Comfortable, Stylish boots/shoes with leggings?

Who cares? Do you or your wife really think that anyone in Belgium actually is going to be looking at her to see if she is wearing a comfortable or stylish shoe or boot to wear in any kind of weather?
As has been said so many times here before, nobody cares what you wear. Wear what is comfortable for you (her).

I can only talk about the comfort part... when I travel in the cooler weather I always wear Haflingers and they work just fine with leggings. I actually don't wear socks with them even in the winter. They are wool so they keep my feet warm no matter what.

The reason that I'm asking this question is for a functional reason: my wife is choosing to pack light by packing leggings. Due to this, she is inquisitive about functional, comfortable, stylish shoes that pair with leggings.

Nothing wrong with your question, Stephen. I don't blame your wife for wanting to have a comfortable yet stylish appearance. Though I don't have a pair of them myself, I have been told Uggs are quite comfortable and they are in fashion. I personally wouldn't spend that kind of money on boots, but perhaps a cheaper style with a comfortable gel insole added could combine fashion and function?

Uggs are probably the worst boot you could wear in rainy weather. They are like a sponge. They also aren't ideal for long city walks for hours at a time, as they offer little support.

Go for any other kind of comfortable boot. Hiking, knee high, what ever style looks good and will feel good for hours at a time. Just water proof them if you like.

Does she have one now that is comfortable all day? I have a BP boot from Nordstrom that I can pretty much do all day, but breaking in before is crucial. I have done Munro, but she may want something more stylish. Stuff shoes/boots with newspaper if they get wet. and, wear the heavy stuff on the plane.

I have Uggs and they're fine in the rain (just spray them with a waterproof spray as most people do). I wore them for a week on vacation in NYC and at West Point, NY walking everywhere, all day everyday, in the rain and snow and they were very comfortable. I added a Dr. Scholl's insole half way through the week which made them even more comfortable.

"to wear in rainy, cold weather? " What time of year? Belgium isn't usually a particularly cold country, so something designed for very cold weather would likely be too warm.

Born has some really cute, stylish and very comfortable boots. No boot is going to be that compact so she should probably wear them on the plane instead of packing them over. She should be able to walk in Born's all day. Nordstrom has some on sale right now.

I love my Blundstones. They are a pull on ankle boot - easy on, easy off - great at the airport. I wear them pretty much from Oct to May (too warm for hot summer days). Thru rain, snow, slush...haven't had a leak yet, tho they aren't guaranteed waterproof or warm (I am on my 2nd pair in about 6-7 yrs). I just wear mine with jeans or casual pants...not sure with leggings - maybe with a cute knit 'cuff' to dress them up (check out boot cuffs on etsy.com - so cute!). They do show pics of people wearing them with skirts and such. And they take a few weeks to break in - they aren't for everyone - some people find them tight on the top of the foot or slippy in the heel (which 95% of the time goes away with breaking in - I used to work at a shoe store that sold them). I've had the 510 (original) and currently have the 558 (leather lined, heavier sole). They may not feel like much when you first put them on (they are unisex, BTW) and I sold them for probably 5 yrs before I broke down and got my first pair...no going back now! Someone mentioned Born shoes as well - we sold those and people did find them very comfy, not sure about waterproof-ness tho. Maybe they have a waterproof style. Timberland can have some fashionable, waterproof yet comfy shoes. Best bet would be to find a good shoe store and have her try some styles on - at least this gives you some names to look for!

Perfectly fine question. Really any sort of leather boot with waterproofing should work. She just needs to try on multiple pairs (while wearing the leggings and socks she will have during the trip) and pick one which feels right. Then wear it around town for some long walks to make sure it will still feel good after miles and miles. I like the Clarks brand, but really she needs to go to a large shoe store (or several smaller ones) and try, try, try. Leggings are usually black, so a black shoe is an easy match, she could also go gray or any other neutral.

I have and like this one, but it depends on her feet, and on her personal style. I like shorter boots when traveling (takes up less room, and I like the look better), but taller boots are fine, too.

http://www.clarksusa.com/eng/product/ideo_feast/26066501

Several nice boot options already mentioned. I like Born (there's a hash mark-type symbol through the "o"). I also suggest Ecco. Both are comfortable, both can be found with excellent soles for traction and treated leathers for water resistance or better, both are European and stylish. Both are not cheap but will offer years of wear. Look at options at Zappos.com. I commend your wife for wanting to look stylish! I commend you for assisting in that effort! Boots, leggings, and tunic-length tops are still worn strong by European women - the rage in Italy Nov 2013. Packing scarves and other accessories will dress up the outfits a bit. I suggest packing 2 options for footwear. As others mentioned, be sure to break them in. Bring blister band aids or moleskin and hope you don't need to use (can be found there too). Tired feet provide good reason to sit at a street side cafe to linger over a coffee, or to enjoy a beer in a pub or a bite to eat, or to take a short rest on a bench in a museum while gazing at a beautiful work of art. Blisters make these opportunities far less enjoyable and will likely change your gait, thus giving you aches and pains and probably other blisters. Thanks for traveling with a stylish tourist across the pond!

