If you’re making group plans, ask everyone to share their ideal budget/range for lodging, activities, etc. before you do any research. (Ideally, they’d share this info privately with the main organizer, but it may not always be possible.) If you’re willing to pick up the tab for dinner or drinks, say “my treat” when you invite your friend so they don’t stress about it (or decline because they can’t afford it). If you’re assuming you’ll split the cost of something evenly, make sure they are on the same page. Ask them how much they are willing to spend on tickets to an event before you make the
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