"I don't care." The answer you've probably received (or given) time and time again in response to the question of what should we do tonight. Maybe she really doesn't care...I mean as long as you guys are together, right? Cute, but doesn't make for an easy planning process. Believe me, I know - I'm the queen of I don't cares.\nSo let's make it easy. Bypass the indecisive musings and have a plan already set in action for your next date. I've done the hard part for you and rounded up 21 places that I can almost guarantee to be a hit with your lady friend this winter. All you have to do is pick one and rack up those brownie points.\nAnd TBH, if it involves food, booze, or anything with the word spa - you can't really go wrong.\nvia @eastcoastfeastcoast\nSomewhere to indulge in insanely delicious food\nAny one of these excitingly new restaurants // throughout Boston\nBrownie points for taking her somewhere she hasn't been before.\nTop of the Hub // 800 Boylston St\nBrownie points for the view.\nEataly // 800 Boylston St\nBrownie points for introducing her to heaven.\nvia @karlalondon\nSomewhere where she can get her drink on\nThe Wine Bottega // 341 Hanover St\nBrownie points for taking her on Friday for free wine tastings from 5-8pm.\nDrink // 348 Congress St\nBrownie points for helping her discover her new fave cocktail.\nBrewery tour // throughout Boston (here are some of our favorite MA beers)\nBrownie points for the interactive experience.\nvia @nianhu\nSomewhere to satisfy her nagging sweet tooth\nAny one of these dessert destinations // throughout Boston\nBrownie points for picking the place that offers her favorite dessert.\nSugarfina // 800 Boylston St\nBrownie points for the guaranteed sugar high.\nOmni Parker House // 60 School St\nBrownie points for exposing her to the OG Boston Cream Pie.\nvia @undefined" class="lml-instagram-embed-2" />via @undefined\nSomewhere where she can let her inner child run free\nSacco's Bowl Haven // 45 Day St, Somerville\nBrownie points for bowling AND insanely delicious pizza.\nBoda Borg // 90 Pleasant St, Malden\nBrownie points for probably the most unique date she's ever been on. (It's a real-world gaming environment called questing.)\nBoston Winter // City Hall Plaza\nBrownie points for taking her ice skating.\nvia @extrapetite\nSomewhere that offers a true cultural experience\nMuseum of Science // 1 Science Park\nBrownie points for the Astronomy After Hours.\nIsabella Stewart Gardener Museum // 25 Evans Way\nBrownie points for the beautiful midwinter tropics garden in the courtyard.\nThe Institute of Contemporary Art // 25 Harbor Shore Dr\nBrownie points for taking her during one of the First Friday event series.\nvia @undefined\nSomewhere that can keep her entertained\nCoolidge Corner Theater // 290 Harvard St, Brookline\nBrownie points for taking her to the movies in style.\nThe Paint Bar // 248 Newbury St\nBrownie points for letting her laugh at your artwork.\nImprov Asylum // 216 Hanover St\nBrownie points for even more laughter.\nvia @agrl7\nSomewhere she can get the pampering she deserves\nThe Spa at the Mandarin Oriental // 776 Boylston St\nBrownie points for the crystal steam room.\nBella Santé // 38 Newbury St\nBrownie points for couples massage.\nFloat // 515 Medford St, Somerville\nBrownie points for taking her to the trendiest treatment out there.