As a shopping writer with a passion for luxury, I understand that the true value of a boot lies in its quality, style, and obviously, the price.
That’s why Amazon’s Prime Big Deal Days (Oct. 7 and 8 this year) are the best time to shop before the holidays and as the weather begins to chill.
If you’re not already an Amazon Prime member, sign up for a free 30-day trial where you can take advantage of everything the company has to offer, like fast, free shipping, better deals, streaming, and more.
For me, a quality fit starts with the construction; I look for features that signal it’ll last season to season, such as a sturdy outsole and breathable or easy-to-clean linings.
When trying them on, I want the ball of my foot to sit precisely in the widest part of the sole, and a secure but not tight feel across the instep, knowing if it’s fine leather there is room to give versus rubber where the material remains no matter how many times you srtretch it in, so it’s important to understand what fits you best and will mold to my foot over time.
So dive into these sales before the price shoots back to full price. Fashion waits for no one.
Get your two-step on and ride this bestseller to the dance floor because it’s on sale and available in multiple colors and designs.
Splash about in these name-brand Sperrys for rainy days, or wear them to navigate your commute to work this winter.
This boot is all the rage right now and honestly, the best price to pay for designer boots. That’s because this style is a trend, so you shouldn’t pay over $100 for something like this.
These women’s knee-high crocodile-textured boots feature a stable 6.5 cm mid-heel, pointed toe, and breathable lining, offering comfort, style, and versatility for all occasions, with both zipper and non-zipper options available for random shipping.
Show off your glamour and confidence on many occasions, from riding motorcycles to music festivals or trick-or-treating.
These modern and tastefully sexy knee-high boots feature a 3-inch heel and a pointed toe. They pair beautifully with your favorite fall dresses and skirts.
Get out there and muck about because no matter how muddy it is, these boots will keep you out of all the dirt.
Calling all you hikers, because Columbia just dropped one of its best boots on sale. It’s available in multiple colors and will keep your ankles steady as you walk.
Waterproof with a warm fuzzy lining, what more could you want? Plus, they’re made in the USA.
Slip into these cute little booties that feel like a blanket on your feet and come in multiple colors.
This annual Amazon sale — which we like to call October Prime Day — is similar to the well-known July event: it’s a two-day blow out shopping event with deep discounts on bestsellers and everyday essentials. But the timing of this sale makes all the difference; shoppers can also score pre-Black Friday deals on top-rated toys and sell-out-risk gifts before the holiday rush.
Amazon’s fall Prime Day event only lasts two days. This sale starts on Tuesday October 7 at 12:01 a.m. PT and runs through Wednesday October 8 at 11:59 p.m. PT.
Prime Big Deal Days 2025 ends on Wednesday October 8 at 11:59 p.m. PT, so east-coasters have until about 3 a.m. on October 9 their time to shop the deals.
Prime Big Deal Days is a member-exclusive sale event. Interested shoppers can grab a 30-day free trial to try Prime, and its many benefits, with no strings attached.
Already familiar with July Prime Day? Then you’ll love Amazon’s fall version! Like its summer spectacular sale, Amazon’s Prime Big Deal Days offers major discounts for 48 hours, but with a bigger focus on holiday gifts, toys and tech to shop ahead of Black Friday and Cyber Monday.
From reporting on Amazon sales for years, we can tell you for certain that October Prime Day is the ideal period to stock up on household essentials, score great deals on gift-worthy items and toys, take advantage of Black Friday-level discounts on tech and appliances, refill your skincare empties, and comb through the massive catalog of Amazon best-sellers.
We certainly think so! October Prime Day is a great chance to score Black Friday-worthy deals on thousands of best-sellers, including everything from big-ticket tech to Post reader-favorite trash bags. Our team diligently sorts through all the offers to find you the very best items to grab on sale.
Already wondering when Amazon’s next Prime Day is? Prime Day takes place in July each year, so it’s safe to assume it will take place in mid-July 2026 — similar to previous years. Can’t wait to shop more Amazon deals? Look out for Amazon’s Black Friday sales to kick off the holiday season in November.
Don’t miss Post Wanted’s around-the-clock coverage. Click here to find all of the best deals.
This article was written by Emma Sutton-Williams, New York Post Commerce Writer/Reporter and resident fashionista. Emma is one of the best-dressed ladies in The Post’s office, and also known for finding an unbelievable deal on any one of her stylish outfits. Divulging on everything from the most-popular and most-underrated purse brands to her honest thoughts on Kim Kardashian’s Skims undergarments and apparel, Emma has cultivated an eye for style and an expertise for identifying the clothes and accessories worth your coin. At the same time, she proudly models the products she picks so you can see their fit and function first-hand. Emma has been creating shopping guides for The Post since 2024, and previously held bylines in Rolling Stone, Oprah Daily, Parents, InStyle, StyleCaster and more.