side beaches provide unique opportunities for running on firm sand flats at low tide, while conservation lands offer more rugged, wooded trails.

Best jogging routes around Brewster

  • The most popular jogging route…

Last updated: May 1, 2026

16

runners

#1.

Ocean viewpoint – The Hot Chocolate Sparrow loop from Brewster

22.0km

02:17

100m

100m

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

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Hard

15

runners

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

Hard
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Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

10

runners

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

Moderate

10

runners

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

Moderate
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Popular around Brewster

Hiking around Brewster

Cycling around Brewster

Road Cycling Routes around Brewster

MTB Trails around Brewster

Tips from the Community

Matt Cioffi
March 19, 2025, Nickerson State Park on the CCRT

Paved paths in the park connect to the Cape Cod Rail Trail and the trail into Chatham. Mid-way between Wellfleet and Dennis, great to ride away from traffic.

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This is a nice bikeway in the middle of cape cod

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For sure a stop and take a deep breath

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Hinckleys Pond is also known as Pleasant Lake and is classified as a Great Pond due to its 172-acre size. It has a well-maintained beach with plenty of activities. The Cape Cod Rail Trail passes nearby, which is a super byway. This is a great place to take a break, especially as nearby you have Pleasant Lake Pizza Shark, a well-known local eatery.

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Jamie S.
January 23, 2024, Long Pond

Long Pond is huge freshwater pond in Brewster and Harwich (the town line crosses down the middle of it). The Cape Cod Rail Trail runs right along the western shore of it past some private beaches. Please respect the local residents and stay off the beaches and on the trail.

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The Hot Chocolate Sparrow is a local favorite just off of Main Street in Orleans. This candy shop, ice cream shop, and restaurant serves everything from decadent slices of tiramisu to delicious sandwiches and has an extensive selection of candy you can take for later! Try a Frozen Hot Chocolate if you want a cool treat before, during, or after your ride!

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This section of the Cape Cod Rail Trail passes through the Thad Ellis Natural Heritage Area. The trail is lined with trees, and you don't even realize that you are running parallel to Brewster's Main Street.

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Jamie S.
November 13, 2023, Seymour Pond

Seymour Pond is one of many freshwater kettle ponds in the Brewster/Harwich area. The public beach for this scenic pond butts right up against the Cape Cod Rail Trail and is a great place to pause and snap a few photos or maybe even take a dip to cool off in the summertime.

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Frequently Asked Questions

How many running routes are available in Brewster?

Brewster offers a wide variety of running experiences, with over 60 routes available on komoot. These routes cater to different preferences, from easy strolls to challenging long-distance runs.

What kind of terrain can I expect on running trails in Brewster?

Brewster's diverse landscape provides a mix of running terrains. You can enjoy smooth, paved sections on the Cape Cod Rail Trail, wooded trails within Nickerson State Park and Punkhorn Parklands, and even unique runs on the firm sand flats of the bay-side beaches at low tide. Many routes also feature paths around freshwater ponds.

Are there running routes suitable for beginners in Brewster?

Yes, Brewster has options for all skill levels. There are at least 3 easy running routes available, perfect for beginners or those looking for a relaxed jog. Many of the moderate routes are also accessible for those building their endurance.

Are there any circular running routes in Brewster?

Yes, many of Brewster's running paths are designed as loops, offering convenient circular routes. For example, the Pleasant Lake (Hinckleys Pond) – Seymour Pond loop from Brewster is a moderate 7.5-mile (12.1 km) option that takes you around freshwater ponds. Another popular choice is the Seymour Pond loop from Brewster, a moderate 5.5-mile (8.8 km) route.

What are some notable landmarks or points of interest I might see while running in Brewster?

Brewster's routes often pass by beautiful natural features. You might encounter several freshwater ponds like Seymour Pond, Pleasant Lake (Hinckleys Pond), and Cliff Pond. The Cape Cod Rail Trail itself is a significant landmark, offering scenic views through forests and cranberry bogs. You can also visit the Salt Pond Visitor Center near some routes.

Are there any challenging long-distance running routes in Brewster?

Absolutely. For those seeking a more demanding run, Brewster offers several difficult routes. The Ocean viewpoint – The Hot Chocolate Sparrow loop from Brewster is a challenging 13.7-mile (22.0 km) trail with a notable elevation gain. Another great option is the Ocean viewpoint loop from Brewster, a difficult 10.1-mile (16.3 km) path offering coastal views.

Can I run with my dog on trails in Brewster?

Many of Brewster's conservation lands and trails, including those within Nickerson State Park and the Cape Cod Rail Trail, are generally dog-friendly. However, it's always recommended to check specific trail regulations before heading out, as rules can vary, especially regarding leash requirements and seasonal restrictions.

Are there family-friendly running options in Brewster?

Yes, Brewster is a great place for family runs. The paved Cape Cod Rail Trail is excellent for families, offering a smooth surface away from traffic. Additionally, many of the easier loops around freshwater ponds or within Nickerson State Park provide scenic and manageable distances suitable for all ages.

What is the best time of year for jogging in Brewster?

Brewster offers beautiful running conditions throughout much of the year. Spring and fall provide pleasant temperatures and vibrant scenery, with fewer crowds. Summer is popular, but it's best to run early in the morning or late in the afternoon to avoid the heat. Winter running can be beautiful, especially on clear days, but be prepared for colder temperatures and potential icy patches.

Where can I find parking for running trails in Brewster?

Parking is generally available at various access points for popular trails. For the Cape Cod Rail Trail, there are designated parking lots along its length. Nickerson State Park also provides ample parking for its extensive trail network. For specific routes, checking the komoot tour details will often provide information on nearby parking facilities.

What do other runners enjoy most about jogging in Brewster?

The komoot community highly rates the running experiences in Brewster, with an average score of 5.0 stars. Runners often praise the diverse scenery, from coastal views and bay beaches to serene freshwater ponds and peaceful pine forests. The extensive network of trails, including the well-maintained Cape Cod Rail Trail, is also frequently highlighted for its accessibility and variety.

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