How to Spend a Cold Day in Boston: Winter 2023

It’s been a bit of a weird winter weather-wise, but we’re making the most of every snowflake we get! Take advantage of this special time in Boston with a day of unique activities around the city. We’ve put together five itineraries for you to maximize a chilly day in Boston. Everything is all planned, all you have to do is go!

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Date Night

• First - It’s the season of romance and romance historically means chocolate. Take a Chocolate Tour of Harvard Square, sampling all the treats to be had in the historic neighborhood and learning about it along the way. $40/person | Take the Red Line to Harvard Square
• Next - Chocolate historically pairs well with flowers and if you walk ten minutes to the Harvard Museum of Natural History, you can show your sweetie the most unique bouquet of all. The Ware Collection of Glass Flowers showcases 4,3000 delicately crafted glass models of plants in a stunning year-round exhibition. Pro Tip: Massachusetts residents get free museum admission on Sunday mornings and Wednesday afternoons. $10-15/person | Walk 10 minutes from Harvard Square
• Finally - End the evening by grabbing a craft cocktail or a unique snack at The Longfellow Bar (pictured), Alden & Harlow’s chic sister cocktail bar. They can whip you up a mocktail if you’d prefer, and you can choose from a menu of elevated childhood favorites like nuggets, nachos, and pigs in blankets. Price varies | Walk 10-15 minutes from the Harvard Museum of Natural History

Friends are Forever

• First - Give back to the community in the cutest way possible by volunteering at the MSPCA in Jamaica Plain. Duties range from greeting prospective adoptive parents to caring for and cuddling the animals. Volunteering doesn’t necessarily require experience, but it can require a commitment of multiple visits. Free | Take the 39 bus to S Huntington Ave @ Perkins St
• Next - After your good deed, walk ten minutes to the banks of Jamaica Pond to enjoy the beauty of wintertime on this beloved body of water. Take a stroll around the pond or just sit and enjoy the crisp white snowscape and winter quiet. Free | Walk 10 minutes from the MSPCA
• Finally - From there walk five minutes to Tres Gatos, a vibrant Spanish tapas restaurant with a bookstore and record shop in the back. Enjoy a meal together sampling dynamic dishes and then browse the new books and albums in the shop. Price varies | Walk five minutes from Jamaica Pond

Solo Adventure 

• First - Envision life in Boston at a different time by touring the historic Nichols House Museum in Beacon Hill. Learn about the Nichols family, particularly the boundary-breaking women in the clan, and their life in 19th-century Boston. $8-16 | Take the Green Line to Park Street
• Next - Walk five minutes to Beacon Hill Books & Cafe to satiate your literary appetite. Browse through the selection of the beautiful bookstore to find your next read or just to take in the calming aesthetics of the much-lauded shop. Free entry | Walk five minutes 
• Finally - Cross the street to the Charles Street Tatte Bakery & Cafe for a croissant and a coffee. This beloved Boston chain offers up fresh baked goods, innovative espresso drinks, and a diverse breakfast and lunch menu. Or hit the famous Figs for a glass of wine and a pizza if that’s more your speed. Price Varies | Cross the street

Ode to the Outdoors 

• First - At the first signs of fresh power, don’t waste any time, head straight to Blue Hills Ski Area to make the most of it. If you’re a newbie, sign up to take some lessons and get into your ski groove, or use your existing skills to hit the slopes. $40+ | Take the 716 Bus to 1904 Canton Ave @ Trailside Museum
• Next - Stop by the Blue Hills Trailside Museum to learn about the natural history and wildlife of the Blue Hills Reservation. After rushing down hills on your skis you’ll find a new appreciation for this natural sanctuary at the museum. Free | Walk three minutes to the museum
• Finally - Walk 15 minutes or hop on the 716 bus to Trillium Brewing’s Canton brewery. Grab a post-ski brew and a pizza for a satisfying end to the day. If you’re there on a Wednesday, consider hopping into a trivia game. Price Varies | Walk 15 minutes or take the 716 bus to Royall St @ JW Foster Boulevard 

Family First 

• First - Start the day at the Recreation Station on Pappas Way. At this pop-up shed you can borrow sleds, snowshoes, games and activities for kids, and snowman-building supplies for endless winter fun. Pick your activities for the day and gear up. Free | Take the 7 bus to Summer St @ Pappas Way
• Next - Walk 10 minutes to William Miller Memorial Park and explore the area in snowshoes. Then build the world’s best snowman with your supplies from Pappas Way. Bonus points if you can style the snowman as your favorite Marvel character. Free | Walk 10 minutes to the park
• Finally - Walk 10 minutes to The Paramount for a satisfying breakfast for lunch. After working up an appetite with all that winter fun, indulge in caramel and banana French toast and malted Belgian waffles with all the syrup you can pour. Price varies | Walk 10 minutes to The Paramount

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Photo by The Longfellow Bar

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