Boston busy dates: when hotels fill up

The dates when Boston hotels fill up and prices jump: Boston Marathon weekend, university graduations in May, the Head of the Charles in October and big Fenway and Gillette concerts. Check here before you pick your travel dates.

🏨 Boston Hotels

December 2026

April 2027

December 2027

Questions and answers

When are Boston hotels most expensive?

On Boston Marathon weekend in April, college graduation weekends in May, fall foliage season and the Head of the Charles regatta in October. Winter is cheapest.

How do I find a cheaper week in Boston?

Avoid the dates on this page, and prefer Sunday to Thursday nights; weekends cost more almost every week of the year.

Dates come from the organizers; we check them regularly.