<prompt> Human: Wife and I are celebrating our 10th anniversary this summer with a 2-day trip to a nearby big city. The trouble is, Ive always been wired for frugality. I never spend money on anything unless I need it and its on sale. I know that my wife would love a nicer experience, but I see 300night downtown hotel prices w 60day just for parking, and I just cant justify it vs. something cheaper, further away, and less nice. How do you decide when to override your natural instinct to say no to something nice? Weve set ourselves up to drop 20 on our first home this year by always saying no to luxuries, but its like theres no mental leeway to ever let myself say yes. And Im not sure whether Ill regret it. I estimate the nice version of our anniversary trip would probably run an extra 500; wife isnt pushy either way.  <response>: Splurge. Thats my advice to you. A reward for a job well done on being frugal. Get the great room, get the room service, enjoy a great dinner. Sometimes its little things like that imo , you need to do every once in awhile. Most higher end hotels throw in little perks if you mention its your anniversary. Also if you book directly with the hotel ask if there any specials going on to bring the cost done. Like some have a free valet special or breakfast as part of the package. Go for it, youll both love it. 