Whether it’s your first time visiting the charming street corners of Boston, or you are a frequent visitor, there is always something new to experience. Boston has the perfect mix of historic charm, picturesque architecture, and vibrant Bostonian energy. Each neighborhood offers a different experience from eating authentic Italian pizza in the North End, to cheering on the Boston RedSox in Fenway, to shopping luxury Newbury Street in Back Bay.
When traveling with teens, it’s important to find activities that keep their interest, but also are fun for the parents. These things to do in Boston with teens are both top tourist destinations, but also off-the-beaten-path finds.
Growing up in the greater Boston area, I have been going to Boston for over two decades. As a teenager, I often traveled with either my school, my family, or friends to the city. I’ve walked the Freedom Trial about 10 times and explored the Museum of Science at least once a year. The city is dynamic and offers so much excitement for teens.
Is this your first time visiting Boston? Here are a few must-do things to do with teenagers (don’t worry, I’ll share some unique ideas later too):
- Attend a RedSox Game at Fenway Park
- Walk the Freedom Trail
- Eat in the North End
- Visit Beacon Hill
- Stroll Boston Public Garden
Best Things to Do in Boston With Teens
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Watch a Baseball game at Fenway
Since 1912, Fenway Park has been a classic experience in the Boston area. Red Sox fever runs deep in Boston and whether you catch a game, take a Fenway tour, or just walk by for a quick peek, it is worth checking out one of the country’s most historic ballparks.
If you want to avoid the expensive concession prices, there are several pubs on the street right outside. However, eating a Fenway Frank hot dog across from the Green Monster is a token Bostonian experience. Be ready to sing “Sweet Caroline”, because the whole stadium will break out into song at least once during the game. The energy of the crowd is contagious with several “waves” going around. Sports fan or not, your whole family can find something to enjoy.
Enjoy Live Music at the House of Blues
Any music lovers in the family? Make sure to visit the House of Blues, a fantastic concert hall in the Fenway-Kenmore neighborhood. With a southern-inspired restaurant and a full bar, a trip here is a full event. I have seen artists from Guster to Chase Atlantic, attracting diverse audiences of all ages.
The live music has amazing sound quality due to the smaller, more intimate space. There is a main standing floor and balconies with seating on higher levels. When visiting make sure to plan a time to eat because the restaurant is separate from the main concert area.
Attend a sports game at TD Garden
More of a hockey or basketball fan? Attending a Bruins or Celtics Game at TD Garden is an electric experience. Not only is it the largest entertainment and sports arena in New England, but it also has excellent sound quality, lighting, and comfy seating. Attracting large crowds of passionate Boston fans, you are bound to experience a fun and enthusiastic atmosphere. The arena is located above the North Station train line, which makes getting there convenient. The Pro shop offers facepainting for kids and Halftime King of Pizza is a fun spot right outside.
Stroll Faneuil Hall
Faneuil Hall is a marketplace that is a popular tourist destination in the historic part of Boston. With a plethora of food and shopping options, it is a great place for some exploring. Several name-brand shops like Urban Outfitters make it a great spot for clothing lovers.
Street performers can be spotted drawing crowds by singing, doing magic tricks, and performing stunts. Around the holiday season, a giant Christmas tree lights up the area, accompanied by several other decorative lights. It’s a magical scene against the historic city background. Given the mall-type atmosphere, it is a safe space for teens to roam and enjoy their day.
Eat away at Quincy Market
Quincy Market is an indoor food market that is part of Faneuil Hall. As the largest and oldest food hall in the nation, this vibrant building consists of every flavor of Boston one could ask for. From sweets like Ben & Jerry’s, gelato, and candies, to Boston Chowda, lobster rolls, and an oyster bar, there is something for every craving.
Since this spot is extremely popular, there can be large crowds, making it hard to find seating during busy hours. As a tourist attraction, it’s a great place to roam as a first-time visitor. Even as someone who has gone countless times, I still like making my way down to the vibrant marketplace. If it is too crowded there, you can walk over to the Boston Public Market instead or check out the food trucks along the Rose Kennedy Greenway.
Travel Back in Time on the Freedom Trail
The Freedom Trail is a must for anyone visiting Boston. You cannot step foot into the city without seeing the red brick line that travels throughout these historic streets. Go back in time and walk to the exact places where famous American history events took place. You can pick a tour, each for about 90 minutes, that tells different stories like the Revolutionary Women Tour or the African American Patriots Tour.
