Looking for the most beautiful spots to photograph in Boston? Are you looking for secret photo spots Boston? Do you like taking fun photos in Boston? You will also find many on our food and chocolate tours — plus the food is amazing to photograph. Here’s our list!
Charles Street – Beacon Hill, Boston
Want to feel like you’re in Europe for a brief moment? Beacon Hill is known for its historical brick buildings and cobblestone roads, which are especially beautiful with snow falling but nice in the springtime too with lovely windowboxes and preppy shops.
Boston Public Garden – Make Way for Ducklings Statues
Did you know that they outfit the ducklings statues for the major holidays? Boston Public Garden is known for its willow trees, pretty vegetation and plenty of birds to photograph as well. But this storybook classic has all the makings for a fun instagram post. And don’t forget Swan Pond and the swan boats!
Butterfly Wall in Harvard Square (Cambridge, Massachusetts)
So you’ve parked your cah in Hahvahd Yahd, but have you taken a photo with the butterfly wings? We visit this spot on our Harvard Square Food Tour and Chocolate Tour!
Check out our award winning food and chocolate tours!
Jamaica Pond Bench (Jamaica Plain, Boston, Massachusetts)
One of the weirdest benches in Boston is this Jamaica Pond bench. Designed by artist Matthew Hincman, in 2006 he snuck this funny U-shaped bench into the park. It took the city two weeks to figure out that it didn’t below there, and it’s been there ever since! Don’t forget to tag us in your photos! We offer a JP food tour too.
Graffiti Alley (Central Square, Cambridge, Massachusetts)
Graffiti Alley is a city-sanctioned graffiti area in Central Square, and it is constantly changing and evolving. Check it out on our Central Square Food and Mural Arts Tour, and also you can spray paint with us! Let your inner-artist shine, explore the unique and colorful walls, and get to know its ever-changing background.
Memorial Drive (Harvard Square, Cambridge, MA)
This tree lined street is my favorite ever, and it’s right on the banks of the Charles River. It’s a thrill to drive down it, and it’s also closed to traffic on Sundays which makes it a lot of fun to bike or rollerblade on — check it out for local festivals as well. We swing by there on the Harvard Square tours!
Stata Center – Kendall Square (Cambridge, Massachusetts)
This signature building on MIT is very edgy! Check it out on our Kendall Square Progressive Dinner Food Tour or on your own!
CITGO sign outside of Fenway Park (Kenmore Square, Boston, MA)
Some baseball fans refer to it as the See-It-Go sign. Learn all about it on our Fenway Food Tour!
Harvard Lampoon Building (Harvard Square, Cambridge, MA)
Home to Harvard’s student humor magazine, this building is hilarious and also have a storied history especially the ibis on top. We tell you all about it on our Harvard Square tours!
Boston Public Library (Boston, MA)
Perfect for indoor and outdoor photos, there are lots of marble and columns at our famous public library. You can even stop by the tea room for some afternoon tea pictures! The most famous photo is inside their Harry Potter-like study hall.
Mapparium (Boston, MA)
This colorful globe is inside the Mary Baker Eddy Library, which also abuts a beautiful fountain right outside of Copley Square! They don’t allow photos inside, but the structure is cool outside as well.
Hood Milk Bottle Statue (Fort Point, Boston, MA)
Hood milk is a local company, and this iconic milk bottle statue found its way to Fort Point in an interesting way. If open, you can enjoy a yummy treat served inside the quirky landmark.
Check out our award winning food and chocolate tours!
Somerville Mural (Davis Square, Somerville, MA)
Drawn definitely NOT to scale (and by an artist from Rhode Island) this mural sits on the Davis Square bike path, and was commissioned by a local realtor. We walk by it on our Davis Square Food Tour — and you can also visit Somerville with us in Union Square!
The Esplanade (Boston, MA)
Beautiful in any season, there’s a virtual 360 degree view of Boston that’s photographable from any angle!
