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Routes
Hikes
United States
Connecticut
Western Connecticut Planning Region

Old Greenwich

The best walks and hikes around Old Greenwich

5.0

(5)

186

hikers

32

hikes

Hiking around Old Greenwich, Connecticut, offers diverse natural landscapes and coastal features. The region is characterized by expansive sandy beaches, meandering coastal shorelines along the Long Island Sound, and serene parks with lush greenery. Inland areas feature wooded forests, wetlands, and streams, providing varied terrain for outdoor activities. This combination creates a wide range of hiking experiences, from coastal walks to forest trails.

Best hiking trails around Old Greenwich

  • The most popular hiking route is Greenwich Point Park Loop,…

Last updated: April 25, 2026

2

hikers

#1.

Riverwalk Trail to Indian Mill Trail Loop

3.43km

00:54

30m

30m

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

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Easy

2

hikers

1.76km

00:27

10m

10m

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

Easy
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1

hikers

2.18km

00:34

10m

10m

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

Easy

581m

00:10

20m

10m

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

Easy

5.0

(1)

52

hikers

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

Easy
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Popular around Old Greenwich

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Tips from the Community

Bonnie24
May 28, 2021, Bluff Area - Greenwich Point Park

Park tickets are required at this point, which are limited and only available at the Old Greenwich Civic Center and not at the park entrance.

Translated by Google

1

0

Very nice park at the tip of the headland. Nice swimming beach and beautiful nature. Admission by ticket only, a limited number of which can be purchased only at Old Greenwich Civic Center.

Translated by Google

1

0

Frequently Asked Questions

How many hiking trails are available in Old Greenwich?

Old Greenwich offers a variety of hiking opportunities with over 20 routes to explore. The majority of these, about 20, are rated as easy, making them accessible for most hikers, while a few are moderately challenging.

What kind of landscapes can I expect to see while hiking in Old Greenwich?

Hiking in Old Greenwich provides a diverse range of landscapes. You can expect to find expansive sandy beaches and meandering coastal shorelines along the Long Island Sound, serene parks with lush greenery like Binney Park, and undisturbed wooded forests in areas such as Babcock Preserve. Wetlands, streams, and unique rock formations also contribute to the varied terrain.

Are there any easy hiking trails suitable for beginners or casual walkers?

Yes, Old Greenwich has many easy trails perfect for beginners or casual walkers. An excellent option is the Tod's Driftway loop — Greenwich Point Park, which is an easy 2.3-mile route offering coastal views. Another great choice is the Bruce Park loop — Greenwhich, a 2.2-mile trail through a scenic park.

Are there any trails with scenic viewpoints or natural features?

Absolutely. Greenwich Point Park (Tod's Point) offers stunning views of the Long Island Sound and, on clear days, even the distant New York City skyline. Laddins Rock Sanctuary is known for its unique rock formations and native plant life, while Fairchild Wildflower Sanctuary features a deep shaded gorge, wetland meadow, and a marsh with a boardwalk. The presence of the Long Island Sound itself provides breathtaking coastal vistas from many trails.

Can I find trails suitable for families with children?

Many areas in Old Greenwich are well-suited for families. Binney Park, with its scenic paths, duck pond, and charming gazebo, is ideal for leisurely family walks. Greenwich Point Park also offers easy, flat trails along the beach that are perfect for all ages. The Converse Brook Preserve provides well-marked, quiet walks with streams and bridges that children might enjoy.

Are there any dog-friendly hiking options in Old Greenwich?

Many of the parks and preserves in Old Greenwich welcome dogs, typically on a leash. Greenwich Point Park, Binney Park, and Babcock Preserve are popular choices where you can enjoy a walk with your canine companion. Always check specific park regulations regarding dog access before your visit.

Are there any circular hiking routes in the area?

Yes, Old Greenwich features several circular routes. Besides the popular Tod's Driftway loop and Bruce Park loop, you can also explore the Mianus River State Park loop — Stamford, which is an easy 4.4-mile path winding through wooded forests and along streams.

What are some notable attractions or landmarks I can explore near the hiking trails?

While hiking, you can discover several interesting attractions. Greenwich Point Beach is a beautiful coastal spot. For nature lovers, the Mianus River Natural Park offers extensive forest areas. You might also encounter the historic Ring's End Bridge or the serene Binney Park with its charming duck pond.

What is the best time of year to go hiking in Old Greenwich?

Old Greenwich offers pleasant hiking experiences throughout the year. Spring brings blooming wildflowers, while summer provides lush greenery and coastal breezes. Autumn is particularly scenic with vibrant fall foliage, and even winter can be beautiful for quiet walks, especially along the coast, though some trails might be less accessible after heavy snow.

Is parking generally available at the trailheads in Old Greenwich?

Parking is typically available at most major parks and preserves in Old Greenwich, such as Greenwich Point Park, Binney Park, and Babcock Preserve. However, some locations, especially popular ones like Greenwich Point Park, may require a parking pass or have specific entry requirements, particularly for non-residents. It's always advisable to check the specific park's website before your visit.

What do other hikers enjoy the most about hiking in Old Greenwich?

The hiking routes in Old Greenwich are highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the region's diverse natural beauty, from the stunning coastal views at Greenwich Point Park to the peaceful, undisturbed wooded forests of areas like Mianus River State Park. The well-maintained trails and variety of options for different skill levels are also frequently highlighted.

Most popular routes around Old Greenwich

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