Jess Sinatra Photography

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Jess Sinatra Photography Lifestyle and Wedding photographer �
Dogs | Carbs | Hockey
�LGBTQ friendly
Lover of Colors
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Hey! I’ve been a little quiet here lately—holiday season came up faster than I expected, and things got busy. But I’m fi...
29/12/2024

Hey! I’ve been a little quiet here lately—holiday season came up faster than I expected, and things got busy. But I’m finally back at it this week with an exciting engagement session in the city on Monday and an Omni Parker House wedding alongside my work wifey, 💛

I have so many amazing photos from this season to share—I’m a bit behind on posts and blogs (oops!), but here’s a start! Enjoy these black-and-white moments from Kristen and Thomas’s beautiful fall wedding.
Venue: .wedgewoodweddings
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Still obsessed with Satya and Drew’s engagement session that feels like scenes straight out of a classic movie. From lau...
19/12/2024

Still obsessed with Satya and Drew’s engagement session that feels like scenes straight out of a classic movie. From laughter-filled moments outdoors to sharing pizza at Town Spa (iykyk), their connection is pure magic! ✨🍕 Counting down the days!!

Morgan & Ben in black and white 😍Venue: Photographer: Brides Dress: Bridesmaids Attire: Groom and Groomsmen: Hair and Ma...
16/12/2024

Morgan & Ben in black and white 😍
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This summer marked our first time working at the stunning Stevens Estate in North Andover, and we sure hope it won't be ...
05/12/2024

This summer marked our first time working at the stunning Stevens Estate in North Andover, and we sure hope it won't be our last! Courtney and Mike’s wedding was a dream come true, with the estate providing the perfect backdrop for their modern fairy tale. The day was filled with romance, whimsy, and, of course, their adorable dog, Hanks, who was the happiest and best boy all day long!

One of the highlights was when Courtney surprised Mike with a vintage convertible for part of their portrait session, giving us the opportunity to create some beautifully editorial, film-inspired shots.

It was a day full of so much magic and unforgettable moments it's hard to fit into one post and still tell a story!
Be prepared for much more from this one 🥰
Vendors!

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New on the blog: Dana and JT tied the knot on a perfect summer day, surrounded by love, laughter, and the enchanting cha...
30/11/2024

New on the blog: Dana and JT tied the knot on a perfect summer day, surrounded by love, laughter, and the enchanting charm of The historic Willowdale Estate.

From heartfelt moments to their golden hour ceremony, their wedding day was pure elegance. Check out more on the blog!

Link in bio!
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Thanksgiving Eve well spent! Sneak peeks from tonight—getting to know Satya and Drew over pizza was absolutely perfect. ...
28/11/2024

Thanksgiving Eve well spent! Sneak peeks from tonight—getting to know Satya and Drew over pizza was absolutely perfect. Thank you both for the amazing pizza and even better honey mustard 😂. I can't wait for October for their wedding!

Big shoutout to Town Spa Pizza for the deliciousness

This weekend, Bethany & Taylor celebrated their love surrounded by some of their closest friends and family. Their cerem...
26/11/2024

This weekend, Bethany & Taylor celebrated their love surrounded by some of their closest friends and family. Their ceremony at Kelley Chapel was intimate and heartfelt, warmed by the cozy wood stove as gentle rain fell outside. It was personal, meaningful, and truly perfect.

Bethany and Taylor are among the LGBTQ+ couples who have felt compelled to adjust their wedding plans due to the uncertainty surrounding the incoming administration. While this reality deeply saddens me, I’m choosing to focus on the beauty of love and the incredible support I’ve witnessed. The photography community—and the wedding industry as a whole—has rallied around the LGBTQ+ community, offering care, services, and solidarity during these challenging times.

I’m proud to be part of this community and grateful to work with such amazing couples. If you or someone you know is considering an elopement or intimate wedding before Inauguration Day, I’d be honored to document your love story.

