Travel Itinerary
September brings amazing entertainment and fall festivities to Connecticut. Comedy fans can catch Adam Sandler live, while fair lovers shouldn’t miss the legendary Big E. From concerts to festivals, this month packs incredible experiences for everyone.
1. See Adam Sandler: You’re My Best Friend Tour At Mohegan Sun Arena
Get ready to laugh until your sides hurt when comedy legend Adam Sandler brings his hilarious tour to Uncasville on September 26.
Known for classics like Happy Gilmore and Billy Madison, Sandler delivers his signature goofy humor live on stage.
Tickets sell fast for this beloved comedian, so grab yours now for an unforgettable night of entertainment at Mohegan Sun Arena.
2. Attend The Big E In West Springfield
New England’s Great State Fair runs from September 12-28, offering incredible food, rides, and entertainment just across the border.
Sample famous Big E cream puffs, watch live shows, and explore exhibits from all six New England states.
This massive fair attracts over one million visitors annually, making it the perfect family adventure with something exciting around every corner.
3. Visit The 47th Annual Norwalk Oyster Festival
Seafood lovers rejoice during this three-day celebration from September 5-7 in downtown Norwalk.
Fresh oysters take center stage alongside live music, craft vendors, and family activities near the historic harbor.
Nearly 100,000 people attend this beloved festival each year, enjoying everything from raw bars to cooking demonstrations by local chefs.
4. Celebrate The Bethlehem Fair’s 100th Anniversary
Mark your calendar for September 5-7 to witness history at Connecticut’s centennial country fair celebration.
Traditional contests, homemade pies, livestock shows, and old-fashioned games create authentic small-town charm.
Special anniversary events honor a full century of community tradition, making this milestone celebration extra meaningful for visitors of all ages.
5. Enjoy The Connecticut Storytelling Festival In Mystic
Professional storytellers weave magic through spoken word on September 20 in the charming seaport town. Master storytellers from across the region share tales ranging from folklore to personal narratives.
This unique cultural event celebrates the ancient art of storytelling in intimate settings throughout historic Mystic’s venues.
6. Go To The Soundside Music Festival In Bridgeport
Two days of incredible live music await on September 27-28 at this exciting outdoor festival. Multiple stages feature diverse genres from rock to indie, creating perfect soundtrack for late summer vibes.
Food trucks, craft vendors, and waterfront views make this emerging festival a must-attend event for music enthusiasts.
7. Take Part In New Haven’s 10th Annual Apizza Feast
Pizza perfection meets racing excitement on September 12 in the city famous for apizza pronunciation debates.
Local pizzerias compete while go-kart races add thrilling entertainment to this delicious celebration.
Sample New Haven’s legendary thin-crust pizza styles while enjoying family-friendly activities throughout downtown’s historic streets.
8. Stroll Through Elizabeth Park’s Rose Garden In Hartford
September’s mild weather creates perfect conditions for exploring America’s oldest municipal rose garden. Over 15,000 rose bushes bloom in stunning displays across 102 acres of beautifully landscaped grounds.
Walking paths wind through themed gardens, greenhouses, and peaceful spots ideal for photography or quiet reflection.
9. Experience Adaptive Sports Day At Quinnipiac University
September 6 showcases incredible adaptive athletics programs designed for people with disabilities.
Try wheelchair basketball, adaptive cycling, and other modified sports in welcoming, supportive environments.
This inspiring event promotes inclusion while demonstrating how sports adapt to meet everyone’s needs and abilities.
10. Attend Connecticut’s 9/11 Memorial Service At Sherwood Island
Solemn remembrance ceremonies honor those lost during the September 11 attacks at this peaceful waterfront location.
Community members gather for prayers, moments of silence, and patriotic tributes overlooking Long Island Sound.
This meaningful annual tradition brings people together to reflect, remember, and support one another during difficult times.
11. Trevor Noah Performs At Foxwoods Resort
Former Daily Show host brings sharp wit and international perspective to Foxwoods on September 18. Noah’s comedy brilliantly blends political satire with personal stories about growing up in South Africa.
His intelligent humor and engaging stage presence make this show perfect for fans seeking thoughtful entertainment.
12. Melissa Etheridge And Indigo Girls Concert
Two powerhouse acts share the stage on September 16 for an unforgettable night of folk-rock music. Etheridge’s raspy vocals pair perfectly with the Indigo Girls’ harmonious storytelling style.
These Grammy-winning artists create intimate concert experiences filled with passionate performances and meaningful lyrics.
13. Morrissey Live Show
The former Smiths frontman delivers his distinctive vocals and controversial charm on September 19.
Morrissey’s devoted fanbase creates electric atmosphere during performances of solo hits and Smiths classics.
His theatrical stage presence and passionate delivery make every show a unique experience for alternative music lovers.
14. Alice Cooper With Judas Priest Concert
Heavy metal legends team up on September 23 for an explosive double-headliner show. Cooper’s theatrical shock rock meets Judas Priest’s powerful metal anthems in this epic collaboration.
Expect elaborate stage productions, leather, and enough guitar solos to satisfy any metalhead’s wildest dreams.
15. State Fairs Including Haddam Neck And Woodstock
Multiple traditional fairs celebrate Connecticut’s agricultural heritage throughout September across different towns.
Livestock competitions, homemade crafts, carnival rides, and local food vendors create authentic country experiences.
Each fair maintains unique character while offering classic attractions like pie contests and tractor pulls.
16. Sam Collins Day In Collinsville
The third Saturday brings community celebration with live entertainment and pancake breakfast honoring local history.
Local musicians perform while vendors showcase regional crafts and businesses throughout downtown streets.
This grassroots festival creates small-town charm perfect for families seeking authentic Connecticut community spirit.
17. Glow Wild Lantern Festival At Beardsley Zoo
Magical illuminated lanterns transform the zoo into wonderland starting September 25 through December.
Giant animal-shaped lanterns glow throughout pathways creating Instagram-worthy photo opportunities every Thursday through Sunday.
This family-friendly event combines wildlife education with stunning visual artistry perfect for evening adventures.