295 Towpath Lane

Join us for a first look at this desirable 4-bedroom, 2.5-bath home featuring spacious living areas, a fireplace, and a sunporch leading to a built-in pool. This 2,256 sq. ft. residence offers hardwood flooring, a dining area with outdoor views, and is perfect for gatherings, all offered at $725,000.

Local Event: Open House First Look

New Haven County

Cheshire

Connecticut

Open House First Look

Join us for a first look at this desirable 4-bedroom, 2.5-bath home featuring spacious living areas, a fireplace, and a...

First Congregational Church

Join Cheshire's Path to Wellness for Secrets to Longevity and discover the everyday habits that can help you age with strength, vitality, and purpose.
Hear from guest speaker Heather Chandor, Wellness Director at Elim Park, as she shares practical strategies and insights to help you live well, stay active, and embrace healthy aging. It's never too early—or too late—to invest in your health. We hope you'll join us for this free informative and inspiring event!
September 21, 2026 at 7:00pm in Parish Hall

Local Event: Wellness Talk: Wellness and Movement with Heather Chandor

Wellness Talk: Wellness and Movement with...

Join Cheshire's Path to Wellness for Secrets to Longevity and discover the everyday habits that can help you age with strength,...

Wellness Talk: Wellness and Movement with Heather Chandor

The United Church of Christ Southbury

Looking for low-impact exercise and a fun way to meet new friends? Learn to Square Dance!&nbsp;
Beginner-Friendly Square Dance classes start with two FREE introductory lessons, Tuesdays September 15 and September 22, 7:30-9:00 at the United Church of Christ, 283 Main St North, Southbury, CT
Square Dancing is one of the most rewarding social activities you can do. It keeps your mind sharp, your body moving and puts a smile on your face. And you meet the nicest people!
It’s Team Dancing! Whether you're 8 or 98, solo or with a partner, there's a place for you on the dance floor. Two left feet? No problem! Square Dancing is just walking to music. No experience necessary. No partner needed. No special attire - just bring comfortable shoes and a desire to dance, laugh, meet new friends and have fun!&nbsp;
Come dance with us! The friendly members of the Rocking Rooster Square Dance Club are eager to meet you! Call 203-270-9676 or email us at happycaller558@gmail.com.

Local Event: Beginner-Friendly Square Dance Lessons

Fairfield County

Shelton-Derby

Beginner-Friendly Square Dance Lessons

Looking for low-impact exercise and a fun way to meet new friends? Learn to Square Dance! 
Beginner-Friendly Square Dance...

Silk 'n Sounds Inc

Are you a singer looking for a chorus? Join Silk'n Sounds, an award-winning women's chorus, for an evening of energizing warmups and vocal harmony under the direction of Kia Lampe-Onnerud. You will learn new vocal techniques and simple songs in a fun, supportive atmosphere designed for creating beautiful melodies together.

Local Event: Congregation Mishkan Israel, 785 Ridge Rd, Hamden, CT, 06517 

Congregation Mishkan Israel, 785 Ridge Rd,...

Are you a singer looking for a chorus? Join Silk'n Sounds, an award-winning women's chorus, for an evening of energizing...

Congregation Mishkan Israel, 785 Ridge Rd, Hamden, CT, 06517 

Virtual

Reservations are required. To reserve your spot please click on the QR CODE Or go to <a href="https://www.adcollegefunding.com/" rel="nofollow noopener" target="_blank">www.adcollegefunding.com</a>
Please join us for a free educational, college planning and financial aid workshop for parents of high school freshmen, sophomore, juniors and middle school students.
What to Expect at Our College Planning Workshop
Our free workshops are designed to give families the clarity and confidence they need to navigate the complex world of college admissions and financial aid.
During this powerful session, you’ll learn how to:
<ul><li>Unlock the hidden rules of the financial aid system — and how they really impact your eligibility</li><li>Discover how even high-income families can qualify for aid</li><li>Maximize your student’s financial aid package to get the best possible award</li><li>Make smart, affordable college choices without sacrificing quality or opportunities</li><li>Identify and secure valuable scholarship opportunities before they’re gone</li><li>Understand the complete college admission and financial aid timelines — and when to take action</li><li>Evaluate true college affordability using proven strategies and tools</li><li>Create a personalized plan to pay for college in the most tax-efficient, cost-effective way</li><li>Significantly reduce your out-of-pocket expenses</li><li>Protect your retirement and other financial goals while supporting your student’s future</li></ul>
Join us to take the stress and guesswork out of college planning — and make informed decisions that benefit your entire family.

