Boston offers an abundance of stunning locations for engagement sessions and wedding portraits. Curated over years of exploration, this refined collection highlights our most cherished spots, all within an hour’s drive of the city.

Have a favorite location in mind? We’re always eager to discover new destinations and expand this thoughtfully crafted list.

We typically schedule engagement sessions about two hours before sunset on weekdays for the best natural light. This timing allows for soft, even lighting without harsh shadows, creating a clean and natural look in your photos.

Iconic City Views

Fan Pier Park, boston

Fan Pier Park offers breathtaking views of the Boston skyline and harbor, making it a perfect backdrop for timeless engagement and wedding portraits. With its elegant waterfront walkways, modern architecture, and sweeping city vistas, this spot effortlessly blends urban sophistication with scenic beauty.

Fan Pier Park Boston Engagement Session
Fan Pier Park Boston Engagement Session
Boston Harbor  Fan Pier Park City views wedding portraits
Fan Pier Park Engagement Session with boat in background
Fan Pier Park Engagement Session

Boston Common + Public Gardens

The Boston Common and Public Garden offer a classic, refined setting in the heart of the city. With tree-lined paths, seasonal blooms, and historic architecture, it’s an ideal backdrop for sophisticated engagement and wedding portraits.

Boston Public Gardens Wedding Photo
Boston Public Gardens elegant engagement session
Boston Public Gardens Wedding Photo

Beacon Hill, boston

Beacon Hill is one of Boston’s most picturesque neighborhoods, ideal for engagement photos. Its charming cobblestone streets, historic brick townhouses, and elegant window boxes create a timeless, sophisticated backdrop. Acorn street can be crowded but that view simply cannot be beat!

Rouvalis Floral Shop engagement session
Beacon Hill Engagement Session with ivy walls
Acorn street engagement session

Commonwealth Ave, boston

The iconic Boston street Comm Ave is always a beautiful spot for wedding and engagement photos. The leading lines of the mature trees makes for a stunning backdrop, as does the brownstones. Bonus is that the magnolias and cherry blossoms bloom in mid to late April.

Commonwealth Ave Boston Wedding Photo
Commonwealth Ave Wedding Photo
Comm Ave Engagement Session photo
Comm Ave Wedding Photo

Boston Harbor Hotel

The Boston Harbor Hotel, with its iconic American flag arch, offers a stunning waterfront backdrop perfect for timeless wedding and engagement photos. Plus, the covered archway ensures beautiful, rain-proof shots without sacrificing the charm of the location.

Boston Harbor Hotel wedding portraits
Boston Harbor Hotel wedding portraits

North End + Christopher Columbus Park

Christopher Columbus Park in the North End offers a scenic waterfront setting, perfect for engagement photos. With its iconic trellis, harbor views, and beautifully landscaped gardens, it provides a serene yet vibrant backdrop in one of Boston’s most historic neighborhoods.

The North End provides a vibrant setting for both engagement and wedding photos, with its historic streets and lively atmosphere. It’s also a great spot to enjoy local favorites like pizza, cannolis, and craft beer, making for a relaxed and authentic experience.

North End Engagement Session
North End Engagement Session
North End Engagement Session

The Longfellow Bridge, boston

The Longfellow Bridge provides a stunning setting for engagement sessions, with its iconic pillars and panoramic views of the classic Boston skyline. Its blend of historic architecture and scenic waterfront makes it an ideal backdrop for couples seeking a timeless, city-inspired vibe.

The Longfellow Bridge Wedding Portraits
The Longfellow Bridge Wedding Portraits
The Longfellow Bridge view of the city of Boston

Langone Park, boston

Langone Park offers a beautiful mix of waterfront views and cityscapes, making it a stunning backdrop for an engagement session. The open green spaces and harbor scenery create a relaxed, natural setting for timeless photos.

Langone Park Engagement Session with view of the Zakim Bridge
Langone Park Engagement Session

Waterfront and Nature

Charles River Esplanade, boston

The Charles River Esplanade offers a scenic and spacious setting for engagement sessions. With its waterfront paths, tree-lined walkways, and views of the Boston skyline, it provides a calm, natural backdrop for couples seeking a timeless, outdoor location.

