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Top steep and cheap Deals & Price Drops for May 2026

Explore verified steep and cheap discounts and price drops updated in the last 30 days.

Columbia Women's All Seasons Dress in Alpenglow - Size: Medium

Columbia Women's All Seasons Dress in Alpenglow - ...

The Columbia Women's All Seasons Dress in Alpenglow, size Medium, is your go to piece for days that start with coffee and end with a summit. At Steep and Cheap, we know adventure doesn’t follow a schedule, and this dress is built to keep up with every twist and turn. Omni-Shade UPF 50 technology provides serious sun protection, blocking harmful UVA and UVB rays so you can stay out longer without worry. The Omni-Shield finish repels liquids and stains, meaning a splash of trail mix or a spilled drink won’t ruin your look or your day. Comfort stretch fabric moves with you, whether you are scrambling up a rocky path or strolling through town. The adjustable drawcord hem lets you change the silhouette on the fly, adding versatility for hiking or heading to dinner. Hand pockets keep your phone and keys secure, so you are always ready for the next spontaneous detour. Designed without PFAS, this dress combines responsible materials with practical performance. Lightweight and breathable, it transitions effortlessly from warm weather hikes to casual outings. Experience the freedom of a dress that works as hard as you do, with the durability and style you expect from Columbia. Find your size at Steep and Cheap and make every day an adventure.
$60.00
$39.0035% OFF
Tentree Women's Cottonwood Dress in Indigo Tide - Size: Large

Tentree Women's Cottonwood Dress in Indigo Tide - ...

What Our Gearhead® Experts Are Saying: "This dress is surprisingly versatile. The EcoTech fabric stretches and breathes really well, so it’s comfortable for walking, traveling, or just hanging out. The fit-and-flare shape feels flattering without being restrictive, and it’s one I reach for all summer." We reach for the Cottonwood Dress when summer plans start to stack up. Built by Tentree with breathable EcoTech Jersey, this dress feels soft and flexible enough for backyard gatherings, park picnics, and the spontaneous walks that tend to happen in between. The fit-and-flare silhouette and faux wrap bodice create easy movement and a flattering drape, while moisture-wicking performance keeps things comfortable when the day heats up. With gathered waist details and a soft, stretchy feel, this dress transitions effortlessly from relaxed outings to active afternoons outside.
$68.00
$44.2035% OFF
Toad&Co Women's Rosalinda Dress in Gold Ditsy Print - Size: Small

Toad&Co Women's Rosalinda Dress in Gold Ditsy Prin...

Need a dress to wear to work? Rosalinda. Need a dress for your date night to the outdoor concert? Rosalinda. Need a dress to wear to the Farmer's Market? Rosalinda. Toad&Co designed to Rosalinda Dress for everyday occasions—with modest sleeves, a V-neck, and moderate length, this dress is just as comfortable at work as it is on a first date. Stretchy Tencel and cotton blend material gives you soft comfort and flexible adaptability for dancing, reading on the hammock, or working at your desk.
$88.00
$26.4070% OFF
Wondery Women's Flora Hiking Dress in Berry - Size: Small

Wondery Women's Flora Hiking Dress in Berry - Size...

What Our Gearhead® Experts Are Saying:"This dress is my go-to for warm-weather hikes and casual outings. The fabric is lightweight, moisture-wicking, and supportive, making it perfect for all-day wear. I love the sleek fit and side slit for extra mobility, plus it layers easily over a sports bra and shorts. Whether on the trail or in town, it’s effortlessly stylish and functional."Bringing together performance and style, the Flora Hiking Dress is designed for trailblazers who refuse to compromise on comfort. The moisture-wicking, compressive fabric keeps us cool and supported, whether we’re hitting a rugged trail or strolling through town. The sleek silhouette offers a flattering fit with just the right amount of stretch for unrestricted movement. Thoughtful details—like a side slit for enhanced mobility and a built-in shelf bra for light support—make this dress a versatile staple for warm-weather adventures. From morning hikes to post-trail coffee stops, the Flora Hiking Dress transitions seamlessly, making it a must-have for any outdoor wardrobe.
$117.95
$47.1860% OFF
Carve Designs Women's Nellie Linen Dress in Palm Embroidered - Size: XS

Carve Designs Women's Nellie Linen Dress in Palm E...

The soft material of the Nellie Linen Dress provides breezy vibes when the summer heat is in full swing. We love the flowy, tiered design and how versatile it is, going from farmer's market to the office and back again.
$103.95
$41.5860% OFF
Helly Hansen Women's Lifa Active Solen Dress in Azurite - Size: XL

Helly Hansen Women's Lifa Active Solen Dress in Az...

