Best locations for romantic engagement photos in Boston

Visiting our beautiful city?

Here are the best, most photogenic spots to take engagement photos.

Beautiful Boston! Our city is so picturesque. Ivy covered brick, quaint cobblestone streets, immaculate historic landmarks, sailboats on the river, manicured greenery and vast city skylines.

There is no shortage of gorgeous backdrops here.

Here’s my love poem to Boston (in photos)…

Boston: a love story.

I moved here on a whim for college. A freshly 18 former-Floridian who never learned to dress for the cold, nor drive on snow. I was the epitome of a fish out of water. (I still don’t really know how to dress for the cold - what do you mean I can’t wear a crop top in January?)

To be honest, after college I was ready to leave Boston - I wanted to try new places, I wanted to see the world. The reason I stayed was my business, which had grown more than my wildest dreams. This business has brought me places I never fathomed, and success I didn’t think possible as a freelance creative (huge thank you to everyone who supported me back then, and since)

So, I lived other places since - and yet, I keep coming back. For half the year (avoiding winter, you bet), a month or three, wedding season, a few select weddings…
There’s a funny thing about working as a photographer - well, I want to work in a beautiful place. I’ve traveled the world, I’ve lived all over the USA - yet Boston remains where my business is based, where I keep returning to with my camera - because of the beautiful places and beautiful people I connect with and photograph here.

After hundreds of weddings, countless photo shoots and thousands of people photographed in beautiful Boston, I’m pleased to say I know my way around this sweet city.

Visiting Boston? Not sure where to start when planning your engagement shoot?
Give me a theme, vibe or inspiration photo - and I’ll handle the rest.
I can also help you book hair and makeup, dinner reservations - you name it!

Get in touch about booking your shoot with Sister City Photography.

Acorn Street

Yes, it’s worth the hype. This is quintessential Beacon Hill - a cobblestone street, lined with ivy-covered brick buildings, bay windows with hand-forged iron gates and flower boxes overflowing with seasonal plants and color.

This is a popular tourist photo-op! If you want a photo with no pedestrians in the background, I highly recommend you come during an off-peak time. Ask your photographer when is best to plan for this stop along your route.

People live here, PLEASE BE RESPECTFUL!

Beacon Hill

Beacon Hill IS New England charm. It’s practically perfect.

Take a stroll off the beaten path (Charles Street) and be charmed by Boston’s cutest (and oldest) neighborhood.

The South End

A sweet neighborhood with a mix of greenery and urban charm. And a great area for a post-shoot dinner or cocktail.

The T

It’s our metro, our subway, our train… it’s called the “T”!

Whether it’s an intentional destination or just your transportation from one location to another, couples photos on the T are SO cute.

Boston Public Garden

Our central park, this gorgeous greenspace is perfect for photos (and for a moment of serenity and nature amongst downtown). Lush greenery, a historic bridge, plenty of picnic space, amazing peoplewatching… this park is free, always open, and large - there are plenty of places to explore and photograph.

I love watching the leaves change color and new plants be planted seasonally. The spring tulips are my favourite.

Charles River

This famed river separates the cities of Boston and Cambridge. There are plenty of footbridges to cross over the river (they make for gorgeous backdrops, too).

If you’ve planned to stop in the Boston Public Garden for your engagement shoot, take the footbridge at Arlington Street to cross Storrow Drive and get to the small park that lines the Charles - a great spot for photos at sunset.

Fenway Park

Home of the Red Sox and not to be forgotten! This is a fun area of town and worth a trip - right at or after sunset is great for photos here, to capture some energy of the city.

400 photo shoots and counting! Crazy! Thank you, thank you thank you.

I’m so proud to be capturing love stories in this beautiful city. I love to hear your stories that have led your love to Boston.

If you need some insight planning your Boston big day, or are looking for photography to capture this moment in time and magical place - get in touch - I’m happy to help chat through your vision for your shoot!

View our wedding portfolio here. Visit our website homepage here.
Reserve your date with Sister City Photography here.

xoxoxo,
Daniela

Stylish South End & City Hall Elopement | Boston

Ersi & Thilo at Boston City Hall

Looking sweet and stylish in Back Bay and the South End… these two were married at Boston City Hall and sure made that place look goooood.

Retracing the couples’ typical commute (cute), we took the T to State Street from Back Bay, taking photos along the way.

Big hugs, and big love to these cuties.

We love city shoots, small elopements and civil ceremonies - what fun to adventure around Boston with your love.

---