Best Winter Boston Date Ideas to Keep Warm

New England winters are full of warm-hearted people and chilly winter February nights. So, when it comes to date ideas, sometimes the weather keeps you from doing the conventional. Thus, forcing you to think outside the box and try out some new night out spots. While living in Boston, the weather has hampered my valentine’s day outfit (every year maybe this time i’ll learn), but luckily never our holiday plans. I’m very lucky to have a boyfriend whom is always finding non-conventional ways to harbor the cold.

We like to make Valentine’s Day a special occasion because it’s a fun motive to spend time together. We use it as a reason to escape the routine. I think we can all agree sometimes the world feels like whiplash. The days run together and my to-do list gets longer. I love taking a pause to Celebrate the truly magical fact I found my best friend. In any case, exploring the city, no matter how you celebrate, is always a necessary way to avoid cabin fever in the cold. So, I’ve compiled our favorite indoor winter activities for the perfect Galentine’s or Valentine’s Day this year. My only big piece of advice is: make that reservation now:)

boots / jacket / jeans

Catch a flick in Harvard Square

The Brattle Theater is a charming, vintage movie joint tucked away on Brattle Street. This theater gives you all the vintage vibes, here you are among real cinemaphile’s here. Taking preference in the classics, you won’t find the most recent Hollywood thriller playing. However, you get all the charm and a classic movie that pulls on your heart strings. We watched CasaNova here on V-days in the past.

Take a cooking class in Back Bay

Sur La Table offers an arrangement of cooking classes. These fill up quick so make sure to book in advance. All the dates filled? Check over at the Boston Center for Adult Education in the South End.

Go to the visit a museum in Cambridge

Museums ain’t just for kids, okay? I’m a real sucker for the science museum. I’ve gone on field trips growing up and it was one of my first dates with my boyfriend. It’s such a magical place and there is so much to see. Plus, that imax is pretty cool.

Get Ramen in Allston/ Brookline

Now, this isn’t your college roommate’s 2 minute cup of noodles. The chefs at Ganko Ittetsu (Brookline) and Totto Ramen (Allston) are masters at this delicious art. We love the smooth, savory homemade broth. If we are being honest, we go here almost every night for dinner. Neither take reservations, but fear not – they get you in and out pretty fast. The food: no doubt worth the wait.

Tour a Brewery in Everett

This is a great option for a very casual night out. Grab a flight at one of our local Boston favorites: Night Shift (Everett). We are a big fan of their IPAs, especially the morph. However, they have a good selection of darker beers and sours if those are more suited to your tastes. Date going well? Take a 5 minute Uber to Down the Road (Everett) where you will find equally delicious beer.

Enjoy a SpeakEasy Drink with live Jazz in the South End

The Beehive in the South End is a gorgeous place to visit with it’s tall exposed brick walls and crystal chandelier. The signage is a minimal, but look for the B and follow the sound of sweet, soulful jazz.

Brunch bar hop in Southie

Southie, once and always known for its Irish charm, is now a yuppie paradise. If you are an early riser, then doing the brunch crawl in Southie is in your weekend itinerary. From Lincoln to loco, stretch out that stomach and enjoy the most delicious brek money can buy. I mean breakfast tacos at loco? Can you really go wrong?

Grab some Skates in Cambridge

While the frog pond in Boston common is cute, it’s hardly a secret. Fun, but in my opinion a little crowded (as all tourist fun can be). Kendall, one stop over the river on the red line, has a cute little rink that is still cozy but less crowded and perfect for a little skate date.

Holy cannoli in the North End

Stop by the north end for dinner, I’ll spare you my restaurant Recs because honestly they are all just heavenly. However, weigh in to the Cannoli battle – modern pastry vs mikes across the street. The Italians have their vote, what’s yours?

Look at some really ugly art before your movie at Somerville theater

first for dinner, Read your dreams at yume wo katare. This ramen dive ( seeing a theme here? We like soup 🍲) makes you say your dreams before picking up your order. Can be intimidating but you can make it fun. My dream ? Being a DIY celebrity and also having three dogs, all Goldens of course.

After dinner grab a ticket to Somerville theater, which plays more of your trending Hollywood moderns than the Brattle. A ticket to the “museum of ugly art” is complimentary with your movie pass. Downstairs there is a small temple to the ugliest art you’ve ever seen and you’re definitely encouraged to laugh.