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Best Things To Do in Connecticut May 2025 with Kids

Warm weather brings holidays, family fun, and the top things to do in Connecticut for May 2025! Frog Frolic photo courtesy of the Mark Twain Library
Warm weather brings holidays, family fun, and the top things to do in Connecticut for May 2025! Frog Frolic photo courtesy of the Mark Twain Library
4/27/25 - By Jennifer Coe

There is no shortage of things to do in Connecticut in May. From Mother's Day to Memorial Day, we've got the best events happening all month—and May the 4th be with you!

Put away the April showers, and bring on the May flowers! Bring mom out to a special event or meal in celebration of Mother's Day.  Try the offerings at the Mother's Day Buffet at the 1741 Pub and Grill or take mom out for a special picnic at the Mother's Day Pizza and Picnic at Mill River Park. Looking for something a little different? The RiverQuest Mother's Day Cruise in Essex might fit the bill or the Annual Dogwood Festival in Fairfield. 

Also this month is the looked-forward to the Daffodil Festival in Meriden where families can enjoy a parade, craft fair, food and Miss Daffodil contest and the opening of the Robin Hood's Faire 2025!

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Down the hill and 'round the bends come the best things to do in May 2025! Day Out with Thomas photo courtesy of Essex Steam Train
Down the hill and 'round the bends come the best things to do in May 2025! Day Out with Thomas photo courtesy of Essex Steam Train

BestThings to do in Connecticut May 2025

River Tales: Who’s Hiding on the River? at the CT River Museum

Essex
May 1, 2025
There are lots of creatures by the river. Where are they hiding and what are they doing? Explore under rocks and lily pads and dive below the river’s surface to discover an entire world hidden from view. Learn interesting facts that will help children view rivers in a whole new light. READ MORE

Essex Steam Train Day Out with Thomas: The Party Tour

Essex
May 3-4, 2025
Celebrate Thomas the Tank Engine's 80th birthday with family activities all day long at the Essex Steam Train & Riverboat. Each ticket includes a 25-minute ride with a life-size Thomas. READ MORE

Hill-Stead Museum's May Market in Farmington

Farmington
May 3-4, 2025
May Market, Hill-Stead’s much-anticipated annual event supports the museum’s 152 acres of beautiful gardens, grounds, and trails. May Market is produced with enormous support by the Hill-Steaders, volunteer ambassadors of Hill-Stead, who have supported the museum with fundraising and outreach initiatives for over 30 years.  READ MORE

28th Annual Frog Frolic Family Festival in Redding

Redding
May 3, 2025
28th Annual Frog Frolic Family Festival - an outdoor community fair with live music from local bands, food trucks, bounce houses, libations, games, crafts, face painting and, new this year - a classic car show. READ MORE

Magical Mother's Day Tea Party with Belle at Giggling Pig New Haven

New Haven
May 3, 2025
Be Giggling Pig's Guest for a Magical Mother’s Day Tea Party with Princess Belle. This is a royal celebration fit for a queen. Be enchanted with magic, music, creativity, and unforgettable memories—just in time for Mother’s Day. READ MORE

Frothy Forage at Woodcock Nature Center

Wilton
May 3, 2025
Bring the whole family for a one-of-a-kind hiking and tasting experience! At secret locations along the Woodcock trails your senses will be delighted with all new craft brews and sweet sips for all ages plus animal encounters, treats and treasure hunts, live music and food for purchase.  READ MORE

Daffodil Festival in Meriden

Meriden
May 3-4, 2025
Enjoy a craft fair, a huge parade, a Little Miss Daffodil contest, food, and more at this annual event showcasing more than 600,000 blooms. An annual event, the Daffodil Festival is a well-attended family event.  READ MORE

Sweet Pete's Pickle Fest at March Farm

Bethlehem
May 3-4, 2025
Mark your calendars… the Pickle Fest is back! Loads of pickle inspired food, drinks, and products. Live music, The Mobile Pub, The Mobile Coffee Trailer, face paint, bounce houses, a pickle eating contest, and more. READ MORE

Lake Compounce 2025 Opening Day

Bristol
May 3, 2025
Connecticut's historic amusement park is opening up for the 2025 season. If you're feeling brave, ride roller coasters like the Boulder Dash and the Phobia Phear Coaster. There are also plenty of tamer rides for little ones as well, such as the Flying Elephants, Compounce Railway Little Critters Bumper cars, and so much more. READ MORE

