Date night dresses under $300. Romantic, comfortable, easy to sit and walk in. Not fussy
For an effortless date night, reach for romantic yet unfussy dresses that move with you beautifully. We've curated comfortable, easy-to-wear silhouettes that let you sit, walk, and feel completely at ease—all around your budget. To refine your look, feel free to add color preferences or use our Smart Filters.
Meshki
Darling Maxi Dress - Chocolate
$165
$235
Meshki
Jade Swim
Kira ruched midi dress
$168
$280
Mytheresa
DONDE ESTEBAN
Cielo floral-print satin maxi dress
$168
$420
Net-a-Porter
Stella Jean
Papaya Midi Dress
$248
$496
Shopbop
self-portrait
Embellished ribbed-knit and poplin maxi dress
$266
$665
Net-a-Porter
Kiki de Montparnasse
Echauffe cutout stretch-jersey gown
$143
$475
Net-a-Porter
Dôen
Quintessa tie-detailed shirred organic cotton-poplin midi dress
$210
$300
Net-a-Porter
Cult Gaia
Cameron cutout ribbed-knit halterneck midi dress
$138
$458
Net-a-Porter
Tuckernuck
Black Mixed Media Adela Gown
$101
$168
Tuckernuck
Dôen
Wilmina shirred floral-print cotton-blend maxi dress
$228
$380
Net-a-Porter
Dôen
Bijou shirred floral-print organic cotton-voile midi dress
$245
$350
Net-a-Porter
Dôen
CLOVER DRESS
$278
Dôen
LE BOP
Alix Mixed Fabric Tank Dress
$79
$158
Shopbop
LE BOP
Alix Mixed Fabric Tank Dress
$63.2
$158
Shopbop
Loretta Caponi
Anghiari belted striped cotton-blend poplin midi dress
$267
$887
Net-a-Porter
Proenza Schouler White Label
Kendall pleated paneled shell midi dress
$298
$595
Net-a-Porter
En Saison
Elspeth Maxi Dress
$59.2
$148
Shopbop
Christopher Esber
Christopher Esber Strapless Gathered Satin-Jersey Maxi Dress
$297
$990
Outnet
Prime of Lime
Sofia Dress
$68.75
$275
Shopbop
Dôen
Quintessa tie-detailed shirred organic cotton-poplin midi dress
$210
$300
Net-a-Porter
o.p.t
Ava Dress
$156.1
$223
Shopbop
o.p.t
Auden Dress
$223
Shopbop
o.p.t
Calypso Dress
$160
Shopbop
o.p.t
Pippa Dress
$173
Shopbop
o.p.t
Nicole Knit Dress
$198
Shopbop
o.p.t
Nicole Dress
$198
Shopbop
o.p.t
Kasey Silk Midi Dress
$245
Shopbop
o.p.t
Allegra Mini Dress
$149
Shopbop
o.p.t
Ava Dress
$156.1
$223
Shopbop
o.p.t
Auden Dress
$223
Shopbop
o.p.t
Calypso Dress
$160
Shopbop
o.p.t
Pippa Dress
$173
Shopbop
Dôen
Marianne shirred organic cotton-poplin midi dress
$280
Net-a-Porter
SIR.
Fiorella tie-front floral-print linen halterneck midi dress
$196
$490
Net-a-Porter
Poupette St Barth
Carla printed maxi dress
$288
$360
Mytheresa
Poupette St Barth
Soledad printed minidress
$152
$304
Mytheresa
Rosie Assoulin
Off-the-shoulder cotton-poplin midi dress
$225
$750
Net-a-Porter
RIXO
Kristen printed tiered maxi dress
$198
$397
Mytheresa
Courrèges
Hyperbole off-the-shoulder ribbed stretch cotton-jersey maxi dress
$168
$560
Net-a-Porter
By Malene Birger
Diya zebra-print gathered crepe de chine maxi dress
$260
$650
Net-a-Porter
Johanna Ortiz
+ NET SUSTAIN God Enkai embroidered cotton-poplin midi dress
$299
$995
Net-a-Porter
Dôen
Quinn tie-detailed shirred organic cotton-poplin midi dress
$280
Net-a-Porter
Asceno
Andros cotton midi dress
$210
$525
Mytheresa
St. Agni
Open-back jersey and cotton-poplin maxi dress
$218
$435
Net-a-Porter
Dôen
Bijou shirred floral-print organic cotton-voile midi dress
$280
$400
Net-a-Porter
Esse Studios
Stretch-knit and gathered organic cotton-poplin maxi dress
$220
$550
Net-a-Porter
Dôen
Marianne shirred organic cotton-poplin midi dress
$280
Net-a-Porter
Faithfull
Meline lace-trimmed pintucked shirred cotton-voile maxi dress
$180
$360
Net-a-Porter
Never Fully Dressed
Olive Lola Mid-axi Dress
$105
$175
Never Fully Dressed
Maygel Coronel
+ NET SUSTAIN Cavalieri cutout ruffled stretch-jersey maxi dress
$189
$630
Net-a-Porter
Montce
Petal midi dress
$280
Mytheresa
SIMKHAI
Nalani tie-front draped stretch-jersey gown
$239
$795
Net-a-Porter
