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15 Most Instagrammable Places In Boston

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Happy August! This blog post is going to cover the most Instagrammable places in Boston! Boston has been my home for the past 23 years, although I’ve gotten to know the city especially well this past year. I’ve spent the past year exploring Boston more than ever before, and even became a tour guide through Airbnb, guiding people from around the world along the Freedom Trail on my History and Photo Tour! Unfortunately, I have to put these tours on pause for awhile because I’m moving to Charleston, SC for grad school, but hopefully I’ll pick them back up at some point. Boston is such a charming, historical city with so many hidden gems. I highly recommend walking around and exploring on foot. Hopefully this guide of the most Instagrammable places in Boston gives you some fun photo ideas for your visit!

Disclaimer: This blog post is sponsored by Staypinneapple Boston, a boutique hotel chain located in Boston’s South End neighborhood. I stayed here in July and created some content for them, and am working with them on this post! I highly recommend staying here next time you’re in Boston. As always, all opinions written below are my own. 

1. Union Park

Located in Boston’s South End neighborhood, Union Park sits in one of the most charming streets in Boston. Here you’ll find rows and rows of brownstones, neighborhood parks, and even the occasional french bulldog!

Posing for Instagram photo in Boston's South End Union Park

2. Isabella Stewart Gardner Museum

This is my favorite museum in the world! Isabella Stewart Gardner was a modern-day girl boss, traveling the world solo and building up her own pristine art collection. After she passed, this museum opened in her honor and features her entire collection. The museum wraps around a center atrium that has been featured in several travel publications in the past. It’s definitely the most Instagrammable place in Boston!

Pro-tip: Watch “This Is A Robbery” on Netflix before visiting to learn about the art heist that happened here in 1990!

The atrium at the Isabella Stewart Gardner Museum in Boston is one of the most Instagrammable places in Boston

3. Acorn Street

Acorn Street is the official most photographed street in Boston. Trust me, I’m a tour guide… this is a fact! You can’t leave Boston without strolling through Beacon Hill and snapping a photo here.

Fun fact: Notice the divots near the curb on either side? These tracks aren’t from car tires, but wagon wheels! This road is over 200 years old and is one of the only original streets in Boston. I think it really adds to the charm of the neighborhood!

Acorn Street is one of the most Instagrammable locations in Boston, MA

4. Fan Pier

Fan Pier is located in Boston’s newest neighborhood, the Seaport! This area is super fun to grab a drink in and offers a great view of the Boston harbor and skyline. Stroll along Fan Pier for this photo.

Posing at Fan Pier in Boston's Seaport District

Fan Pier in Boston's Seaport

5. Cisco Brewers

Cisco sits along Seaport Blvd right in the Seaport District and is the perfect place to grab a drink. This beer garden also makes for a fun photo opportunity.

Pro-tip: There’s no happy hour deals in Boston, so don’t expect a discount at 5! You can expect a line though.

Cisco Brewers in Boston, MA

6. Tatte Bakery

This local chain definitely wins the award for the most Instagrammable place in Boston in terms of restaurants! The white interior + aesthetically pleasing lattes won’t disappoint if you’re a coffee lover.

Tatte Bakery in Boston, MA

7. Old State House

Even if the interior of the Old State House isn’t super Instagrammable, this shot definitely is! Stand on the corner of State Street and Congress Street to grab this shot. I always point it out to people on my tour!

One of the most Instagrammable places in Boston

8. Marshall Street Mural

Welcome to my favorite little street in Boston! This cobblestone road separates the Union Oyster House, the oldest restaurant in Boston, from Bell In Hand Tavern, the oldest bar in the US! Everyone on my tour says it reminds them of London, as it’s lined with old pubs and historical charm. There’s also a cute mural of Boston here! Marshall Street is definitely a top contender for the most Instagrammable place in Boston!

Union Oyster House in Boston

Marshall Street Mural in Boston

9. Ogawa Coffee

This coffee shop on Milk Street in downtown Boston is amazing year-round, but I definetly recommend adding this place to your fall New England bucket list! Ogawa is known for its seasonal latte designs!

The most Instagrammable place in Boston for coffee

10. Lookout Rooftop @ Envoy

Lookout Rooftop is Boston’s most popular rooftop and is a great place to visit for drinks or a special occasion. I recommend coming to this hotel at night to grab one of the best shots of Boston’s skyline!

Lookout Rooftop at Envoy

11. Worcester Street

Another street in the South End that is probably tied with Beacon Hill for being the most Instagrammable place in Boston. Worcester Street is home to the most Instagrammable house in Boston (really, this is its official title). Want to visit? Plug 140 Worcester Street into your GPS. Remember to be respectful of locals while taking photos.

The South End is one of the most Instagrammable places in Boston

Posing in front of the most Instagrammable house in Boston

12. Rouvalis Flower Shop

Ok… I know I’ve said this about most places on this list, but THIS may actually be the most Instagrammable place in Boston. Rouvalis Flower Shop in Beacon Hill is the cutest little flower shop. They offer seasonal arrangements inside, and the exterior is just as precious. This area reminds me SO much of Europe!