Local Event: Virtual: Free College Admissions & Financial Aid Workshop

Wallingford

Virtual: Free College Admissions & Financial...

Reservations are required. To reserve your spot please click on the QR CODE Or go to www.adcollegefunding.com
Please join us...

Virtual: Free College Admissions & Financial Aid Workshop

Cheshire Public Library

Cheshire Art League Guest Speaker Tony Falcone
Wednesday, Sept. 23, 2026
Cheshire Library – Mary Baldwin Room
104 Main Street, Cheshire
For over forty years, Tony Falcone has earned accolades from patrons nationally and internationally for artwork that exceeds expectation and stands the test of time.
Whether the medium is oil, watercolor, pastel or clay, Falcone artworks are proudly displayed and cherished in civic settings, boardrooms and fine homes worldwide.
Tony has recently created a 7 ft bronze statue honoring the French soldiers who helped secure American independence – just in time for the nation’s 250th
anniversary. The statue can be viewed at Meadowview Park in Middlebury. 
This presentation is free and open to the public. Join Us!
Visit us at: cheshireartleague.com

Local Event: Cheshire Art League Sept. Speaker

Cheshire Art League Sept. Speaker

Cheshire Art League Guest Speaker Tony Falcone
Wednesday, Sept. 23, 2026
Cheshire Library – Mary Baldwin Room
104 Main Street,...

The Farms Country Club

Join us for our annual wine tasting featuring selections from South America, Spain, and California, paired with delicious food and desserts.
This year, we will be highlighting the vibrant country of Peru through an evening with live music, traditional Peruvian folkloric dances, and opportunities to connect with members of our community.
Mark your calendars- you won’t want to miss this special evening! Bring your friends, make new connections, and enjoy an evening out!
To purchase tickets- <a href="https://SCOWfundraiser.eventbrite.com" rel="nofollow noopener" target="_blank">SCOWfundraiser.eventbrite.com or call 203-265-5866.</a>

Local Event: 14th Annual Latino Winemakers Wine Tasting

14th Annual Latino Winemakers Wine Tasting

Join us for our annual wine tasting featuring selections from South America, Spain, and California, paired with delicious food...

North Italian Home Club

Please join us for an inspirational afternoon of connecting with loved ones in Heaven with Vanessa Lynn (published author of Heaven's Guide to the Other Side) to support this worthy cause. She will share her gifts as a medium with as many people as possible for as long as time permits. Ages over 18 please.The Meriden Humane Society is a no kill shelter and is independent of all other humane societies. Dedicated volunteers make this organization what it is. Donations are welcome!

Local Event: The 10th Annual Fundraising Event Messages from Above - MHS Fundraiser

Meriden

The 10th Annual Fundraising Event Messages from...

Please join us for an inspirational afternoon of connecting with loved ones in Heaven with Vanessa Lynn (published author of...

The 10th Annual Fundraising Event Messages from Above - MHS Fundraiser

Counter Weight Brewing Co

Sunday, Oct 11th 2026 11AMRecord Dealers slinging vinyl, DJs, Pizza, Foodtrucks &amp; BEER!FREE EVENT

Local Event: Redscroll Records Presents A Record Fair @ Counter Weight Brewing!

Redscroll Records Presents A Record Fair @...

Sunday, Oct 11th 2026 11AMRecord Dealers slinging vinyl, DJs, Pizza, Foodtrucks & BEER!FREE EVENT

Redscroll Records Presents A Record Fair @ Counter Weight Brewing!

Cheshire Academy

Find your personal pathway! Join us for an admissions event at Cheshire Academy, a college-preparatory boarding and day school for grades 9–12 and postgraduate. Tour our beautiful campus, get to know our admission team, faculty, and coaches, visit classes and learn more about signature programs, including the International Baccalaureate (IB) Diploma, Global Distinction, and Roxbury Center for Learning &amp; Leadership.

More info: <a href="mailto:admission@cheshireacademy.org">admission@cheshireacademy.org</a> or 203-439-7250

Local Event: Cheshire Academy Open House

Cheshire Academy Open House

Find your personal pathway! Join us for an admissions event at Cheshire Academy, a college-preparatory boarding and day school...

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

Fall Open House - 10:00amDiscover all that Notre Dame High School has to offer at our Fall Open House. Meet students, faculty, coaches, administrators, parents, and alumni while experiencing firsthand what makes Notre Dame exceptional. Engage in interactive activities, visit academic departments, explore extracurricular programs, learn about athletics and the arts, and connect with members of our school community. Fall Open House is the perfect opportunity to experience the energy, opportunities, and spirit of Notre Dame firsthand and discover what it means to be a Green Knight.Learn more and <a href="https://www.notredamehs.com/admissions/visit-nd/fall-2026-open-house-registration" target="_blank" rel="nofollow noopener">Register</a> here.