Charles River Esplanade Engagement Session Boston, MA
Charles River Esplanade Engagement Session Boston, MA

Arnold Arboretum, boston

The Arnold Arboretum provides a calm, natural setting for both engagement and wedding photos. Its diverse landscapes, tree-lined paths, and peaceful atmosphere create an ideal backdrop for couples seeking an elegant, outdoor location.

Wedding Portraits at the Arnold Arboretum in Boston, MA
Wedding Portraits at the Arnold Arboretum in Boston, MA
Engagement Session at the Arnold Arboretum in Boston, MA

Maudslay Park, newburyport

Maudslay State Park offers a dreamy backdrop for engagement sessions, with its lush gardens, open meadows, and scenic river views. The towering pines and charming stone bridges are stunning! The best times for photos is in late May/early June when the rhododendrons bloom as well as mid October for the perfect fall foliage.

Fall colors at Maudslay Park Engagement Session
Fall colors at Maudslay Park Engagement Session
Fall colors at Maudslay Park Engagement Session
Fall colors at Maudslay Park Engagement Session
Engagement Session at Maudslay Park

Post Office Square, boston

Post Office Square offers a sleek, urban setting for both engagement and wedding photos. With its modern architecture, manicured gardens, and open green spaces, it provides a refined backdrop that captures the essence of Boston's downtown charm. The best time to go is on the weekend when bustling Financial district crowds are away.

Post Office Square Wedding
Wedding portraits at Post Office Square in Boston, MA
Post Office Square Wedding Photo
Wedding portraits at Post Office Square in Boston, MAWedding portraits at Post Office Square in Boston, MA

Elm Bank, wellesley

$75 permit fee

Elm Bank is a beautiful location for engagement sessions, offering lush gardens, scenic pathways, and tranquil spaces. Its natural beauty and varied landscapes make it a peaceful and elegant backdrop for capturing memorable moments. Wedding photos are only allowed on-site for those holding their ceremony there.

Elm Bank Garden Wedding Portraits
Elm Bank Garden Wedding Portraits
Elm Bank Garden Wedding Portraits

Larz Anderson Park, brookline

Larz Anderson offers a refined setting for both engagement and wedding photos. Its expansive grounds, historic estate, and well-maintained gardens provide a versatile and elegant backdrop for any occasion.

Larz Anderson Park engagement session
Larz Anderson Park fall engagement session

Kelleher Rose Garden, boston

The Kelleher Rose Garden is a quiet, hidden gem in Boston, perfect for both engagement sessions and wedding portraits. Its rose-covered trellises, elegant fountain, and manicured paths create a timeless backdrop, especially in peak bloom.

Wedding portraits at the Kelleher Rose Garden
Wedding portraits at the Kelleher Rose Garden

World’s End, Hingham

(permit + $100 fee)

The World’s End while being quite physically close to Boston feels a world away. With its rolling hills, winding paths, and panoramic coastline views, this location is perfect for those with an adventurous spirit. Bonus is they allow dogs so feel free to bring your pup for the session, along with a friend to help out.

World's End Hingham Engagement
World's End Hingham Engagement

Mansions

Hammond Castle, Gloucester

($350/hr permit fee)

Hammond Castle is a stunning wedding venue that offers both elegance and history. With its medieval-inspired architecture, intricate stonework, and expansive grounds, it provides a unique and timeless backdrop for both engagement and wedding photos.

Hammond Castle Coastal Wedding Portraits
Hammond Castle Coastal Wedding Portraits on Drawbridge
Hammond Castle Coastal Wedding Portraits
Hammond Castle Wedding Photography
Hammond Castle Wedding Photography
Hammond Castle Wedding Photography

Castle Hill on the Crane Estate, ipswich

($200 permit fee)

The Crane Estate is a remarkable venue that combines history with breathtaking beauty. With its grand mansion, manicured gardens, and sweeping views of the coastline, it offers an elegant and timeless setting for both engagement and wedding photos. Be mindful that they do not allow wedding portrait sessions there. Only weddings taking place on the estate are allowed.

Crane Estate Engagement with rolling hills
Crane Estate Engagement session with mansion
Crane Estate Wedding Photo

Beach

Eastern Point Lighthouse, Gloucester

Eastern Point Lighthouse in Gloucester offers a distinctive backdrop for both engagement and wedding photos. Its rugged coastline, historic lighthouse, and expansive ocean views create a bold and memorable setting for capturing the essence of the New England coastline.

