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Women's Road To Trail Running Shoes

Find women's road-to-trail running shoes for routes that take you from neighborhood roads to nearby trails. Browse the selection and compare each pair’s fit, sizing and recommended terrain to choose shoes that match your running routine.

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Women's Oboz Sawtooth X B-DRY Hikers, Low
Oboz Women's Oboz Sawtooth X B-DRY Hikers, Low
A rugged, waterproof trail shoe with reliable traction and a breathable nubuck leather upper in hazy gray.
(158)
$165 $165
SALE
$165 $165
SALE
Women's Elevation Trail Shoes, Waterproof
L.L.Bean Women's Elevation Trail Shoes, Waterproof
A lightweight green trail shoe with waterproof mesh, durable rubber outsole, and thermoregulating lining for comfort.
(0)
$130 $130
SALE
$130 $130
SALE
Women's HOKA Bondi 9 Running Shoes
HOKA Women's HOKA Bondi 9 Running Shoes
A ultra-cushioned running shoe with a recycled mesh upper and EVA foam midsole for unmatched comfort.
(0)
$174.95 $174.95
SALE
$174.95 $174.95
SALE
Women's Trail Model X Waterproof Hiking Shoes, Leather
L.L.Bean Women's Trail Model X Waterproof Hiking Shoes, Leather
A brown waterproof leather hiking shoe with enhanced traction, thermoregulating lining, and recycled polyester details.
(0)
$120 $120
SALE
$120 $120
SALE
Women's 1985 Mountain Classic Sneakers
L.L.Bean Women's 1985 Mountain Classic Sneakers
A tan suede and recycled nylon sneaker with exceptional cushioning, water resistance, and rugged VertiGrip rubber traction.
(0)
$110 $79.99
SALE
$110 $79.99
SALE
Women's HOKA Transport 2 Shoes
HOKA Women's HOKA Transport 2 Shoes
An ultra-comfortable white sneaker made from recycled polyester with water-repellent treatment and reflective detailing.
(0)
$150 $150
SALE
$150 $150
SALE
Women's HOKA Solimar 2 Running Shoes
HOKA Women's HOKA Solimar 2 Running Shoes
A lightweight white running shoe featuring a breathable mesh upper and ultra-plush heel for all-day comfort.
(0)
$125 $125
SALE
$125 $125
SALE
Women's New Balance 327 Running Shoes
New Balance Women's New Balance 327 Running Shoes
A retro-inspired white sneaker with a suede, mesh, and nylon upper for comfort and durability.
(0)
$99.99 $99.99
SALE
$99.99 $99.99
SALE
Women's On Cloudrunner 3 Running Shoes
On Women's On Cloudrunner 3 Running Shoes
A lightweight white running shoe with breathable mesh upper, Helion™ superfoam midsole, and rubber outsole.
(0)
$150 $150
SALE
$150 $150
SALE
Women's HOKA Challenger 8 Trail Shoes
HOKA Women's HOKA Challenger 8 Trail Shoes
A high-cushion blue trail running shoe with lightweight mesh upper and multi-directional lugs for traction.
(0)
$150 $150
SALE
$150 $150
SALE
Women's HOKA Challenger 8 Trail Shoes, GORE-TEX
HOKA Women's HOKA Challenger 8 Trail Shoes, GORE-TEX
A gray trail running shoe with GORE-TEX waterproofing, cushioned EVA midsole, and reflective safety details.
(0)
$165 $165
SALE
$165 $165
SALE

Women's Road To Trail Running Shoes

A run doesn’t always stay on one kind of path. It might begin along a familiar neighborhood road, turn toward a favorite trail and finish back where you started, with a friend beside you and a little more time spent outside. Women’s Road To Trail Running Shoes bring that mix of routes into focus, offering a place to explore footwear for running on roads and trails without treating them as separate pursuits. Whether you’re settling into a regular running routine or looking forward to taking a different turn on your usual loop, start with the routes you actually enjoy. Think about how much of your run takes place on the road, how much follows a trail and which setting matters most when choosing your next pair. Those everyday details are more useful than shopping for an outing you rarely take.

Choosing running shoes is personal, and a familiar size is only the beginning. As you browse, compare each pair’s sizing information and fit notes with what you already know about your preferences. Consider the room you like around your toes, how the shoe feels through the middle of your foot and whether your heel stays comfortably in place when you move. Try shoes with the socks you normally wear for running, and take time to assess both feet rather than judging the fit from a quick try-on of one shoe. If you’re replacing a well-loved pair, think about what you would keep and what you would change. A favorite color or an appealing shape can help narrow the selection, but neither should outweigh a fit that feels right to you. Read individual product descriptions for the details that distinguish one option from another.

For someone who enjoys road and trail running, a thoughtfully chosen pair can also make a welcome gift. The best starting point is knowing the recipient’s current size, preferred fit and the kinds of routes they return to week after week. Perhaps it’s a short neighborhood run before the household wakes up, or a weekend outing that follows the road to a nearby trail with friends. If you’re unsure of their preferences, choosing together keeps the gift personal while giving them a say in an important piece of their running routine. There’s real pleasure in finding a pair that suits someone’s plans—and in looking forward to the next run together.

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