Events and Things to Do in Trumbull, CT

A new Medicare Advantage option just arrived in Connecticut.

OCT

15

1:00 PM

Milford, CT

Devoted isn't a new company; it's new here. With plans being terminated, you need to understand your choices. Enrollment ends...

Massive Moving Sale - New Canaan

OCT

16

9:00 AM

554 Frogtown Rd, New Canaan, CT

Massive Moving Sale - New Canaan So many amazing items in the house - This is a huge hunt and peck type of sale. Clocks,...

Restoring Hope 2026

OCT

17

6:30 AM

Tashua Knolls Golf Club & Banquets, 40 Tashua Knolls Ln, Trumbull, CT

Restoring Hope 2026 Event featuring our guest speaker, Chef Heff Henderson, and honoring longtime friend and board member of...

Estate Sale - Fairfield

OCT

17

9:00 AM

10 Fence Row Dr, Fairfield, CT

Estate Sale - Fairfield Sat, Oct 17th Only 9am - 3pm 10 Fence Row Drive Cash, Venmo, Zelle Artwork, Landscaping Items,...

The Country Store Fair and Tag Sale

OCT

17

9:00 AM

Grace Lutheran Church, 150 Chapel St, Stratford, CT

Join us for a community celebration featuring a huge tag sale, a book nook, and a bake shop filled with delicious homemade...

Star 99.9 Goodwill Trick or Treat Day

OCT

17

10:00 AM

Sacred Heart University Discovery Science Center and Planetarium, 4450 Park Ave, Bridgeport, CT

The Star 99.9 Goodwill Trick or Treat Day is back! Join us Saturday, October 17 at the Sacred Heart University’s Discovery...

Traintober

OCT

17

11:00 AM

Boothe Memorial Park, 5800 Main St, Stratford, CT

The TRAIN museum will be open in conjunction with the park Pumpkin Festival. In addition to the operating trains, we will be...

Notre Dame Prep Open House

OCT

17

11:00 AM

220 Jefferson St, Fairfield, CT

Join Us for Our Fall Open House! Your future starts here! Kick off the day with a special welcome from our Principal, Dr....

Bingo at Stepney Fire with American Ninja Warrior’s Joe “The Weatherman” Moravsky

OCT

17

5:30 PM

88 Main St, Monroe, CT

Join the Stepney Volunteer Fire Co. No. 1 Inc. for a fun-filled Bingo Night fundraiser on Saturday, October 17, 2026, at...

Sinister Soiree | Halloween Cabaret for Bridgeport Pride Center

OCT

17

7:00 PM

Artisan Stack Cafe, 281 Fairfield Ave, Bridgeport, CT

Ghoulish glamour for a good cause! 👻 The Sinister Soiree returns from beyond the veil for a scandalous cabaret benefiting the...

Aetna 2027 plans: the good, the bad, and what to ask.

OCT

19

6:30 PM

St Ann Church, 501 Naugatuck Ave, Milford, CT

Jim Lambert walks through the 2027 Aetna plans and answers your questions. Covering the pros and cons. Who should attend?...

Join Weekly Wellness Sessions Through December 16 to Aid Mind, Body & Spirit

OCT

21

6:00 PM

Trumbull Congregational Church, 3115 Reservoir Ave, Trumbull, CT

Summer vacation season may now be over, but for anyone still looking to enjoy a weekly mini-getaway from the busyness of...

Paper Shredding Event (on-site) with Stratford Rotary - Electronic Collection

OCT

24

9:00 AM

1000 W Broad St, Stratford, CT

Bring your sensitive documents to be shredded on-site. Reasonable pricing and easy drive-thru service. STRATFORD ROTARY WILL BE...

Campaigning Class For Next Wave of Women in Politics

OCT

24

10:00 AM

Westport, CT

Future political candidates and campaigners can learn what it takes to win elections Saturday October 24, 10 a.m. to 3 p.m. in...

Halloween Dance Party & Trick-or-Treating

OCT

30

5:00 PM

Trumbull Mall, 5065 Main St, Trumbull, CT

Join us for a festive Halloween Dance Party at Trumbull Mall! Come dressed in your favorite costume and enjoy an evening of...

Greenwich Medical Spa Newtown First Look & Ribbon Cutting

NOV

10

10:30 AM

Newtown, CT

Join Greenwich Medical Spa as we celebrate the opening of our newest location in Newtown with a special First Look & Ribbon...