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What to Wear for a Wedding in Jackson Hole in May (Under $500)

A wedding in Jackson Hole in May calls for elegant, weather-ready dresses in luxurious fabrics and earthy, jewel, or floral tones. With springtime highs in the mid-50s to mid-60s°F (13–18°C) and lows in the 30s°F (1–4°C), long sleeves and midweight materials will keep you stylish and warm. Here are chic, guest-appropriate options under $500 to balance style, comfort, and the rustic elegance of Wyoming. If you’d like recommendations tailored to your favorite colors, fit, or dress codes, just let us know!
@overthemoon
1
Long-Sleeve Dresses in Jewel Tones
Rich jewel-tone colors like emerald, sapphire, or burgundy are striking against the mountain backdrop and suit the formality of a spring wedding. Long sleeves provide warmth on brisk Jackson Hole evenings.
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1
Long-Sleeve Dresses in Jewel Tones
@overthemoon
Rich jewel-tone colors like emerald, sapphire, or burgundy are striking against the mountain backdrop and suit the formality of a spring wedding. Long sleeves provide warmth on brisk Jackson Hole evenings.
MIKAEL AGHAL Pleated crepe de chine midi dress
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MIKAEL AGHAL

Pleated crepe de chine midi dress

$330

$825

Outnet

Diane von Furstenberg Dolores asymmetric draped jersey maxi dress
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Diane von Furstenberg

Dolores asymmetric draped jersey maxi dress

$60

$398

Outnet

Badgley Mischka Plissé-georgette gown
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Badgley Mischka

Plissé-georgette gown

$398

$795

Outnet

Rotate Signe satin gown
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Rotate

Signe satin gown

$410

Mytheresa

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@collagevintage
2
Long-Sleeve Dresses in Earth Tones
Earthy shades (think rust, olive, taupe, chocolate) echo the natural landscape and feel right at home in Wyoming’s spring. Long sleeves help fend off cool breezes while maintaining a grounded, elegant vibe.
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2
Long-Sleeve Dresses in Earth Tones
@collagevintage
Earthy shades (think rust, olive, taupe, chocolate) echo the natural landscape and feel right at home in Wyoming’s spring. Long sleeves help fend off cool breezes while maintaining a grounded, elegant vibe.
Michael Costello x REVOLVE Eric Gown
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Michael Costello

x REVOLVE Eric Gown

$228

$258

Revolve

Rebecca Vallance Mischa embellished gathered stretch-jersey gown
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Rebecca Vallance

Mischa embellished gathered stretch-jersey gown

$318

$795

Net-a-Porter

Ulla Johnson Lelou pleated satin midi dress
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Ulla Johnson

Lelou pleated satin midi dress

$207

$690

Outnet

Rotate Scarf-detail maxi dress
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Rotate

Scarf-detail maxi dress

$500

Mytheresa

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@katjamieson_
3
Flowy Floral Print Dresses
Florals are a springtime classic, and flowing silhouettes in chiffon or crepe add romance while providing coverage. Perfect for outdoor photos amid blooming landscapes, they also layer easily with a wrap or shawl.
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3
Flowy Floral Print Dresses
@katjamieson_
Florals are a springtime classic, and flowing silhouettes in chiffon or crepe add romance while providing coverage. Perfect for outdoor photos amid blooming landscapes, they also layer easily with a wrap or shawl.
MIKAEL AGHAL Ruffled floral-print chiffon maxi dress
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MIKAEL AGHAL

Ruffled floral-print chiffon maxi dress

$318

$1,060

Outnet

Velvet Francie printed satin midi dress
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Velvet

Francie printed satin midi dress

$196

$392

Mytheresa

Needle & Thread Camille's Garden Chiffon V-Neck Ankle Gown
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Needle & Thread

Camille's Garden Chiffon V-Neck Ankle Gown

$460

Needle & Thread

Poupette St Barth Aude floral midi dress
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Poupette St Barth

