33 Things To Do in Fairfield, Connecticut with Kids

Cheer on the Stags at a Fairfield University game and more, with the top things to do in Fairfield, CT. Photo by Kelly Patino
Cheer on the Stags at a Fairfield University game and more, with the top things to do in Fairfield, CT. Photo by Kelly Patino
3/1/24 - By Kelly Patino

With sandy beaches, newly renovated playgrounds, and endless restaurants, Fairfield is a wonderful destination for families. There are so many things to do in Fairfield. Spend the day, or have an extended getaway while visiting this family-friendly coastal town. Fairfield is easily located off I-95 and the Merritt or take the train with Metro North Railroad; Fairfield is only 90 minutes away from New York City.

Here are some of our favorite places to eat and stay, and our top things to do while visiting Fairfield. 

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Best Things To Do in Fairfield, CT with Kids

Penfield Beach Fairfield Connecticut Fun 
Enjoy a beach day at Penfield Beach in beautiful Fairfield, Connecticut! 

1. Embrace Beach Life

The beaches are the number 1 reason to fall in love with Fairfield: five beautiful beaches across the town, each with its own personality. Off-season, non-residents can visit for free (Before Memorial Day Weekend and after Labor Day). Or pay for the day at Penfield Beach and Jennings Beach; both have playgrounds and concession stands. 

2. ...Or Fun at the Lake

Swim at Lake Mohegan's fresh water lake. Enjoy the water on the splash pad or head to the playground. 

3. Cheer on the Fairfield Stags

Wear red and head over to the newly renovated Leo D. Mahoney Arena to support Fairfield University basketball. Make sure to say "hi" to Lucas, the team's mascot.

4. Indulge in a Sweet Treat

Fairfield could be renamed "Dessert City". Pick between ice cream at Saugatuck Sweets, paletas from Dave's Gourmet Paletas, cupcakes at Bonker's, cookies from Chip City, donuts at Donut Inn or froyo from 16 Handles. You can't go wrong!

5. Take a Fit4Mom's Class

Bring your baby or toddler in a stroller and work out along with other moms. Classes are held year round, with post-class entertainment for kids such as playgrounds, activities, and outings. 

6. Paint at Hands on Pottery

Pick a ceramic piece and paint away! Create your own keepsake plate, or make something just for fun (perfect for a kid's bedroom). Hands onGreat for a rainy day activity.  

7. Play a Round of Golf

Schedule a tee time at the Carl Dickman Par 3 golf course. Play a round on the short, 9-hole course for a special outing with the kids. 

8. Run a Race in Fairfield

There are half-marathons, 5K's, and even a fun kid's run during the annual Fairfield Half Marathon. Rather run for pizza? Colony Grill Hot Oil 5K is a town favorite in the fall. 

9. Climb Away

Drop in at Rock Climb Fairfield, and test your climbing skills. No experience needed!

Image of a child in a foam pit at GCA, Fairfield CT. 
GCA offers classes (and fun) for every age to enjoy!

10. Test Your Gymnastics or Ninja Skills at GCA  

GCA offers a variety of gymnastics classes, starting as little as 12 months old. Ninja courses are also available. GCA even has drop off events during school breaks/days off and weekend nights. 

11. Visit Playhouse Fairfield

Slides, ball pits, and several climbing obstacles, Playhouse Fairfield is a perfect spot for preschoolers to let loose!

Fun Free Things to Do in Fairfield, CT with Kids

 Family Fun at Multiple playgrounds Fairfield Connecticut Fun
Fairfield has multiple public playgrounds open all day, with fun equipment kids are sure to enjoy! 

12. Play in Parks and Playgrounds

Slide down the tallest slide at Highland Park! Over 15 public parks and playgrounds open year round across town. Every parents knows this is much needed for younger children entertainment. Climb, swing, slide, or pretend play at one of Fairfield's many parks. Most of the playgrounds have been renovated over the last year.

13. Check out the Library

Fairfield has three public libraries throughout the town. Each has a kid's section filled with toys, activities, and even classes. Sing and Stomp at Sherman Green is a town favorite, offering an interactive music and story time for younger kids. 

