Shopping Clothing

In a world of overnight delivery, isn’t it nice to touch, feel and try on? From hand knit Alpaca sweaters (where you can pet the Alpaca before you buy), to Keep Vermont Weird T-shirts, to basic necessities, come experience the tangible. How often do you find a wonderful men’s clothing store that has been serving customers since 1850, yet speaks fluently to the whims of today’s shoppers? That’s Bennington. Vermont Begins Here.


The Alpaca Shack At Shaftsbury Alpacas

12 State Line Road/Route 67, Border of VT/NY
North Bennington, Vermont

(802) 447-3392

Allergy to wool? Alpaca’s warm and durable- without the itch- knit apparel is for you!  Sweaters, mittens, scarfs, shawls, vests, baby and children’s ware, throws, socks, slippers and more.  Meet the sweet alpacas that produce the soft cozy yarn. Children welcome!

Hawkins House

262 North Street
Bennington, Vermont 05201

(802) 447-0488

An artsy selection of quality scarves, fancy socks, and children’s clothing. Plus, a meticulously curated designer consignment boutiques all rolled into one great store.

Bennington Sports & Graphics

451-53 Main Street
Bennington, Vermont 05201

(802) 447-0020

With over 30 years of experience this family owned clothing store is a Bennington staple. Specializing in screen printing and embroidery, you can design your own souvenirs to wear and take home.

Shaffe’s Men Shop

475 Main Street
Bennington, Vermont 05201

(802) 447-2521

Family Footwear

120 Northside Drive
Bennington, Vermont 05201

(802) 442-6042

A family-run business serving communities in Vermont, Massachusetts and New York for more than 25 years. Shoes for Men, Women and Children including today’s most popular brands such as Chippewa, Dansko, Frye, Darn Tough Socks, Merrell, Asics Sneakers and many more.

The Scarlet Creation

626 Main Street
Bennington, Vermont 05201

(802) 447-3794

A quilter’s haven!  Bolts and bolts of 100% cotton fabric, and every supply a quilter needs.  Experts offer advice and plus classes for the novice quilter and knitter. Quilts made to order and alterations.

W. Collective

322 Main Street
Bennington, VT 05201


W. Collective is a curated retail and cafe space that offers products that are ethically sourced and highlights women+ vendors and designers. Shop vintage clothing, accessories, home decor, plants and more while enjoying coffee and tea from our cafe.


Olympia Sports

95 Bennington Square
Bennington, Vermont 05201

(802) 447-2579

Sports apparel and shoes for men, women and children.

Super Shoes

121 Northside Drive
Bennington, Vermont 05201

(802) 447-1087

Women’s, men’s and Children’s shoes. Nursing scrubs.

Label Shopper

107 Bennington Square
Bennington, Vermont 05201

(802) 442-5340

Dion Snowshoes

940 Water Street
North Bennington, Vermont 05257

(802) 753-1174

Bob Dion, the company founder, is a competitive snowshoe racer who has won 2 gold and 2 silver medals at National Championships. He has turned his love for the sport into a company that designs, builds and uses these high-end, quality snow shoes. Retail sales by appointment.

Ocean State Job Lot

99 Bennington Square
Bennington, VT 05201


New store as of April 2021. Offering a variety of clothing and household essentials.

Looking for more shopping options: visit our necessities page.

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