Whether you’ve recently gotten engaged or you’re looking to get new photos of you and your sweetheart there are so many amazing spots in Boston for your session. I’ve put together a list of the best locations for Boston engagement photos to help you pick an incredible backdrop.

I’m always open to my couples’ ideas if they have a spot already in mind that is special to them (like where they had their first date, favorite park to hang out in, etc), but if they need recommendations I’ve got loads of ideas. I was born and raised just south of Boston so I know those neighborhoods like the back of my hand.

Some of these spots are better at various times of the day due to crowds and a few require additional fees to shoot there (but most are free and open to anyone). If you are traveling into the city, I always suggest using the apps Park Whiz or Spot Hero to get discounted parking on garages throughout Boston (cause no one needs to pay steep parking prices).

You can choose to have a traditional engagement session or a more activity based one- kayaking on the Charles River, taking your boat out of the Seaport District, ice skating on Frog Pond in the winter, rocking your flannel while apple picking, braving the rides at one of Massachusetts’s local fairs etc. What matters most to me is making my couples feel comfortable and ultimately creating beautiful photos that showcase the connection you have together. If you are interested in booking me for a Boston engagement session, shoot me a message here!

Boston Engagement Photos with Incredible Skyline Views: Boston Seaport District’s Fan Pier Park

Couple touching foreheads in during winter engagement session in the Boston Seaport District
Couple kissing during winter engagement session in the Boston Seaport District at Fan Pier Park

Why it’s a Boston Seaport Engagement Session is awesome: Epic skyline views of Boston, opportunities for photos on the dock, and views of the ocean. Need a spot closer to East Boston? Then choose the popular Piers Park!

If you are looking for more inspiration on a Seaport District engagement session you can click here for highlights of a winter session and here for a stylish fall session.

Beacon Hill

Why a Beacon Hill Engagement Session is awesome: Home to the most photographed street in the USA, Beacon Hill is one of the most charming neighborhoods in Boston. You’ve got beautiful brick apartments and cobblestone lined streets + a short walk to the Boston Public Garden & Esplanade.

If you are looking for more inspiration on a Beacon Hill engagement session you can click here for highlights of a stylish fall session.

Copley Square

Shot For Flytographer

Why a Copley Square Couples Session is awesome: Located in the heart of Back Bay you’ve got the Boston Public Library, Trinity Church, and the historic Fairmont Copley Plaza as backdrops for a more fancy shoot setting.

Best time to photograph: Sunrise since this is a tourist & local hot spot in downtown Boston

Boston Public Garden & Commonwealth Ave

couple smiling at each other during their Boston Public Garden engagement session

Why a Boston Public Garden Engagement Session is awesome: The Boston Public Garden is beautiful in any season- the flowers are in bloom during the spring & summer, the fall captures New England foliage, and the snowy months create a winter wonderland.

Best time to photograph: Sunrise since this is a tourist & local hot spot

North End  

couple silhouette sunset photo at Narrows of the Harpeth

Why a North End Engagement Session is awesome: Cute storefronts, skyline views by the Rose Kennedy Greenway, and easy walk to the Christopher Columbus Waterfront Park

Best time to photograph: Sunrise – these areas can get especially crowded so opt for a morning session to feel like you’ve got the city streets to yourselves


Far away shot of couple kissing on bridge at Wood Park in Hudson

Why a Charlestown Engagement Session is awesome: Bunker Hill Monument, cute city streets, and additional ocean/skyline views by the historic Charlestown Navy Yard

Boston Esplanade

couple leaning in to kiss at their war memorial park engagement session

Why a Boston Esplanade Engagement Session is awesome: Curl up with your cutie on the boat dock, more skyscraper & water views, plus lots of trees! If you want to see the Boston Esplanade explode with beautiful cherry blossoms, then plan your session for late April to May!

Boston Engagement Photos With A Rustic Vibe: Arnold Arboretum in Jamaica Plain

couple on bridge at wood park in Hudson Massachusetts for their fall engagement session

Why an Arnold Arboretum Engagement Session is awesome: If you are looking for a rustic setting that isn’t too far from downtown Boston, this park in Jamaica Plain is perfect. Lush greenery & lots of trees allow for beautiful fall photos as the leaves change color.

Boston Fenway Park

Why a Fenway Park Engagement Session is awesome: If you’re a die hard Red Sox fan, then share your passion for baseball with a Fenway Park engagement session. It is free to shoot outside of the park, but does require an additional $750 location fee to shoot inside the ballpark for 1 hour. They schedule sessions on weekdays (non-game and non-event days) between 9:00am-4:00pm. 

If you need a rustic setting in the South Shore: Borderland State Park in Easton

Why a Borderland State Park Engagement Session is awesome: Beautiful in any season, the Ames Mansion, rustic trails, and water views.

Additional Fees: Parking- $5 with Massachusetts plates, $20 out of state plates, DCR pass free & a $45 Photography Permit Fee

You can see highlight’s from Laurel & Owen’s Borderland Engagement Session here.

Want a beach engagement session? Head to Duxbury in the South Shore!

Why a Duxbury Engagement Session is awesome: Play in the sand, walk along the water (or get in it!), and snuggle up by the grassy dunes. There are a bunch of great waterfront spots close to the South Shore or head to Cape Cod for more options! Additional Fees: Beach parking varies


Like what you see here? I’d love to capture your Boston engagement session! Feel free to shoot me a message here today to inquire about availability for your session. Dates fill up quick so don’t wait!

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