14. Walk Around Southport 

Stroll by the historic houses (with a striking variety of architectural styles) along Long Island Sound. Trust me, it will be breathtaking. 

15. Explore Downtown Fairfield

Downtown has plenty of fun places, with restaurants, shopping, and more. All of downtown is sidewalk friendly. Beehive is a favorite of mine, with its gorgeous home decor and selection of children's clothes and seasonal items. 

16. Jam out at Sherman Green

There's always music at Sherman Green for all ages. Peanut Butter Jam Concert Series in the summer is loved by young ones. Or come see cover bands at night during the summer months. 

17. Go Hiking in Fairfield

Take in nature and enjoy hiking the trails at either Lake Mohegan or the Connecticut Audubon Center. 

18. Stroll Through the Wonderland at Roseville 

Get out of your car and walk through most magical Christmas house in Fairfield—literally. Wonderland at Roseville lights up every night after Thanksgiving as many visitors witness a fully decorated front and backyard. 

19. Seasonal Celebrations

Fairfield knows how to go all out for holidays. Memorial Day Parade, Pequot Bike Parade, Halloween on the Green, and Santa Visits Fairfield are just a few. Check out Fairfield Park and Recreation for all the dates and details. 

Family-Friendly Restaurants in Fairfield, CT 

20. Boca Grille and Raw Bar

Fairfield's Boca Grille is the best restaurant for eating outside. Located at the H. Smith Richardson golf course, Boca has all the standard kid menu options, like pizza, pasta, and chicken fingers. Kids will enjoy watching the golfers on the 18th green.

21. Reef Shack

Reef Shack in Fairfield offers fast casual dining with plenty of entertainment for kids, including a gaming area. Kids can roam outside, with outdoor games, a glider, and more. Don't leave without Italian Ice!

22. Super Duper Weenie

Seen on Guy Fieri's "Diner, Drive-In's, and Dives", Super Duper Weenie has signature hot dogs, fries, and burgers. Counter service with some seating for a quick bite. 

23. Centro

This great Italian restaurant is located downtown. Sit outside to enjoy entertainment on the green, or just people watch. Rather have your food to go? Centro has a family meal for 4 under $30, including homemade pasta, sauces, Caesar salad, and bread.

24. Old Post Taven

Another downtown restaurant option for lunch or dinner, Old Post Tavern is a great outdoor option for the warmer weather; the menu has all the kid-friendly favorites. 

25. Candlewood Market

This cute coffeehouse offers breakfast and lunch, with pastries, breakfast sandwiches, bagels, and more. Bacon, egg, and cheese on a croissant is the best.

26. Firehouse Deli

Grab a sandwich or salad for lunch downtown at Fairfield's Firehouse Deli. Chose between picnic tables with umbrellas outside or a cozy spot indoors. 

27. Sophie's Pizza Bar

Sophie's Pizza Bar has the best 5pm happy hour, while kids enjoy pizza, meatballs, or chicken parm bites. 

28. Elicit Brewing

Elicit Brewing is a recent addition to Fairfield's dining scene. Order food at a register, then indulge in the back room; it's perfect for kids. 

Family-Friendly Hotels in Fairfield, CT 

29. Delmar Southport

The Delmar is a boutique hotel located in the heart of Southport. This Fairfield hotel has shops, eats, the beach, and more within walking distance. There is a restaurant and a spa on the property. 

30. Dune Fairfield Beach

Enjoy walking distance to Penfield Beach while staying at Dune Fairfield Beach. This family-owned hotel has 14 rooms and complimentary bikes.

31. Circle Hotel Fairfield

Centrally located in town and right off I-95, Circle Hotel Fairfield is a favorite place to stay, especially when bringing a pet. Swim in an outdoor pool or hit the surf with complimentary beach passes.  

32. Best Western Plus Fairfield Hotel

For a budget friendly option, book Best Westin Plus Fairfield. Kids under 12 are free with one paying adult.

33. Hotel Hi-Ho

Visible from the Merritt, Hotel Hi-Ho is landmark lodging Fairfield. This unique hotel has 40 rooms and restaurant on property.