Each walking tour takes you to historic landmarks from the American Revolution such as the Old State House, Granary Burial Ground, Old South Meeting House, Boston Massacre Site, Old North Church, and Paul Revere’s House. Guides for the tour dress up as authentic 18th-century civilians and inform you while you walk. From school field trips to family day trips, the Freedom Trail is a spectacular way to explore Boston for all ages. At this point, I have probably been on the trail about 10 times, and each time something new stuck with me.
Explore China Town
Chinatown is a great neighborhood for delicious authentic Asian food and shops. Grab some boba tea and shop at the local businesses. Corner Cafe Bakery is a perfect spot to stop for delicious Chinese desserts like moon cakes and egg tarts. Make sure to bring cash if you are planning on spending less than $10, there is a $10 minimum credit card limit.
If you are with a group of friends or with your family, going to eat Hot Pot is a fun and tasty experience. Most restaurants will give you fresh veggies and meat to cook at your table. Shabu-Zen is a popular spot for Hot Pot, but there are several to choose from.
Lunar New Year is a fantastic time to visit where you can watch the traditional dragon dance. When we went, groups went around to each business and blessed them. There were lots of drums and flags among the festivities. It was a great culturally immersive experience to learn from.
Try Every Flavor of Cannoli
The North End is my favorite neighborhood in Boston, and I am not alone in this opinion. The North End, Boston’s Little Italy, and oldest neighborhood, boasts quintessential Boston scenery. With narrow cobblestone streets, old brick buildings, and the smell of pizza on every corner, this neighborhood is like walking into a brochure. Hanover Street has many attractions with tons of local shops, bakeries, and restaurants.
That long line you see flooding out the door is for the famous Mike’s Pastry (although some prefer the rival Modern Pastry Shop). This bakery is a staple and the pastries are well worth the wait. The lobster tails and cannolis are our family’s regular pick. The cannolis are pretty large and range from flavors like peanut butter, to mint chip and Nutella. The famous Boston cream pie is also a popular pick. It’s good to be aware that they only accept cash, and some other places in the North end are the same way.
Another great way to explore the North End is through a Boston Food Tour.
Play giant chess at Lawn on D
Lawn on D in the Seaport District is an interactive, outdoor, waterfront space. During designated public use time, you have free access to a wide variety of outdoor games. You can play pickleball, corn hole, bocce, ping pong, Jenga, giant chess, and lawn checkers. Swinging around on the circular swings is a popular pastime, and concessions are also available.
From beer and cocktails to burgers and fried dough, there are refreshments for all ages. Keep in mind that outside food and drink are not allowed when concessions are open, and dogs are not allowed.
Ice skate Under the City lights
The Boston Common is a beautiful, centrally located green area with walking paths, and benches. During the winter, the shallow Frog Pond turns into a skating rink. The rink has walls and offers great scenery of the city due to its location. You can rent skates and some concessions are available. Skating can get a little crowded, but it is a beautiful spot for an outdoor winter activity.
Take a Duck tour
Everyone has to do a famous Boston Duck Tour at least once. You travel in a colorful boat on wheels around the major historic attractions of the city. The best part is the vehicle can turn into a boat so you get to travel in and out of the water and see the Charles River, Copley Square, MIT, Newbury Street, the Old State House, and many more locations. The experience offers great information, picturesque views of Boston, and a fun experience for everyone.
Escape the room at Boda Borg
Are you looking for a fun night of adventure? Boda Borg is like an escape room on steroids, where a group of people have quests to complete and overcome. Each quest ranges from two to four rooms each and varies in theme. From game shows to obstacle courses, to puzzles, this adventure tests your wits and skills. Like a real-life video game, you can live out different stories where you may have to be a farmer, a thief, or a pirate.
Due to the group dynamic of the challenges, this spot is super popular among teenage friend groups and families. Not only have my friends gone several times, but my high school planned a field trip here for Senior Night. This unique experience will have you thinking creatively and bonding with your loved ones.
speed through the water
Unlike a normal harbor cruise, the Codzilla speeds through the water at 40 mph and spins 360 degrees. While you speed through the water, loud music is blasting. There is almost a guarantee you will get wet, but don’t worry they provide free ponchos on board. The adrenaline of the ride should entertain teens who love amusement parks.
Similar to a rollercoaster, this is not recommended for people who get motion sick easily or have any major health concerns. Make sure to reserve in advance due to crowds.
See Marine Life At the New England Aquarium
Going to the New England Aquarium is a great rainy-day activity for lovers of marine life. Exhibits like the Amazon River and rainforest have piranhas and anaconda snakes. The Penguin Colony is a popular exhibit where there are about 50 penguins of different species like the African Penguin and the Rockhopper Penguin.