Aude floral midi dress

$196

$328

Mytheresa

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@haylsullivan
4
Pleated Crepe de Chine Long Sleeve Dress
Pleated crepe de chine dresses are elegant and on-trend for 2025. The fabric drapes beautifully, while the pleats add texture and a touch of structure—perfect for the altitude and rustic charm of Jackson Hole in May.
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4
Pleated Crepe de Chine Long Sleeve Dress
@haylsullivan
Pleated crepe de chine dresses are elegant and on-trend for 2025. The fabric drapes beautifully, while the pleats add texture and a touch of structure—perfect for the altitude and rustic charm of Jackson Hole in May.
MIKAEL AGHAL Pleated crepe de chine midi dress
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MIKAEL AGHAL

Pleated crepe de chine midi dress

$330

$825

Outnet

Tibi Gathered crepe de chine midi dress
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Tibi

Gathered crepe de chine midi dress

$109

$725

Outnet

Rebecca Vallance Samantha pleated cutout metallic crepe de chine gown
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Rebecca Vallance

Samantha pleated cutout metallic crepe de chine gown

$150

$999

Outnet

IRO Nicoa draped plissé-crepe de chine midi dress
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IRO

Nicoa draped plissé-crepe de chine midi dress

$85

$565

Outnet

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@simkinstyle
5
Plissé-Chiffon Midi Dress with Long Sleeves
Plissé-chiffon is ideal for layering and movement. The midi length and long sleeves offer warmth and refined coverage, while the delicate texture feels fresh for a spring mountain wedding.
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5
Plissé-Chiffon Midi Dress with Long Sleeves
@simkinstyle
Plissé-chiffon is ideal for layering and movement. The midi length and long sleeves offer warmth and refined coverage, while the delicate texture feels fresh for a spring mountain wedding.
Aje Genevieve recycled plissé-chiffon midi dress
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Aje

Genevieve recycled plissé-chiffon midi dress

$238

$595

Net-a-Porter

Badgley Mischka Plissé-chiffon midi dress
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Badgley Mischka

Plissé-chiffon midi dress

$90

$595

Outnet

New
New
Badgley Mischka Plissé-chiffon midi dress
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Badgley Mischka

Plissé-chiffon midi dress

$268

$595

Outnet

MIKAEL AGHAL Pussy-bow pleated crepe midi dress
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MIKAEL AGHAL

Pussy-bow pleated crepe midi dress

$388

$970

Outnet

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@rem0nia
6
Stretch-Crepe Midi Dress with Long Sleeves
Stretch-crepe is structured yet comfortable—a perfect combo for staying polished and warm in cooler May temperatures. Long sleeves and a midi cut create a poised, flattering silhouette.
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6
Stretch-Crepe Midi Dress with Long Sleeves
@rem0nia
Stretch-crepe is structured yet comfortable—a perfect combo for staying polished and warm in cooler May temperatures. Long sleeves and a midi cut create a poised, flattering silhouette.
Roland Mouret Stretch-crepe midi dress
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Roland Mouret

Stretch-crepe midi dress

$330

$1,100

Net-a-Porter

Sergio Hudson Gathered stretch-bamboo and wool-jersey midi dress
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Sergio Hudson

Gathered stretch-bamboo and wool-jersey midi dress

$230

$2,295

Outnet

Vince Crew Curved Seam Rouched Dress
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Vince

Crew Curved Seam Rouched Dress

$87

$348

Shopbop

Tuckernuck Winetasting Side Tie Elspeth Maxi Dress
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Tuckernuck

Winetasting Side Tie Elspeth Maxi Dress

$134

$178

Tuckernuck

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@mrs_iralo
7
Ruched Dress with Draped Neckline
Ruching and draping are flattering for all body types and provide subtle warmth and structure. This style is fashionable and versatile for both indoor and outdoor wedding settings.
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7
Ruched Dress with Draped Neckline
@mrs_iralo
Ruching and draping are flattering for all body types and provide subtle warmth and structure. This style is fashionable and versatile for both indoor and outdoor wedding settings.
Meshki Dalia Off Shoulder Satin Maxi Dress - Dark Chocolate
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Meshki

Dalia Off Shoulder Satin Maxi Dress - Dark Chocolate

$255

Meshki

Meshki Dalia Off Shoulder Satin Maxi Dress - Frosted Blue
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Meshki