Turtle Derby: Run For Strawberries at Roaring Brook Nature Center

Canton
May 4, 2025
Join Roaring Brook for an afternoon of “turtle races” and celebrate (a bit early) World Turtle Day (May 23) and release our resident turtles to their outdoor turtle pond enclosures for the summer season. READ MORE

Blippi Join The Band at Warner Theater

Torrington
May 6, 2025
Join Blippi to make music in your hometown in the brand new live Blippi: Join the Band Tour. Blippi will be joined onstage by Meekah along with their singing and dancing buddies and LIVE musicians. READ MORE

Mother's Day Outdoor Market at Gouiveia Vineyards

Wallingford
May 9, 2025
Sip on wine and frozen wine slushies and stroll the beautiful open-air market filled with Connecticut’s hand crafted artisans, locally grown farms, and hand curated boutiques. This is a family friendly evening with wonderful activities to keep your kiddos entertained. READ MORE

Meet Your Heroes Event in Barkhamsted

Barkhamsted
May 10, 2025
Have you ever wanted to see a helicopter land? How about a high angle rescue? Are you looking to pursue a career as a first responder or in the medical field? Or have a kid who is obsessed with one of these services? Stop by the Barkhamsted Elementary school on May 10 to see live interactions and demonstrations performed by Fire and EMS Departments, Police, Litchfield County Dispatch, Life Star, Ski Patrol, as well as many other specialized units. READ MORE

Annual Dogwood Festival in Fairfield

Fairfield
May 10-11, 2025
The Dogwood Festival at Greenfield Hill Congregational Church commemorates the return of springtime. Enjoy the Blossom Bakery, live music, food trucks, crafts and activities for children. READ MORE

Mother's Day Pizza and Picnic at Mill River Park

Stamford
May 10, 2025
Join Everything Dough for a one-of-a-kind Mother’s Day Pizza Picnic Experience. In collaboration with Cool Picnics, we’re bringing you a cozy, stylish outdoor setup and a hands-on pizza-making class that’s perfect for celebrating mom. READ MORE

RiverQuest Mother's Day Cruise in Essex

Essex
May 11, 2025
Spend some quality time with Mom on this 90-minute cruise down the Connecticut River.  Learn about nature and history while enjoying the beautiful scenery.  Three time slots are available 10, 12 and 2 pm. READ MORE

Mother's Day Buffet at the 1741 Pub and Grill

Middlefield
May 11, 2025
Of course you love Mom every day, but this Mother’s Day, celebrate her in style with a delicious brunch outside at the 1741 Pub & Grill under the tent.  READ MORE

2025 Spring Carnival at Westbrook Outlets

Westbrook
May 16-23, 2025
Join Westbrook Otutlets for their 4th Annual Rockwell Amusements Spring Carnival. READ MORE

Paw Patrol: A Great Adventure at the Bushnell

Hartford
May 17-18, 2025
After Chase, Marshall, Skye and the gang save Adventure City with their Mighty Pup Powers, it’s time for the paw-some-est street party ever. But when Supervillain Scientist Victoria Vance feels left out of the festivities, she unleashes her latest invention to crash the party and steal the spotlight for herself. READ MORE

Superhero Saturday in Downtown Putnam

Putnam
May 17, 2025
Mark your calendars for an unforgettable day of family fun and exciting adventures! Meet your favorite Superheroes & Villains – snap a photo, strike a pose, and see your favorite characters come to life! READ MORE

14th Annual Boothe Memorial Park Antique & Classic Car Show

Stratford
May 18, 2025
 Beautiful Park setting car show presented by the Port 5 Naval Veterans of Bridgeport, CT. The top show vehicles compete to win one of 10 Rings to be awarded, along with many Special Awards and Field Trophies. READ MORE

Robin Hood's Faire 2025

Harwinton
May 24 - June 22, 2025
The Robin Hood's Faire features a craft marketplace and entertainment set in the magic of Sherwood Forest. Guests are encouraged to dress in a favorite costume. Throughout the Faire are more than six continuous entertainment stages, plus interactive street performances that take place among the craft shops. READ MORE

Cheshire Memorial Day Parade

Cheshire
May 25, 2025
The 2025 Memorial Day Parade will commemorate the 50th Anniversary of the end of the Vietnam War. READ MORE

Places featured in this article:

The Giggling Pig New Haven
Roaring Brook Environmental Center
Warner Theater Center for Arts
Barkhamsted Elementary School
The Bushnell Center for Performing Arts
Highland Elementary School - Parade start