Events and Things to Do in Milford, CT

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...

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...

10th Annual Milford Artisan Market

OCT

17

10:00 AM

168-176 Broad St, Milford, CT

The 10th Annual Milford Artisan Market will take place on Saturday and Sunday, October 17-18, 2026, from 10:00 am to 4:00 pm on...

Laura's Treasure Trove - HUGE 1/2 Price Sale!!!

OCT

17

10:00 AM

168 S Broad St, Milford, CT

Saturday, October 17th @ 10:00am - 4:00pmEVERYTHING is 1/2 PRICE!!! CASH only (no bills over $20) Featuring New and Gently Used...

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....

Great American Soulbook

OCT

17

7:00 PM

53 W Main St, Milford, CT

                           THE GREAT AMERICAN SOULBOOKCheck Out The Video - https://youtu.be/fGQY1p-HO8kv The Great American...

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...

JWC of Milford's Annual Touch A Truck - Halloween Themed! 👻🍭🎃

OCT

18

10:00 AM

Eisenhower Park, 780 North St, Milford, CT

Please join on THIS SUNDAY at Eisenhower Park in Milford from 10am-1pm! This is the Junior Woman's Club of Milford's largest...

ShoreCon 2: ALL Comic Book Show

OCT

18

10:00 AM

East Creek Landing, 390 S Union St, Guilford, CT

SHORECON 2: AN ALL COMIC BOOK SHOW RETURNS TO GUILFORD Over 30 tables at this one-day event. Guilford, Connecticut: ShoreCon is...

Fall Open House - Notre Dame High School

OCT

18

10:00 AM

West Haven, CT

Fall Open House - 10:00amDiscover all that Notre Dame High School has to offer at our Fall Open House. Meet students, faculty,...

ESTATE TAG SALE MID CENTURY FURNITURE, ORIENTAL STYLE FURNITURE, BEDS, CHESTS, MISC ITEMS 1755 NORTH BENSON RD FAIRFIELD CT ....

The Art Of The Draw Animation Film Festival

OCT

18

1:00 PM

10Selden, 10 Selden St, Woodbridge, CT

Experience an incredible showcase of 20 award-winning animations featuring works from The National Film Board of Canada and...

Fairfield State Senator Candidates Forum

OCT

19

11:45 AM

Gaelic-American Club Inc, 74 Beach Rd, Fairfield, CT

The Fairfield Rotary Club invites you to attend the State Senator Candidate Forum. Hear from the candidates Rob Blanchard (D)...

Medicare Workshop

OCT

19

1:00 PM

Milford Public Library, 57 New Haven Ave, Milford, CT

Confused or overwhelmed as to what Medicare plan to enroll in for 2027?  Losing your current plan? Let us take the stress out...

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?...

Complimentary Presentation - Taking Control of Your Workplace Retirement Benefits

OCT

21

12:30 PM

Shelton-Derby, CT

During this complimentary session we’ll discuss why your future financial security and your retirement lifestyle depend on how...

Another Medicare enrollment, more confusing plans. Let, Jim guide you.

OCT

21

6:30 PM

Milford, CT

No driving, no parking, just log in from home. Jim Lambert walks you through the 2027 Aetna plans live and answers your...

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...

Comedy Night to benefit the Foran HS Music Department

OCT

24

6:00 PM

Milford Elks Lodge 1589, 124 New Haven Ave, Milford, CT

The Foran High School Music Boosters - the Treble Makers - is hosting a Comedy Night to benefit the Foran High School Music...

Jay Day - Fall Family Festival

OCT

25

11:00 AM

Jay Estate, 210 Boston Post Rd, Rye, NY

Jay Day is our classic fall family festival held annually at the 23-acre award-winning Jay Estate with offerings for everyone!...