It's been 3 years since my extended family had a weekend together--even holidays have always had at least one of the families missing. Everyone except my brother's West Coast family lives in the same East Coast state, so a summer visit by my brother's family should mean we all get together for a great weekend of low-stress/low-budget fun, conversation, games, and mass quantities of home-cooked food. Last week I suggested a trip to my parents' usually empty vacation home (20+ acres) in the mountains at minimal expense for anyone--less than ten gallons of gas for each family and everyone chips in for food, cooking, and cleaning. Great views and less than a half mile walk from the river. We've done this multiple times in the past and do the same occasionally at the beach in the fall (although each family splits the house expense at the beach). Today my mom tells my wife that she doesn't want to go to the mountains. She wants to stay at home and "spend at least one day shopping with all her girls," presumably an all-day, three-generation affair of bags and food in two large malls/shopping outlets about 30-45 minutes away.
My brother has almost six figures in non-mortgage-related debt, four school-age kids, and is already eating the cross-country travel expenses. My sister has four school-age kids, she's a home-schooling SAHM, and my BIL is in the second year of a new insurance business, i.e lower wages, higher number of hours. Dad is still working but saving nothing, and Mom is retired. My wife and I are by far in the best financial standing in the family. My wife has almost quit her past "shopping for sales" habit that constantly dripped $150-200/month out of the family accounts over 3-4 regular but always unplanned shopping trips. Now she doesn't shop unless she has a list--usually from the big list on our kitchen bulletin board. She said she really preferred the mountain trip and loathed the shopping idea for several reasons, but (1) she's a daughter-in-law, not a daughter so she doesn't like imposing on our family's plans and (2) she doesn't want to be the odd person out with my brother in town and willing to spend money he doesn't have. She knows the least mention of financial choices that go opposite the family plans will lead to criticism due to the fact everyone in the family knows I have a great job (they estimate my salary in their minds due to the company and title; I've never hinted or told).
Sometimes a nice stack of financial assets can feel like a stack of social liabilities when you're with family.