Black Friday and Cyber Monday are the best times to buy headphones, as manufacturers and major retailers push meaningful discounts on premium and mid-range cans and earbuds. This guide walks you through the models you named, realistic target prices, where to watch, and buying tips so you don’t overpay or buy the wrong model during the chaos.
Best Over-Ear Bluetooth Headphone Deals
$459 $429
Sony’s newest flagship, the WH-1000XM6, brings upgraded ANC and improved voice pick-up, making it a top target for Cyber Monday shoppers. While discounts may be smaller than the XM5, any price drop makes the XM6 one of the most compelling premium wireless headphones of 2025.
$398 $249.99
The Sony WH-1000XM5 remains one of the best Black Friday headphone deals thanks to its class-leading noise cancellation, all-day comfort, and refined sound signature. With prices regularly dropping during the holiday season, the XM5 delivers premium performance at a mid-range sale price.
$449.95 $249.95
The Sennheiser Momentum 4 continues to stand out with its warm, detailed tuning and exceptional battery life. Black Friday typically delivers meaningful savings, making the Momentum 4 a strong pick for listeners who want rich sound without paying full premium prices.
$399.99 $299.99
The Beyerdynamic Aventho 300 blends studio-grade detail with modern ANC and personalization features. Holiday sales frequently bring this model to compelling price points, making it a strong choice for listeners who prefer a clean, accurate tuning.
$799 $599
The Focal Bathys is one of the best luxury wireless headphones to watch during Black Friday and Cyber Monday. It pairs sleek French design with a high-fidelity sound signature rarely found in ANC headphones, making any seasonal discount a major win for audiophiles.
$749 $519
The Bowers & Wilkins PX8 combines refined craftsmanship with a spacious, high-resolution soundstage that appeals to premium headphone buyers. Black Friday deals often bring this high-end model into more accessible territory, offering luxury wireless audio at a more attractive price.
Best True Wireless Earbud Deals
$329.99 $229.99
The Sony WF-1000XM5 continues to lead the true-wireless category with excellent ANC, rich bass, and a comfortable ergonomic design. Black Friday and Cyber Monday are prime times to snag these earbuds at a substantial discount.
Sennheiser Momentum True Wireless 4
$229.95 $199.95
Sennheiser’s Momentum True Wireless 4 offers clean, dynamic sound and a secure fit, making it ideal for everyday listening. Expect notable price drops during the holiday season, positioning it as one of the best premium TWS buys for 2025.
$499 $349
The Bowers & Wilkins Pi8 brings ultra-premium sound quality to the TWS market, with a bold and spacious tuning that stands out among competitors. Seasonal discounts during Black Friday often make the Pi8 one of the best luxury earbud deals.
$279.99 $199.99
The Amiron 300 offers a balanced, musical profile that appeals to discerning listeners who prefer a more natural presentation. When on sale during Black Friday or Cyber Monday, it becomes an excellent value for home listening or casual studio work.
$329.95 $199.95
The JBL Tour Pro 3 delivers strong ANC, impactful bass, and feature-packed app support—all at a price that drops aggressively during Black Friday. It’s an ideal pick for shoppers looking for great performance without premium pricing.
Best Wired Headphone Deals
$499.95 $349.95
A legend in the audiophile world, the Sennheiser HD 600 provides timeless neutrality, clarity, and comfort for at-home listening. Black Friday is one of the few times this iconic open-back headphone sees meaningful discounts, making it an excellent time to buy.
$399.95 $299.95
The Sennheiser HD 620 brings the brand’s clean tuning and robust build quality to a more modern closed-back design. Holiday discounts make it even more appealing for listeners who want HD-series detail with better isolation.
$249.99 $159.99
The Beyerdynamic DT 270 is a reliable studio and field-monitoring headphone known for clear mids and strong passive isolation. Its already accessible price often drops further during Black Friday, making it a budget-friendly workhorse.
$109 $99
The Shure SRH440A offers accurate, neutral monitoring suitable for editing, mixing, and podcast work. As a budget studio staple, it frequently enters deep discount territory during Black Friday and Cyber Monday.
$749 $699
The Focal Hadenys brings Focal’s signature clarity and articulation into an elegant over-ear design aimed at critical listeners. Seasonal sales often reduce its premium price, making it a strong upgrade for audiophiles stepping into high-fidelity gear.
$411 $319
The HiFiMAN Ananda Nano offers spacious planar sound with fast transients and a highly detailed presentation. Black Friday discounts usually bring this headphone into a surprisingly accessible range, making it one of the best planar deals of the season.
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