Events and Things to Do in Woodmont, CT

Tuesday, October 6

Featured

Any Doctor. Any Hospital that accepts Medicare. Why people love Medicare Supplement Plans!

OCT

6

1:00 PM

Orange, CT

Hate worrying about networks, traveling, or will something be approved? Come see if a Medicare Supplement makes sense for you....

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Friday, October 9

Saturday, October 10

Featured

Miles For Moriah 5K Walk

OCT

10

11:00 AM

Riva, 183 Beach St, West Haven, CT

Join us for a meaningful 5K walk starting and ending at Riva to benefit Moriah's Stockings, a local foundation providing...

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Featured

Oktoberfest: A Fundraiser for Guilford VFW Post 7666

OCT

10

12:00 PM

Martin-Bishop Field, 111 Long Hill Rd, Guilford, CT

Been to an Oktoberfest already this year? There's always room for one more! Saturday, October 10 · 12–7 PM · Martin-Bishop...

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Tuesday, October 13

Featured

Turning 65? Know Your Medicare Options

OCT

13

7:32 PM

Milford Arts Council, the MAC, 40 Railroad Ave, Milford, CT

Medicare doesn't have to be confusing. Attend any of our free information seminars hosted by Trish Pearson Insurance to...

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Saturday, October 17

Featured

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...

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Sunday, October 18

Featured

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,...

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Saturday, October 24

Featured

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...

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Tuesday, October 6

• Any Doctor. Any Hospital that accepts Medicare. Why people love Medicare Supplement Plans! 1:00 pm

  Orange Community Center, 525 Orange Center Rd, Orange

  
  

Friday, October 9

• Womans items Sale 1:00 pm

  70 Ingersol Road Milford in Settlers Woods

  
  

Saturday, October 10

• Miles For Moriah 5K Walk 11:00 am

  Riva, 183 Beach St, West Haven

  
  
• Oktoberfest: A Fundraiser for Guilford VFW Post 7666 12:00 pm

  Martin-Bishop Field, 111 Long Hill Rd, Guilford

  
  

Tuesday, October 13

• Turning 65? Know Your Medicare Options 7:32 pm

  Milford Arts Council, the MAC, 40 Railroad Ave, Milford

  
  

Thursday, October 15

• A new Medicare Advantage option just arrived in Connecticut. 1:00 pm

  Milford Senior Center, 7 Jepson Dr, Milford, CT (only 40 seats)

  
  

Saturday, October 17

• 10th Annual Milford Artisan Market 10:00 am

  168-176 Broad St, Milford

  
  
• The Country Store Fair and Tag Sale 9:00 am

  Grace Lutheran Church, 150 Chapel St, Stratford

  
  

Sunday, October 18

• Fall Open House - Notre Dame High School 10:00 am

  Notre Dame High School, 1 Notre Dame Way, West Haven, CT, 06516

  
  
• The Art Of The Draw Animation Film Festival 1:00 pm

  10Selden, 10 Selden St, Woodbridge

  
  

Monday, October 19

• Aetna 2027 plans: the good, the bad, and what to ask. 6:30 pm

  St Ann Church, 501 Naugatuck Ave, Milford

  
  

Wednesday, October 21

• Another Medicare enrollment, more confusing plans. Let, Jim guide you. 6:30 pm

  Webinar - Aetna 2027 plans from your couch, live online.

  
  

Thursday, October 22

• Time is counting down for you to apply for Medicare plans. 6:30 pm

  Total Mortgage Building's Conference Room - 185 Plains Rd, Milford

  
  

Saturday, October 24

• Paper Shredding Event (on-site) with Stratford Rotary - Electronic Collection 9:00 am

  1000 W Broad St, Stratford

  
  

Tuesday, October 27

• Which Medicare plan should you choose for 2027? 1:00 pm

  Orange Community Center, 525 Orange Center Rd, Orange

  
  

Thursday, October 29

• Is it better to get a Medicare Supplement or a Medicare Advantage? 6:30 pm

  St. Ann's Church Parish Hall, 501 Naugatuck Ave, Milford

  
  

Tuesday, November 3

• Could a Medicare Supplement be your best choice? Come find out. 6:30 pm

  Total Mortgage Building's Conference Room, 185 Plains Rd, Milford, CT

  
  

Sunday, November 8

• PYC Auxiliary Annual Fall Festival 11:00 am

  Pequonnock Yacht Club, 98 S Water St, New Haven

  
  

Monday, November 16

• A new Medicare plan option has landed in Connecticut. Four ways to learn more. 6:00 pm

  Milford Senior Citizen Center, 9 Jepson Dr, Milford