Events and Things to Do in Orange, CT
Monday, October 19
Wednesday, October 21
Thursday, October 22
Friday, October 23
Sunday, October 25
Monday, November 16
Also around town...
Please confirm event details with the organizers before attending
Monday, October 19
- Medicare Workshop 1:00 pm
Milford Public Library, 57 New Haven Ave, Milford
- Aetna 2027 plans: the good, the bad, and what to ask. 6:30 pm
St Ann Church, 501 Naugatuck Ave, Milford
- Landscape in Oil Paints by Frank Bruckman 11:45 am
Shelton Parks & Recreation, 41 Church St, Shelton
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
Friday, October 23
- Devoted: A New Medicare Advantage Plan in CT! 2:00 pm
Milford Public Library, 57 New Haven Ave, Milford
- Fall Wedding Band Bash 10:00 am
Diamond Designs, 500 Boston Post Rd, Orange
Sunday, October 25
- Jay Day - Fall Family Festival 11:00 am
Jay Estate, 210 Boston Post Rd, Rye
Tuesday, October 27
- Which Medicare plan should you choose for 2027? 1:00 pm
Orange Community Center, 525 Orange Center Rd, Orange
Wednesday, October 28
- Virtual: Free College Admissions & Financial Aid Workshop 7:30 pm
VIRTUAL
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
Friday, October 30
- An Evening at the Haunted Manor 7:30 pm
First United Church of Christ, 34 W Main St, 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
Saturday, November 7
- Craft Fair 10:00 am
High Plains Community Center, 525 Orange Center Rd, Orange
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
Saturday, November 21
- John Ciambriello Plays Your Saturday Acoustic Playlist - Stappa Vineyard 2:30 pm
Stappa Vineyard, 403 Derby Ave, Orange
Sunday, November 22
- Cheshire High School Train Show 10:00 pm
Cheshire High School, 525 S Main St, Cheshire
Saturday, December 5
- Saint Raphael Parish's 2026 Christmas Fair 9:00 am
501 Naugatuck Ave, Milford