Updated on Saturday, November 15, 2025: As we move into the holiday shopping season, Ashley Stewart’s Cyber Monday event is one many people wait for each year. The sale usually follows right after their Black Friday event wraps up, giving you another chance to save. It’s a short window but often includes some of the biggest markdowns of the season. Based on past years, we have a good idea of when it’ll start, what kind of deals to expect, and which items are usually worth adding to your cart first.
Cyber Monday 2025 Sale Dates
Ashley Stewart’s Cyber Monday 2025 sale is expected to begin on Sunday, November 30, 2025, and end on Monday, December 1, 2025. The brand tends to roll right from its Black Friday event into Cyber Monday with almost no gap in between. Unlike Black Friday, which sometimes includes in-store offers, Cyber Monday is typically online only at ashleystewart.com.
Free shipping is also expected to return, with no minimum purchase requirement. That’s been a consistent part of Ashley Stewart’s Cyber Monday offer for several years now, making it easier to grab even smaller items or accessories without extra cost.
Remember, just like most site-wide sales, it won’t apply to gift cards or previous purchases.
Typical Discount Levels
Ashley Stewart is known for making its Cyber Monday sale straightforward: 50% off sitewide. That discount usually applies to both full-priced and clearance items. The percentage is taken off the lowest listed price, meaning if an item is already on sale, the extra 50% discount is applied on top of that.
It’s one of the few times of year when almost everything is marked down at once. You can expect most apparel categories to fall under that deal, including dresses, jeans, activewear, coats, and accessories. In addition, free shipping with no minimum will likely remain part of the event, so every order qualifies.
In past years, Ashley Stewart has also layered in smaller category-specific promotions, like an extra 20% off sleepwear. It’s common for them to highlight a few select areas to draw attention to new seasonal collections or clear out stock before the end of the year. We’ll likely see something similar in 2025, possibly tied to cozy or holiday-themed apparel.
If 2024’s event is any guide, discounts on clearance could reach up to 75% off before the additional 50% is applied. That combination can drop some prices to their lowest point of the year. However, those pieces tend to sell out the quickest, especially in popular sizes.
Last Year’s Cyber Monday Ad
Cyber Monday Ad History
You’ll find some of Ashley Stewart’s older Cyber Monday ads listed below (our archive dates back to 2014!). Then follow the links below to view the last few years of ad history.
- 2024: Page 1, 2 and 3.
- 2023: Page 1.
- 2022: Page 1.
- 2021: Page 1.
- 2020: Page 1.
- 2019: Page 1.
- 2018: Page 1.
- 2017: Page 1.
- 2016: Page 1 and 2.
- 2015: Page 1 and 2.
- 2014: Page 1, 2 and 3.
Questions & Comments
What are you planning on getting at Ashley Stewart? Let us know in the comments section located at the bottom of this page.