Local Event: Fall Open House - Notre Dame High School

West Haven

Fall Open House - Notre Dame High School

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

Mill Street Marketplace

Haunt &amp; Gather is back for year two!!
This is the one that leans fully into the season 😏 darker, a little witchy, and filled with pieces that feel right at home in October! You’ll find a mix of oddities, vintage, handmade work, and artists bringing work that really screams Halloween! 🎃🥹
As always, everything is curated with intention - no AI, no reseller junk, no mass produced crap. Just real work from small businesses and artists who care about what they’re creating.
There will be tattooing during the event by Yellow Pants Tattoo with flash available, plus the Taste Garden Cafe food truck and Caffeine Coven serving only the best drinks (yes, even the ones with the tiny marshmallow ghosts 👻).
The market takes place at Mill Street Marketplace, which has 80+ permanent indoor vendors, so there’s plenty to check out throughout the space while you’re there.
Also, Wethersfield in October just has a really specific feel to it. Main Street is filled with handmade scarecrows all month, and the whole town turns into a walkable fall backdrop with historic buildings, shops, and seasonal decor everywhere you look!
Feel free to come in costume &amp; bring your Halloween spirit!! 🎃

Local Event: Haunt & Gather

Hartford County

Wethersfield

Haunt & Gather

Haunt & Gather is back for year two!!
This is the one that leans fully into the season 😏 darker, a little witchy, and filled...

Join us at the Holiday Arts and Crafts Fair 2026 for a spectacular day of festive fun! Discover over 40 incredible vendors, enjoy our beloved bake sale, and enter our huge raffle packed with amazing prizes. Don’t miss this exciting event at the Wallingford Senior Center!

Local Event: Holiday Arts and Crafts Fair 2026

Holiday Arts and Crafts Fair 2026

Join us at the Holiday Arts and Crafts Fair 2026 for a spectacular day of festive fun! Discover over 40 incredible vendors,...

Find your personal pathway! Join us for an admissions event at Cheshire Academy, a college-preparatory boarding and day school for grades 9–12 and postgraduate. Tour our beautiful campus, get to know our admission team, faculty, and coaches, visit classes and learn more about signature programs, including the International Baccalaureate (IB) Diploma, Global Distinction, and Roxbury Center for Learning &amp; Leadership.


More info: <a href="mailto:admission@cheshireacademy.org">admission@cheshireacademy.org</a> or 203-439-7250

Columbus Lodge

Join us for a festive holiday cookie competition featuring live music, delicious cookies, and raffles. Bakers can compete for prizes for top cookies and decorated tables, while attendees enjoy a sweet afternoon for a cause, as proceeds benefit fitness programs for kids with developmental disabilities.

Local Event: Love Your Cookies

Love Your Cookies

Join us for a festive holiday cookie competition featuring live music, delicious cookies, and raffles. Bakers can compete for...

Vincent Salzo

Hartford Metropolitan Area

Michael Lemanski

Southington

RJ Scofield

Naugatuck

Hamden

North Haven

Berlin

Bethwood

Middlesex County

Durham-Middlefield

North Branford

Connecticut’s only nonprofit, fully integrated senior care

Masonicare

Headquartered in Connecticut and founded in 1898, Masonicare is the state’s only not-for-profit, fully integrated senior care continuum, guided by a longstanding, mission-driven commitment to enhancing quality of life for older adults. Masonicare offers vibrant residential communities and a comprehensive range of health and wellness services designed to promote independence, longevity, and purposeful living. Its statewide continuum includes independent living, assisted living services, skilled nursing, medical and non-medical home health, hospice, adaptive memory care, acute inpatient and outpatient senior behavioral health, outpatient rehabilitation, and audiology services, redefining how aging is experienced by advancing proactive wellness, integrated care, and meaningful connection at every stage of life.

Headquartered in Connecticut and founded in 1898, Masonicare is the state’s only not-for-profit, fully integrated senior care continuum, guided by...

Managed IT Services, Disaster Recovery, & Cyber Security

UNAPEN, Inc.

