3 headphone price drops to grab today, starting at $49.99

Curated picks backed by price tracking data.

Headphone prices wobble all week, but a few drops right now are worth your attention. We pulled the price history on every pick below and kept only the ones that beat their recent averages.

Poly Voyager Free 20 True Wireless Earbuds (Gray) drops to $49.99 - save $60. That is the lowest price on record for these earbuds, and it undercuts their 30-day average of $83.39 by a wide margin.

Below you get a budget pair with adaptive ANC, a Bose set in a limited color, and a studio-style Sennheiser for desk work. Each price was checked against its own tracking data.

THE DEALS

Poly Voyager Free 20 True Wireless Earbuds (Gray)

$49.99 (was $109.99) - Save $60 (55% off)

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Bose QuietComfort Earbuds True Wireless Bluetooth Earbuds (Twilight Blue)

$149 (was $179) - Save $30 (17% off)

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Sennheiser HD 300 Pro (Black)

$183.96 (was $214.52) - Save $30.56 (14% off)

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Quick Highlights

• Poly Voyager Free 20: Adaptive ANC, 10mm speakers, six noise canceling mics, and up to 28 hours with the quick-charge case.
• Bose QuietComfort Earbuds: Active noise cancellation, IPX4 rating, and up to 8.5 hours of playtime in a limited Twilight Blue finish.
• Sennheiser HD 300 Pro: A wired studio-style headphone for mixing, monitoring, or long desk sessions.

Why These Deals Matter

The Poly Voyager Free 20 is the standout. At $49.99 it matches its all-time low and sits far below its 30-day average of $83.39, a gap you rarely see on true wireless earbuds with adaptive ANC. The Bose QuietComfort Earbuds land at $149, under their 30-day average of $167.80 and their 90-day average of $157.14. The Sennheiser HD 300 Pro is priced at $183.96, below its 30-day average of $214.52.

Final Verdict

If you want the biggest discount, the Poly Voyager Free 20 at $49.99 is the pick to grab first. For stronger noise cancellation and a limited color, the Bose set at $149 is the step up. Either way, these prices are live now, so check before they shift.