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, you can learn all about the packages and added information here.
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BOSTON ENGAGEMENT SESSION EXAMPLES
BOSTON SEAPORT ENGAGEMENT SESSION
BEACON HILL & ESPLANADE ENGAGEMENT SESSION
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PUBLIC GARDEN & BEACON HILL ENGAGEMENT SESSION
Boston Engagement Session Locations If You Want A Waterfront View:
- Fan Pier Park- Seaport District
- The Esplanade
- Navy Yard
- Piers Park
If you want rustic Boston engagement photos:
- Boston Public Garden and Boston Common
- Commonwealth Ave
- Arnold Arboretum
- Back Bay Fens
- Christopher Columbus Park
Boston Engagement Session Locations If You Want the Downtown Urban Vibes:
- Boston Seaport District
- Faneuil Hall
- Beacon Hill
- Rooftop Session
- Copley Square
- The North End
If you want to feel like you are in Europe without leaving the state, then definitely check out the Crane Estate in Ipswich or the Hammond Castle in Gloucester.
Other top tips to keep in mind when thinking about what season to have your session:
Cherry Blossom Season: Beacon Hill, the Esplanade, the Arnold Arboretum ( Peters Hill section) and the The Brookline Reservoir explode in beautiful pink flowers late April to early May while the lilacs bloom at the Arnold Arboretum in early May. If you want the cherry blossoms then in years past it looks like they were really showing off April 16th and then only had a little left April 23. It depends on the year- sometimes they are peaking the first week of May but I’d still say a majority of the time mid April is the best!
Tulip Season: The tulip fiends at Wicked Tulips in Exeter RI was open from April 10- April 23th in 2024.
Lupine Season: Lupines usually go into full bloom in mid-June in Sugar Hill New Hampshire.
Fall Foliage: Peak foliage in New England varies every year so I always monitor the Folaige Maps online. In years past Massachusetts peak ran from Sept. 30 until Oct.18th and New Hampshire foliage was great from Sept. 22-Oct.13.
Christmas Tree Farms: If you want to book your winter session at a Christmas tree like Mistletoe Tree Farm we’ll want to secure the date with them in the summer months (they schedule ahead because they fill up so quick).
Lavender Farms: The Farm at SummitWynds in Holden, MA and the Cape Cod Lavender Farm in Harwich are the perfect options!
Boston Engagement Photos with Incredible Skyline Views: Boston Seaport District’s 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!
BOSTON SEAPORT ENGAGEMENT 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.
Piers Park East Boston
Boston Public Garden
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
Boston Rooftop Session
Why a Boston Rooftop Engagement Session is awesome: There are a few rooftops in Boston that have the most incredible skyline views featuring historic Boston landmarks.
Best time to photograph: You can have your session at sunrise or sunset in these spots since there are typically very few people in these spots!
Christopher Columbus Park
Why a Christopher Columbus Park Engagement Session is awesome: Sessions around Christopher Columbus Park provide so many cool backdrops. In the spring the pink trees will be in full bloom and you can get so many fun shots under the tunnel. Then just a few steps away you have some boat views on the Long Wharf if you want a more nautical vibe. Cross the street you have the historic Faneuil Hall showcasing some amazing architecture and then you can head to one of my favorite rooftop spots for some EPIC skyline views featuring the Custom House Tower.
Best time to photograph: Sunrise – Besides the rooftop area, these spots are the best at sunrise. Most times in the afternoon during the summer lots of people enjoy this area and lying on the grass in the park (and Faneuil Hall will be mobbed). I just had a morning session here last weekend and we were the only people around. It was SO fun getting some beautiful spots of Quincy Market without any people passing by. Totally worth the early wake-up!
North End
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
Bunker Hill Monument, Charlestown
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
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
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.
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
BOOK YOUR BOSTON ENGAGEMENT PHOTOGRAPHER
I would absolutely love to be your Boston engagement photographer. I photograph outdoor engagement sessions Monday-Thursday during my wedding busy season (May-Oct). Bonus weekdays are less crowded and offer a more private engagement session experience! If I’m not photographing a wedding Friday-Sunday, feel free to reach out and I may be available!
You can find engagement session info & pricing here.
To get the most dreamiest light for your engagement photos, I only capture couple sessions during golden hour- within 90 minutes after sunrise or 90 minutes before sunset.
Fill out my contact form here to see if I’m available for your date!
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