To help make this step easier, I’m offering free or discounted elopement photography for LGBTQ+ couples in the coming months. Love is love, and I’m here to support you.
Swipe to the end to see my latest crush 🥹

Color or black and white? Venue: Photographer: Videographer: Bride's Dress:  Bridal boutique: Bride's Shoes: Bridesmaids...
20/11/2024

Color or black and white?
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At the end of October, Nikunj and Apurva celebrated a beautiful, sun-soaked ceremony with close family and friends at Ca...
14/11/2024

At the end of October, Nikunj and Apurva celebrated a beautiful, sun-soaked ceremony with close family and friends at Castleton Banquet in New Hampshire. It was a wonderful evening, and we had an amazing time celebrating with them and their loved ones 💛💛

🌈 Calling all LGBTQ+ couples who are ready to make it official! 🌈As we approach this upcoming season of change, I want t...
11/11/2024

🌈 Calling all LGBTQ+ couples who are ready to make it official! 🌈

As we approach this upcoming season of change, I want to extend a hand to my LGBTQ+ friends and couples who may feel a sense of urgency or uncertainty. If you're considering an elopement or intimate wedding before Inauguration Day, I’d be honored to capture your day.

❤️ I’m offering free or discounted elopement photography for LGBTQ+ couples who want to take this step in the coming months. Your love deserves to be celebrated and preserved in photos that capture the beauty, connection, and joy that makes your relationship uniquely yours.

If this resonates with you or someone you know, please share or reach out via my website!

Love is love, and it’s my privilege to document it. 🥂✨

With love,
Jess

Just my thoughts
08/11/2024

Just my thoughts

Put the finishing touches on this gallery this afternoon and getting ready to hit send!There are soooo many stunning pho...
07/11/2024

Put the finishing touches on this gallery this afternoon and getting ready to hit send!
There are soooo many stunning photos from Jen & David's summertime wedding at the Bradley Estate it's impossible to narrow down which ones to share 😅😍
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Hi friends! It’s been a while since we last introduced ourselves, so here we are!I’m Jess, and this is my partner Mike, ...
04/11/2024

Hi friends! It’s been a while since we last introduced ourselves, so here we are!

I’m Jess, and this is my partner Mike, and together we are Jess Sinatra Photography! We’re wedding photographers with a passion for capturing love stories in all their magic.

Our mission is to create timeless, artful photographs that authentically reflect each couple we work with. For us, weddings are more than just events—they’re moments filled with emotion, joy, and beauty, and we’re honored to capture every detail.

Can you tell I am leaning on Mike for stabilization in those heels? 😂

📸

I have so many favorites from Dana and JT's beautiful summer Willowdale wedding that it's overwhelming to pick which one...
31/10/2024

I have so many favorites from Dana and JT's beautiful summer Willowdale wedding that it's overwhelming to pick which ones to share 😅

Everything about this day was so wonderful—every little detail was a dream to photograph 💛
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What a perfect way to end my 2024 season 😍Venue: Photographer: Second Photographer: Bride's Dress: Bride's Shoes: Brides...
27/10/2024

What a perfect way to end my 2024 season 😍
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I’m so behind on sharing all the beautiful sessions I’ve been shooting lately—it never fails that October ends up being ...
25/10/2024

I’m so behind on sharing all the beautiful sessions I’ve been shooting lately—it never fails that October ends up being the busiest month, lol! Here are a few of my favorites from Pam and Derrick’s newborn session. I’m absolutely in love with the in-home newborn sessions I’ve been doing lately; they just fill my heart with so much joy 😊

We tried a little baby top down in the last photo 😂
What do you think? Maybe it will start a trend!

Since these two are up next in my editing queue, I thought we should relive some of their Willowdale wedding sneak peek ...
21/10/2024

Since these two are up next in my editing queue, I thought we should relive some of their Willowdale wedding sneak peek favorites of mine!
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A moment for the bride Venue: Photographer: Videographer: Bride's Dress:  Bridal boutique: Bride's Shoes: Bridesmaids At...
17/10/2024

A moment for the bride
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