slicktripEvery OctoberHead of the Charles Regatta
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Cambridge, Massachusetts · Every October
Head of the Charles Regatta
The world's largest rowing regatta, 11,000 rowers under the bridges of the Charles in peak fall color.
8 days until the next window
What happens when you set this watch
We track every fare from your airport into Boston for October 15 to 25, 2026, round trips of 2 to 4 nights, across every airline. The moment one drops, you get one email with the dates, the price and a link to book. Free, and you can stop any time.
Know before you go
- Bring a folding chair and set up on the Cambridge bank by Weeks Footbridge
- Boston hotels are at their most expensive of the year, book by summer
- Logan is 20 minutes from Harvard Square; the Red Line puts you a short walk from the best bridges.
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Cambridge, Massachusetts · Every October
Head of the Charles Regatta
The world's largest rowing regatta, 11,000 rowers under the bridges of the Charles in peak fall color.
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