We live 4 hours away from my husband's hometown (where his parents and brother's family live), and 3 hours from NYC (where his sister lives.) Every year we travel to his hometown on Halloween so our 3 yo daughter can spend Halloween with her cousins and to celebrate his sister's birthday (also on Halloween). This year is her 40th and she also just went through a breakup and so BIL texted us a week and a half ago about setting up a last-minute surprise for SIL to make her 40th extra-special, especially after her breakup. I texted it was a great idea and maybe we could do a surprise dinner out (we usually just have a low-key dinner at her parent's house). He said SIL's college friends were going out for dinner the following weekend (Nov 5/6) and maybe we could surprise her there, maybe in NYC, but he wasn't sure of any details. We left the discussion there and didn't make any further plans.
Fast forward to yesterday when we got added in the middle of a text conversation between the BIL and SIL's college friend, discussing hotel options in NYC and asking where we wanted to stay. DH's parents were also included and had no idea what was going on. I texted BIL and his parents separately saying something like "I'm not totally sure we can make the NYC weekend, but maybe we can plan a dinner out the weekend we're in town for Halloween." Then his mom also texted saying she didn't feel up for a trip to NYC (she had major surgery a few weeks ago and is still recovering.) BIL texted back that we should try to make the effort since it's her 40th, and her breakup, etc.
Our issue is that we are already traveling for Halloween, then we also have travel plans with our daughter the weekend after this NYC party, and then the following week we're traveling to my parent's for Thanksgiving (also far away.) I just feel like it's too much for us to be traveling every weekend in Nov and especially since we're already in town for SIL's birthday, we can just celebrate with her then and not make another extra trip. But I know BIL is just being a sweet brother and trying to set up a big surprise party to help his sister feel better. The only option I can think of is to cancel our Halloween trip and just do the NYC trip instead, but then SIL might feel slighted we weren't in town for her actual birthday.... plus then we don't get to see DH's parents or do the trick or treating with cousins. The other options is just to have DH go to the surprise party in NYC. Or put our foot down about planning something with just family the weekend we're actually there. TBH I'm not sure, given SIL's personality, she would actually want her siblings and their kids surprising her by coming to a dinner with her college friends anyway... if it were me, I'd want to have that time just with my old friends.
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