Friday, October 23rd, 2026
When One Partner Is Depressed: What the Other Partner Needs to Know ❤️
| Promotional | SMD Associates, LLC | DarienEnchanted Castle: A Magical Storybook Experience
| Charity, Fundraiser | Junior League of Eastern Fairfield County | FairfieldDancing with the Stars!
| 6:00 pm | Arts and Entertainment | The Warehouse at FTC | FairfieldTab Benoit w/ Ghalia Volt: Soul of the Swamp Tour
| 8:00 pm | Arts and Entertainment | Sacred Heart University Community Theatre | Fairfield
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Saturday, October 24th, 2026
Enchanted Castle: A Magical Storybook Experience
| Charity, Fundraiser | Junior League of Eastern Fairfield County | Fairfieldpilates at bartaco westport
| 8:30 am | Community and Civic Groups, Clubs | bartaco Westport | WestportSaturday Nature Sketching at Birdcraft
| 10:00 am | Community and Civic Groups, Clubs | Birdcraft Museum and Sanctuary | FairfieldHaunted Candy House Workshop
| 10:00 am | Kids | Fairfield Museum and History Center | FairfieldHarvest Fair
| 12:00 pm | Community and Civic Groups, Clubs | Hope River Farm | FairfieldFamily Halloween Spooktacular
| 3:00 pm | Community and Civic Groups, Clubs | Westport Weston Family YMCA | WestportDarkness: Experience CT’s Witch Panic
| 7:00 pm | Arts and Entertainment | Westport Museum for History and Culture | Westport
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Sunday, October 25th, 2026
If Your Home Could Age Gracefully, What Would It Look Like? 🏡
| Promotional | Kate Brooks Studio | New CanaanEnchanted Castle: A Magical Storybook Experience
| Charity, Fundraiser | Junior League of Eastern Fairfield County | Fairfield2026 Walk to End Alzheimer's - Fairfield County
| 8:30 am | Charity, Fundraiser | Sherwood Island State Park | Westport2026 Halloween on the Green
| 12:00 pm | Community and Civic Groups, Clubs | Fairfield Museum and History Center | FairfieldHarvest Fair
| 12:00 pm | Community and Civic Groups, Clubs | Hope River Farm | FairfieldPink or Treat: Snickerdoodle’s Howl-o-ween with Victoria Kann!
| 2:00 pm | Community and Civic Groups, Clubs | The Westport Library | Westport
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Monday, October 26th, 2026
Barnstormer: Fear of Heights
| 7:00 pm | Arts and Entertainment | Westport Country Playhouse | Westport
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Tuesday, October 27th, 2026
Halloween Parade at the Farm! A spook-tacular time!
| 2:00 pm | Charity, Fundraiser | Wakeman Town Farm | WestportCyber Security: Be Prepared
| 6:00 pm | Free Seminars | VFW Post 399 | WestportFinding Your Voice as a Parent Webinar: Navigating Divorce
| 7:00 pm | Free Seminars | Zoom Webinar (online/virtual event) | Stamford
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Wednesday, October 28th, 2026
HOCUS POCUS: Taste-A-Long® Experience
| 7:00 pm | Celebration | Sacred Heart University Community Theatre | Fairfield
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Friday, October 30th, 2026
The “I Should Be Happy” Trap: When Expectations Make Depression Worse 🎁
| Promotional | SMD Associates, LLC | DarienTrick-or-Treat with our Grandfriends
| 6:30 pm | Community and Civic Groups, Clubs | Cambridge Health & Rehab Center | FairfieldFTC's Halloween Bash
| 8:00 pm | Celebration | The Warehouse | Fairfield
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Saturday, October 31st, 2026
Saturday Nature Sketching at Birdcraft
| 10:00 am | Community and Civic Groups, Clubs | Birdcraft Museum and Sanctuary | FairfieldHalloween Slime
| 10:30 am | Kids | Fairfield Public Library | FairfieldHalloween Costume Party at Bill's Crossroads
| 8:00 pm | Celebration | Bill's Crossroads Cafe | Fairfield
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Sunday, November 1st, 2026
Making Your Home Holiday Ready Without Buying More Decorations 🎄
| Promotional | Kate Brooks Studio | New Canaan
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Tuesday, November 3rd, 2026
Election Day – Schools closed
| Schools and EducationFairfield Chamber Coffee Connect: Hotel Hi-Ho
| 8:00 am | Community and Civic Groups, Clubs | Hotel Hi-Ho | Fairfield
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Wednesday, November 4th, 2026
Caring for Caregivers — A Special Caregiver Event
| 5:30 pm | Community and Civic Groups, Clubs | Bridgeport Library – Main Branch | BridgeportCaring for Caregivers — A Special Caregiver Event
| 5:30 pm | Community and Civic Groups, Clubs | Bridgeport Library – Main Branch | Bridgeport
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Thursday, November 5th, 2026
HAYVN Monthly Wellness Collective Meetups
| 10:00 am | Business, Chamber, Networking | HAYVN | Darien
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Friday, November 6th, 2026
How to Ask a Teen About Their Mental Health Without Making It an Interrogation 🗣️
| Promotional | SMD Associates, LLC | DarienHAYVN Darien Coffee & Conversation + Cowork
| 10:00 am | Business, Chamber, Networking | HAYVN | DarienNight at the Museum: An Evening of Comedy
| 8:00 pm | Arts and Entertainment | MoCA Westport | Westport
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Saturday, November 7th, 2026
Saturday Nature Sketching at Birdcraft
| 10:00 am | Community and Civic Groups, Clubs | Birdcraft Museum and Sanctuary | Fairfield
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Sunday, November 8th, 2026
First Folk Sunday with Suzanne Sheridan
| Arts and Entertainment | Saugatuck Rowing and Fitness Club | Westport
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Tuesday, November 10th, 2026
HAYVN Gather & Gab: Cheers to the Season
| 5:30 pm | Business, Chamber, Networking | HAYVN | Darien
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Friday, November 13th, 2026
Why Going Home for the Holidays Can Make You Feel Like a Different Person
| Promotional | SMD Associates, LLC | Darien
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Saturday, November 14th, 2026