The most Instagrammable flower shop in Boston

13. Louisburg Square

Yet another Beacon Hill hot spot. Louisburg Square sits just behind Acorn Street, up a hill a bit. This square is home to some of the most photographed brownstones in Boston. Visit during the holidays to see some local decor and notice how stunning the ivy is here!

Louisburg Square in Boston, MA

14. Brattle Book Shop

Welcome to one of America’s oldest and largest historical bookstores! This 3-story building is filled with used books and magazines, and even a few rare 1st editions. You’ve probably seen the outdoor section of this bookstore online before…be sure to snap a pic in the stacks adjacent to the building!

Brattle Bookshop in Boston, MA

Posing in the stacks of Brattle Bookshop in Boston

15. Boston Public Garden

Last but not least is Boston’s Public Garden, one of Boston’s well-known public parks! The Public Garden sits adjacent to the Boston Common, America’s first public park, although the Public Garden is probably more visited. There’s a beautiful man-made pond here with a picturesque bridge running over it. I recommend taking photos both on the bridge, with the skyline in the back, and near the pond so you can capture the bridge in the back. If you visit Boston in the warmer months, you can see the Swan Boats here too!

PS. Don’t forget the check out the sweet Make Way For Ducklings statue here!

Posing in Boston's Public Garden

StayPineapple Boston

And now for the sponsor of today’s blog post, Staypineapple! Staypineapple is a boutique, trendy hotel chain located in the US with locations in Boston, New York City, Chicago, San Francisco, San Diego, Portland, and Seattle. This hotel has one of the most playful, up-beat brands I’ve seen for a property and the most elegant rooms. I particularly enjoyed the Boston property because of the accommodating staff and ideal location. I showed up to this hotel 3 hours before my check-in time and they were able to store my bag for me, give me bottled water (it’s been a hot summer here in Boston), and provide the best restaurant recommendations. The location here is also great as the hotel sits adjacent to the South End and Back Bay neighborhoods in Boston. This area is less touristy than the Faneuil Hall area, for example, but is still within walking distance of popular sites like Newbury Street, the Prudential and Copley Malls, and the Boston Common. If you plan on visiting Boston soon, be sure to consider Staypineapple!

Staypineapple Boston

Staypinneapple Boston

Staypinneapple Boston

Staypinneapple Boston

Redfin featured The Abroad Blog in their recent article: What is Boston Known For? 12 Things That Will Make You Fall in Love With the City. Check it out!

That’s all for today’s Boston post! This post covered the most Instagrammable places in Boston, but if you’re interested in learning more about what to do in Boston, be sure to check out my weekend guide! As always, feel free to leave any questions in the comments below too!

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15 Most Instagrammable Locations in Boston



  1. September 4, 2021 / 4:32 PM

    I love Boston! Our cousin lives there, so we go out and visit them here and there. Thanks for this great list of all the most instagrammable places in Boston – now we have even more things to do next time!

  2. September 5, 2021 / 3:57 AM

    I love Boston! It’s so photogenic. I also adore the Gardner Museum and Brattle Books. The next time I go back I’ll have to visit many of these places — so pinning for later!

  3. September 5, 2021 / 12:14 PM

    All of these places look so beautiful! Boston looks so photogenic! I’d love to visit the Isabella Stewart Gardner Museum. It looks so pretty! I recently watched the Netflix show and it was so interesting! Thanks for the great guide!

  4. Nina
    September 5, 2021 / 2:02 PM

    Wow Boston looks gorgeous!I. really want to visit. The mural is so pretty

  5. Shafinah Jaafar
    September 5, 2021 / 4:12 PM

    Oh wow Boston looks so adorable from this point of view – Brattle Book Shop is just 🤩🤩!

  6. September 5, 2021 / 4:52 PM

    You’re so welcome Chelsea! I hope you have a great time on your next visit 🙂

  7. September 5, 2021 / 4:53 PM

    Thanks so much for pinning Catherine! The Gardner Museum is my fav!!!

  8. September 5, 2021 / 4:53 PM

    You’re so welcome! I loved the Netflix docu-series too. I need to go back again soon now that I’ve watched it!

  9. September 5, 2021 / 4:54 PM

    It’s awesome, Nina! So much charm and history. I hope you plan a trip soon, and let me know if you go!

  10. September 5, 2021 / 4:54 PM

    It’s my fav place ever! So freaking charming!

  11. gloria li
    September 5, 2021 / 6:17 PM

    these are stunning pics! especially the museum garden it gives me Morrocco vibes. Can’t wait to visit Boston

  12. September 5, 2021 / 6:44 PM

    Thank you so much! I hope you get to visit soon and have a wonderful trip when you do!

  13. April 9, 2023 / 8:23 PM

    This is a great list! I’m planning a trip to Boston soon and this will definitely help me find the best spots to take pictures. Thanks for sharing!

  14. March 10, 2024 / 7:22 PM

    Thanks for reading! -Nicole

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