We all know it isn’t nice to play favorites — but nice or not, the truth is that most of us do have a pair (or two) of shoes or boots that get more than their fair share of love and attention.

Even here at Timberland — where we’re surrounded by footwear made to look good, feel good and perform. well — we’ve got our own personal can’t-resist picks:

Marketing associate Gillian has a soft spot for the Earthkeepers Deering Boat Ballerina because, ” It’s a trendy looking cross between a boat shoe and a ballerina, with a touch of casual ruggedness—perfect for any outfit, any day of the week.”

Earthkeepers Deering Boat Ballerina

Our senior retail marketing manager Rachel has found a perfect travel companion in the Timberland Boot Company Marge Wood Heel Sandal.  “For someone like me that travels a lot, this is the timberland pair I’m going to pack first this season. Handcrafted details, great heel height and a back strap so I can run to catch my next flight—it’s perfect!”

Boot Co. Marge Wood Heel Sandal

The members of the Royal Spanish Sailing Federation aren’t the only ones who covet our Formentor boat shoe.  Women’s product manager Andrea says, “When I race sailboats, I’m often on the foredeck—by far the most unstable and slippery part of the boat. That’s why I absolutely need to make sure my shoes are really made for performance sailing with the best traction imaginable.”

Formentor Fabric and Leather Oxford

And senior designer Penelope loves the versatility of the Earthkeepers Nevali Peep Toe: “Because it’s a peep toe, it works in warm and cooler temperatures —so it has a longer season in my wardrobe. It works with skirts, dresses and jeans.”

Earthkeepers Nevali Peep Toe

You can see which styles are topping the list for other Timberland women by checking out our staff picks botas timberland section.  To find a new favorite pair for yourself, shop our entire selection of women’s footwear now.