Fall/winter boot recommendations?

Hello! It’s my first time posting. I’ve been struggling with high arches for basically forever but only recently diagnosed with planter fasciitis, as well as Achilles tendinitis in my left foot. I am a 40 year old woman and I’m looking for recommendations for cute and trendy low boot/booties that can be worn with like a pair of jeans or leggings. I have NO STYLE as I’ve basically given up on that since having kids, lol. But I figure I should have another comfortable pair of shoes besides my trusty Birkenstocks and athletic shoes I wear almost every day. I’ve checked out some brands like vionic, orthofeet, dr scholls, but I’d love to know from other people who suffer with high arch pain what cute booties have worked for you. Thanks in advance!