Boston Harbor Walk (Boston, MA)
Outside of the South Station T on the MBTA Red Line is the Boston Harbor Walk. Are you looking for pretty places in Boston at night? Look no further and enjoy the walk!
Embrace Sculpture (Boston, MA)
Looking sort of like Chicago’s famous “bean”, our Embrace statue debuted on MLK day in 2023. Its controversial start makes it an interesting spot to photograph.
Kelleher Rose Garden (Boston, MA)
Follow your nose to the Kelleher Rose Garden which is part of the Emerald Necklace right outside of Fenway Park. You’ll be bewitched by the gorgeous rose arches that come to life in the Spring.
New England Aquarium (Boston, MA)
From penguins to a gigantic water tank, our aquarium is so impressive.
Boston University Bridge (Boston, MA)
Built in 1928, this quirky bridge is one of three places in the world where a boat can row under a train that is driven under a car driven under an airplane!
The Lawn On D (South Boston, MA)
From festivals to their famous crescent shaped swings, the Lawn on D is an iconic Boston destination.
KSQ Sign (Kendall Square, Cambridge, MA)
Home to the Massachusetts Institute of Technology, Kendall Square is also home to some of the most gorgeous restaurants in the city. Explore them with us on the Kendall Square Progressive Dinner Food Tour and grab a photo with the KSQ sign.
Mass. Ave. or Longfellow Bridges (Cambridge to Boston, MA)
The MIT sailboats are so beautiful, and on a warm breezy day there’s nothing sweeter than a view of the Charles from the Bridge.
Isabella Stewart Gardner Museum Courtyard (Boston, MA)
This peaceful courtyard is right near the Museum of Fine Arts (MFA) and showcases her private collection.
Zakim Bridge (Boston, MA)
Right near the TD Garden is the iconic Zakim Bridge of Boston that can be seen from nearby Charlestown or the North End.
Boston Hatchshell and Public Dock (Boston, MA)
Near the Esplanade, this hatchshell is home to the Boston Pops Fourth of July spectacular. Anywhere along the Esplanade is a worthy photo opp!
Bunker Hill Monument (Charlestown, MA)
From Good Will Hunting to sweeping panoramic views, this monument is right near the Museum of Science which is also a lot of fun to take a Segway tour around.
Brownstones (South End, Boston, MA)
For a true brownstone, check out the most instagrammed house in Boston is located at 140 Worcester Street in the South End. You can also find similar shots in Boston’s Back Bay and Beacon Hill.
North End Spite House (Boston, MA)
Anywhere in the North End is a cool photo, but this skinny house is hilarious and very Boston.
Harvard Yard and Campus (Cambridge, MA)
Our Harvard Square Chocolate Tour and Harvard Square Food Tour showcase stories from Harvard Square. The iconic cobblestone streets are recognized across the world and attract folks from everywhere. How do you like them apples?
Emerson Paramount Sign (Boston, MA)
This art deco sign lights up in the city of Boston, giving a real downtown feel.
Central Square Murals (Cambridge, MA)
For photo after photo, take our Central Square Food and Mural Arts Tour which runs year round and features the most distinctive murals in Central Square as well as delicious food.
Boston Custom House Clock Tower (Boston, MA)
There’s an observatory at the top of this tower, and it was actually one of the city’s first skyscrapers. Many locals aren’t even aware of this location.
Beacon Hill Books and Cafe (Cambridge, MA)
In a city like Boston, of course you have to grab a photo inside a bookstore. We recommend checking out Beacon Hill Books and Cafe which also has an adorable tea room and small courtyard.
Stone Flower Camera Wall (Newbury Street, Boston, MA)
Check out our guide to things to do in Boston’s Back Bay, and you can also grab a photo in front of the Stone Flower camera wall.
We also have a list of of the Most Instagrammable Restaurants in Boston as well.
So that’s our round-up of our favorite instagrammable photo spots in Boston and Cambridge. How many have you been to?
Check out more Off The Beaten Path Food Tours info in our Blog and also our Tour Calendar for more information. We run food tours and chocolate tours weekly – check us out!