The aquarium itself is not too large and will not take up your whole day. Therefore I recommend going to Simons Theater where you can watch 3D films on marine life. These films offer beautiful cinematography and tell stories of the Great White Shark and Arctic marine life. These films are captivating and are only a couple of steps away from the main aquarium.
spot whales
While at the New England Aquarium, make sure to check out their Whale Watch Cruises. You will set out on a highspeed catamaran to Stellwagen Bank Marine Sanctuary, where you will find the feeding ground of many popular animals. Not only can you see whales, but dolphins and sea birds too! Watch a humpback whale jump out of the water right in front of your eyes. The whole experience is complimented by New England Aquarium Naturalists who will keep you informed about all the marine life to see.
On the boats, there are both indoor and outdoor spaces, and you can upgrade to a full bar and purchase snacks. It is recommended to bring a comfortable jacket even on warmer days because it can get cool out on the water.
Go Shopping
There are so many great shopping spots in the city but these are some of the most popular. The Prudential Center is a giant shopping mall with lots of recognizable stores like Lululemon, Pandora, and Sephora. It’s a great atmosphere and the interior is clean and bright. You can also go to the top three floors of Prudential Tower to view Boston.
Newbury Street is the most popular, trendy, and expensive spot for shopping in Boston. Located in the Back Bay neighborhood, this upscale street is full of name-brand designers like Marc Jacobs and boutiques like Pink. Many local shops are also available to look for more unique items. This is also a popular spot for dining and Stephanie’s on Newbury Street is a great brunch spot.
Eat At Eataly
Located in the Prudential Center, Eataly is any Italian food lover’s dream with everything you need in one place. As one of the largest Italian marketplaces in the world, Eataly is a restaurant, store, and bakery all in one. Buy some authentic cannolis, pastries, gelato, or chocolates to satisfy your sweet tooth. You can buy wine, paninis, pasta; anything you can imagine that is Italian! With everything in one place, there is a little for everyone to be happy and fix their taste buds.
Live like A Harvard student
Located in Cambridge but still in the city, Harvard Square is a quaint spot for a cozy academic experience. Bookstores line the streets like the Co-op, and coffee houses are perfect for relaxing. Vintage shops and thrift stores are great places to spend time, but you can’t forget the famous Harvard University campus. Walking around the beautiful picturesque buildings will give you the experience of living like a Harvard student for a day. The square itself is lively with street performers and vibrant restaurants.
Admire the Boston Public Garden
The Boston Public Garden is the first botanical garden in the country. Since the gardens were established in the Victorian era, they offer far more of an artistic touch than other outdoor spaces. The atmosphere is beautiful and serene with a vast variety of unique plants, lagoons, monuments, and fountains. You can take a Swan Boat ride on the water or check out the “Make Way for Ducklings” sculpture based on the childhood picture book. The gardens themselves are beautiful so anyone can enjoy the tranquil space.
Watch a Show at the Opera House
Citizens Bank Opera House is a breathtaking theater with beautiful acoustics. Located in Downtown Boston, this Opera House is centrally located. Well-known musicals and shows such as Mama Mia, Les Miserables, Hamilton, and The Nutcracker have performed here. If you or your teen is a lover of theater, then this is a must-do experience. Even if you are not familiar with any shows, just the beauty of the building is enough to enjoy your time.
get lost in the art
The Isabella Stewart Gardner Museum is a beautiful house-turned-museum. Full of stunning architecture, tapestries, artifacts, and a central courtyard, it is easy to get lost in the beauty. The story of the art heist at this museum will capture the attention of teens who love mystery. You can see the empty spaces where the exact paintings were stolen, and they are still lost to this day.
Compared to other museums, the Isabella Stewart Gardner Museum is great for older kids and teenagers who can appreciate more mature and elegant art. I went here as a sophomore in high school and it was amazing. This truly unique museum is a wonderful trip.
Some other great museums to explore include the Museum of Science, the Museum of Fine Arts, and the Harvard Art Museums. Explore more New England museums.
Hike for views of Boston
If you are looking for a nature-based activity and you are willing to travel a little outside the city, Blue Hills Reservation is a great spot. With 7,000 acres across multiple Boston suburbs, you can hike, walk, mountain bike, and swim. There are hills, meadows, and marshes, but the best view has to be Great Blue Hill. After a moderate-level hike up to 635 feet, you will get scenic views of the Boston skyline. If you are staying in Boston for a vacation, this would be a great day trip if you want to escape the crowds and take a breath of fresh air.