Have limitless sunny adventures in our Solen summer dress, with 50+ UPF protection and lightweight, wicking LIFA Active fabric.
$65.00
$26.0060% OFF
Toad&Co Women's Sunkissed Tiered Sleeveless Dress in Black - Size: Medium

Toad&Co Women's Sunkissed Tiered Sleeveless Dress ...

What Our Gearhead® Experts Are Saying: "I love how the Sunkissed Tiered Sleeveless Dress is both functional and stylish. The lightweight, quick-drying fabric is perfect for hot days, and the added stretch makes it super comfortable. The adjustable straps and tie waist let me customize the fit, and I’m always a fan of hidden zip pockets for keeping small essentials secure. Whether I’m traveling, heading to the beach, or just out for the day, this dress is a perfect go-to for effortless style."Breezy, flattering, and endlessly versatile, the Sunkissed Tiered Sleeveless Dress is made for sun-drenched adventures. Crafted from Toad&Co’s lightweight Kohilo fabric—a blend of recycled polyester and elastane—this dress offers a perfect drape with just the right amount of stretch. It’s quick-drying, water-friendly, and built with UPF 50+ protection, making it an ideal companion for everything from beach days to city strolls. Designed with a flowy tiered silhouette, this dress moves effortlessly with us, while the adjustable straps and encased elastic waistband with a drawcord let us dial in the perfect fit. On-seam pockets provide everyday convenience, and a hidden zip pocket keeps small essentials secure. Whether we’re packing for a trip or reaching for an easy, polished look on a warm day, this dress is a must-have for effortless comfort and style.
$125.00
$56.2555% OFF
Toad&Co Women's Sunkissed Tiered Sleeveless Dress in Black - Size: Small

Toad&Co Women's Sunkissed Tiered Sleeveless Dress ...

What Our Gearhead® Experts Are Saying: "I love how the Sunkissed Tiered Sleeveless Dress is both functional and stylish. The lightweight, quick-drying fabric is perfect for hot days, and the added stretch makes it super comfortable. The adjustable straps and tie waist let me customize the fit, and I’m always a fan of hidden zip pockets for keeping small essentials secure. Whether I’m traveling, heading to the beach, or just out for the day, this dress is a perfect go-to for effortless style."Breezy, flattering, and endlessly versatile, the Sunkissed Tiered Sleeveless Dress is made for sun-drenched adventures. Crafted from Toad&Co’s lightweight Kohilo fabric—a blend of recycled polyester and elastane—this dress offers a perfect drape with just the right amount of stretch. It’s quick-drying, water-friendly, and built with UPF 50+ protection, making it an ideal companion for everything from beach days to city strolls. Designed with a flowy tiered silhouette, this dress moves effortlessly with us, while the adjustable straps and encased elastic waistband with a drawcord let us dial in the perfect fit. On-seam pockets provide everyday convenience, and a hidden zip pocket keeps small essentials secure. Whether we’re packing for a trip or reaching for an easy, polished look on a warm day, this dress is a must-have for effortless comfort and style.
$125.00
$56.2555% OFF
Mountain Hardwear Women's Mountain Stretch Dress in Black - Size: Medium

Mountain Hardwear Women's Mountain Stretch Dress i...

What Our Gearhead® Experts Are Saying:"This dress is a game-changer for active days. The built-in liner with a phone pocket keeps me covered and secure, while the moisture-wicking fabric keeps me cool on hot hikes. I love the racerback design for full mobility, and the UPF 50 sun protection gives me extra peace of mind. Whether I’m on the trail or grabbing post-adventure coffee, this dress does it all."When the adventure calls, we want an outfit that’s as versatile as we are. The Mountain Stretch Dress is our go-to for warm days on the trail, in town, or wherever we roam. With its lightweight, moisture-wicking fabric and built-in interior shorts, it keeps us comfortable and confident no matter how active the day gets. Designed for movement, the racerback cut enhances mobility, while the high neckline adds extra coverage. UPF 50 sun protection shields us from harsh rays, and an integrated cellphone pocket ensures our essentials stay secure. Whether we're hiking, traveling, or just soaking up the sun, this dress is ready for it all.
$84.99
$42.5050% OFF
Royal Robbins Women's Royal Adventure Dress in Rosefinch - Size: Medium

Royal Robbins Women's Royal Adventure Dress in Ros...

