Adventure Collective
Explore The Rose F. Kennedy Greenway in Boston - Boston

Explore The Rose F. Kennedy Greenway in Boston

Bostoneasy

Difficulty

easy

Duration

1–2 hours

Fitness Level

Suitable for most fitness levels; light to moderate walking ability recommended

Overview

Discover Boston’s vibrant Rose Fitzgerald Kennedy Greenway on a private 1.5-mile walk that highlights urban renewal, lush gardens, and dynamic art. This tour offers a unique glimpse into the city's past and present.

Boston, Massachusetts

The Rose F. Kennedy Greenway

Visit Boston's "People's Park" with lush gardens and contemporary art exhibits

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About This Adventure

Explore the Rose Fitzgerald Kennedy Greenway on a captivating 1.5-mile walk through Boston's transformed civic space. Discover the fascinating history of the area, from the Central Artery's impact to the Big Dig's revitalization. Enjoy lush gardens and dynamic art exhibits while learning about the ongoing evolution of this vibrant park.

Duration, Distance, Terrain

1.5 hours 1 mile at a moderate pace, stopping at various sites along the tour

About

In the 1950s, construction of the Central Artery, a 6-lane elevated highway through downtown Boston, overtook a 30-acre corridor of land that displaced thousands of businesses and residents and cut off the city’s North End and waterfront.

Forty years later, the Big Dig moved the highway underground, creating the rare opportunity to recover this land and transform it into a new civic space for all to enjoy – the Rose Fitzgerald Kennedy Greenway.

Join us in walking the 1.5-mile Greenway, a “people’s park” that annually attracts over a million residents and visitors to gather, play, stroll its gardens and experience ever-changing contemporary art exhibits.

Learn about the Greenway’s evolution, its stewardship, and the extensive public planning process that shaped the use of this space and continues to influence current and future developments along the route.

Meeting location:

Meet your guide at the North End Parks - corner of Sudbury Street and Cross Street (near Haymarket MBTA stop).

Finding Your Guide: All guides carry an 8×11 sign that says “Boston By Foot Walking Tours.”

Nearest MBTA Station: Haymarket (Green & Orange Lines)

What to bring

Comfortable shoes, dress for the weather, water bottle

Adventure Tips

Wear comfortable walking shoes

The 1.5-mile route is mostly paved but uneven in some areas, so sturdy shoes will keep you comfortable.

Bring water and sunscreen

Shade is limited in some parts of the Greenway, so staying hydrated and protected from the sun is important.

Check local event schedules

The Greenway often hosts seasonal art exhibits and events, so planning your visit around these can enrich your experience.

Visit early or late day to avoid crowds

Starting your walk early in the morning or late afternoon helps you enjoy a quieter experience and better lighting for photos.

Local Insights

Wildlife

  • Urban songbirds like sparrows and robins
  • Squirrels that are common in garden areas

History

The Greenway was created after the Big Dig project removed the elevated Central Artery highway, reconnecting neighborhoods and creating valuable public space.

Conservation

Efforts are ongoing to maintain the Greenway’s gardens using sustainable landscaping practices and public education programs.

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Adventure Hotspots in Boston

Frequently Asked Questions

Recommended Gear

Comfortable walking shoes

Essential

Supportive shoes make walking the Greenway’s paved paths more enjoyable.

Reusable water bottle

Essential

Stay hydrated during warmer months with a water bottle.

summer specific

Light jacket or windbreaker

Spring weather can be variable; a jacket helps you stay comfortable.

spring specific

Sunhat and sunscreen

Essential

Protect yourself from UV rays during sunny summer walks.

summer specific