Women's Size 8.5 Shoes

Women's size 8.5 shoes at L.L.Bean are designed to accompany you on every adventure, offering a perfect blend of quality and comfort. Whether you're exploring trails, taking a leisurely stroll, or simply enjoying time with family and friends, our collection provides lasting value and timeless style. Step confidently into any setting with shoes that are as versatile as your lifestyle, ensuring you feel ready for whatever the day brings. From outdoor escapades to everyday errands, our selection promises durability and ease of use, making it easy to find the right pair for any occasion.

Sort by:

Filter & Sort

476 Items

Women's Snow Sneaker 5 Boots, Pull-On

A pull-on winter boot with ColdShield insulation, waterproof suede upper, and VertiGrip rubber outsole for snowy conditions.

Pros: Easy to pull on Comfort Warmth Good grip Well made
Women's Keen Whisper Sandals

A quick-drying women's sandal with neoprene-lined straps, rubber sole, and antimicrobial EVA footbed for comfort.

Pros: Great fit Stylish design Excellent features Perfect for beach walking Highly durable
Women's Boothbay Slide Sandals

A sporty black slide sandal featuring a cushioned midsole, nylon webbing upper, and supportive footbed.

Pros: Attractive design Durable construction Versatile style Comfortable fit Supportive cushioning
Women's Eco Bay Oxfords, Nubuck Leather

A pair of classic sage nubuck leather sneakers with recycled materials and all-day comfort footbed.

Pros: Great fit High-quality material Versatile design Excellent support All-day comfort
Women's Eco Bay Leather Slip-Ons
Price was from: $99.95 now: $79.99

A pair of eco-friendly slip-ons with pebbled nubuck leather and a VertiGrip outsole for excellent traction.

Pros: Cute look Stylish Versatile Good sole support Chic
Women's Teva Omnium Sandals

A rugged sandal with built-in toe protection, quick-drying synthetic upper, and non-marking Spider Rubber outsole.

Pros: High quality Supportive Sturdy Closed toe and heel Comfortable
Women's HOKA Transport Shoes
Price was from: $150 now: $119.95

An eco-friendly athleisure shoe with a 100% recycled rPET upper and Vibram® N-Oil rubber outsole.

Pros: Attractive color Stylish design Comfortable fit
Women's Oboz Sawtooth X B-DRY Hikers, Mid

A waterproof brown hiker with nubuck leather upper, breathable lining, and rugged traction for wet, muddy trails.

Pros: Warm for cold conditions Snug ankle support Sturdy construction Comfortable fit
Women's New Balance 574V3 Walking Shoes

A versatile walking shoe in Natural Indigo with suede-and-mesh upper and ENCAP® midsole technology.
Women's Eco Bay Oxfords, Full-Grain Leather

A pair of white full-grain leather oxfords with recycled polyester laces and a VertiGrip outsole.
Women's Boundless Shoes
Price was from: $119 now: $58.99

A versatile athleisure shoe with supreme cushioning, breathable recycled knit upper, and durable rubber outsole.
Women's Comfort Walkers 2, Ventilated

A lightweight gray walking shoe with water-resistant suede, thermoregulating lining, and VertiGrip rubber outsole.
Women's HOKA Bondi 9 Running Shoes

A pair of ultra-cushioned white running shoes with recycled mesh upper and durable rubber outsole.
Women's Higgins Beach 4-Eye Slip-Ons, Print
Price was from: $79.95 now: $39.99

A lightweight, breathable canvas slip-on in deep olive camo with a Comfort Ride midsole and EVA outsole.
Women's Camden Hills Boots, Lace-Up
Price was from: $190 now: $151.99

A stylish dark barley lace-up boot with full-grain leather upper and durable VertiGrip rubber outsole.
Women's Bean Boots, Canvas Rubber Mocs
Price was from: $99 now: $83.99

A Maine-made, waterproof canvas moc with durable triple-needle stitching and a long-lasting rubber outsole.
Women's Higgins Beach 4-Eye Lace-Up Shoes, Canvas
Price was from: $79.95 now: $39.99

A lightweight tan canvas slip-on shoe with EVA outsole, siped traction, and all-day cushioned comfort.
Women's Access Hiking Boots, Waterproof

A waterproof hiking boot in deepwater blue with leather/rubber construction for all-day comfort and performance.
Women's New Balance 990V6 Running Shoes

A classic grey sneaker with breathable mesh, pigskin-leather upper, and durable rubber outsole for all-day comfort.
Adults' Blundstone 500 Chelsea Boots

A pair of premium leather pull-on boots with shock-absorbing construction and cushioned comfort in brown.
Women's Camden Hills Alpine Boots

A rugged yet stylish black boot with a full-grain leather upper and cozy wool lining.
Women's Trail Model X Ventilated Hiking Shoes

A purple suede hiking shoe with water-resistant features and enhanced traction for wet surfaces.
Women's Oboz Ousel B-Dry Hiking Boots

A waterproof leather hiking boot with recycled polyester laces, high-traction rubber outsole, and supportive EVA midsole.
Women's 1985 Mountain Classic Sneakers

A tan suede and nylon sneaker with exceptional cushioning, water resistance, and rugged VertiGrip rubber traction.

Women's Size 8.5 Shoes

Finding the right pair of women’s size 8.5 shoes can make all the difference in your day, whether you’re heading out for a morning walk, spending an afternoon with friends, or exploring a new trail on the weekend. Shoes in this size offer a comfortable fit for many, and with so many styles to choose from, it’s easy to find just the right pair for every activity and setting. Consider the season—June brings long, sun-filled days, and you might be looking for breathable sneakers for your daily strolls, sandals that keep your feet cool during picnics in the park, or slip-ons that make getting out the door for summer errands a breeze. For those who spend time outdoors, durable soles and supportive footbeds become especially important, ensuring you can enjoy every step, whether it’s along a sandy shoreline or through your neighborhood. And when the weather shifts or you’re looking for something versatile, a classic pair of loafers or lace-ups can transition easily from a casual get-together to a family dinner.

Shoes in size 8.5 are a thoughtful gift for anyone whose feet fall into this popular size range—think of sisters heading off to college, friends celebrating a birthday, or even a treat for yourself after a season of hard work. Quality footwear is more than just a wardrobe staple; it’s a way to encourage loved ones to get outside, embrace new adventures, and feel confident in their stride. When choosing the right pair, it helps to think about daily routines and favorite pastimes. For someone who spends weekends at the farmers’ market or enjoys evening walks with the dog, comfort and easy-to-clean materials are key. If you’re shopping for someone who loves spontaneous road trips or afternoons in the backyard, look for shoes that are easy to slip on and off, with timeless styles that pair well with everything from shorts to sundresses. The right size ensures lasting comfort, and a well-made shoe can be counted on season after season, making it a smart addition to any closet.

With so many options available, it’s helpful to remember that sizing can sometimes vary between brands or styles. If you find that size 8.5 feels just a bit too snug or roomy, you might want to browse our selection of Women's Size 9.5 Shoes for more choices. No matter your plans—whether you’re heading out for a summer hike, meeting friends at a backyard barbecue, or simply enjoying a quiet afternoon on the porch—a dependable pair of shoes in the right size is the foundation for making the most of every moment. With attention to quality, comfort, and timeless style, you can step confidently into whatever the season brings.