What Our Gearhead® Experts Are Saying:"This is one of those pieces I pack for every warm-weather trip. The recycled poly and TENCEL™ blend feels soft and drapey but still performs—wicking moisture and drying quickly on hot days. The stretch makes it comfortable for walking or travel, and the on-seam pockets are actually useful. It’s easy to dress up or down depending on the day."From sun-soaked trails to spontaneous town stops, we slip into the Royal Adventure Dress when the plan is simple: stay comfortable and keep moving. Royal Robbins crafts this do-everything essential from a soft, drapey blend of recycled polyester and TENCEL™ lyocell, delivering breathable performance that thrives in warm conditions. The lightweight stretch knit wicks moisture and moves with us through long days outdoors, while the high front neckline and cross-back racerback design offer bra-friendly comfort and flattering structure. A fit-and-flare silhouette creates easy movement, and two on-seam pockets add practical storage without disrupting the clean lines. Built for travel, trail walks, and everything in between, this is the dress we reach for when versatility matters most.
$79.95
$43.9745% OFF
Free People Women's Primavera Eyelet Midi Dress in White - Size: XS

Free People Women's Primavera Eyelet Midi Dress in...

What Our Gearhead® Experts Are Saying: "The Primavera Eyelet Midi Dress is my go-to for those easy, chic summer days. The intricate cut-out details add a touch of elegance, while the breathable cotton fabric keeps me cool and comfortable. I love the tie-up back and button closure, which give it a custom fit and a bit of playful charm. It’s perfect for everything from brunch dates to beach strolls." We’re embracing effortless charm with the Primavera Eyelet Midi Dress by Free People. Crafted from 100% breathable cotton, this dress combines intricate cut-out details with a flattering midi-length silhouette that keeps us cool and stylish. The squared neckline and wide straps create a timeless shape, while the tie-up closures and buttoned back add a touch of playful sophistication. Whether we’re layering it with a light jacket for evening outings or letting it shine solo on sunny afternoons, the Primavera Eyelet Midi Dress transitions effortlessly from casual to elegant. Its delicate eyelet design adds a romantic, vintage-inspired feel, making it our go-to for warm-weather adventures and beyond.
$168.00
$100.8040% OFF
Royal Robbins Women's Spotless Evolution Tank Dress in Asphalt Fern Print - Size: 2

Royal Robbins Women's Spotless Evolution Tank Dres...

What Our Gearhead® Experts Are Saying:"This is my go-to for active summer days. The four-way stretch fabric moves easily whether I’m hiking or exploring town, and it dries fast after sweat or water. The built-in shelf bra adds support without extra layers, and I love the pocket setup—especially the hidden mesh phone pocket. Plus, HeiQ Stain Away really helps spills wash out."From paddle sessions to sun-drenched trail walks, we trust the Spotless Evolution Tank Dress to keep up with every plan. Royal Robbins designs this adventure-ready favorite with a performance-driven recycled blend that’s lightweight, breathable, and built to move. The durable four-way stretch fabric wicks moisture, dries quickly, and resists wrinkles for effortless travel days. HeiQ Stain Away technology—made without PFCs—helps spills and dirt wash out easily, so we stay looking fresh through repeat wear. A fitted empire waist, cross-back design, and built-in shelf bra provide supportive comfort, while the A-line skirt falls just above the knee for unrestricted movement. With multiple pockets, including an invisible zip pocket and hidden mesh phone sleeve, this is the dress we reach for when water, sun, and sweat are all part of the plan.
$109.95
$65.9740% OFF
Free People Women's Primavera Eyelet Midi Dress in White - Size: XL

Free People Women's Primavera Eyelet Midi Dress in...

What Our Gearhead® Experts Are Saying: "The Primavera Eyelet Midi Dress is my go-to for those easy, chic summer days. The intricate cut-out details add a touch of elegance, while the breathable cotton fabric keeps me cool and comfortable. I love the tie-up back and button closure, which give it a custom fit and a bit of playful charm. It’s perfect for everything from brunch dates to beach strolls." We’re embracing effortless charm with the Primavera Eyelet Midi Dress by Free People. Crafted from 100% breathable cotton, this dress combines intricate cut-out details with a flattering midi-length silhouette that keeps us cool and stylish. The squared neckline and wide straps create a timeless shape, while the tie-up closures and buttoned back add a touch of playful sophistication. Whether we’re layering it with a light jacket for evening outings or letting it shine solo on sunny afternoons, the Primavera Eyelet Midi Dress transitions effortlessly from casual to elegant. Its delicate eyelet design adds a romantic, vintage-inspired feel, making it our go-to for warm-weather adventures and beyond.
$168.00
$100.8040% OFF
Royal Robbins Women's Royal Adventure Dress in Deep Blue - Size: Medium

Royal Robbins Women's Royal Adventure Dress in Dee...

