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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 gray nubuck leather hiking shoe with waterproof protection, supportive cushioning, and mud-shedding traction for trails.
(158)
$185 $185
SALE
$185 $185
SALE
Women's On Cloudrunner 3 Running Shoes
On Women's On Cloudrunner 3 Running Shoes
A blue running shoe with cushioned CloudTec® pods, Helion™ superfoam, breathable mesh, and durable rubber traction.
(0)
$150 $150
SALE
$150 $150
SALE
Women's Oboz Ousel B-Dry Hiking Shoes
Oboz Women's Oboz Ousel B-Dry Hiking Shoes
A gray leather-and-rubber hiking shoe with waterproof breathable protection, responsive cushioning, and high-traction support for trails.
(0)
$155 $155
SALE
$155 $155
SALE
Women's Keen Targhee IV Waterproof Hiking Shoes
Keen Women's Keen Targhee IV Waterproof Hiking Shoes
A gray waterproof hiking shoe with nubuck leather, breathable mesh, supportive cushioning, and grippy non-marking traction.
(0)
$170 $170
SALE
$170 $170
SALE
Women's HOKA Challenger 8 Trail Shoes, GORE-TEX
HOKA Women's HOKA Challenger 8 Trail Shoes, GORE-TEX
A gray trail shoe with recycled polyester mesh, waterproof GORE-TEX protection, and grippy 4mm lugs.
(0)
$165 $165
SALE
$165 $165
SALE
Women's On Cloudmonster 3 Running Shoes
On Women's On Cloudmonster 3 Running Shoes
A white rubber running shoe with triple-layer cushioning, responsive energy return, engineered mesh, and durable traction.
(0)
$190 $190
SALE
$190 $190
SALE
Women's HOKA Challenger 8 Trail Shoes
HOKA Women's HOKA Challenger 8 Trail Shoes
A blue road-to-trail running shoe with rRPET mesh, cushioned EVA midsole, and grippy 4mm lugs.
(0)
$150 $150
SALE
$150 $150
SALE
Women's On Cloudvista Trail Running Shoes
On Women's On Cloudvista Trail Running Shoes
A green trail shoe with sticky rubber traction, responsive cushioning, and a lightweight, breathable mesh upper.
(0)
$160 $160
SALE
$160 $160
SALE
Women's New Balance 990V6 Running Shoes
New Balance Women's New Balance 990V6 Running Shoes
A multicolor leather-and-mesh sneaker with ENCAP stability, cushioned Ortholite footbed, and durable rubber traction.
(0)
$199.95 $199.95
SALE
$199.95 $199.95
SALE
Women's Elevation Trail Shoes, Waterproof
L.L.Bean Women's Elevation Trail Shoes, Waterproof
A green waterproof mesh trail shoe with recycled breathable uppers, rock protection, cushioning, and reliable traction.
(0)
$130 $130
SALE
$130 $130
SALE
Women's HOKA Clifton 10 Running Shoes
HOKA Women's HOKA Clifton 10 Running Shoes
A white, breathable running shoe with lightweight cushioning, smooth rocker geometry, and durable rubber outsole.
(0)
$155 $123.95
SALE
$155 $123.95
SALE
Women's New Balance 327 Running Shoes
New Balance Women's New Balance 327 Running Shoes
A white running shoe with suede leather and nylon upper, EVA cushioning, and trail-inspired lug traction.
(0)
$99.99 $99.99
SALE
$99.99 $99.99
SALE
Women's HOKA Gaviota 6 Running Shoes
HOKA Women's HOKA Gaviota 6 Running Shoes
A blue rubber running shoe with exceptional cushioning, enhanced support, breathable mesh, and reflective details.
(0)
$175 $175
SALE
$175 $175
SALE
Adults' New Balance 530 Running Shoes
New Balance Adults' New Balance 530 Running Shoes
A gray running shoe with breathable mesh, synthetic overlays, and impact-absorbing ABZORB cushioning for everyday comfort.
(0)
$99.99 $99.99
SALE
$99.99 $99.99
SALE
Women's HOKA Transport 2 Shoes
HOKA Women's HOKA Transport 2 Shoes
A white polyester city-to-trail shoe featuring recycled materials, responsive cushioning, reflective details, and PFC-free water repellency.
(0)
$155 $155
SALE
$155 $155
SALE
Men's HOKA Challenger 8 Trail Shoes
HOKA Men's HOKA Challenger 8 Trail Shoes
A blue road-to-trail running shoe with cushioned EVA midsole, recycled mesh upper, and grippy 4mm lugs.
(0)
$150 $150
SALE
$150 $150
SALE
Women's HOKA Bondi 9 Running Shoes
HOKA Women's HOKA Bondi 9 Running Shoes
A black running shoe with an engineered mesh upper, EVA foam cushioning, and durable rubber traction.
(0)
$174.95 $174.95
SALE
$174.95 $174.95
SALE
Women's On Cloudvista 3 Trail Running Shoes
On Women's On Cloudvista 3 Trail Running Shoes
A lightweight white trail shoe with breathable construction, responsive rebound, soft cushioning, and sticky mixed-terrain traction.
(0)
$160 $160
SALE
$160 $160
SALE
Women's HOKA Clifton 11 Running Shoes
HOKA Women's HOKA Clifton 11 Running Shoes
A pink running shoe with breathable mesh, plush EVA cushioning and durable rubber traction.
(0)
$155 $155
SALE
$155 $155
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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