Family owned and operated in Vermont since 1990

2022 EXCLUSIVES

from Darn Tough & SKIDASHOP NOW

NEXGRIP

Traction on ice and snowSHOP NOW

BLUNDSTONE

Durable, comfortable classicsSHOP NOW

CARHARTT

We are better togetherSHOP NOW

TIMBERLAND PRO

Work boots for any jobSHOP NOW
FREE SHIPPING ON ORDERS OVER $49

KEEN UTILITY

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HOKA FOOTWEAR

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WELCOME TO

lennyshoe.com

New for 2022, we are excited to introduce an exclusive line of Sasquatch & Space-themed items from Skida and Darn Tough Vermont.

These special items are a collaboration between Lenny's and 2 of our favorite Vermont-based brands, and they are only available at Lenny's for a limited time!

Like previous years, part of the proceeds from the sales of our exclusive Darn Tough socks and exclusive Skida items will go towards charitable causes in our communities. $2 from each item will be donated the Vermont Foodbank and JCEO Plattsburgh Foodshelf.

SHOP EXCLUSIVES NOW

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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Charity Sock Sale Donation 2022 $13,500 worth of Socks and Support donated to local non-profits serving the most vulnerable members of our community.

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


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

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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