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Tis the season for twinkling lights, heartfelt moments, and the most magical question of all: “Will you marry me?” The holidays are a time of love and celebration, making it the perfect backdrop for unforgettable engagements. Whether you’re envisioning a cozy winter proposal by the fire or a dazzling diamond moment under the mistletoe, our holiday engagement lookbook has everything you need to inspire your love story. From chic seasonal attire to timeless engagement rings, let this holiday engagement style guide help you plan the moment you’ll remember forever. After all, nothing shines brighter this season than the glow of love.
Keep scrolling to discover your perfect holiday engagement style!
Dresses to Sparkle All Season Long
White Mini-Dress

Wine-Colored Gown

Little Black Dress

Green Midi-Dress

Red Flare Sleeve Mini Dress

Shimmering Gold Halter Gown

Silver & White Mini Dress

Holiday-Worthy Shoes
Red Velvet Heel

Gold Metallic Pump

Silver Strappy Sandal

Black Velvet Bow Pumps

To Have and To Hold
Emerald Green Crystal Clutch

Pearl Embellished Clutch

Red Satin Bow Clutch

Engagement Rings that Dazzle
Sparkling Oval Engagement Ring

Ruby Halo Engagement Ring

Dazzling Pear-Shaped Engagement Ring

“The Perfect Holiday Engagement Style Guide” Spotlight WiH Partners- Jeweler: Zadok Jewelers | Shaftel Diamonds | Tenenbaum Jewelers
Contributors- A.L.C / HELSI / Naeem Khan / Acler / STAUD / Ramy Brook / Jimmy Choo / Stuart Weitzman / Christian Louboutin / Tom Ford / Benedetta Bruzziches / MACH & MACH / Sachin & Babi