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Taylor-Made Travels

Where to travel based on your favorite Taylor Swift album.

We have the date — October 3rd. We have the title — The Life of a Showgirl. We have countdowns every other day and almost too many Easter eggs to keep track of. So what’s left for a Swiftie to do as we inch toward the long-awaited 12th album (TS12)? While Taylor keeps us guessing, we’ll turn waiting into wanderlust — because each album carries the same energy and charm as an Exclusive Resorts destination. And if there’s one thing Club Members and Swifties have in common, it’s the art of a perfectly planned getaway.

If Debut/Self-Titled Is Your Era: Try Charleston & Sea Island

Taylor’s very first album is a love letter to youth — pure, sweet, and country to its core. Just like those early songs, the American Southeast is steeped in charm and rootsy tradition. In Charleston, pastel-hued homes and cobblestone streets feel whimsical and timeless, while the greens and sandy shores of Sea Island are tailor-made for family-friendly getaways. It’s the kind of place where Our Song plays long into the night and summer days stretch out in golden memory, as sweet and unfiltered as Taylor’s earliest tracks.

If you’re a Debut/Self-Titled fan: You’re all about Americana charm and the simple joy of sandy toes and sun-soaked days. Your perfect escape lies in the South, where tradition meets laid-back luxury.

71 Wentworth | Charleston, South Carolina
The Cloister | Sea Island, Georgia

If Fearless Is Your Era: Try Paris

Fearless is Taylor's most innocently romantic album, with sweeping anthems like Love Story and Forever & Always. And what city captures the purity and simplicity of romance better than the City of Light? Much like Taylor's iconic Fearless era fringe dress, Paris glistens in gold. From the sparkling lights of the Eiffel Tower to the golden glow of lampposts and candelabras that drape every corner, the city feels more dream than reality, a place where youthful love and self-discovery are always in the air. Even in a storm in your best dress, Paris still shines.

If you’re a Fearless fan: You chase romance at every turn, finding magic in hidden courtyards, candlelit cafés, and midnight strolls through the Marais. In Paris, as in Fearless, you'll return home transformed: a little braver, a little bolder, and a lot more in love with life.

The Peninsula Paris | Paris, France
Hotel Majestic | Paris, France

If Speak Now Is Your Era: Try Provence

Both Speak Now and Provence feel as though they were designed by whimsy itself. If the lavender fields aren’t enough to evoke the purple-hued spirit of Swift’s third album, the destination’s magic certainly is. While this French getaway radiates a countryside je ne sais quoi, it does so with an aristocratic wink. In Speak Now, Taylor’s innocent country roots still linger, but now with a sense of maturity. Provence mirrors that same duality, blending innocence and romance into a place where fairytales feel real — and, to quote Swift, everything is enchanted.

If you’re a Speak Now fan: You’re drawn to places where history and lineage meet romance and sophistication, destinations that leave you wonderstruck, as if stepping into a story that begins with 'once upon a time'.

Villa Ventoux | Provence, France
Provence, France

If Red Is Your Era: Try Deer Valley, Vail, & Telluride

Both Red and Red (Taylor's Version) are bona fide autumn albums — released in October and November, steeped in the kind of fire-hued emotion only fall can evoke. Like Taylor's fourth era, the mountains in autumn are a masterclass in contrasts: isolation and intimacy, crisp air and cozy hearths, long drives on winding roads ablaze with color. In Deer Valley, Vail, and Telluride, the landscape unfolds in blazing reds and golden hues that shimmer like the opening chords of State of Grace. Here, you're caught in that sweet spot between summer sun and forever winter.

If you’re a Red fan: You crave the cozy comforts of fall, the catharsis of changing leaves, flannels, fireplaces, and maybe even a scarf or two left behind. Your perfect escape is an autumnal mountain retreat where the season feels equal parts nostalgia and beauty.

Ironwood | Deer Valley, Utah
The Arrabelle | Vail, Colorado

If 1989 Is Your Era: Try The Hamptons & Nantucket

Often linked with The Big Apple (Welcome to New York, anyone?), 1989 is better suited to the breezy coastal havens of New England. Like Taylor's shimmering fifth album, The Hamptons and Nantucket are bright, effervescent, and endlessly photogenic. Think ocean blues and seafoam whites, seagulls wheeling overhead, and the glamour of windswept hair and white linen. Just like these idyllic enclaves, 1989 bottles the essence of a perfect summer: bold, sparkling, and unforgettable. After all, some places — like some songs — never go out of style.

If you’re a 1989 fan: You crave the bubbly escape of an Atlantic coast summer. Rooftop rosé. Toes in the sand. Nights that glitter with possibility. You live for the thrill of reinvention, the joy of a Polaroid-perfect moment, and the freedom that comes with a new era.

The Boathouse at Canoe Place | Hampton Bays, New York
Watercolors Home | Nantucket, Massachusetts

If Reputation Is Your Era: Try New York City

New York City mirrors the duality of Reputation — grungy and aggressive on the surface, yet shimmering with lights, dreams, and unexpected beauty underneath. Like Taylor's most misunderstood album, Gotham is often seen as tough and chaotic, but to those who know it intimately, it's also a love story: electric, magnetic, and unforgettable. The skyscrapers and subways thrum with synth-forward energy, while tucked-away dive bars on the East Side and quiet brownstones glow softly at night. Just like Taylor's era-defining album, NYC is a love letter to chaos, resilience, and the shimmer of dreams that refuse to burn out.

If you’re a Reputation fan: You're drawn to the seductive pull of a city that's both dark and dazzling. If you can weather the storms here, you'll find strength, renewal, and maybe even forever love.

