Top 6 New England Wedding Venues That Are a Dream for Live Painting

Wedding

December 29, 2025

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I create timeless heirloom paintings for couples looking for an original and intentional way to capture their wedding day, and I do it live.

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i'M COURTNEY KIBBY

There’s something about New England that feels like it’s already halfway to becoming a painting. A live wedding painter is perfect capturing the memories at these venues.

Maybe it’s the old-money elegance that never tries too hard. The weathered shingles. The hydrangeas that spill over stone walls like they’ve always been there. Or the light — soft, silvery, and full of mood — that seems to slow everything down just enough to let you feel it.

As a live wedding painter, New England is one of those regions where the magic unfolds quietly. The beauty isn’t loud. It’s layered. And for couples planning New England destination weddings, these venues offer not just stunning backdrops, but soul — something that translates beautifully into watercolor.

Here are six of the best New England wedding venues that are truly a dream to paint live.


The Wauwinet — Nantucket, MA

If Nantucket had a heartbeat, it would sound like the Wauwinet.

This venue is coastal restraint at its finest: sailcloth tents, hydrangeas in full bloom, crisp linens, and an endless ocean horizon that seems to stretch time itself. Nothing is overdone — and that’s exactly why it works.

From a painting perspective, the light here is everything. It’s misty and soft, often diffused by the sea air, wrapping couples in muted blues, warm whites, and gentle neutrals. The kind of light that doesn’t shout — but lingers.

In watercolor, The Wauwinet becomes a study in calm elegance. A moment that feels just-married and just-right.

Watercolor wedding favors, personalize your destination wedding
PHOTO BY CHOYCE JANEIL

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Glen Manor House — Portsmouth, RI

Glen Manor House feels like a European estate tucked quietly along the Rhode Island coast.

With its formal gardens, grand façade, and sweeping views of the Sakonnet River, this venue offers layers — foreground, background, architecture, and nature all working together. For a live wedding painter, that depth is a gift.

The light here shifts beautifully throughout the day, bouncing off stone and water in a way that adds movement and dimension to a painting. It’s refined without being stiff, romantic without being precious.

If you love the idea of a historic New England estate that feels worldly and timeless, Glen Manor House is pure magic on paper.


The Chanler at Cliff Walk — Newport, RI

This is where drama and refinement meet.

Perched along Newport’s iconic Cliff Walk, The Chanler offers sweeping ocean views, manicured grounds, and a sense of intimacy that feels almost cinematic. Ceremonies here feel suspended between sea and sky.

The light is bold but beautiful — brighter blues, deeper shadows, and painterly skies that change minute by minute. In watercolor, that contrast creates movement and emotion, especially when paired with formal attire and thoughtful design.

For couples wanting a luxury coastal New England wedding with impact, The Chanler translates into art that feels alive.

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Ocean House Resort — Westerly, RI

Let’s talk about big-dream, small-heart energy.

Ocean House Resort is oceanfront elegance with an effortless sense of place — and yes, this is the same stunning coastal resort where Christian McCaffrey and Olivia Culpo said “I do.” From majestic lawn views of the Atlantic to classic classic-New-England interiors, every moment here feels luminous.

For a live painter, Ocean House is a visual feast: terrace ceremonies at golden hour, breezes dancing through chiffon, and sunsets that glaze the water in peach and rose. It offers polished sophistication with a natural grace — effortless to photograph, and even easier to paint.

Because the venue has such iconic presence, paintings here feel grand without feeling staged.

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The Mount — Lenox, MA

Edith Wharton knew what she was doing.

The Mount is literary, romantic, and quietly grand. With its symmetry, gardens, and historic interiors, this venue feels steeped in story — like something meaningful has always been happening there.

From a painting standpoint, the old-world texture is a dream: stone, greenery, architectural lines softened by light. The setting invites a slower observation, which allows emotion to rise to the surface.

A live wedding painting here feels less like documentation and more like legacy — something that belongs on the wall of a home that values history and heart.


Rosecliff Mansion — Newport, RI

If you’re drawn to Gilded Age glamour, Rosecliff delivers.

This mansion is all sweeping staircases, grand lawns, and architectural drama — but what makes it especially beautiful in watercolor is balance. The scale is impressive, yes, but the softness of live painting tempers it.

Light dances across marble and lawn alike, and when paired with a ceremony moment — parents dabbing eyes, a veil catching the breeze — the result is something surprisingly intimate.

Rosecliff proves that luxury and emotion don’t have to compete. They can coexist beautifully.

PHOTO BY HOLLY FELTS

An If-You-Know-You-Know Favorite

For couples who love understated luxury, places like Hidden Pond (Maine) or Winvian Farm (Connecticut) offer something special.

These venues lean organic, intimate, and intentional. The beauty is woven into the landscape rather than imposed upon it. And for live wedding painting, that means the art feels grounded — full of warmth, movement, and quiet joy.

These are the kinds of places where the painting feels like it grew out of the day itself.

PHOTO BY JACIE MARGUERITE

Why the Venue Matters for Live Wedding Painting

The right venue doesn’t just frame a wedding — it shapes how it’s remembered.

For couples choosing a live wedding painter in New England, venues with history, thoughtful design, and beautiful light allow the artwork to become more than a moment. It becomes an heirloom.

If you’re planning a New England destination wedding and dreaming of a painting that captures not just how it looked — but how it felt — I’d be honored to tell your story in watercolor.

Bringing your wedding day to life, thrilling your guests with a show-stopping live wedding painting experience, and creating a timeless keepsake that honors your sacred bond and will warm your heart every time you look at it – it’s what I do best.

Hey, I'm Courtney.

From behind the easel, I serve timeless brides who still embrace the unexpected by creating heirloom painting experiences that are immersive, one-of-a-kind, and thrilling to watch.

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YOU WANT AN ARTIST CAPTURING YOUR WEDDING DAY.

With a slightly abstract Impressionist live painting experience that captures the love and joy of your story, shows off the beauty of your wedding day, and helps everyone who enters your future home to feel your wedding day, you’ll finally have THE THING that makes your wedding day unforgettable.

And your guests? They'll talk about your wedding forever because of the experience you gave them.

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