Stretch Summer Shorts

Stretch summer shorts are your go-to choice for warm-weather adventures, offering a blend of comfort and style that's perfect for any outdoor activity. Designed to move with you, these shorts provide the freedom and ease you need whether you're hiking a new trail, enjoying a family picnic, or simply relaxing in the backyard. With a variety of styles and colors available, there's a pair of stretch summer shorts to suit every taste and occasion. Embrace the season with versatile options that keep you looking great while feeling even better.

Sort by:

Filter & Sort

298 Items

Men's Lakewashed® Stretch Khaki Shorts, 9"

A pair of heritage khaki shorts in washed cotton twill with 2% spandex for added comfort.

Pros: High quality Perfect fit Durable Comfortable Breathable
Women's Vista Camp Shorts

A lightweight, abrasion-resistant nylon blend short with UPF 50+ protection and a fully elastic waistband.

Pros: Flattering fit Good quality Lightweight Comfortable Quick-drying
Women's Stretch Ripstop Pull-On Shorts
Price was from: $59.95 now: $49.99

A pair of sandbar cotton shorts with a soft-knit waistband, adjustable drawstring, and rollable inseam.

Pros: Durable Deep pockets Comfortable Good fit Nice color
Women's Vista Camp Bermuda Shorts

A rugged, lightweight green Bermuda short with UPF 50+ protection and a comfy elastic waistband.

Pros: Versatile for activities High quality fabric Quick-drying Deep zippered pockets Comfortable fit
Men's L.L.Bean Multisport Shorts, 9"

A pair of graphite synthetic shorts with UPF 50+, featuring stretch comfort and quick-dry performance.

Pros: Quick-dry fabric Lightweight shorts Great looks Versatile design Comfortable fit
Women's L.L.Bean Stretch UPF Shorts, 9"
Price was from: $54.95 now: $34.99

A pair of gray, 9" UPF 50+ shorts with a stretchy recycled polyester blend for water sports.

Pros: Lightweight and comfortable Versatile for various activities Quick-drying and durable Deep and functional pockets Perfect fit and stretchy material
Men's Lakewashed Stretch Khaki Shorts, Pull-On, 8"
Price was from: $49.95 now: $39.99

A pair of heritage khaki pull-on shorts with an 8" inseam, made from 98% cotton and 2% spandex.

Pros: Perfect fit Softness Durable Versatile Comfortable
Men's Tropicwear Shorts, 9"

A pair of frost gray, 9" nylon shorts with sun protection and a semi-elasticized waistband.

Pros: Great fit Stylish look Secure pockets Lightweight material Comfortable
Women's Lakewashed Dock Shorts, Mid-Rise Chambray

A pair of mid-rise dark chambray shorts in a soft-washed organic cotton blend with stretch.

Pros: Great fit High-quality material Functional pockets Versatile style Exceptional comfort
Women's L.L.Bean Stretch UPF Shorts, 6"
Price was from: $54.95 now: $24.99

A pair of platinum mid-rise shorts with UPF 50+ protection, made from a stretchy polyester blend.
Men's Explorer Ripstop Shorts, 8"
Price was from: $69.95 now: $59.99

A moisture-wicking, abrasion-resistant short with an 8" inseam, elastic waistband, and zippered pockets in carbon navy.

Pros: Great fit Lightweight Neat and trim appearance Durability Comfortable
Women's Lakewashed Dock Shorts, Mid-Rise Stripe
Price was from: $49.95 now: $39.99

A comfortable pair of mid-rise striped shorts with stretch cotton blend and elastic waist for ease.

Pros: Perfect fit Suitable for steamy summers Versatile style Softness of the chambray pair Goes well with different colors
Men's L.L.Bean Multisport Shorts, 7"

A versatile pair of gray shorts with stretch, quick-dry fabric, UPF 50+, and multiple pockets.