Eastern Point Lighthouse Engagement Session in Gloucester, MA

Crane Beach, ipswich

(Permit needed)

Crane Beach offers a striking setting for both engagement and wedding photos. Its wide, sandy shoreline, dramatic dunes, and coastal views create a natural and scenic backdrop that highlights the beauty of the Massachusetts coast.

Engagement session at Crane Beach in Gloucester, MA
Engagement session at Crane Beach in Gloucester, MA
Couple look off lifeguard tower at engagement session at Crane Beach in Gloucester, MA

Plum Island, newburyport

Plum Island provides a picturesque setting for engagement photos. With its expansive beaches, salt marshes, and coastal views, it offers a serene beach backdrop minus the crowds found in most other beaches.

Couple walk hand in hand at Plum Island Engagement Session
Engagement session at Plum Island Engagement Session

Wingaersheek Beach, gloucester

Wingaersheek Beach offers a scenic backdrop for both engagement and wedding photos. Its calm waters, smooth sand, and rocky formations create a natural setting with beautiful views of the coastline.

Bride and groom stand on rocks at Wingaersheek Beach wedding portraits
Couple stand on rocks at Wingaersheek Beach wedding portraits
Bride and groom stand on rocks at Wingaersheek Beach wedding portraits

architectural

Fairmont Copley plaza, boston

The Fairmont is an iconic Boston hotel with a long history. It’s opulent lobby has been featured in numerous films. During Christmas time is when it really lights up with holiday cheer.

Golden hallway of Fairmont Copley Plaza engagement session
Fairmont Copley Plaza Engagement Session
Fairmont Copley Plaza Bridal Party portrait

Fenway

Fenway is a great spot for sports fans looking for a distinctive backdrop for engagement or wedding photos. With its iconic ballpark and vibrant atmosphere, it offers a memorable setting that captures the spirit of Boston. Sessions depend on the season and require a permit, but it’s a perfect choice for those wanting to incorporate a love for the game into their photos.

Fenway Park Engagement Session
Fenway Park Engagement Session
Fenway Park Engagement Session

The Insitute of Contemporary Art

The Institute of Contemporary Art (ICA) offers a sleek, modern backdrop for both engagement and wedding photos. Its striking waterfront location, with expansive views of the harbor and Boston skyline, provides a contemporary and vibrant setting.

ICA Boston Engagement Session
ICA Boston Engagement Session
ICA Boston Engagement Session

The MIT Dome, cambridge

The MIT Dome offers a stunning backdrop for both engagement and wedding photos, featuring gorgeous marble columns and striking architectural details. It’s an ideal location for rainy days, as the covered area provides shelter while still capturing the elegance and timeless beauty of this iconic spot.

MIT Dome Wedding Portraits
MIT Dome Wedding Portraits

Museum of Fine Arts, boston

(exterior only)

The exterior of the MFA in Boston offers a stunning backdrop for an engagement session, blending timeless elegance with a touch of urban charm. The grand neoclassical columns, stately stone façade, and iconic bronze doors create a sophisticated setting, while the surrounding landscaped gardens and sculptures add a romantic, artistic flair.

Museum of Fine Arts Wedding Portraits
Museum of Fine Arts Wedding Portraits

Boston Public Library

(Exterior free, interior by permit only on weekdays at 8am + $750 rental fee)

The Boston Public Library offers a refined and historic backdrop for both engagement and wedding photos. With its stunning architecture, grand courtyard, and elegant stonework, it provides a timeless setting in the heart of the city. Note that portrait sessions are permitted on the exterior steps however interior sessions can only take place weekdays at 8am with a $750 rental fee.

Boston Public Library Wedding Portraits
Boston Public Library Wedding Portraits
Boston Public Library Wedding Portraits

A Place that is personal to You!

Choosing a location that’s personal to you—like your college campus, the bar where you had your first date, or your favorite weekend spot—adds a layer of meaning to your engagement session. It turns your photos into a fun, nostalgic celebration of the places that shaped your love story.

Boston College Fall Engagement Session
Boston College Fall Engagement Session
North End Engagement Session
Boston Esplanade Engagement Session