Saturday Nature Sketching at Birdcraft
| 10:00 am | Community and Civic Groups, Clubs | Birdcraft Museum and Sanctuary | Fairfield
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Sunday, November 15th, 2026
3rd Annual Fairfield County Travel Show
| 12:00 pm | Shows, Festivals, and Fairs | Elicit Brewing Company | Fairfield
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Monday, November 16th, 2026
HAYVN Sustainability & Social Impact Luncheon: What's Next for Connecticut's Green Future
| 11:30 am | Business, Chamber, Networking | HAYVN | Darien
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Friday, November 20th, 2026
The Invisible Holiday Labor That Couples Forget to Talk About 📝
| Promotional | SMD Associates, LLC | Darien
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Saturday, November 21st, 2026
Saturday Nature Sketching at Birdcraft
| 10:00 am | Community and Civic Groups, Clubs | Birdcraft Museum and Sanctuary | Fairfield
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Wednesday, November 25th, 2026
Westport Public Schools Early Release
| Schools and Education
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Thursday, November 26th, 2026
Thanksgiving Recess – Schools closed
| Schools and Education
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Friday, November 27th, 2026
Self-Care When You Don’t Have the Energy to Do Self-Care 🌿
| Promotional | SMD Associates, LLC | DarienThanksgiving Recess – Schools closed
| Schools and Education
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Saturday, November 28th, 2026
Saturday Nature Sketching at Birdcraft
| 10:00 am | Community and Civic Groups, Clubs | Birdcraft Museum and Sanctuary | Fairfield
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Friday, December 4th, 2026
When Your Teen’s Room Becomes Their Retreat: Privacy or Isolation? 🚪
| Promotional | SMD Associates, LLC | Darien
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Saturday, December 5th, 2026
Saturday Nature Sketching at Birdcraft
| 10:00 am | Community and Civic Groups, Clubs | Birdcraft Museum and Sanctuary | Fairfield
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Sunday, December 6th, 2026
First Folk Sunday with Suzanne Sheridan
| Arts and Entertainment | Saugatuck Rowing and Fitness Club | Westport
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Friday, December 11th, 2026
Why Motivation Often Comes After Action, Not Before It 🚶
| Promotional | SMD Associates, LLC | Darien
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Saturday, December 12th, 2026
Saturday Nature Sketching at Birdcraft
| 10:00 am | Community and Civic Groups, Clubs | Birdcraft Museum and Sanctuary | Fairfield
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Friday, December 18th, 2026
The December Boundary Audit: What Are You Saying Yes to That You Don’t Have To? 🎄
| Promotional | SMD Associates, LLC | Darien
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Saturday, December 19th, 2026
Saturday Nature Sketching at Birdcraft
| 10:00 am | Community and Civic Groups, Clubs | Birdcraft Museum and Sanctuary | Fairfield
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Wednesday, December 23rd, 2026
Public Schools Early Release
| Schools and Education
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Thursday, December 24th, 2026
Public Schools Holiday - Schools closed
| Schools and Education
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Friday, December 25th, 2026
Public Schools Holiday - Schools closed
| Schools and EducationThe Empty Chair: Handling Grief When Everyone Else Is Celebrating 🕯️
| Promotional | SMD Associates, LLC | Darien
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Saturday, December 26th, 2026
Saturday Nature Sketching at Birdcraft
| 10:00 am | Community and Civic Groups, Clubs | Birdcraft Museum and Sanctuary | Fairfield
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Monday, December 28th, 2026
Public Schools Holiday - Schools closed
| Schools and Education
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Tuesday, December 29th, 2026
Public Schools Holiday - Schools closed
| Schools and Education
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Wednesday, December 30th, 2026
Public Schools Holiday - Schools closed
| Schools and Education
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Thursday, December 31st, 2026
Public Schools Holiday - Schools closed
| Schools and Education
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Friday, January 1st, 2027
When Family Traditions Bring More Stress Than Joy 🎄
| Promotional | SMD Associates, LLC | Darien
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Saturday, October 9th, 2027
Beginners Only Mahjong @ Woods
| 10:30 am | Library Events | Fairfield Woods Branch Library | Bethel
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Saturday, October 16th, 2027
Beginners Only Mahjong @ Woods
| 10:30 am | Library Events | Fairfield Woods Branch Library | Bethel
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Saturday, October 23rd, 2027
Beginners Only Mahjong @ Woods
| 10:30 am | Library Events | Fairfield Woods Branch Library | Bethel
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.
Nation's largest grassroots, nonprofit organization aimed at improving quality of life for people living with mental health challenges and their families.
Wednesday, October 27th, 2027
Lockwood-Mathews Mansion Museum to Receive Prestigious Award for the Exhibit “Bulls of Wall Street”
| 5:30 pm | Celebration | New Britain Museum of American Art | New Britain
Bakery products made in house and use the traditional recipes. Now offering private events at the bakery!
Established in 1922, Gilbertie’s is a 4th generation, family owned organic garden center that’s been a staple in Westport for over 100 years.
Mosquito Joe provides mosquito, tick, and flea control treatment to residential and commercial customers.