10 Things to Do in Boston in the Winter

Redfin • Jan 26, 2023

Boston in the winter can be a magical time, with the city covered in snow and a festive atmosphere in the air. Despite the chilly weather, there are still plenty of things to do and see in this historic city. While you may be inclined to stay indoors and read a book, try heading outside to experience the best the Boston area has to offer. From ice skating and sledding to nature hikes and tasty bites, there are options for everyone. 

Whether you’re looking to rent an apartment in Dorchester or find a new home in Hyde Square , here are ten ideas to help you make the most out of winter in Boston. 

Start your day off by visiting one of the most iconic sports venues in the country. Home of the Boston Red Sox, Fenway Park is open for tours all year round. Take a walk around the historic stadium, learn about its history, and see the view from the Green Monster. 

If you tour during the baseball off season, you may be able to run the bases and visit the dugouts. Tours range in price and length from $15 for a 15-minute tour to $25 for a 60-minute tour. 

When you’ve had your fill of baseball, head over to the famous Museum of Fine Arts. The museum is open year-round and has an extensive collection of art from around the world, including works by Monet, Van Gogh, and Vermeer. 

Just because it’s winter doesn’t mean you have to hibernate. Luckily, Boston has plenty of spots for outdoor winter activities. 

“If you’re looking for some winter exercise, practice your balance and lower body engagement by ice skating at Frog Pond,” suggests Alex Cruz, Certified Physical Therapist and Director of Education for CLIENTEL3. “If you’d rather let gravity do the work, go sledding around the corner or on any local hill,” she continues. “And after all that exercise, treat yourself to local business delights at The Holiday Market at Snowport. There are options for everyone, ranging from freshly baked cookies to full meals from expert chefs.”

If athletics aren’t your thing, head to the historic Faneuil Hall Marketplace to enjoy the year-round crowds and lively food court. Commonly called Quincy Market, Faneuil Hall is made up of four markets surrounding a giant promenade. “You’ll be sure to find plenty of local vendors, artisan shopping, and unique restaurants and pubs,” notes Cassandra Chichester from Travel Agent Diary

It can be hard to make it outdoors on the coldest days in January. However, these can be the best times to head out for a satisfying bite without the crowds. 

“Bundle up in as many layers as possible and start your day with a coffee and pastry at Tatte in Beacon Hill,” says Tara West, owner of Tara West Fashion. “Then, stroll down Newbury Street and pick up some cool kicks at Concepts ,” Tara continues. “Finally, work up an appetite as you walk to the North End for a delicious plate of pasta and a fabulous glass of red wine at Lucca. Don’t forget to finish your day by grabbing a cannoli and a piece of chocolate cake at Mike’s Pastry.”

For those looking for a secluded hotspot, consider visiting Bow Market in Union Square. “Many locals don’t even know about it,” state Dante and Carol Bellucci, owners of Vinotta Italian Restaurant. “The market is a hip spot with small shops, eateries, and more. 

If you want to work up an appetite beforehand, visit Robbins Farm Park for some legendary sledding. “It’s just a short drive from downtown Boston and has gorgeous views of the skyline in the distance,” continue Dante and Carol.

Day or night, strolling along the Charles River offers something for everyone. “Soak in the sights of MIT and the Boston Commons,” recommends Anastasia Aranovich , a photographer based in Boston. “The views shift between Boston Brownstones and the open river as you make your way along the river,” she says. “If you’re lucky, you can watch sailboats floating across the water. When you’re done, head up to Newbury Street to get a warming cup of tea and some pastries.”

At night, you can watch the holiday lights twinkle over the water.

No need to stay up late to witness the city at night; the sun sets at around 5 pm from December through February. 

“After a long day out, head to the Four Seasons to warm up and drink a cup of afternoon tea,” suggests Melinda Davala Sarkis , a Boston real estate agent. “As the sun sets, head across the street and stroll through the Public Garden to take in all the Holiday lights,” she continues. “Finish the day with an evening of great food at Contessa while watching the snow fall over the city.” 

Get the most out of a Boston winter by taking a weekend road trip to the White Mountains. “Grab some friends and family and head north to spend a snowy, magical weekend in a cozy log cabin,” recommends Cam Chesley from CS Luxury Group. “You can experience breathtaking mountain views while skiing, snowboarding, tubing, or hiking,” he says. “If you prefer to stay local, hop over to the North End and check out Panza on Hanover Street for dinner. When you’re finished, don’t forget to swing by Bova’s Bakery around the corner to try their famous cannoli for dessert.”