Drink Tea At the Boston Public Library
Not only is the Boston Public Library one of the most beautiful experiences in the city, it is has free entry! Full of elegant structures and art, you can explore the historic architecture and courtyard.
The Afternoon Tea is a divine experience where you can choose between a dark academia-themed room or a bright room overlooking the courtyard. To match the aesthetic, you choose the tea you want from a vast menu. After you get your tea and appetizer, you get a tower of both sweet and savory bites. These picturesque snacks bring the experience to a whole new level.
take pictures in Beacon Hill
You cannot visit Boston without taking your iconic picture on Acorn Street in Beacon Hill. Your teens will appreciate the Instagram-worthy location. Home to the oldest and most historic houses in Boston, this neighborhood is the peak of the Boston aesthetic.
The best time to visit is in the fall when the houses go big for Halloween decorating. The fall foliage looks stunning against the authentic red brick houses. These streets can get very crowded, so I would recommend going earlier in the day. Besides sightseeing, there are also many boutiques for shopping, but this is an expensive area.
Where to Eat in Boston with Teens
Giacomo’s Ristorante
As part of Tasting Table’s 2023 “The 20 best Italian restaurants in the US”, Giacomos Ristorante is a standout among Boston restaurants. Located on the famous Hanover Street in the North End, you can expect only the finest Italian flavors. My family has been going here for over a decade, and the food gets better every time. Since there are no reservations, they always have a line down the street. The wait is usually no more than an hour, but it is completely worth it. Sometimes one of us will grab Mike’s Pastry to eat while we wait in line, a great way to pass the time.
This family-owned restaurant is small and has a more homey interior, but people don’t come here for the aesthetics. Giacamos stands out for its ability to mix fresh seafood with traditional Italian dishes. The Lobster ravioli is amazing, and honestly, any dish will be a great choice.
Fire and Ice
Fire and Ice offers a unique dining experience compared to any other restaurant. Located in Back Bay near Newbury Street, this restaurant can be anything you are currently craving. Here, you pay a fixed price and then craft your meal based on an array of different types of food. From Mexican to Italian, you get to decide exactly what your meal consists of. Once you have chosen your food, you bring it to a round grill and watch it be cooked for you. It’s like hibachi, but for any type of food you desire. The setup of this place is great for a group of friends or families.
Where to Stay in Boston
Omni Boston Hotel at the Seaport
If you are looking for an upscale and modern hotel in the Seaport District, the Omni Boston Hotel at the Seaport is a great option. This 4-Diamond-rated hotel is located conveniently near South Station and Boston Harbor. With a breakfast cafe, multiple restaurants and bars, a fitness center, and a spa, you will have all the amenities.
I stayed here recently and the absolute best part has to be the stunning floor-to-ceiling windows overlooking the city and Boston Harbor. The rooms are very clean and have a luxury feel. Even though the Seaport District is on the expensive side, I would say the price is very reasonable for what you get. This is a great spot to stay with the whole family because it is quite spacious.
CitizenM Hotel
If you or your older teen are looking for an affordable and convenient spot to stay with friends, CitizenM Hotel is great. I stayed here recently with a friend and it was fun, fresh, and modern. The rooms are smaller, but the giant windows offer beautiful nighttime city views. The rooms are controlled with iPads, which is a fun touch.
The hotel is located on top of North Station, which makes it a great location if you are seeing a game at TD Garden with a friend. We walked to the North End for dinner, and the walk was not bad at all. The hotel and surrounding area felt safe, and it was super convenient because we took the train to the North Station. I would not recommend this place for a family but for a couple of friends going to the city on a budget? Definitely.
Find other places to stay in Boston:
When to Visit
Every season has something to see, however, the best time to visit would be September to December. The summers can get hot and humid, and the winters are extremely cold. That end of summer, fall season into the holidays is the best time for weather, but also for festivity and decorations. However, be aware that some activities may be seasonal.
Some busy times of the year to avoid traveling would be college move-in and move-out weekends, July 4th, and Marathon Monday in April. At the end of the day, New England weather is a little funny so don’t let the season stop you. Get out there and enjoy the nation’s most historic city!
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Lily O’Neill is a freelance content writer set to graduate from the University of Massachusetts Amherst in spring 2024. She also blogs on her own website, Humanscrapbook, where she focuses on lifestyle, wellness and travel content. With a background in psychology and cultural anthropology, Lily combines social sciences and her own travels to craft meaningful stories.
