Booties Under $150

Friends and acquaintances have been asking me what is hot this fall and what the must-have items are. I immediately say booties and ankle boots. In my opinion, they’re the hottest and most wearable trends going right now, and so easy to incorporate into your wardrobe.

Also, word on the street is that grey is replacing brown and chestnut as the popular neutral this year. I find this amusing because I’ve always gravitated to grey, and I am just recently trying to incorporate more chestnut and brown into my wardrobe. Fortunately we are the style era of “anything goes” and I enjoy having both options in my closet.

I am a sucker for a gorgeous shoe, so the price point on my boots sometimes gets a little high, but you can certainly find quality booties for less than $150. Here are my top picks.

Instantly update your wardrobe for fall with a pair of these fall booties under $150. Wear them with skinny jeans, skirts or dresses for a modern flair.

#1. Vince Camuto Federa ($99): The cutaway design is super trendy right now, and I find Vince Camuto to make a quality, comfortable shoe. They also come in brown and black.

Vince Camuto Federa

#2. Franco Sarto Pisces ($99): These are an impressive dupe for the Stuart Weitzman Grandiose Booties. They come in 4 color choices.

Franco Sarto Pisces

#3. BP. Trolley ($99): These come in several solid and perforated colors. I have always loved these boots but I never bought a pair. At $99, I don’t know why not!

BP. Trolley

#4. BP. Tandem ($119): A cousin to the BP. Trolley, the BP. Tandem Bootie was a hot item at the Nordstrom Anniversary Sale, but full price they are still quite reasonable at $119. I do have these, and they are very comfortable.

BP. 'Tandem' Bootie

#5. Payless Rooda Ankle Strap Bootie ($39): This is a great dupe for the BP. Tandem. I’ll actually be styling this bootie on the blog in a few weeks!

Payless Rooda Ankle Strap Bootie

#6. Steve Madden Harber ($99): I love these for a classic black suede bootie. The two-inch heel is practical, and the block heel is on trend.

Steve Madden Harber Booties

#7. Vince Camuto ‘Peera’ Cutout Bootie ($149): Another cutout style, this bootie is great for those liking a lower heel. I am a huge fan of the grey, but it also comes in black and a light khaki.

Vince Camuto 'Peera' Cutout Bootie

#8. BCBGeneration ‘Creen’ Peep Toe Bootie ($109): This sophisticated slingback peep toe bootie with geometric cutouts is a fresh take on the bootie trend. Of course, these are best for late summer/early fall — before it gets too cold. I love this taupe color. It would be particularly nice with skirts and dresses because it is a bit more delicate than a typical bootie, and the taupe color will make your legs look so long.

BCBGeneration 'Creen' Peep Toe Bootie

#9. Steve Madden ‘Sharini’ Bootie ($129): This bootie was super popular during the #NSale. The bold side cutouts and blocky heel keeps it casual with a bit of an edge.

Steve Madden 'Sharini' Bootie

#10. Payless Rosie Wedge Bootie ($39): The block heel is definitely taking over as the hot style this year, but I still love a good wedge. The Rosie wedge is super comfortable and looks amazing with black jeans.

Payless Rosie Wedge

#11. Lucky Brand ‘Yezzah’ Wedge Bootie ($138): This is my top pick for a suede wedge bootie with a genuine leather upper. These also come in black, but I love this honey color. The Lucky Yamina is similar but has a really cute little back tie detail. It also has more color options.

Lucky Brand 'Yezzah' Wedge Bootie

#12. Caslon® ‘Addison’ Wedge Bootie: Finally, for a slightly more rugged look, this pair by Caslon with the razor-lugged sole comes in 3 colors. I have never worn Caslon shoes, but the reviews are very good.

Caslon® 'Addison' Wedge Bootie

As far as what to wear with your booties, the answer is anything!!! Dresses, skirts, skinny jeans, bootcut jeans…. they all work. When pairing skinny jeans with booties, the ankle length jeans really do work best, but you can always cuff your regular skinnies. It just takes some trial and error to get it right.

See my post on How to Wear Ankle Boots for ideas.

how to wear ankle boot

This time of year, I always get asked when I stop wearing summer clothes. It’s been a big topic of discussion in our Fashion Over 40 Facebook Group. (Let me know if you want to join!) Traditionally, ladies only wore white and light fabrics between Memorial Day and Labor Day. Of course, depending on where you live, the weather often stays hot well past Labor Day, and summer doesn’t officially end until September 22.

I grew up in the South, and my mother was a traditionalist, so I’ve always followed the Memorial Day to Labor Day rule, albeit more loosely as I get older and the old rules are becoming antiquated. Here in PA, it often does start to get cooler in September, although we usually have some hot days sprinkled in there.

I like to change over my wardrobe gradually. On Labor Day weekend, I always pack away my most summery things — the lightest fabrics, linen dresses, gauzy tops, white sandals, and espadrilles. (I also usually wait till Memorial Day to wear those items.)

I will still wear shorts and tank tops and other summer items as long as it’s warm, but I will wear deeper colors and heavier fabrics. I’ll wear ballet flats more and sandals less, but I will keep out my darker sandals until it’s too cold to wear them. I’ll wear my suede wedge sandals rather than espadrille wedge sandals. It’s a subtle change over, but it makes me happy to move the summeriest summer stuff out of my closet and make room for the new fall clothes that I will slowly integrate in. (I store out of season clothes in the attic.)

As the weather changes, I will gradually move more and more summer stuff out. I keep a bin in my closet and I toss stuff in there until I have time to move it to the attic. By October, I will be pretty much switched over. I keep out a few summer pieces in case of warmer days, but the weather is usually cooling off significantly by then, and I’ll be ready to fully embrace fall fashion.

I will NOT pack away my white jeans and pastel jeans. Those stay in my closet year-round because they can be paired with booties and sweaters for fun fall outfits that are a little bit unexpected. Stay tuned for some ideas on styling those items for fall!

I hope that sufficiently answers the question of when to stop wearing summer clothes. Of course, this is just how I do it. There is no right or wrong anymore, and I realize that where you live has a big effect on how you transition your wardrobe. If I thought it was going to be in the 90s for the next two months, I would probably keep dressing for summer a while longer.

In other news, the new school year starts today for 2 of my 3 kids. It hardly seems real. It’s weird to me to send them back to school before Labor Day. And because my 3rd child doesn’t start until next week, this week seems sort of like a trial run. I feel more like I’m sending them to summer camp than to school.

It’s just a 4-day week, so I know it’s going to fly. I’m looking forward to an extra long Labor Day weekend. We don’t have any plans except perhaps a BBQ in the neighborhood, so I plan to spend the weekend organizing and purging. I think after that, I will finally feel like the new school year has begun.

Did you like this post?

Sign up for my Daily Emails, and you’ll never miss a thing! You can also follow along on Instagram for my daily outfits and sneak peeks of what’s to come on the blog. Be sure to register with LIKEtoKNOW.it so you can shop my outfits first! 

This post contains affiliate links. For more information on what that means, see my About Page: Blog Monetization and Disclosure.