Dalia Off Shoulder Satin Maxi Dress - Frosted Blue

$239

Meshki

Staud Phare Dress
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Staud

Phare Dress

$452

$695

FWRD

Deme by Gabriella Vienna Dress
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Deme by Gabriella

Vienna Dress

$274

$365

Revolve

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@lv_blackwell
8
A-Line Cocktail Dress with Bow-Accented Straps
An A-line shape is universally flattering and the bow details add a classic, feminine finish. Pairs easily with a chic blazer or wrap for extra warmth in the mountain air.
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8
A-Line Cocktail Dress with Bow-Accented Straps
@lv_blackwell
An A-line shape is universally flattering and the bow details add a classic, feminine finish. Pairs easily with a chic blazer or wrap for extra warmth in the mountain air.
self-portrait Appliquéd crepe mini dress
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self-portrait

Appliquéd crepe mini dress

$441

$630

Net-a-Porter

Kika Vargas Theresa lace-trimmed pleated taffeta midi dress
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Kika Vargas

Theresa lace-trimmed pleated taffeta midi dress

$346

$865

Net-a-Porter

Staud Wylie cotton minidress
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Staud

Wylie cotton minidress

$245

Mytheresa

Sea Fayetta bow-detailed pleated cloqué midi dress
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Sea

Fayetta bow-detailed pleated cloqué midi dress

$248

$495

Net-a-Porter

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Stella McCartney Metallic cotton-blend tank
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Stella McCartney

Metallic cotton-blend tank

$428

$950

Outnet

MIKAEL AGHAL Pleated floral-print chiffon  skirt
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MIKAEL AGHAL

Pleated floral-print chiffon skirt

$192

$478

Outnet

SIMKHAI Ruffled midi skirt
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SIMKHAI

Ruffled midi skirt

$440

Mytheresa

MIKAEL AGHAL Ruffled floral-print chiffon top
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MIKAEL AGHAL

Ruffled floral-print chiffon top

$191

$476

Outnet

Roksanda Nixie draped crinkled-satin camisole
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Roksanda

Nixie draped crinkled-satin camisole

$103

$685

Outnet

Rebecca Taylor Emery Jacquard Halter
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Rebecca Taylor

Emery Jacquard Halter

$250

Rebecca Taylor

Rebecca Taylor Emery Jacquard Skirt
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Rebecca Taylor

Emery Jacquard Skirt

$395

Rebecca Taylor

Jil Sander Jacquard bralette
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Jil Sander

Jacquard bralette

$390

$650

Mytheresa

New
New
Ronny Kobo Chase ruched corded lace maxi skirt
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Ronny Kobo

Chase ruched corded lace maxi skirt

$193

$428

Outnet

Stella McCartney Grain de poudre straight-leg pants
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Stella McCartney

Grain de poudre straight-leg pants

$340

$850

Outnet

SIMKHAI Sheer jersey top
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SIMKHAI

Sheer jersey top

$460

Mytheresa

CHIARA BONI LA PETITE ROBE Colleen stretch-jersey slim-leg pants
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CHIARA BONI LA PETITE ROBE

Colleen stretch-jersey slim-leg pants

$132

$329

Outnet

CHIARA BONI LA PETITE ROBE Tatina ruffled stretch-jersey cold-shoulder top
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CHIARA BONI LA PETITE ROBE

Tatina ruffled stretch-jersey cold-shoulder top

$132

$330

Outnet

Ulla Johnson Agosta plissé satin top
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Ulla Johnson

Agosta plissé satin top

$465

Mytheresa

Zimmermann Wool and silk-blend vest
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Zimmermann

Wool and silk-blend vest

$325

$650

Outnet

Diane von Furstenberg Menon pleated printed chiffon maxi dress
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Diane von Furstenberg

Menon pleated printed chiffon maxi dress

$112

$558

Outnet

The Sei Pleated crepe wide-leg pants
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The Sei

Pleated crepe wide-leg pants

$186

$529

Outnet

MICHELLE MASON Asymmetric ruched silk-satin skirt
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MICHELLE MASON

Asymmetric ruched silk-satin skirt

$139

$923

Outnet

House of Harlow 1960 X REVOLVE Milo Dress
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House of Harlow 1960

