How to Stay in Boston Hotels on Points
An event-driven market
Boston has one of the busiest event calendars in the country, with university graduations in May and June, a steady stream of medical and tech conventions, and fall foliage and marathon crowds, all of which push downtown cash rates well past $300. Those packed dates are when points pay off most, since award pricing lags the event-driven surge.
The cards and transfer partners to use
Marriott, Hilton, and Hyatt all have strong Boston footprints, and the flexible currencies reach them: Marriott via Amex, Chase, and Bilt; Hilton via Amex or Bilt; and Hyatt via Chase or Bilt. An Amex plus a Chase Sapphire Preferred or the Bilt card covers every major chain in the city. See which cards transfer to hotels.
Co-brand free nights for peak weekends
Graduation and convention weekends are exactly where a co-brand free night shines, since it has a fixed points value that beats a surging cash rate. The Marriott Bonvoy Boundless and Hilton Honors certificates each cover many Boston properties. Confirm award space on rooms.aero. See best cities for hotel points.