Cheryl Mastrogiovanni

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Cheryl is a native of Salem, MA, with just a slight Boston accent that remains from her childhood. She has been a high school counselor for over 20 years and enjoys helping her seniors navigate the college application process. A lifelong Boston Bruins fan, Cheryl began attending hockey games with her father in the original Boston Garden at the age of 8, a tradition she is now sharing with her son. Cheryl published a children’s picture book about (what else!) a child attending his first Bruins game. A graduate of Boston College, Cheryl is also passionate about soccer, travel, Cape Cod, and spending time with her family. As much as she loves to travel, she equally loves coming home. Cheryl resides in Arlington with her husband and son, who was born in 2014. Loves: playing soccer on the weekends, Italian culture and GOOD pizza, hot summer nights, seafood shacks, '80s music, sneakers, and being organized Dislikes: long meetings, loud noises,  messiness

Date Night in the City :: 8 Boston-Area Restaurants for Reconnecting With Your Partner

I’m guessing you didn’t get to socialize much during the pandemic. Neither did I. One thing I really missed was going out to dinner — a classic date night in Boston with my partner....

Hockey Season in Boston with Kids!

Hockey season is back, and it's one of my favorite things about fall!  Taking your family to a hockey game in New England is truly a fun adventure for kids of all ages. I...

College Application Season!

If you are the mom of a high school senior, hang on for a wild ride.  It’s college application season, so most seniors will be managing not only classes, sports or clubs, a job,...
Provincetown, Cape Cod

Day Tripping to Cape Cod’s Provincetown!

During the summer months, I am lucky to be able to spend a lot of time on Cape Cod. One of my favorite spots to visit is Provincetown, a community of 3,000 year-round residents....

Making the Most of Your Milestone Birthday

Most of us can remember back to when we turned 21 — and how much we looked forward to that milestone birthday. But then life takes over. And more often than not, we no...

10 Kid-Friendly Boston-Area Food Festivals to Check Out This Summer!

I’m always looking for things to do that involve food! And even better, events that are kid-friendly. Here are 10 Boston-area food festivals worth checking out this summer — all involve delicious eats! St. Athanasius...

Visiting Boston :: The North End

With the exception of new restaurants opened in the last few years, I have been to almost every restaurant in the North End! For those not familiar with this lovely Boston neighborhood, it has...

Decision Fatigue Is Real

Is it just me, or has brain fog taken over lately? Every day we are faced with thousands of decisions, some conscious and some not. Lately, I’ve been having a hard time making some of...

Doughnut Worry, Be Happy :: 7 Boston-Area Doughnut Shops to Try

During the past two years or so, we’ve all been seeking out comfort. We’ve taken up new hobbies, joined virtual book clubs, and explored new places to hike. Some of us found our comfort...
Male High School Student Talking To School Counselor By Lockers

Thank a School Counselor

This week, February 7-11, is National School Counseling Week — it recognizes the vital work school counselors do in our schools. As a school counselor, I feel it’s important to spread awareness about the...

This, Too, Shall Pass

"This, too, shall pass." "It’s just a phase.” As moms, how many times have we heard these lines from well-intentioned family members and friends when we are struggling with a difficult aspect of parenthood?   Usually, our advice-givers...

See a Show in December :: 10 Family-Friendly Performances in Boston

If you’re not traveling over the holidays, you might be looking for some fun things to do with your kids during the month of December or over school vacation. The usual museums will likely...