X REVOLVE Milo Dress

$168

$178

Revolve

Galvan Atalanta cropped cardigan
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Galvan

Atalanta cropped cardigan

$469

$670

Mytheresa

BRAND RECOMMENDATION
Beaufille
Beaufille’s refined yet modern approach to layering offers exactly the sort of polished silhouettes that work beautifully for an elevated spring wedding in Jackson Hole. Their minimalist coats and soft tailoring make it effortless to build a chic, seasonally appropriate look—plus, the brand is still a hidden gem outside fashion-insider circles.
View Brand
BRAND RECOMMENDATION
Beaufille
Beaufille’s refined yet modern approach to layering offers exactly the sort of polished silhouettes that work beautifully for an elevated spring wedding in Jackson Hole. Their minimalist coats and soft tailoring make it effortless to build a chic, seasonally appropriate look—plus, the brand is still a hidden gem outside fashion-insider circles.
Beaufille Franz Bodysuit
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Beaufille

Franz Bodysuit

$225

Beaufille

Beaufille Lina Bodysuit
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Beaufille

Lina Bodysuit

$225

$375

Beaufille

Beaufille Neptune Blouse
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Beaufille

Neptune Blouse

$165

$525

Beaufille

Beaufille Cut-Out Baby T
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Beaufille

Cut-Out Baby T

$190

Beaufille

View brand
The Sei One-shoulder draped crystal-embellished cotton top
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The Sei

One-shoulder draped crystal-embellished cotton top

$157

$391

Outnet

LAPOINTE Ruched cutout satin maxi dress
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LAPOINTE

Ruched cutout satin maxi dress

$233

$1,550

Outnet

Vince Wool-blend peplum cardigan
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Vince

Wool-blend peplum cardigan

$120

$298

Outnet

Veronica Beard Amika double-breasted modal-blend vest
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Veronica Beard

Amika double-breasted modal-blend vest

$110

$548

Outnet

RIXO Ardith polka-dot silk midi skirt
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RIXO

Ardith polka-dot silk midi skirt

$345

Mytheresa

The Sei Strapless pleated crepe top
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The Sei

Strapless pleated crepe top

$239

$529

Outnet

The Sei Pleated crepe wide-leg pants
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The Sei

Pleated crepe wide-leg pants

$216

$539

Outnet

New
New
Zimmermann Wool and silk-blend shantung vest
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Zimmermann

Wool and silk-blend shantung vest

$288

$575

Outnet

Agua by Agua Bendita Silice Danza floral-print satin-jacquard blazer
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Agua by Agua Bendita

Silice Danza floral-print satin-jacquard blazer

$221

$490

Outnet

Carolina Herrera Wool-blend slim-leg pants
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Carolina Herrera

Wool-blend slim-leg pants

$436

$1,090

Outnet

Zimmermann Striped metallic knitted top
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Zimmermann

Striped metallic knitted top

$192

$425

Outnet

Alexander Wang Snake-print laser-cut leather top
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Alexander Wang

Snake-print laser-cut leather top

$358

$795

Outnet

The Sei One-shoulder draped devoré-velvet top
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The Sei

One-shoulder draped devoré-velvet top

$170

$483

Outnet

MICHELLE MASON Asymmetric wrap-effect silk-satin midi skirt
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MICHELLE MASON

Asymmetric wrap-effect silk-satin midi skirt

$98

$486

Outnet

PatBO Bossa crochet wide-leg pants
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PatBO

Bossa crochet wide-leg pants

$248

$550

Outnet

Norma Kamali Jersey vest
save

Norma Kamali

Jersey vest

$220

Mytheresa

La Ligne Twist-front cutout silk midi dress
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La Ligne

Twist-front cutout silk midi dress

$140

$350

Net-a-Porter

Carolina Herrera Satin top
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Carolina Herrera

Satin top

$198

$990

Outnet

Ulla Johnson Anastasia ruched cotton, linen and silk-blend midi dress
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Ulla Johnson

Anastasia ruched cotton, linen and silk-blend midi dress

$190

$950

Outnet

Camilla Crystal-embellished printed silk wide-leg pants
save

Camilla

Crystal-embellished printed silk wide-leg pants

$298

$595

Outnet

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