Travel shoes are my nemesis. For some reason the comfy vs. cuteness balance is always askew. Still, prior to every trip I spend countless hours trying to bridge the gap between these two things. Sometimes successfully.

With a Spring London and Barcelona trip quickly approaching, the hunt began for pretty, yet practical footwear. And this trip, it's all about the boots.

Just want to know which boot I chose? Scroll to the bottom of the post.

1. Aetrex Essence Heather 
Aetrex Women's Heather Tall Boots softly wrap your legs with cozy sweater knit and supple Italian leather or suede. The luxuriously soft, waterproof upper is accented with a matching sweater knit stretch panel at the back, which gently conforms to your calf. The removable Mozaic® Pressure Relief insole, made of cushiony memory foam and polyurethane, lets you simply peel away areas to relieve pressure for customized comfort. The rounded toe box allows toes to spread out naturally, while a low heel adds a slight lift without compromising stability. Durable rubber outsole for slip-resistant traction.  (Buy the Aetrex Boot)

2. Ugg Annisa
 Intricate, contrast-leather weaving along lateral side gives simplistic style to a rustic-inspired, burnished-leather or suede silhouette. 1" stacked-wood heel with UGG® sun logo, branded upper logo, and ultra-soft, sheepskin-covered insole speak to signature UGG® tradition. (Buy the Ugg Annisa)

3. Timberland Shoreham
The Timberland Earthkeepers Shoreham fold-down boot offers two outdoor-inspired styles in one eco-conscious tall boot. The rugged suede uppers are complemented by a teddy fleece lining that's visible when you fold down the top – which looks great with shorter skirts, skinny jeans and leggings. But, rustic yet contemporary style isn't all that is has going for it – recycled linings and leather from a tannery rated Silver for its improved energy, water and waste management practices make our Shoreham collection kinder to the environment, too. (Buy the Timberland Shoreham)

4. Teva Jade Cove
The Jade Cove High boot fuses fashion-forward design with outdoor sensibility, giving you the traction of Spider365 Rubber and water resistant suede for rainy days. A versatile tread design allows for spontaneity. T.I.D.E. COMFORT Our Mush® Infused Insole brings the absurd comfort of our flip flops into a boot. A zipper on the side lets you get in and out quickly. EVA foam in the midsole gives you super light cushioning. (Buy Teva Jade Cove)

5. Sofft Barbourne
Be cute and stylish whatever the weather in the Barbourne boot. It has a suede leather upper with shearling cuff. It is a lace-up boot with a side zipper closure and leather lining. (Buy the Sofft Barbourne)

6. Privo Draper
Who says your go-to boot has to be anything but stylish? Zip into this ankle boot and you'll feel polished and relaxed all day long. The supple leather upper encases the foot and ankle comfortably, while a zipper down the front of the foot adds a stylish and practical detail. The molded rubber sole and small wedge give you a supportive, cushioned lift that's flattering and comfortable. Meet your new go-to shoe. (Buy the Privo Draper)

 

7. Me Too Dylan
Me Too plays it close to their chest with the magnificently understated Dylan boot. A sleek leather upper, tastefully muted details and a clean, low silhouette make this a leggy stunner with plenty of all-day appeal. (Buy the Me Too Dylan)

8. Kenneth Cole Skinny Love
Kenneth Cole Reaction gives you the Skinny on classic equestrian style with this stylish knee-high find. The sleek upper has pitch-perfect simplicity with a single buckle at the ankle for polish and detail. A full-length zip makes for no hassle dressing while the lug sole delivers sure-footed confidence. (Buy the Kenneth Cole Skinny Love)

9. Indigo Olive Mary Boot
Your bodacious style leads the fashion pack with the Indigo by Clarks Olive Mary combat boots. This rugged yet stylish boot features a burnished leather upper combined with an adjustable lace-up front with a side zipper for easy on/off accessibility. Constructed of rich oily leather with perfed details, it features vintage-style antique brass hooks, simple flat heel and an OrthoLite footbed for comfort. Synthetic linings buffer the foot and enhance comfort while the rubber outsole provides traction and supportability. (Buy the Idigo Olive Mary Boot)

10. Indigo Leslie Sharon
Your confidence and comfort will boost when you put on the Indigo Leslie Sharon Tall Boot with the Ortholite footbed! This tall leather boot is cuffed for a versatile style and micro-suede lining that gently embraces your leg and foot for a high-class comfort to compliment high-class comfort. The lightweight Ortholite footbed absorbs shock while providing superior cushioning each step, while the rubber outsole keeps you walking gracefully with amazing traction and long-lasting durability. (Buy the Indigo Leslie Sharon)

11. Clarks Orinocco Jump Boot
Vintage-style lace-up. This vintage inspired boot is fashionable with skinny jeans or a skirt. The lace-up front allows for an adjustable fit, coupled with the ease of a side zipper and stretch gores. The fabric linings buffer the foot for all around comfort while the rubber sole provides traction and durability and the OrthoLite footbed provides additional cushion. (Buy the Clarks Orinocco Jump Boot)
 

12. Gentle Souls Ridgual
Gentle Souls dares to dream with stunning success in the Ridgual bootie. The buttery smooth suede upper is sweetly simple with clean lines. In addition the stylish zipper makes dressing a no-struggle affair. The covered wedge finishes things off with gorgeous lift. This is a must. (Buy the Gentle Souls Ridgual)

13. Clarks County Fest
Sleek, chic and beautifully simple, Clarks's County Fest boot proves less is more in understated style that speaks volumes. A side zipper offers easy dressing to the unadorned leather upper, while a smart heel keeps this look from falling too flat. The leather sole grants elegance in every step, so you're perfectly polished from every angle in County Fest. (Buy the Clarks County Fest)

14. Born Massi
Crafted from a supple, flexible and lightweight materials, this boot is ideal for spring, winter or fall. Features include DRYZ® moisture managing footbed, a rubber outsole, a plastic shank, and opanka hand-sewn construction. (Buy the Born Massi)

15. Ara Yamin Boot
Mother Nature doesn’t stand a chance with this fantastic knee high from ama. The Yamin boot shines in what you don’t see behind the simple styling. A GORE-TEX upper protects from the elements and provides flexibility and movement when you need it. A cushioned insole provides support, while the grippy rubber outer provides traction in any weather. Best of all, this is one boot that goes with almost any wardrobe, giving you options when the weather turns sour. (Buy the Ara Yamin Boot)

16. Ahnu Grove
The Ahnu Women's Grove Boots mix high style and total comfort into one pair of tall boots. Wear these around town when the snow is falling and the ice turns everything into a potential death trap, but you aren't willing to give up on looking good. Ahnu engineers vibrant products that meet the active lifestyle needs of those who prefer trails over treadmills by pioneering Numentum™ Technology; a neutral positioning system engineered to encourage your foot's natural biomechanics. (Buy the Ahnu Grove)

Do you wear boots while traveling? Which boot would you choose?

…and the winner for me is…#10 Indigo by Clarks Leslie Sharon.

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