Summer Festivals

There are many great festivals to attend this summer! Music, craft, rides, games...there's fun for the whole family and we've made a list to help you find the fun! 



June 20-June 23

2019 Annual Italian Festa-New Haven

The Annual Italian Festa New Haven is four nights of FREE musical entertainment and delicious Italian food in Historic Wooster Square! The 2019 Festival will be held June 20th – June 23rd. Don’t miss the ONLY traditional Italian Festa in New Haven this year!


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June 21-June 22

Annual Road Jam Music Fest at Two Roads Brewing Co.-Stratford

This June 21st and 22nd, Two Roads Brewing Company will be celebrating our 6th Annual Road Jam Music Fest on the Two Roads Brewery Campus. Road Jam Music Festival will include a Friday night show to bring you more Jams, more beer and a whole lot more fun! Each ticket gets you entrance to the concerts as well as your first pint of beer. The namesake of the Road Jam Festival, Two Roads Road Jam Raspberry Wheat with Lemongrass will be pouring in addition to other select Two Roads’ beers. Road Jam Music Fest is a must-attend festival for music lovers and will be the biggest Road Jam to date with two days, two stages and nine bands!


June 22

Connecticut Irish Festival-North Haven

The Connecticut Irish Festival will be held on June 22nd from 4pm to 10:30 pm. Entertainment will be in the main tent. 


June 22-July 7

2019 Midsummer Fantasy Renaissance Faire-Ansonia

Come and Join Us for a day of exciting adventures for the whole family! Explore an interactive fantasy world set in a time long ago where elves, fairies, orcs, goblins, animal-kin, dwarves, and magic are REAL. Come visit our very own Flippyn Byrd Tavern! Serving Beer, Hard Cider, and MEAD! Be ready for endless adventures and be entertained by game stage shows, live music, Magic live combat, dozens of food vendors, and thrilling storyline kids games!



June 23-September 1

RCA Summer Music Festival-Norwalk

Similar to past summers, the venue location will be split between Bayley Beach and Pinkney Park and start time each week will be 5:30pm. We are in the process of booking a variety of acts covering rock, country, bluegrass, roots, reggae and indie folk. The Fireworks show will take place on Thursday, July 4th.


June 20-August 22

Downtown Thursdays-Bridgeport

Downtown Thursdays is a FREE weekly outdoor summer concert series that happens every Thursday at McLevy Green (5:30-9PM) in Downtown Bridgeport.  The ILuvBPT Concert Series for 2019 runs from June 20th to August 22nd. Downtown Thursdays features local and area musicians. Lawn chairs and leashed pets are welcome! Invite your friends, family, co-workers and neighbors, and visit some of the fantastic downtown restaurants and businesses. Guests are not permitted to bring in alcohol beverages from outside and may not leave with alcohol purchased at Downtown Thursdays.


July 14

Shoreline Jewish Festival-Guilford

The 14th annual Shoreline Jewish Festival will take place Sunday, July 14 from 12-5 PM on the Guilford Green. The festival features various styles of Jewish music, traditional and Israeli fair food (all kosher), an art and book sale, and children’s crafts and activities.


July 20

Ridgefield SummerFest-Ridgefield

Enjoy family fun for all at Ballard Park!


July 20-July 21

46th Annual Westport Fine Arts Festival-Westport

The Westport Fine Arts Festival is held on the downtown streets of Westport, Main Street, Elm Street and Church Lane - within high end shopping, restaurants and living space next to the beautiful Saugatuck River. The venue is stunning, impressive and easy for artists and patrons to traverse connected streets closed for the festival.


July 27-July 28

Stamford Art Festival-Stamford

The 4th Annual Stamford Art Festival includes museum quality fine arts and handmade crafts, fun educational activities for children and adults, international cuisine, and live music performances Saturday and Sunday from 10am – 5pm.


August 3

Absolute Sound Music Festival-Bridgeport

Connecticut's first EDM music festival is coming in 2019! Enjoy music in all genres of EDM featuring local and headliner DJ's.


August 4

Cannondale Summer Craft Festival-Wilton

Craft show with over 25 vendors showcasing their handmade items. The show will be held rain or shine.


August 8

52nd Annual Italian Festival-Ansonia

The best freshly prepared Italian gourmet foods and pastries along with games, rides, and raffles! 


August 17

45th Annual Milford Oyster Festival-Milford

The Milford Oyster Festival will have 30,000 oysters! All oysters harvested in Milford waters by Briarpatch Enterprises, Inc. Try the sweet taste of Milford oysters and enjoy them with a craft beer or premium wine.


August 24 to August 25

Hey Stamford Food Festival-Stamford

Celebrating food, culture and community, the 3rd Annual Hey Stamford! Food Festival is set for Saturday, August 24 & Sunday, August 25, 2019 at Stamford Downtown’s Mill River Park from 1:00 pm - 9:00 pm!




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06 Jun 2019

By Josie Feliciano