If you’ve made your way around the city and are looking for somewhere new to explore, consider heading north to Middleton. “Visit Middleton for top-notch ice cream, hiking, sledding, and food,” says Real Estate Advisor Victoria Dimino. “Located just 20 miles north of Boston, there are ample activities for a winter adventurer in this small city,” she says. “On any snowy day, you’ll find plenty of people sledding down local hills and trekking up nearby trails. After some outdoor adventures, hit up nearby Maggie’s Farm for some tasty treats and live music.”

Real Estate with Pappabear

By Realestate.com.au 26 Jan, 2023
A “PAW-FECT” Gold Coast house left entirely to the RSPCA is set to go under the hammer on Saturday. A “paw-fect” Gold Coast beach house left entirely to the RSPCA is set to go under the hammer on Saturday. The deceased estate at 28 Arthur St, Mermaid Beach was left to the charity by the previous owner and is now up for grabs in one of the most sought after suburbs on the Coast. 28 Arthur St, Mermaid Beach. The Mermaid Beach house was left to the RSPCA. MORE NEWS: Palm Springs stunner is Qld’s most-viewed home Qld’s “billion dollar club” suburb named in Australia’s top 10 Mega beachfront block to go under the hammer at Currumbin Ray White Burleigh Group agent Conner Malan is marketing the property and said it would be great if the successful bidder also had an affinity “for all creatures, great and small”. “It’d be a lovely story, wouldn’t it,” he said. “The previous owner obviously had a fondness for animals by leaving it to the RSPCA so I’m sure she’d be thrilled if the new owner shared that love. “Of course, the proceeds from the sale are going to the charity so if you are in the market for a new home and wanting to support a great cause such as animal welfare, then this might be the property for you.” 28 Arthur St, Mermaid Beach. The Mermaid Beach house is on a 405sq m block and is 200m from the beach. It’s understood the late owner had been on the title since 1983 when it sold for $79,950. Mr Malan said housing stock in the “renovator” class was becoming harder to find in the exclusive pocket with the vast majority already snapped up. “28 Arthur might actually be one of your last chances to grab this type of property in Mermaid Beach,” he said.
By Realestate.com.au 26 Jan, 2023
Property seekers in Melbourne and Hobart are blowing kisses at one another. Picture: Supplied
By Realestate.com.au 26 Jan, 2023
John and Leanne Platten in their Torrensville home, which they are selling. Picture: Matt Loxton. Househunters and footy fanatics are being given the chance to buy a house that a retired Australian football legend has called home. Four-time Hawthorn premiership player and 1987 Brownlow Medal winner John ‘The Rat’ Platten and his wife Leanne have put their renovated Torrensville property at 86 Ashley St on the market. The couple have lived in the local heritage listed 1890 stone villa for 20 and 35 years respectively but are selling to downsize. MORE NEWS Where homebuyers upped their spending in 2022 Curved mansion hits the market for the first time Mansion with jaw-dropping aquarium back on the market The house at 86 Ashley St is listed with a $1.995 million to $2.19 million price tag. Pic: Magain Real Estate. Leanne and John Platten have lived in the property for decades. Picture: Matt Loxton It’s been renovated and extended over the years. Pic: Magain Real Estate.
By The Business Journals - Commercial Real Estate News 26 Jan, 2023
One of the PG County Chamber of Commerce's priority charges is to boost in-person membership engagement coming out of Covid.
By The Business Journals - Commercial Real Estate News 26 Jan, 2023
A lot else is happening in the surrounding area, too.
By The Business Journals - Commercial Real Estate News 26 Jan, 2023
During a turbulent period for real estate transactions, a small, new-to-market buyer has found an opportunity in Insight Global’s former headquarters in Brookhaven.
By The Business Journals - Commercial Real Estate News 26 Jan, 2023
The Brassfield cinemas will have all the latest equipment and upgraded amenities.
By The Business Journals - Commercial Real Estate News 26 Jan, 2023
South Florida renters spend more on rent than people who live in San Francisco or Boston.
By The Business Journals - Commercial Real Estate News 26 Jan, 2023
Atlanta developer Cousins Properties is planning a 20-story office tower to replace a public parking lot on East Bland Street in South End.
By The Business Journals - Commercial Real Estate News 26 Jan, 2023
ECU Health is closing multiple regional clinics and an inpatient behavioral health unit after recording losses last year totaling tens of millions of dollars.
More Posts
Share by: