Explore Fairfield County :: Trumbull


“Explore Fairfield County” is an informational series that provides a glimpse into the wonderful towns and cities in Fairfield County. Fairfield County is diverse in that it includes big cities, small suburbs, beaches, farms, and busy highways. It covers a large geographic area and, because of this, it has a lot to offer families! To help you get the most out of Fairfield County, our contributors have shared the top 10 things they love about each local area. To read more in this series, click here.


What’s not to love about Trumbull? It has the small-town feel that families love, yet it is close to many other great cities! Trumbull is known for a great school system, reasonable commute to the city or surrounding areas, and decently priced housing. Here is a list of the top reasons to love Trumbull, in no specific order!

Activities for Families and Children

Lakewood Trumbull YMCA 

The YMCA is a fantastic place to go whether you are looking to work out, get healthy, find a program for your kids, or catch a break in the lobby. The best thing about the Y has to be the childcare. Children look forward to going into childcare simply because they get to play, and the women in there are AMAZING! The Y also has a Family Outdoor Center where camps are run in summer and other classes and programs throughout the year.

Trumbull Early Childhood Education Center

Trumbull has the first free-standing public special needs preschool program in Connecticut, also known as TECEC. This program is unique because they offer a few different programs to fit Trumbull residents’ needs. The most popular program that they offer is their preschool integration program (PIP). This program is offered for 3 & 4-year-old children in Trumbull. The program consists of regular education students and special education students working collaboratively in the classrooms with certified teachers!

TECEC also offers a Head Start Program, a Special Educational Program, and a Specialized Resource Program. The entire staff at TECEC is simply amazing, and the children that emerge from this school are more than prepared for Kindergarten. In addition to the staff, the parents are also very involved in daily school activities and fundraisers to further support the classrooms.

Pinewood Lake Association

Pinewood Lake Association is a private community in Trumbull that offers a historic clubhouse. It maintains several boat racks, two dams, a common access beach, and several access parcels interspersed between houses that border the lake. There is a fee for the membership and a long waitlist, but PLA is open to Trumbull residents and non-residents.

Photo by Evan Messerli

Town-Wide Events and Activities

Annual Memorial Day Parade

The Town of Trumbull hosts an annual Memorial Day Parade to remember and honor the military personnel who died while serving in the Armed Forces. The event typically features veterans and dignitaries, antique cars, marching bands, color guards, schools, scouts, and sports teams. 

Santa & The Long Hill Fire Department 

This is a tradition that so many people look forward to every holiday season! Families are welcome to make a reservation in person or call on Halloween night to book their fire truck visit! The firehouse volunteers work endlessly to make all residents happy and fit in as many visits as possible from Thanksgiving weekend to Christmas Eve!

The thrill of having Santa arrive on a beautifully decorated fire truck blaring Christmas music will make any aged kid get excited! Santa delivers gifts to each child at each stop (prearranged by parents, of course) and hands them out by name! Santa takes pictures with everyone and offers Christmas wishes as he rides away! It is one of my family’s favorite Christmas traditions! 

Photo by Evan Messerli

Fall Arts Festival

Trumbull has an annual Fall Arts Festival held every September. Local artisans gather on the Town Hall Green to share and sell their various crafts and art.

Summer Concert Series

The town also hosts summer evening outdoor concerts at the Gazebo. Sit back, relax, and listen to some tunes while enjoying the beautiful summer weather!

Trumbull Businesses & Eateries

Trumbull Pharmacy

Trumbull Pharmacy continues to be an amazing addition to Trumbull! This family-owned pharmacy has been open for about two years! They deliver (for free), are always quick, and have a drive-thru pickup window! They are one of the few drive-thru businesses in Trumbull, therefore a great resource for moms on the go!

The pharmacist will give you his cell phone number to text pictures of prescriptions and insurance cards to make the whole process a breeze! You certainly wouldn’t find that personalization at any of the chain pharmacies! 

A great addition to the small number of restaurants that Trumbull has to offer. Their menu changes every season and yet keeps the customers’ favorites all year round. The bar has signature drink offerings as well as your regular favorites. The outdoor patio is a great space in the summer and fall as well. This spot is hard to find if you don’t know where it is, but a favorite with the locals!

Photo by Evan Messerli

Plasko’s Farm

Plasko’s Farm has been a family-run farm in Trumbull for many years. They offer seasonal activities for families as well as a new amazing creamery! They have a corn maze, pumpkins, a small market, and their delicious apple cider donuts in the fall. Don’t worry, the donuts are offered year-round! They also have a scarecrow-building day complete with supplies for each family! In addition to these great activities, there is a small farm stand offering vegetables and local fruit. 

Photo by Evan Messerli

Pure Poetry

This boutique offers all sorts of wonderful home items, gifts, and clothing. The space has been described as “colorful, fun, and filled with fashions and discoveries we believe are unique to the area.” Pure Poetry also features local artists and vendors. All of their items change with the season and are reasonably priced! If you need a unique gift for any occasion, this is the place to visit!

Westfield Trumbull Mall

The Trumbull mall is a popular spot where residents and visitors alike come to shop and dine! With 108 stores and 20 eateries, the mall has something for everyone!

Outdoor Activities

Beach Memorial Park

This is a great spot in the summer for families! The pool has a gradual entrance for swimmers to walk in. This area is great for little ones to splash and play without the stress for mom. The pool is sectioned by depth and very well supervised by town employed lifeguards! In addition to the pool, Beach Park offers a playground with a picnic area surrounding it. If kids aren’t tired enough from the pool, a smaller playground and swings are there for all to enjoy!

Tashua Knolls Pool & Golf Course

Tashua Knolls pool is great for families, too. With a diving board and slide, this is sure to entertain families with older children for hours of summer fun! Both pools offer concession stands for snacks and treats, as well! Do you have a golfer in the family? No problem, Trumbull has a golf course complete with lessons, clubs, and more!

Photo by Evan Messerli

This gem in Trumbull offers hiking, fishing, a dog park, sports fields, concerts, picnic areas, a playground, a BMX racing track, and a sledding hill! Great fun for the whole family! Some nights in the summer, Indian Ledge Park hosts a movie under the stars!

Photo by Evan Messerli

Old Mine Park

Old Mine Park is a small local park connected to the Rail Trail and Monroe Trail. The park is known for the large amounts of quartz found there and has been around since the 1800s!  

Rail Trail 

The trail is a great place for anyone of any age! The trail is a great place to run, walk, ride bikes, take pictures, or wander in the woods. The Trumbull portion begins on Tait Road, with plenty of parking. The three-mile stretch goes to Whitney Road and continues through Old Mine Park into Monroe. They are extending the trail as well past Tait Road into Bridgeport towards the Beardsley Zoo. 

Photo by Evan Messerli

Twin Brooks Park 

This town park is a great spot for kids to play! The playground is great for many ages and will keep kids busy for quite a while. There is also a separate area for swings, including a compassion swing that allows you to swing with a younger child or two at a time. The park is also a great place to have a picnic in the fields or the pavilions. The trails around the park are great for running or walking. 

Trumbull Nature & Arts Center

The mission of the Trumbull Nature and Arts Center (TNAC) is to provide nature-rich experiences to the members of the local community. TNAC is a non-profit organization, intending to expand their STEM and sustainability education outreach by providing an increasing number of school and camp field trips, family and children programs, and Cub and Girl Scout badge earning opportunities to the Fairfield County, Connecticut region, including underserved communities. The over 11 acres offer a playground, gardens, and trails to hike easy for families.

Hillcrest Middle School Pool

Parks and Recreation offer open swim times for adults and families throughout the week. This is a great option for INDOOR (although listed in outdoor activities), adult early bird swim, family open swim, adult open swim, special needs swim, and swim lessons!

Date Night or Moms’ Night Out Activities


Come check out one of the newest escape room experiences in Fairfield County. There’s sure to be a room that interests you for a date night or girls’ night out.

Bow Tie Cinemas

Are you a movie buff? Come check out the latest movies on screen at Bow Tie Cinemas. Recently renovated to include reclining chairs, it’s sure to be a relaxing and enjoyable movie experience.


Trumbull has several notable restaurants like Romanacci, Prime One, Parker Eatery, Sitting Duck, and Bianco Rosso. Some other more casual eateries include Layla’s Falafel, J Bagels, and Plasko’s Creamery!

There you have it! Trumbull, home to approximately 36,000 citizens, has a small-town feel with many great options and opportunities for families. The town continues to expand its businesses and activities for everyone in the community!

Have you visited Trumbull? Do you live here? What do you love about it?

Be sure to read all the posts in our Explore Fairfield County Series by clicking here.

A native of Fairfield County, Evan Messerli came to the business from a career in photography, video, and television where he specialized in architectural design, home, hotel, and yacht projects. Having renovated homes himself, he has a vast knowledge of building techniques and what to look out for when purchasing a home.

With attention to detail and service, Evan’s past clients and friends refer him time and time again. His knowledge of the market, unflappable negotiating skill, and proven ability to deliver have propelled him into Berkshire Hathaway’s honor society – top 14% nationwide. With its worldwide presence and top rankings, Berkshire Hathaway offers top-notch marketing tools and strategies to help you with the sale of your home or business.

Listening closely to his clients’ needs, Evan is always there to answer questions and any concerns his clients have. Following-through while remaining calm in these fast-paced and sometimes turbulent times is his strong suit. His clients count on him for no-nonsense advice and for first-rate referrals of other home professionals they may need.

If you are looking to buy, sell, or invest, please contact Evan today. With that call, you will get honesty, integrity, and a willingness to go the extra mile.


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