Ask About Reilly Grey's Deal of the Day!

Please mention website promotions at time of purchase to receive your discount. Not valid on previous purchases.


From Head to Toe Sportswear opened

for business in Galena, Illinois in April 2000.

Our goal has always been to offer classic,

quality apparel, outerwear and accessories

for Galena, the Tri-State Area and our Visitors

that travel here every season.

We try to carry something for everyone….

Men, Women and Children…

and your family pets too.

Our Current Labels Include:

  • Woolrich
  • Columbia Sportswear
  • Smartwool Socks
  • Life is good
  • Hush Puppies Shoes
  • Sperry Topsiders Shoes
  • Sorel Slippers
  • Tilley Endurables Hats
  • Longitude Swimwear
  • Laurel Burch
  • Old Guys Rule
  • & More



Our Men’s

Department offers casual,

classic looks including henley’s,

button down shirts,

sweaters, khakis, belts,

socks and more.

Classic Apparel for Women too… Soft fabrics,

moisture wicking, cool cottons, knits too. Shirts,

sweaters, pants, skirts, hats, socks, totes, scarves

and many more accessories to choose from.


  • Apparel
  • Outerwear
  • Shoes
  • Swimwear
  • Hats
  • Gloves
  • Scarves
  • Soaps
  • Gifts
  • Accessories
  • & More

New Apparel & Accessories Arriving Daily!!!

Check out our new spring apparel including Swimwear for men, women & children. New colors of fleece jackets, vests & outerwear by Columbia, Woolrich and more. New apparel lines for men include Old Guys Rule, North River, as well as Woolrich, Columbia and Life is good. Women's apparel include Woolrich, Keren Hart, Columbia Sportswear, Life is good, and more.

Sales, Coupons & Our Mailing List!!

Stop in and check out our Clearance Corner Area!!!
As new product comes in, more items get added to our clearance
corner area!

Save 20% to 75% off our Summer & Winter Clearance!!!!

There is still a nice selection available in outerwear, apparel, shoes, sandals & boots for men and women. The clearance corner is located in the back of our store.

Ask about signing up to be on our Mailing List!!

We will be mailing out postcards periodically to our special customers offering private sales that will not be advertised or posted in the store
or on our website.
Sign up for our mailing list by e-mail to:

Please include:
First & Last Name
Address or PO Box
City, State, Zip
E-mail address