What Our Gearhead® Experts Are Saying:"This is one of those pieces I pack for every warm-weather trip. The recycled poly and TENCEL™ blend feels soft and drapey but still performs—wicking moisture and drying quickly on hot days. The stretch makes it comfortable for walking or travel, and the on-seam pockets are actually useful. It’s easy to dress up or down depending on the day."From sun-soaked trails to spontaneous town stops, we slip into the Royal Adventure Dress when the plan is simple: stay comfortable and keep moving. Royal Robbins crafts this do-everything essential from a soft, drapey blend of recycled polyester and TENCEL™ lyocell, delivering breathable performance that thrives in warm conditions. The lightweight stretch knit wicks moisture and moves with us through long days outdoors, while the high front neckline and cross-back racerback design offer bra-friendly comfort and flattering structure. A fit-and-flare silhouette creates easy movement, and two on-seam pockets add practical storage without disrupting the clean lines. Built for travel, trail walks, and everything in between, this is the dress we reach for when versatility matters most.
$79.95
$47.9740% OFF
The North Face Women's Dune Sky Dress in TNF Black - Size: XS

The North Face Women's Dune Sky Dress in TNF Black...

What Our Gearhead® Experts Are Saying: "This dress is my new go-to for active days when I still want to feel put together. The FlashDry™ fabric keeps me cool and dry on warm hikes, and the built-in shelf bra adds light support. I love the soft, stretchy feel—it’s perfect for everything from casual outings to post-adventure relaxation." The Dune Sky Dress is where comfort meets performance. Designed with an ultra-soft stretch knit and FlashDry™ moisture-wicking technology, this versatile piece keeps us cool and dry whether we're logging miles on the trail, exploring a new city, or enjoying a laid-back weekend. The built-in shelf bra offers light support for added convenience, while the racerback design provides freedom of movement. Hidden thigh pockets stash small essentials, and the sleek silhouette transitions effortlessly from active pursuits to casual outings. Wherever the day takes us, the Dune Sky Dress is ready.
$100.00
$60.0040% OFF
Tentree Women's Cottonwood Dress in Meteorite Black - Size: Large

Tentree Women's Cottonwood Dress in Meteorite Blac...

What Our Gearhead® Experts Are Saying: "This dress is surprisingly versatile. The EcoTech fabric stretches and breathes really well, so it’s comfortable for walking, traveling, or just hanging out. The fit-and-flare shape feels flattering without being restrictive, and it’s one I reach for all summer." We reach for the Cottonwood Dress when summer plans start to stack up. Built by Tentree with breathable EcoTech Jersey, this dress feels soft and flexible enough for backyard gatherings, park picnics, and the spontaneous walks that tend to happen in between. The fit-and-flare silhouette and faux wrap bodice create easy movement and a flattering drape, while moisture-wicking performance keeps things comfortable when the day heats up. With gathered waist details and a soft, stretchy feel, this dress transitions effortlessly from relaxed outings to active afternoons outside.
$68.00
$44.2035% OFF
Columbia Women's Freezer III Dress in Lavender Pearl Ambrosial - Size: Small

Columbia Women's Freezer III Dress in Lavender Pea...

The Columbia Freezer III Dress keeps us comfortable while we hit the town. The polyester blend fabric is perfect to wear on lazy summer afternoons, and the Omni-Shade UPF 50 rating gives a layer of protection in case we decide to stop by an open-air market for lunch. The Omni-Freeze treatment not only feels cooler to the touch than most fabrics, but it helps us stay cool in hot weather, too.
$55.00
$35.7535% OFF
Tentree Women's Cottonwood Dress in Indigo Tide - Size: Medium

Tentree Women's Cottonwood Dress in Indigo Tide - ...

