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Casual Date Night Outfits

Find casual date night outfits in a range of styles for evening plans, from relaxed looks to more polished options. Browse the selection to find clothing that suits your plans and personal style.

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Men's Carefree Unshrinkable Tee, Traditional Fit Short-Sleeve
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit Short-Sleeve
A gray heather tee made of 100% cotton that resists wrinkles, shrinking, fading, and pilling.
(12,867)
$26.95 $26.95
SALE
What customers like:
Great fit
High quality
Durable
Versatile
Comfortable
$26.95 $26.95
SALE
Women's 207 Vintage Jeans, High-Rise Wide-Leg
L.L.Bean Women's 207 Vintage Jeans, High-Rise Wide-Leg
A pair of light indigo, high-rise wide-leg jeans in a soft-washed denim blend for vintage appeal.
(1,032)
$89.95 $89.95
SALE
What customers like:
High-quality material
Versatile style
Flattering design
True to size
Comfortable fit
$89.95 $89.95
SALE
Women's 207 Vintage Jeans, High-Rise Wide-Leg Colors
L.L.Bean Women's 207 Vintage Jeans, High-Rise Wide-Leg Colors
A pair of green high-rise wide-leg jeans crafted from soft, durable stretch denim with vintage-inspired details.
(439)
$89.95 $74.99
SALE
What customers like:
Attractive color and style
High quality and well made
Soft and durable fabric
Flattering wide-leg design
Comfortable fit
$89.95 $74.99
SALE
Women's Signature Camp Shirt Dress, Button-Front
L.L.Bean Women's Signature Camp Shirt Dress, Button-Front
A tan cotton shirt dress with a removable belt, roll-tab sleeves, and convenient pockets.
(191)
$119 $46.99
SALE
What customers like:
Simple yet chic
Timeless appeal
Thoughtful design
High-quality fabric
Elegant style
$119 $46.99
SALE
Women's Signature Heritage Denim Midi Skirt
L.L.Bean Women's Signature Heritage Denim Midi Skirt
A modern blue denim midi skirt with a high-rise fit and comfortable slit for easy movement.
(0)
$120 $99.99
SALE
$120 $99.99
SALE
Men's Lakewashed Double-Knit Quarter-Zip Pullover
L.L.Bean Men's Lakewashed Double-Knit Quarter-Zip Pullover
A versatile lake heather pullover with a ribbed texture, made from a comfortable polyester-cotton blend.
(0)
$79.95 $79.95
SALE
$79.95 $79.95
SALE
Men's Vintage 1912 Jeans, Standard Fit
L.L.Bean Men's Vintage 1912 Jeans, Standard Fit
A pair of tinted medium, straight-leg jeans with a bit of stretch and durable triple-needle stitching.
(0)
$99.95 $99.95
SALE
$99.95 $99.95
SALE
Women's Quilted Quarter-Zip Pullover
L.L.Bean Women's Quilted Quarter-Zip Pullover
A light gray heather quilted quarter-zip pullover with a cozy brushed interior and front kangaroo pocket.
(6,727)
$79.95 $59.99
SALE
What customers like:
Great quality
Warmth
Softness
Comfortable
Versatility
$79.95 $59.99
SALE
Women's L.L.Bean V-Neck, Three-Quarter-Sleeve
L.L.Bean Women's L.L.Bean V-Neck, Three-Quarter-Sleeve
A slightly fitted, alpine blue V-neck with three-quarter sleeves, made from ultrasoft, fade-resistant 100% cotton.
(6,613)
$26.95 $26.95
SALE
What customers like:
Great fit
High quality
Softness
Versatile
Comfortable
$26.95 $26.95
SALE
Women's True Shape Jeans, High-Rise Straight-Leg
L.L.Bean Women's True Shape Jeans, High-Rise Straight-Leg
A high-rise straight-leg jean in stonewashed denim with superior shape retention and a classic fit.
(5,611)
$79.95 $79.95
SALE
What customers like:
High quality
Soft material
Versatile design
True to size
Comfortable fit
$79.95 $79.95
SALE
Women's L.L.Bean Cozy Mixed-Knit Pullover
L.L.Bean Women's L.L.Bean Cozy Mixed-Knit Pullover
A brown funnelneck pullover featuring textured overlays, moisture-wicking fabric, thumbholes, and a kangaroo pocket.
(4,735)
$89.95 $75.99
SALE
What customers like:
Exceptionally soft and cozy
High quality and well made
Warm and substantial fabric
Versatile for layering and outfits
Flattering and comfortable fit
$89.95 $75.99
SALE
Women's Classic Cashmere, Crewneck
L.L.Bean Women's Classic Cashmere, Crewneck
A luxurious, slightly fitted crewneck sweater made from 100% Inner Mongolian two-ply cashmere in classic navy.
(4,495)
$130 $130
SALE
What customers like:
Great color
Warmth
Softness
High comfort
Excellent fit
$130 $130
SALE
Women's True Shape Jeans, High-Rise Slim-Leg
L.L.Bean Women's True Shape Jeans, High-Rise Slim-Leg
A pair of high-rise, slim-leg jeans in black premium stretch denim for superior shape retention.
(3,915)
$79.95 $79.95
SALE
What customers like:
High quality
Perfect fit
Superior color
Comfortable
Holds shape
$79.95 $79.95
SALE
Women's Perfect Fit Pants, Denim Original Tapered Leg
L.L.Bean Women's Perfect Fit Pants, Denim Original Tapered Leg
A pair of ultra high-rise, black denim pants with a comfortable elastic waistband and tapered legs.
(3,795)
$74.95 $74.95
SALE
What customers like:
High quality
Great style
Perfect fit
Flattering
Comfortable
$74.95 $74.95
SALE
Women's Perfect Fit Pants, Denim Straight-Leg
