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

Women's Vista Camp Shorts
Price was from: $69.95 now: $44.99

A lightweight, rugged pair of thyme-colored shorts with UPF 50+ protection and a comfortable elastic waistband.

Pros: Lightweight fabric High quality Quick-drying material True to size Comfortable fit
Women's Stretch Ripstop Pull-on Shorts
Price was from: $59.95 now: $39.99

A durable blue cotton blend short with stretch, elastic waistband, and adjustable inseam for comfort.

Pros: Attractive color Adjustable length Deep pockets Durable material Comfortable fit
Women's Vista Camp Bermuda Shorts

A lightweight, rugged Bermuda short with UPF 50+ protection, made from abrasion-resistant nylon and spandex.

Pros: High quality Versatile Comfortable Quick-drying Good fit
Men's L.L.Bean Multisport Shorts, 9"

A pair of classic black, 9" synthetic shorts with UPF 50+ and quick-dry, stretch comfort.

Pros: Great fit Quick-dry fabric Lightweight shorts Versatile Comfortable
Women's L.L.Bean Stretch UPF Shorts, 9"

A pair of black, mid-rise board shorts with UPF 50+ protection and a comfortable polyester-spandex blend.

Pros: Lightweight Versatile Comfortable Quick-drying Good fit
Women's Lakewashed Dock Shorts, Mid-Rise
Price was from: $49.95 now: $34.99

A pair of mid-rise, boulder-colored shorts in a soft, stretchy cotton blend with an elastic waist.

Pros: Well-made Durable True to size Versatile Comfortable
Men's Tropicwear Shorts, 9"

A pair of soft sand, 9" nylon shorts with sun protection and a comfortable, semi-elasticized waistband.

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

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

Pros: Great fit High-quality material Functional pockets Versatile style Exceptional comfort
Men's L.L.Bean Multisport Shorts, 7"
Price was from: $64.95 now: $44.99

A blue synthetic short featuring stretch comfort, quick-dry fabric, UPF 50+ sun protection, and secure pockets.
Women's Tropicwear Shorts, Mid-Rise

A pair of mid-rise, quick-drying shorts in soft sand, made from 96% nylon and 4% spandex.

Pros: Great fit Lightweight Good pockets High quality workmanship Comfortable
Women's Tropicwear Comfort Shorts
Price was from: $64.95 now: $44.99

A lightweight tan short made from recycled polyester blend, offering UPF 50+ sun protection and quick-drying comfort.

Pros: Good inseam length Easy on and off Soft fabric
Women's Access Trail Shorts
Price was from: $54.95 now: $34.99

A versatile pair of black shorts with UPF 50+ protection, made from quick-drying nylon and spandex.
Women's Lakewashed Dock Shorts, Mid-Rise Embroidery
Price was from: $54.95 now: $34.99

A lightweight blue short in soft organic cotton with stretch, embroidery, and a comfortable elastic waistband.
Men's Comfort Stretch® Chino Shorts, 8"
Price was from: $69.95 now: $44.99

A breathable green chino short with an 8" inseam, crafted from a cotton/CoolMax polyester blend.
Men's Everyday Poplin Shorts, Standard Fit, 8"
Price was from: $64.95 now: $44.99

A lightweight gray cotton-blend short with built-in stretch, featuring an 8" inseam and standard fit.
Women's Comfort Stretch Shorts, Chino Bermudas 9"

A pair of classic navy Bermuda shorts with a 9" inseam, made from a soft cotton-spandex blend.
Men's Access Trail Shorts, 9"
Price was from: $64.95 now: $44.99

A versatile green short with UPF 50+ protection, made from a quick-drying nylon-spandex blend.
Men's VentureStretch Chino Shorts, 7"
Price was from: $69.95 now: $44.99

A versatile pair of gray shorts with a nylon-spandex blend, offering UPF 50+ protection and durability.
Men's Explorer Ripstop Shorts, Fixed Waist, 8"
Price was from: $69.95 now: $44.99

A rugged tan short with a fixed waist, moisture-wicking fabric, and modern styling for versatile wear.
Men's Mountainside Ripstop Shorts, 8"

A lightweight blue short made from a durable cotton-nylon blend with UPF 50+ sun protection.
Men's Ripstop Hybrid Shorts, 7"
Price was from: $69.95 now: $34.99

A versatile pair of red shorts with UPF 50+ protection, perfect for swimming and everyday wear.
Women's Comfort Stretch Shorts, Cargo 7"
Price was from: $69.95 now: $44.99

A pair of tan cotton-blend cargo shorts with stretch, deep pockets, and a soft, broken-in feel.
Men's BeanFlex® Performance Canvas Shorts, 9"
Price was from: $74.95 now: $49.99

A rugged tan canvas short made from a TENCEL cotton blend with built-in stretch for comfort.
Men's Comfort Stretch Performance® Everywhere Chino Shorts, 8"

A pair of green chino shorts crafted from a soft, abrasion-resistant cotton-nylon blend with built-in stretch.

Stretch Summer Shorts

When the days grow longer and the warmth of the sun calls us outdoors, comfortable stretch shorts become an essential part of everyday life. Whether you’re setting out for a family picnic, chasing kids through the yard, or heading off for a casual walk by the water, the right pair of shorts makes all the difference. Stretch summer shorts are thoughtfully designed to move with you, blending lightweight fabrics and a touch of stretch so you can bend, sit, and explore in total comfort. Many styles feature elastic waistbands, easy pull-on designs, and practical pockets—details that simplify busy mornings and keep you ready for whatever the day brings. From relaxed afternoons spent gardening to spontaneous games of catch at the park, these shorts are made for all the ways you connect with loved ones and soak up the restorative power of being outside.

Choosing the best pair of stretch summer shorts comes down to how you like to spend your time outdoors. For those who enjoy active pursuits—like hiking local trails, setting up camp, or paddling on calm lakes—look for shorts with quick-dry performance, moisture-wicking properties, and a bit of rugged durability. If your days are more about unwinding on the porch, running errands, or strolling through farmers’ markets, you’ll appreciate the timeless comfort of soft cotton blends and classic fits. These shorts are a thoughtful gift for anyone who values time outside, from the friend who loves a morning jog to the family member who prefers a quiet afternoon in the hammock. They’re also a great addition to travel wardrobes, offering easy care and versatility for road trips, camping adventures, or long weekends at the cabin. As you build your summer rotation, consider inseam lengths and fit preferences—some favor a tailored, above-the-knee look for a polished feel, while others opt for a longer, relaxed cut for extra coverage and ease. And for those who enjoy a bit of everything, styles that transition seamlessly from trail to town keep you prepared for whatever the day brings.

No matter how you enjoy the warmer seasons, comfortable stretch shorts are made to help you get the most out of every moment. With practical features, durable construction, and nature-inspired colors, they’re designed to stand up to countless washes and seasons of wear. If you’re looking for more options designed for adventure, be sure to explore our Stretch Spring Hiking Shorts for styles that offer even more versatility for active days. Whether you’re gifting a pair to someone special or refreshing your own wardrobe, these shorts are a reliable choice for anyone who loves to spend time outdoors—making it easy to move, play, and experience the shared joy of summer.