What Our Gearhead® Experts Are Saying: "This dress is surprisingly versatile. The EcoTech fabric stretches and breathes really well, so it’s comfortable for walking, traveling, or just hanging out. The fit-and-flare shape feels flattering without being restrictive, and it’s one I reach for all summer." We reach for the Cottonwood Dress when summer plans start to stack up. Built by Tentree with breathable EcoTech Jersey, this dress feels soft and flexible enough for backyard gatherings, park picnics, and the spontaneous walks that tend to happen in between. The fit-and-flare silhouette and faux wrap bodice create easy movement and a flattering drape, while moisture-wicking performance keeps things comfortable when the day heats up. With gathered waist details and a soft, stretchy feel, this dress transitions effortlessly from relaxed outings to active afternoons outside.
$68.00
$44.2035% OFF
Columbia Women's Tidal Dress in Lemon Wash - Size: XL

Columbia Women's Tidal Dress in Lemon Wash - Size:...

What Our Gearhead® Experts Are Saying:"I like this for hot days by the water when I want coverage without sacrificing performance. The Omni-Wick™ fabric dries quickly after splashes, and the UPF 50 protection is key during long hours in direct sun. The built-in shorts are a big plus—they stay put and the phone pocket is super handy. It’s easy, functional, and perfect for fishing or coastal travel."From casting lines at sunrise to strolling the marina at sunset, we slip into the Tidal Dress from Columbia for effortless performance and shore-side style. Designed for active days on and off the water, this dress keeps us cool, comfortable, and protected when the sun is high and the heat is on. Crafted from lightweight 100% polyester, it features Omni-Shade™ Broad Spectrum UPF 50 to guard against harsh UVA and UVB rays. Omni-Wick™ technology pulls moisture away from the skin for fast-drying comfort, while a quick-drying treatment helps shed splashes and sweat. Built-in interior shorts provide confident coverage and include a convenient drop-in phone pocket, while hand pockets secure small essentials. It’s a versatile fishing-ready dress that moves seamlessly from boat deck to boardwalk.
$60.00
$39.0035% OFF
prAna Women's Heavana Racerback Midi Dress in Black Heather - Size: Medium

prAna Women's Heavana Racerback Midi Dress in Blac...

What Our Gearhead® Experts Are Saying:"This dress is my go-to for effortless comfort and style. The Heavana fabric is super soft with just the right amount of stretch, making it perfect for travel, casual outings, or even light activity. I love the built-in shelf bra with removable cups—it offers gentle support without feeling restrictive. Plus, the moisture-wicking and UPF 50+ properties keep me cool and protected on sunny days. Whether I’m running errands or heading to brunch, this dress always feels like the perfect choice."Soft, stylish, and made to move—the Heavana Racerback Midi Dress is our new favorite for everything from travel days to post-workout lounging. prAna crafted this dress with its signature Heavana™ fabric, a buttery-soft, heathered blend with plenty of stretch to keep us comfortable wherever we go. Whether we're flowing through a yoga session or strolling through a new city, this dress moves with us effortlessly. Designed for both function and style, the scoop neck and sporty racerback give it an active, flattering look, while the built-in shelf bra with removable cups provides just the right amount of support. The moisture-wicking fabric keeps us cool on warm days, and UPF 50+ sun protection offers extra coverage when we're outside. From casual brunches to long travel days, the Heavana Racerback Midi Dress is our go-to for laid-back, all-day comfort.
$107.95
$75.5630% OFF
prAna Women's Heavana Racerback Midi Dress in Black Heather - Size: XS

prAna Women's Heavana Racerback Midi Dress in Blac...

What Our Gearhead® Experts Are Saying:"This dress is my go-to for effortless comfort and style. The Heavana fabric is super soft with just the right amount of stretch, making it perfect for travel, casual outings, or even light activity. I love the built-in shelf bra with removable cups—it offers gentle support without feeling restrictive. Plus, the moisture-wicking and UPF 50+ properties keep me cool and protected on sunny days. Whether I’m running errands or heading to brunch, this dress always feels like the perfect choice."Soft, stylish, and made to move—the Heavana Racerback Midi Dress is our new favorite for everything from travel days to post-workout lounging. prAna crafted this dress with its signature Heavana™ fabric, a buttery-soft, heathered blend with plenty of stretch to keep us comfortable wherever we go. Whether we're flowing through a yoga session or strolling through a new city, this dress moves with us effortlessly. Designed for both function and style, the scoop neck and sporty racerback give it an active, flattering look, while the built-in shelf bra with removable cups provides just the right amount of support. The moisture-wicking fabric keeps us cool on warm days, and UPF 50+ sun protection offers extra coverage when we're outside. From casual brunches to long travel days, the Heavana Racerback Midi Dress is our go-to for laid-back, all-day comfort.
$107.95
$75.5630% OFF

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