Chiming in to report that I've had two delightful weekend stays at Raffles in Boston. I booked via my Chase Sapphire Reserve (and within the last few weeks), so I got all the nice extras using that card. They are nicely presented as well: hand-written letter, facts spelled out, no deviation from my expectations...

I'm open to trying other luxury hotels in Boston, but Raffles hasn't given me any reason not to return, except perhaps that their nice restaurant isn't particularly to my tastes being predominantly seafood dishes (while I don't eat shellfish.) Even so, I've enjoyed at least one satisfactory room service dinner on both visits.

If I have a favorite thing about the Boston Raffles, it might be their floral arrangements. They are magical, including the orchids and succulents in the guest room. This point is after all fundamental expectations of a 5 star property being met, of course. Helpful staff, minimal waiting, comfortable bed, etc.

I tend to get a hotel room when attending the theatre in the city because I live in the suburbs and don't enjoy feeling rushed/stressed around the event. Aside from the 2-3 hours spent at a show, I spend a lot of time in my hotel room and see it as a pampering escape opportunity.