Popsugar Fashion Fashion Shopping Best Classic Dresses 2021 25 Stylish and Timeless Dresses You'll Want to Wear Like All the Time 2 March 2021 by Shelcy Joseph Image Source: & Other Stories As POPSUGAR editors, we independently select and write about stuff we love and think you'll like too. If you buy a product we have recommended, we may receive affiliate commission, which in turn supports our work. There's nothing more exciting than having a reason to buy a new dress. Whether you have a socially distant picnic to attend, a small dinner with your quarantine pod, or just feel like dressing up, searching for a new look is a joy. If you're going to invest your time shopping, you might as well pick up a versatile piece that can work for many occasions. As much as we love trend-forward pieces, there's always room in our closets for a dress we know we'll wear for years to come. From pretty LBDs to flattering silhouettes and fun prints, these are 25 dresses that will always be in style. — Additional reporting by India Yaffe Related: Sorry in Advance to My Budget, but These 21 Gold-Chain Bags Can Take All My Money H&M Ruffled Chiffon Dress Image Source: www2.hm.com We love the floral print of this H&M Ruffled Chiffon Dress ($35). H&M Ruffled Chiffon Dress $35 from www2.hm.com Buy Now H&M Tie Belt Shirt Dress Image Source: www2.hm.com You can never go wrong with this classic H&M Tie Belt Shirt Dress ($30). H&M Tie Belt Shirt Dress $30 from www2.hm.com Buy Now H&M Belted Dress Image Source: www2.hm.com This H&M Belted Dress ($50) looks luxe. H&M Belted Dress $50 from www2.hm.com Buy Now H&M Knit Collared Dress Image Source: www2.hm.com Weekends will be spent in this H&M Knit Collared Dress ($30). H&M Knit Collared Dress $30 from www2.hm.com Buy Now H&M Rib-knit Dress Image Source: www2.hm.com This H&M Rib-knit Dress ($35) is up for any occasion. H&M Rib-knit Dress $35 from www2.hm.com Buy Now Flutter-Sleeve Wrap Mini Dress Image Source: madewell.com This Flutter-Sleeve Wrap Mini Dress ($98) is a playful option for spring. Flutter-Sleeve Wrap Mini Dress $98 from madewell.com Buy Now Ruched-Front Ruffle-Hem Midi Dress Image Source: madewell.com This. Ruched-Front Ruffle-Hem Midi Dress ($138) will be a charming addition to your spring closet. Ruched-Front Ruffle-Hem Midi Dress $138 from madewell.com Buy Now Who What Wear Puff Long Sleeve Sweater Dress Image Source: target.com You'll feel confident in this Who What Wear Puff Long Sleeve Sweater Dress ($40). Who What Wear Puff Long Sleeve Sweater Dress $40 from target.com Buy Now Who What Wear Ruffle Short Sleeve A-Line Dress Image Source: target.com Go ahead and show out in this elegant Who What Wear Ruffle Short Sleeve A-Line Dress ($40). Who What Wear Ruffle Short Sleeve A-Line Dress $40 from target.com Buy Now Who What Wear Puff Short Sleeve Dress Image Source: target.com Wear this Who What Wear Puff Short Sleeve Dress ($38) on your next warm holiday. Who What Wear Puff Short Sleeve Dress $38 from target.com Buy Now Lioness Military Minds Long Sleeve Dress Image Source: shopbop.com This Lioness Military Minds Long Sleeve Dress ($69, originally $99) can easily be dressed up or down. Lioness Military Minds Long Sleeve Dress $69 from shopbop.com Buy Now Rahi Floral Midi Dress Image Source: shopbop.com We love the flowy yet put-together silhouette of this Rahi Floral Midi Dress ($42, originally $141). Rahi Floral Midi Dress $42 from shopbop.com Buy Now RAILS Selma Dress Image Source: shopbop.com This RAILS Selma Dress ($43, originally $218) will be a bold addition to your rotation. RAILS Selma Dress $43 from shopbop.com Buy Now Tanya Taylor Zoe Dress Image Source: shopbop.com This Tanya Taylor Zoe Dress ($99, originally $495) is so cheerful. Tanya Taylor Zoe Dress $99 from shopbop.com Buy Now Nobody Denim Gallant Dress Image Source: shopbop.com This Nobody Denim Gallant Dress ($116, originally $395) will be your new off-duty look. Nobody Denim Gallant Dress $116 from shopbop.com Buy Now Naked Wardrobe Zip-It Snatched Long Sleeve Rib Minidress Image Source: nordstrom.com Pair this Naked Wardrobe Zip-It Snatched Long Sleeve Rib Minidress ($43, originally $54) with heels for a dressy look, or with sneakers for a casual outfit. Naked Wardrobe Zip-It Snatched Long Sleeve Rib Minidress $43 from nordstrom.com Buy Now Re Ona Sweetheart Dress Image Source: reona.ca You'll feel sexy and confident in this Re Ona Sweetheart Dress ($135). Re Ona Sweetheart Dress $135 from reona.ca Buy Now Daily Paper Jacaranda Purple Derib Dress Image Source: dailypaperclothing.com You'll practically live in this cool and comfy Daily Paper Jacaranda Purple Derib Dress ($77). Daily Paper Jacaranda Purple Derib Dress $77 from dailypaperclothing.com Buy Now A.Au Ouro Dress Image Source: aaushop.com You'll turn heads in this A.Au Ouro Dress ($295). A.Au Ouro Dress $295 from aaushop.com Buy Now Victor Glemaud x Revolve Dress Image Source: revolve.com This Victor Glemaud x Revolve Dress ($595) is so flattering. The cutout is a nice detail. Victor Glemaud x Revolve Dress $595 from revolve.com Buy Now Sergio Hudson Oversized double-breasted Jacket Dress Image Source: sergiohudson.com This Sergio Hudson Oversized double-breasted Jacket Dress ($1,295) is high on our wish list. Sergio Hudson Oversized double-breasted Jacket Dress $1,295 from sergiohudson.com Buy Now Hanifa Carrie Wrap Dress Image Source: hanifa.co Animal print-lovers will go crazy over this Hanifa Carrie Wrap Dress ($220). Hanifa Carrie Wrap Dress $220 from hanifa.co Buy Now & Other Stories Sleeveless Midi Knit Dress Image Source: stories.com This & Other Stories Sleeveless Midi Knit Dress ($119) has a classic and timeless silhouette. & Other Stories Sleeveless Midi Knit Dress $119 from stories.com Buy Now & Other Stories Oversized Belted Mini Shirt Dress Image Source: stories.com We love the luxe fabric of this & Other Stories Oversized Belted Mini Shirt Dress ($119). & Other Stories Oversized Belted Mini Shirt Dress $119 from stories.com Buy Now & Other Stories Buttoned Puff Sleeve Midi Dress Image Source: stories.com This & Other Stories Buttoned Puff Sleeve Midi Dress ($119) will take you from day to night in style. & Other Stories Buttoned Puff Sleeve Midi Dress $119 from stories.com Buy Now ShoppingFashion ShoppingWinter FashionDressesWinter