Rose Kennedy Greenway Boston

Elevated highway to park

Zac from Boston

About me Raised in the friendly expanse of Texas, I moved to Boston from Austin at the end of architecture school. I didn’t think that I’d still be here over 10 years later, but like so many people who come to Boston for what they anticipate will be a temporary stay (it’s a bit of a college town), I found a great group of people, an invigorating urban fabric, and more good food, drink, enter...
""Rose Kennedy Greenway" in Boston was a work in progress for many years. Now it's dotted with sculptures, fountains, food trucks... a true destination!"

For years, the Big Dig-- Boston's project to bury the Central Artery that separated much of the city from its harborfront-- was a national joke because of cost and schedule overruns, to the point that when cab drivers in other cities heard where you were from, they'd say, "Big Dig, huh?," and roll their eyes.

Today, though, the Rose F. Kennedy Greenway, the long-planned park that now occupies the site of the old highway, is proving the doubters wrong. Meandering one mile from Chinatown up to the North End, the Greenway is dotted with plantings, sculptures, fountains, pathways, and food trucks. Officially open since 2008, it has gained more amenities with each passing year, making it a true destination; a new addition this year is the carousel, located near Faneuil Hall. Boston finally has its connection to the harbor back, and it's making the most of it.

My favorite portion of the Greenway lies between South Station and Dewey Square, through the Financial District. This area is unusually high-density by Boston standards, and since it's occupied by businesses all but empties out over the weekend. Walking down the pleasant, populated Greenway next to cliffs of empty skyscrapers is a true Boston experience.

017-plant-1
Relaxing

This week 25% off

with the code fall25

*on our yearly membership

Boston Spotter Zac

About me Raised in the friendly expanse of Texas, I moved to Boston from Austin at the end of architecture school. I didn’t think that I’d still be here over 10 years later, but like so many people who come to Boston for what they anticipate will be a temporary stay (it’s a bit of a college town), I found a great group of people, an invigorating urban fabric, and more good food, drink, entertainment, and seriously impassioned sports fans than you can shake a Fenway Frank at. When I’m not at work, you can usually find me wandering about on foot looking for the next interesting art show, l...

About this spot

Oliver street / purchase street

US$

free

Oct 9, 2025

Our Boston City Guide

Find your way with 129 Insider Tips from our Local Spotters

Discover hidden gems and all our locals’ favourites! Get full access to our Boston guide.

Loved it? Join us!

Loved this Spot?Join your international community. Share your favs and become part of our international community!

Nice place right!? There’s so much more to discover:

Discover all other hidden gems in Boston

Red’s Best Fish Market

Must-Try Seafood

Craving seafood in Boston? Head to Red’s Best at Boston Public Market for fresh clam chowder, lobster rolls, and local catch you’ll love!

021-spoon-and-fork-1
Restaurants
026-thrift-shop-1
Shopping
024-burger-1
Snacks

by

Sara

Bozdemir

Nov 27, 2025

Sabina Mezcaleria

Boston’s Mezcal Haven

Sabina Mezcaleria is Boston’s first mezcal bar, offering smoky spirits, bold Mexican flavors, live salsa, and a vibrant Latin jazz brunch & tastings!

028-beach-bar-1
Bars
021-spoon-and-fork-1
Restaurants

by

Sara

Bozdemir

Nov 27, 2025

Cafe Sauvage

A French Miracle in Boston

Café Sauvage in Back Bay is a tropical-inspired spot blending French cuisine with African flavors. Enjoy their signature Roasted Chicken!

020-coffee-cup-1
Coffee & tea
021-spoon-and-fork-1
Restaurants

by

Sara

Bozdemir

Nov 27, 2025

Bricco Panetteria

Hidden Bakery Gem

Bricco Panetteria is a hidden bakery in Boston’s North End, offering artisan breads, pastries & a cozy, old-world charm. Try their Sfogliatelle!

024-burger-1
Snacks

by

Sara

Bozdemir

Nov 27, 2025

Greystone Cafe

Charming Café for Seize The Day

Greystone in Boston’s South End is a charming café with great coffee, fresh pastries, and a no-laptop vibe. Come here for a relaxed morning or lunch break!

020-coffee-cup-1
Coffee & tea
024-burger-1
Snacks

by

Sara

Bozdemir

Nov 27, 2025

Parkside Bookshop

Calling all book lovers!

Parkside Bookshop in Boston’s South End is a cozy, pet-friendly gem with a thoughtfully curated selection, cozy reading nooks, and community events.

002-building
Art & culture
017-plant-1
Relaxing
026-thrift-shop-1
Shopping

by

Sara

Bozdemir

Nov 27, 2025

Bakey

Memorable Fresh-Baked Treats

Enjoy fresh pastries from Bakey any morning and take it to the Public Garden. Don’t miss their irresistible chocolate babka and burekas!

020-coffee-cup-1
Coffee & tea
024-burger-1
Snacks

by

Sara

Bozdemir

Nov 27, 2025

Caffé Vittoria

Boston’s Timeless Italian Gem

Caffé Vittoria, Boston’s first Italian café since 1929, serves rich espresso, tiramisu, and affogato in a charming, old-world setting. A must-visit in the North End—cash only!

020-coffee-cup-1
Coffee & tea
024-burger-1
Snacks

by

Sara

Bozdemir

Nov 27, 2025

Gypsy Place Coffee and Juice Bar

Bohemian Vegan

Gypsy Place in Cambridge offers a bohemian vibe, fresh juices, vegan treats, and great coffee. Try the Azurite Bowl or Tiger’s Eye Truffles for a delicious energy boost!

028-beach-bar-1
Bars
020-coffee-cup-1
Coffee & tea
024-burger-1
Snacks

by

Sara

Bozdemir

Nov 27, 2025

Cacao

A Sweet Escape in Boston

Cacao in Boston, run by a Dominican couple, offers rich hot chocolate, spicy cocoa, and delightful truffles — sweet haven for reading or writing.

020-coffee-cup-1
Coffee & tea
024-burger-1
Snacks

by

Sara

Bozdemir

Nov 27, 2025

Zuzu’s Petals

A kingdom of sweets and wines!

Escape the rush at Zuzu’s Petals in Cambridge’s Inman Square — a cozy, screen-free haven for fondue, wine, conversation, and homemade delights.

028-beach-bar-1
Bars
020-coffee-cup-1
Coffee & tea
024-burger-1
Snacks

by

Sara

Bozdemir

Nov 27, 2025

Rouvalis Flowers

Beacon Hill in Bloom

Rouvalis Flowers in Beacon Hill charms every season with stunning blooms, dried arrangements, and gifts — perfect for adding beauty to any Boston day.

026-thrift-shop-1
Shopping

by

Sara

Bozdemir

Nov 27, 2025

Heading to Boston?

129 Insider Tips from our local Spotters

Authentic Stories by Real People

Escape the Crowd & Travel Slow 🐌

... for just €9.99

Boston app Home
Boston app Home
Boston app Map
Boston app Home

0 Insider Tips from our local Spotters

129 Insider Tips

✓ Escape the Crowds

✓ Find Spots nearby

✓ Authentic Stories

... for just €9.99

City guides by those who know the city in and out!

Our Locals' Favorite Boston

Our team loves Boston

Get to know our other Spotters from Boston

As featured on:

New-York-Times
the-guardian
mashable
the-sunday-times
[paywall_activator]
false
0
false
66
Made with the 💚 of 497 Spotters.
Filters