"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.
So 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.
And TBH, if it involves food, booze, or anything with the word spa - you can't really go wrong.
Somewhere to indulge in insanely delicious food
Any one of these excitingly new restaurants // throughout Boston
Brownie points for taking her somewhere she hasn't been before.
Top of the Hub // 800 Boylston St
Brownie points for the view.
Eataly // 800 Boylston St
Brownie points for introducing her to heaven.
Somewhere where she can get her drink on
Brownie points for taking her on Friday for free wine tastings from 5-8pm.
Drink // 348 Congress St
Brownie points for helping her discover her new fave cocktail.
Brewery tour // throughout Boston (here are some of our favorite MA beers)
Brownie points for the interactive experience.
Somewhere to satisfy her nagging sweet tooth
Any one of these dessert destinations // throughout Boston
Brownie points for picking the place that offers her favorite dessert.
Sugarfina // 800 Boylston St
Brownie points for the guaranteed sugar high.
Omni Parker House // 60 School St
Brownie points for exposing her to the OG Boston Cream Pie.
Somewhere where she can let her inner child run free
Sacco's Bowl Haven // 45 Day St, Somerville
Brownie points for bowling AND insanely delicious pizza.
Boda Borg // 90 Pleasant St, Malden
Brownie points for probably the most unique date she's ever been on. (It's a real-world gaming environment called questing.)
Boston Winter // City Hall Plaza
Brownie points for taking her ice skating.
Somewhere that offers a true cultural experience
Museum of Science // 1 Science Park
Brownie points for the Astronomy After Hours.
Isabella Stewart Gardener Museum // 25 Evans Way
Brownie points for the beautiful midwinter tropics garden in the courtyard.
The Institute of Contemporary Art // 25 Harbor Shore Dr
Brownie points for taking her during one of the First Friday event series.
Somewhere that can keep her entertained
Coolidge Corner Theater // 290 Harvard St, Brookline
Brownie points for taking her to the movies in style.
The Paint Bar // 248 Newbury St
Brownie points for letting her laugh at your artwork.
Improv Asylum // 216 Hanover St
Brownie points for even more laughter.
Somewhere she can get the pampering she deserves
The Spa at the Mandarin Oriental // 776 Boylston St
Brownie points for the crystal steam room.
Bella Santé // 38 Newbury St
Brownie points for couples massage.
Float // 515 Medford St, Somerville
Brownie points for taking her to the trendiest treatment out there.