I think this is a great question! There is nothing wrong with being stylish when you travel, it helps you blend and feel less like a tourist. I often wear boots and leggings or jeans on the plane, which saves space in the luggage, and is a comfy travel outfit. Born makes great boots, as well as Keen, and Miz Mooz (not quite as sturdy, but very cute and comfortable). I would encourage her to buy a pair and break them in before the trip. Have a great trip!

Clarks Kessa Betty is a versatile choice. It is between a shoe and an ankle boot, and it is adjustable and easy on and off. Adjustable is important if it is your only pair because feet swell on flights and lots of walking. You need something that is light enough to be comfortable, yet warm and waterproof. While not billed as waterproof, I've found the Kessa Betty to be great for rainy or snowy days and walking through wet grass and puddles.

I just purchased a pair of boots for our upcoming Amsterdam, Prague, Budapest, and Germany trip. They are ankle high, and extemely comfortable! The brand is Cobb Hill, Pandora style, and one of the reviews says they are a division of New Balance, which probably explains the high comfort factor. I haven't used them yet...the trip is next month....but wearing them around the house has demonstrated what I believe will be high comfort! I plan to wear them both with leggings, and with pants. And plan on wearing them on the plane....there is a side zipper for easy on and off. She might look at them to see if they will suit. I got mine on Zappos, but I noticed they were also on a few other websites.

I just purchased a pair of boots for our upcoming Amsterdam, Prague, Budapest, and Germany trip. They are ankle high, and extemely comfortable! The brand is Cobb Hill, Pandora style, and one of the reviews says they are a division of New Balance, which probably explains the high comfort factor. I haven't used them yet...the trip is next month....but wearing them around the house has demonstrated what I believe will be high comfort! I plan to wear them both with leggings, and with pants. And plan on wearing them on the plane....there is a side zipper for easy on and off. She might look at them to see if they will suit. I got mine on Zappos, but I noticed they were also on a few other websites.

I just purchased a pair of boots for our upcoming Amsterdam, Prague, Budapest, and Germany trip. They are ankle high, and extemely comfortable! The brand is Cobb Hill, Pandora style, and one of the reviews says they are a division of New Balance, which probably explains the high comfort factor. I haven't used them yet...the trip is next month....but wearing them around the house has demonstrated what I believe will be high comfort! I plan to wear them both with leggings, and with pants. And plan on wearing them on the plane....there is a side zipper for easy on and off. She might look at them to see if they will suit. I got mine on Zappos, but I noticed they were also on a few other websites.

I would wear a riding style boot with the leggings. Just make sure the boots are comfortable to begin with. And make sure the tunic tops with the leggings are fairly long!
Mary

Seeing as how this is over a month after your question this may not help you, but could help others so I will post anyway. Merrell makes great boots that are trendy and cute but also work very well and are waterproof. I like the Captiva Launch or Haven Autumn boots, but there are a few to look through. They are comfortable to walk in which is my biggest concern and have small or no heel which is nice when you're walking streets of all materials. You can find both in the ball park of $100 which is usually my limit for a boot to beat up. I would definitely recommend Merrell.

(I am assuming here that she wants a higher boot with her leggings which doesn't have to be the case. Ankle boots will do justice though if it's heavy rain I would stick with higher boots)

Thank you for the question & the answers. I have the same question. It's a good one because I expect to encounter rain in Britain and obviously can't pack my huge rubber rainboots which are what I would wear here. I appreciate the specific brands/styles mentioned.

I'm taking a pair of Keen boots to Europe next week - Italy, Austria, Prague and Amsterdam. This is my second pair and I could walk all day in them....and have before! Quite a few of the Keen boots are waterproof; a big plus when you live in the Pacific Northwest. I too plan on forgoing pants - other than one pair of skinny jeans - and wear leggings with tunics everyday. MUCH more comfortable I believe and can be dressed up or down as desired.

I just stumbled upon this post and am curious to know what your wife purchased. We are traveling to Germany in December and I'm currently trying to figure out some good options for myself.