L.L.Bean Women's Perfect Fit Pants, Denim Straight-Leg
A pair of high-rise, straight-leg jeans in black with a soft, stretchy cotton-spandex blend.
(3,689)
$74.95 $74.95
SALE
What customers like:
High quality
Perfect stretch
Smooth waistband
No shrinking
Comfortable fit
$74.95 $74.95
SALE
Women's Cotton/Cashmere Sweater, Turtleneck
L.L.Bean Women's Cotton/Cashmere Sweater, Turtleneck
A purple turtleneck sweater in a soft cotton-cashmere blend with ribbed trim and jersey-knit construction.
(3,434)
$69.95 $44.99
SALE
What customers like:
Versatile for layering and outfits
Warm yet lightweight
Super soft and comfortable
Flattering fit and true to size
Easy to care for and machine washable
$69.95 $44.99
SALE
Men's Tropics Shirt, Short-Sleeve Print
L.L.Bean Men's Tropics Shirt, Short-Sleeve Print
A green, 100% cotton tropical shirt offering a relaxed fit and breathable comfort for hot days.
(2,027)
$54.95 $54.95
SALE
What customers like:
Cool and breathable
Attractive design
Durable quality
Versatile style
Comfortable fit
$54.95 $54.95
SALE
Women's True Shape Jeans, High-Rise Bootcut
L.L.Bean Women's True Shape Jeans, High-Rise Bootcut
A high-rise bootcut jean in black denim that retains shape, featuring a flattering fit and five-pocket styling.
(1,860)
$79.95 $79.95
SALE
What customers like:
High quality
Perfect fit
Durable
Comfortable
Soft fabric
$79.95 $79.95
SALE
Women's Perfect Fit Pants, Leggings
L.L.Bean Women's Perfect Fit Pants, Leggings
A pair of black, mid-rise leggings made from 90% cotton and 10% Lycra® for ultimate comfort and fit.
(1,534)
$64.95 $64.95
SALE
What customers like:
High-quality material
Versatile and functional
Attractive design
Durable fabric
Comfortable fit
$64.95 $64.95
SALE
Women's Lakewashed Chino Pants, Mid-Rise Pull-On Ankle
L.L.Bean Women's Lakewashed Chino Pants, Mid-Rise Pull-On Ankle
A pair of white ankle-length chinos made from soft cotton with stretch, featuring a pull-on waistband.
(1,133)
$69.95 $44.99
SALE
$69.95 $44.99
SALE
Women's Lakewashed Pull-On Chinos, Mid-Rise Chambray Ankle Pants
L.L.Bean Women's Lakewashed Pull-On Chinos, Mid-Rise Chambray Ankle Pants
A comfortable chambray ankle pant with a drawstring elastic waist, made from soft-washed cotton with stretch.
(1,066)
$69.95 $69.95
SALE
What customers like:
Lightweight and breathable
Versatile style
Great for summer
High-quality construction
Comfortable fit
$69.95 $69.95
SALE
Women's Premium Washable Linen Shirt, Tunic Stripe
L.L.Bean Women's Premium Washable Linen Shirt, Tunic Stripe
A blue striped linen tunic with a flattering fit, crafted from premium European flax for summer wear.
(849)
$84.95 $31.99
SALE
What customers like:
Cool and breathable
Stylish colors
Flattering design
Quality material
Comfortable fit
$84.95 $31.99
SALE
Women's Lakewashed Pull-On Chinos, Mid-Rise Wide-Leg Chambray
L.L.Bean Women's Lakewashed Pull-On Chinos, Mid-Rise Wide-Leg Chambray
A pair of dark chambray wide-leg chinos with a comfortable elastic waistband and adjustable drawstring.
(827)
$69.95 $69.95
SALE
What customers like:
Lightweight material
Great quality fabric
Comfortable
Good fit
Well made
$69.95 $69.95
SALE
Lakewashed Pull-on Chinos, Mid-Rise Wide-Leg
L.L.Bean Lakewashed Pull-on Chinos, Mid-Rise Wide-Leg
A pair of brown wide-leg chinos in soft cotton with an elastic waistband and adjustable drawstring.
(792)
$69.95 $49.99
SALE
What customers like:
Lightweight and breathable
Flattering and stylish appearance
Easy care and quick drying
Durable and sturdy fabric
Comfortable fit
$69.95 $49.99
SALE

Outdoor Travel Bags

The right outdoor travel bag can pull a casual date night outfit together while keeping everyday essentials organized. Look for a style that complements your clothing without feeling too formal, such as a compact crossbody bag, canvas tote, small backpack or streamlined shoulder bag. These versatile travel bags work well with jeans and a sweater, casual dresses, flannel shirts and lightweight jackets, making it easy to transition from a daytime outing to dinner, a concert or an evening walk. Choose a neutral shade for maximum versatility, or add personality with a seasonal color that coordinates with your favorite casual date night outfits. For outdoor dates and weekend getaways, consider a travel bag with enough room for a wallet, phone, keys, sunglasses, a water bottle and an extra layer. Interior pockets can help keep small items easy to find, while an adjustable strap offers flexible carrying options as you move from a trail-side café to a downtown restaurant. A thoughtfully chosen outdoor travel bag should feel comfortable, practical and polished, pairing naturally with casual travel outfits without overpowering the rest of your look. The result is an easygoing date night style that keeps you prepared for plans that extend beyond the dinner table.

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