Pros: Perfect fit Wrinkle resistance Comfortable material Deep pockets Lightweight design
Men's Lakewashed® Stretch Shorts, Pull-On, Chambray, 8"
Price was from: $49.95 now: $39.99

A pair of dark chambray pull-on shorts with an 8" inseam, made from 98% cotton and 2% spandex.

Pros: Great fit Convenient pockets Comfortable material Nice color Stylish appearance
Men's Tropicwear Comfort Shorts, 8"

A lightweight tan short made from recycled polyester blend, offering UPF 50+ sun protection and water resistance.
Men's VentureSoft Shorts, Print, 8"
Price was from: $59.95 now: $24.99

A sea green camo short with UPF 50+ protection, made from a moisture-wicking polyester-spandex blend.
Women's Comfort Stretch Shorts, Chino Bermudas 9"

A pair of heritage stone Bermuda shorts with a 9" inseam, made from a soft cotton-spandex blend.
Women's Comfort Stretch Shorts, Cargo 7"
Price was from: $69.95 now: $54.99

A pair of alloy gray, mid-rise cargo shorts made from a soft cotton-spandex blend with deep pockets.
Men's Sunwashed Cotton Shorts, 8"
Price was from: $59.95 now: $44.99

A pair of sand dune cotton blend shorts with an 8" inseam, elastic waist, and rugged canvas fabric.
Men's Ripstop Hybrid Shorts, 7"
Price was from: $69.95 now: $54.99

A versatile red short with UPF 50+ protection, perfect for swimming or everyday wear.
Men's Everyday Poplin Shorts, Standard Fit, 8"

A lightweight green cotton-blend short with built-in stretch, featuring an 8" inseam and standard fit.
Men's VentureStretch Chino Shorts, 7"

A blue nylon-blend short offering UPF 50+ sun protection, water resistance, and zippered security pockets.
Men's Comfort Stretch® Chino Shorts, 8"

A tan, breathable cotton/CoolMax blend short with an 8" inseam and built-in stretch for comfort.
Women's Comfort Stretch Cotton/Linen Shorts, High-Rise 7"
Price was from: $59.95 now: $49.99

A pair of high-rise, deep olive shorts made from a soft cotton-linen blend with added stretch.

Stretch Summer Shorts

When summer is in full swing, there’s nothing quite like slipping into a pair of stretch summer shorts and heading outdoors to make the most of the long, sun-soaked days. Whether you’re packing the car for a weekend at the lake, heading out for a picnic in the park, or simply enjoying a leisurely stroll through your neighborhood, the right pair of shorts can make all the difference. Stretch summer shorts are designed to move with you, offering a comfortable fit that doesn’t hold you back—no matter if you’re bending down to tie a child’s shoe, tossing a frisbee, or reaching for another marshmallow at the campfire. Their easygoing style and reliable comfort are perfect for family get-togethers, backyard barbecues, and spontaneous adventures that summer is known for. With soft, flexible fabrics and a variety of lengths and colors, these shorts are a welcome addition to any warm-weather wardrobe. They’re also a thoughtful gift for anyone who loves spending time outside, from the avid gardener to the friend who’s always up for a hike or an afternoon paddle.

When choosing stretch summer shorts, it’s worth considering how versatile and practical they can be for everyday wear. The best pairs combine lasting value with thoughtful details—think pockets for stashing keys and phones, waistbands that stay comfortable all day, and fabrics that resist wrinkles and dry quickly after a dip in the lake. Many people appreciate the timeless appeal of shorts that transition seamlessly from active mornings to relaxed evenings, making them a go-to choice for travel, family vacations, and even casual gatherings. For those who are always on the move, stretch summer shorts offer the freedom to keep up with whatever the day brings, whether that’s a pickup game of beach volleyball or a quiet moment with a book under a shady tree. They’re also easy to care for, so you can spend less time worrying about laundry and more time enjoying the season. If you’re looking for a pair that checks all the boxes for comfort, durability, and versatility, you’ll find plenty of options to explore in our Stretchable Shorts collection. These shorts are made for people who appreciate quality and want to get the most out of their summer adventures, year after year.