Insomniac Sale Picks: Cowboy Boots

*In this new late-night feature – which will run Tuesday, Wednesday, and Thursday of each week – I’ll gather up three fun items that are currently on sale online and share them with you! I would LOVE suggestions: Stylish wide-width pumps? Classic v-necked sweaters? Chandelier earrings? Petite dress slacks? What would you like to see featured?*

Jen requested a few picks for cowboy boots, so here we go:

Ariat Show Stopper – was $200, now $159.99

Slightly taller than many cowboy boots, this style has a 14.5″ tall shaft. If you dislike mid-calf boots but love the cowboy style, these could be a great option! I’ll admit that I don’t own any Ariats myself, but have heard nothing but good things about this company that specializes in equestrian footwear. Also, that embroidery? Ach. Gorgeous. Somehow both Western and a bit punk all at once.

Volatile Denver – was $99, now $55.99 – $65.99

I’m a huge fan of rounded toes, and love finding cowboy style boots with this comfy toebox style. These gorgeously tooled boots have a higher heel, but chunky and stable for walking. They’re a vegan choice, affordable, and super stylish.

Frye Harness 12R – was $248, now $169 – $228

You saw that coming, didn’t ya? These boots aren’t a traditional pointy-toe, embellished style, but still say “cowgirl” to me. And, as I’ve mentioned about 12 billion times, they are comfy as slippers, versatile, and beautifully made. Several of the distressed styles – which I recommend both for winter wear and because they’re softer and pre-broken-in – are on sale now. This is a shorter, mid-calf style on most figures.

Other not-currently-on-sale resources for great cowboy boots:

  1. Zappos – The obvious choice, of course, but with good reason.
  2. Target – This pair is only $29.99 at full-price, and vegan!
  3. Shepler’s – If you’re going authentic, try this retailer. Justin, Roper, Dan Post, Ariat, Old Gringo, Luchesse, Tony Lama, and ALL the classic cowboy boot brands are represented.
  4. And, of course, THRIFT STORES! You’d be amazed by how many pairs of cowboy boots show up at thrift stores. In fact, I’d wager they’re the most-donated style of boot. ( can help you locate stores near you.)

**Disclosure: Actions you take from the hyperlinks within this blog post may yield commissions for See Already Pretty’s disclosure statement for more details.

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11 Responses to “Insomniac Sale Picks: Cowboy Boots”

  1. Brigid Moore

    I have the Ariat Show Stopper’s and I love them! Extremely comfortable and great support. Worth the investment. I am 5’10 and needed a taller shaft to balance out my height and these are perfect for that. Also, I got mine at Sheplers and the staff was wonderful. Very knowledgeable, since I was a hard fit they also recommended looking at some of the men’s styles since they have a greater variety.

  2. Amy

    Just pinned those Ariats–GORGEOUS. Wish I could find some with that kind of look but the comfiness of Frye’s.

    • Lady Harriet

      I don’t own any Ariats, but I have tried some on, and I have friends that own them. Because they’re mostly designed for people who actually ride horses, they’re VERY comfortable. I tried on these, which will be mine someday when I have a better job. They had very well-padded insoles, which were removable and had good arch support. The heels were ultra-walkable. (They were lower than the pair Sal featured, but only by 3/4 inch.) My friend has owned a pair of Ariat boots for years, and she loves them to death. If you like these, I would give them a try!

      • Amy

        They are very well-made boots. Unfortunately, years of wearing clunky heels in my 20s (many years of retail, and hey, it was the ’90s) have left me with horrible bunions and lots of pain. I can’t wear a pointy toe to save my life. Frye’s with the square toe are ideal, but would love to find a nice hybrid of the two (I’ve looked and looked… sort of my quest!).

  3. emily

    They’re beautiful! I have been wanting a pair of cowboy boots but run into the same problem everytime I try a pair on. Due to a ridiculously high instep, I can’t get any kind of (leather) pull-on boots ON! Is there such a thing as a zipped cowboy boot, or am I just not destined for cowboy boots?

    Thanks for any advice. Love reading your blog. Long-time listener, first time caller. đŸ˜‰

  4. Miss Prickly

    You’re killing me with this post. I must have some sort of boot fetish. My heart speeds up every time I see a pair of great boots.

  5. Cindy

    If you really want to swoon, look into Old Gringo boots. They’re GORGEOUS…but super expensive! Still fun to drool over, though.

  6. Lady Harriet

    Shepler’s, which you linked to, has a bunch of boots on sale for less than $60 right now. I can’t vouch for the quality, but they’re real leather, have good reviews, and come in lots of unusual colors. I’m dreaming about owning some turquoise cowboy boots now!

  7. Dianne

    I adore boots! And they can be a great conversation starter. Last evening I was at a Craft Council show opening, and there was a woman then with GREAT boots. So I struck up a conversation with her by admiring her boots. Turns out she was one of the exhibitors, with some woven scarves, done with a wool/silk combination, and then felted, so the silk became sort of rippled. as the wool shrank. Truly lovely! And I don’t think I would have met her in the crowd if she hadn’t had that great pair of boots!