Family owned and operated in Vermont since 1990.

CARHARTT

Gear that works as hard as you do.SHOP NOW

HOKA ONE ONE

Comfort & Performance.SHOP NOW

DARN TOUGH VERMONT

Socks Guaranteed for Life. Seriously.Shop now

KUHL

Superior Style & PerformanceShop Now

WHO WE ARE

The Lenny's Story from 1990 to TodayABOUT US
FREE SHIPPING ON ORDERS OVER $49

YETI DRINKWARE

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TIMBERLAND PRO BOOTS

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WELCOME TO

lennyshoe.com

Do you hike Vermont? From your base to your summit, we can outfit you to Hike Vermont!

From hiking boots & hiking shoes to shirts, shorts, socks, jackets, rain gear, backpacks, water bottles, maps, bug spray & sun screen - we've got you covered. You'll find top brands like KEEN, Merrell, Darn Tough Vermont, Hydro Flask, and more.

Check out all the brands we carry to get started today!

BRANDS WE CARRY

Lenny's Blog

Follow along with news & updates from Lenny's , as well as
insights, tips and helpful advice to inspire outdoor adventures.
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Donation to the Green Mountain Club - "Hike Vermont" 2022 On June 6th, we presented a donation for $3,600 to the Green Mountain Club after our most recent Spring fundraiser - our Exclusive "Hike Vermont" Life is Good T-Shirts.

REAL TESTIMONIALS & REAL CUSTOMERS

Insightful reviews lead to informed decisions. Submit your own testimonial to web@lennyshoe.com for a chance to be featured here. SEE ALL CUSTOMER TESTIMONIALS

I ordered a new pair of Muck boots from Lenny’s after having a pair that were 10 years old. Got them on Friday and they are terrific, wore them outdoors all weekend working in our chicken coop and gardens. You had the best price of anyone for them!

- HOWARD

We love shopping at Lenny's and so appreciate their making a Humane Society of Chittenden County donation jar available. Local company, high quality goods, extensive inventory, friendly staff - just the kind of company we like doing business with!

- DENNIS

I have to give a shout out to Lenny's in Williston, VT. My sons seem to jump sizes pretty quickly so we frequent the store for sizing and always find good deals and great, knowledgeable staff. Buying local pays when you have a store like Lenny's.

- VTMAMATEURS


When our daughter and her family visit from the Toronto area, they never miss a chance to replenish boots, sweaters, outerwear, etc. at Lenny's. 

- Kate Flies

SALES & EVENTS AT LENNY'S

SEE CURRENT SALES & EVENTS

WELCOME TO LENNY'S SHOE & APPAREL

Whether you've been buying your outdoor gear from us since 1990 or this is the first time you've heard of us, we thank you for visiting our website today. At Lenny's Shoe & Apparel, our goal is to help you gear up for your next big adventure. We're much more than a Vermont shoe store - we're Vermont's favorite destination for work clothes, work boots, outdoor apparel, hiking boots, and footwear of all kinds! Plus, we carry a wide selection of practical & stylish clothing for the whole family.

We're proud to offer top brands like Carhartt, KEEN, Bogs, Dansko, Timberland Pro, Crocs, Chippewa Boots, Kuhl, and more - including local, Vermont-based businesses like Darn Tough Vermont socks. If you need footwear or clothing for your next adventure, whether you're on the job site or on the trails, make us your first stop for everything you'll need to stay comfortable, fashionable, and protected.

Here at Lenny's, we've been outfitting working folks & families since 1990 - and we fit you right!

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FIND US @LENNYSVT