Since 1991, UNAPEN, Inc. has provided IT and Cyber Security Services, Custom Software Solutions, Systems Integration, Software products and Workflow/Process Automation tailored for Investment/Wealth Managers, Non-Profit Organizations, Educational Institutions, Attorneys, and a diverse range of SMBs! The expertise of UNAPEN's seasoned professionals uniquely positions them to advise clients on the value of technology. Our goal is to solidify and protect your IT infrastructure, enhance cyber security, streamline operations and workflow, centralize data, and automate highly complex manual tasks to make your company more successful and competitive. UNAPEN is a long-standing Gold Certified Microsoft Partner. Our solutions fall into these categories: • Strategic Process Consulting • AI Workflow &amp; Process Automation • Custom Client Statements, Meeting Packages &amp; Mgmt Reporting • Custom Software Development - Applications &amp; Interfaces - On-Premise, Web &amp; Mobile • Create/Upgrade Custom Excel, Power Apps, Power BI, MS Access, SQL Server &amp; .NET Applications • Pricing &amp; Reference Data Interfaces for SS&amp;C Advent Axys &amp; APX • CRM for Investment Advisers, Wealth Mgrs, Family Offices, Banking and other industries • Data Warehousing &amp; Data Aggregation • Affinity SQL Data Repository for Advisors • Business Intelligence &amp; Business Mgmt Tools • Digital Transformation &amp; Cloud Migration • IT Services • Cloud Backup, Disaster Recovery &amp; Business Continuity • CyberSecurity - Advanced Network Analysis &amp; Security Threat Reporting, Dark Web Monitoring &amp; Alerts on Compromised Employee Credentials • CyberSecurity - Employee CyberSecurity Awareness Training • CyberSecurity - EndPoint Detection &amp; Response • vCISO CyberSecurity Assessments • Ransomware Protection As a service provider &amp; partner in your success, UNAPEN brings to bear a unique skill set comprised of in-depth business knowledge combined with unparalleled technological expertise &amp; service delivery capability.

Since 1991, UNAPEN, Inc. has provided IT and Cyber Security Services, Custom Software Solutions, Systems Integration, Software products and...

Your Private Primary Care Doctor - Telehealth + Home Visit 

PragmaHealth LLC

PragmaHealth LLC – Direct Primary Care Services, Simplified Ever feel like getting an appointment with a primary care doctor is confusing or filled with insurance red tape? At PragmaHealth LLC, we make healthcare simple, transparent, and personal. Our Direct Primary Care (DPC) model offers flexible monthly membership or per-visit options—no insurance billing, no copays, no surprise bills, and no long waits. You get direct access to a Harvard- and Yale-trained internal medicine physician who takes time to listen and guide your care. Whether you’re an individual seeking hassle-free primary care, a U.S. visitor needing urgent medical attention, or a family member arranging care for your loved ones, we’re here to help with timely appointments and personalized support. Our Service Plans Include: • Private Medical Care – U.S. (Telehealth): For individuals who want flexible, virtual access to a primary care doctor. • Direct Primary Care – Home Visits (Connecticut Only): For Connecticut clients who prefer in-home visits and telehealth access. (Home visits depend on location and weather.) • Medical Consultation (One-Time Visit): For patients who want a single, pay-per-visit option. With any plan you choose, you’ll receive ongoing access to your physician for telehealth consultations, coordination of labs and imaging, prescription management, and specialist referrals. Experience care the way it should be—direct, dependable, and designed around you. 📍 Based in Cheshire, CT | 🖥️ pragma.health￼ | ✉️careteam@pragma.health

PragmaHealth LLC – Direct Primary Care Services, Simplified Ever feel like getting an appointment with a primary care doctor is confusing or filled...

Nearby Communities

State Edition

National Edition

Events and Things to Do in Cheshire, CT

Tuesday, September 22

Beginner-Friendly Square Dance Lessons

SEP

22

7:30 PM

The United Church of Christ Southbury, 283 Main St N, Southbury, CT

Wednesday, September 23

Virtual: Free College Admissions & Financial Aid Workshop

SEP

23

8:30 PM

Wallingford, CT

Thursday, September 24

14th Annual Latino Winemakers Wine Tasting

SEP

24

5:30 PM

The Farms Country Club, 180 Cheshire Rd, Wallingford, CT

Also around town...

Please confirm event details with the organizers before attending

Sunday, September 20

Monday, September 21

Tuesday, September 22

Wednesday, September 23

Thursday, September 24

Sunday, October 4

Sunday, October 11

Monday, October 12

Sunday, October 18

Sunday, October 25

Saturday, November 7

Wednesday, November 11

Saturday, November 14

Saturday, December 5

Beginner-Friendly Square Dance Lessons

Virtual: Free College Admissions & Financial Aid Workshop

14th Annual Latino Winemakers Wine Tasting

Masonicare

UNAPEN, Inc.

PragmaHealth LLC