Park Avenue Place | New York, New York
Park Avenue Place | New York, New York

If Lover Is Your Era: Try Miami

I know, I know — you might expect Lover to be London or New York. But this album is bright, colorful, and loud — pop perfection that shouts, "look at ME!" from the rooftops. With grand choruses and sweeping declarations of a one-of-a-kind love affair, Lover pulses with the fiery, sun-soaked passion Miami is known for. Think neon nights and pastel days, endless sunshine, and the candy-colored energy of Taylor's most playful era — a city where the daylight never seems to fade.

If you’re a Lover fan: You live life in full color and seek escapes that match that vibrancy. Hot. Exciting. Alive. An adventure that's cheeky, fun, and unapologetically extra, the kind of place where everyone's in on the joke.

1 Hotel South Beach | Miami, Florida
1 Hotel South Beach | Miami, Florida

If folklore Is Your Era: Try The Cotswolds

The Cotswolds bucolic rolling hills, storybook charm, and cottagecore whimsy are the perfect match for folklore — an album steeped in whims, dreams, fears, and musings. Written and released in purposeful isolation and soft melancholy, this collection of stories harmonizes with the Arcadian solitude and hidden hamlets of this unspoiled English region. It's easy to imagine storied auteurs like Austen, Brontë, and Swift drawing inspiration from the ivy-draped cottages, whispering hedgerows, misty mornings, and muted tones of this so-called Tuscany of the North. To wander here is to find peace in exile.

If you’re a folklore fan: You’re drawn to quiet escapes that carry centuries of stories — the kind of places where your favorite reclusive author would retreat to write. A land steeped in history and charm, bucolic to the touch, and whispering with prose and poetry that swirl through the stillness.

Bradbury Farmhouse | The Cotswolds, England
Bradbury Farmhouse | The Cotswolds, England

If evermore Is Your Era: Try The Hudson Valley

Like folklore's sister record, evermore is rooted in reflection — stories told by firelight in an incandescent glow, wrapped in a sense of quiet renewal. While its older sibling carries the warmth of summer, Taylor's ninth album is coated in a wintry haze. Imbued with the rustic sophistication of misty mornings over the Catskills and hidden hideaways filled with artists and dreamers, the Hudson Valley balances solitude and depth, where barren branches read like poetry and history hums beneath every house of stone. Born in this very region at Long Pond Studio, evermore encourages you to linger, savor, and contemplate the rhythm of life.

If you’re an evermore fan: You seek escapes that are reflective and restful, where time slows down and simplicity feels profound. A place that feels like your hometown, where the pace of living softens, where mundanity becomes meaningful, and where comfort and cutting truth coexist — just like the album itself.

The Ranch Hudson Valley | Hudson Valley, New York
Elegant fireplace with a simple abstract painting above, wood stacked in a basket beside it, located at The Ranch Hudson Valley.
The Ranch Hudson Valley | Hudson Valley, New York

If Midnights Is Your Era: Try Los Angeles

Midnights is an album of confessions told against the backdrop of 3 a.m. — featuring stories of sleepless nights, fleeting yet exceptional love, and the complexities of fame — and Los Angeles is its perfect mirror: a hideaway of stardust and self-doubt. The retro-cool sound of Taylor's tenth album feels born of this city. Labyrinth's cinematic sound is the rush of driving down Sunset at dusk, history and iconography flashing past in a blur. Vigilante Shit's pulsing beats live in Laurel Canyon's sharp curves and hillside shadows. Mastermind's floaty feeling is free-flowing hair and a candy-colored sky after a day in Santa Monica. Together, they write a love letter to a city that's almost as bejeweled as Swift herself.

If you’re a Midnights fan: You're drawn to destinations that ooze glamour, where even the darkest hours shimmer with possibility. Los Angeles beams with adventure and thoughtful reinvention, from starlit hillsides to the restless hum of the Pacific.

Regent Santa Monica | Los Angeles, California
The Peninsula Beverly Hills | Los Angeles, California

If The Tortured Poets Department Is Your Era: Try London

Noir. Moody. Cutting. Edgy. The Tortured Poets Department unveils Taylor's dark side, filled with cinematic ballads and razor-sharp prose. With twists and turns, drama and revolution, hurt and betrayal, this brooding masterpiece could only mirror Europe's grey lady: London. Cool, aloof, and endlessly dissected, the city embodies the same complexity and contradictions that run through all 31 tracks of her poetic reckoning. As the birthplace of the album's two central characters, London is the ultimate backdrop for Taylor's career-defining opus — because in the end, all's fair in love and poetry.

If you’re a The Tortured Poets Department fan: You're drawn to destinations with grit and gravitas, where melancholy feels at once biting and romantic. London speaks to you through its rain-soaked streets and centuries of rebellion, the kind of place where even the smallest man who ever lived can become a muse, and the truth echoes: great art is often born from great heartbreak.

Taj 51 Buckingham Gate | London, England
Taj 51 Buckingham Gate | London, England

If The Life of a Showgirl Is Your Era: Try Las Vegas

We may not know much about Taylor's latest body of work, but one thing is certain: it promises to be flashy, bold, and impossible to ignore. Just like Las Vegas, you may not know exactly what you're going to get — but you know it's going to be good. Showgirl hints at glittering lights, over-the-top spectacle, and doing it big. Sound familiar?

If you’re a The Life of a Showgirl fan: October 3rd can't come soon enough. Until then, place your bets, watch the countdown, and get ready for the show. Because baby, that's show business for you.