Dockside Brewery

Do you like scary movies? Test your knowledge of the iconic Scream franchise at a night filled with horror, laughs, and killer competition. From Ghostface's chilling phone calls to unforgettable final girls and shocking plot twists, every question could be a scream.

Local Event: BTE Presents: Scream Trivia Night

New Haven County

Milford

Connecticut

BTE Presents: Scream Trivia Night

Do you like scary movies? Test your knowledge of the iconic Scream franchise at a night filled with horror, laughs, and killer...

Grab your favorite flannel and get ready for the ultimate fall day at Dockside! Celebrate the season with crisp autumn vibes, cozy layers, great food, refreshing drinks, and plenty of fun by the water. Whether you’re rocking your classic plaid or just soaking in the fall atmosphere, Flannel Festival is the perfect way to kick off sweater weather.

Local Event: Flannel Festival

Flannel Festival

Grab your favorite flannel and get ready for the ultimate fall day at Dockside! Celebrate the season with crisp autumn vibes,...

**Rotary Club of Orange Thanksgiving Turkey Trot 5K Run/Walk &amp; 1 Mile Walk** **Date:** November 26, 2026 **Start times:** 5K Start 8:00 AM; 1 Mile Walk 8:05 AM **Rain or Shine** **Amenities (highlights):** - Live/text/email results - Free finish line photos - Hydration and refreshments after the race - Parking available **Benefiting:** Rotary Club of Orange community programs (food pantries, veterans groups, youth programs, scholarships, etc.). Proceeds to benefit the [Rotary Club of Orange.](<a href="https://rotarycluboforange.org/)" rel="nofollow noopener" target="_blank">rotarycluboforange.org/)</a> The money we raise goes to food pantries and veterans groups, youth programs, literacy programs, senior care and scholarships.

Local Event: Rotary Club of Orange Thanksgiving Turkey Trot 5K Run/Walk & 1 Mile Walk

Rotary Club of Orange Thanksgiving Turkey Trot...

**Rotary Club of Orange Thanksgiving Turkey Trot 5K Run/Walk & 1 Mile Walk** **Date:** November 26, 2026 **Start times:** 5K...

Rotary Club of Orange Thanksgiving Turkey Trot 5K Run/Walk & 1 Mile Walk

The holiday mischief-maker is making his way to Dockside! Join us for a festive day of fun and meet the Grinch himself — perfect for the little ones, holiday lovers, and anyone looking to add a little extra cheer (or chaos 😉) to their season

Local Event: Meet the Grinch

Meet the Grinch

The holiday mischief-maker is making his way to Dockside! Join us for a festive day of fun and meet the Grinch himself —...

Madison Beach Hotel, Curio Collection by Hilton

Breakfast with Santa is a magical holiday event where children can enjoy a delicious breakfast with Santa Claus himself! This is a special opportunity to meet Santa in person, tell him your Christmas wishes, and have a photo taken with him.
TWO EVENT DATES THIS YEAR. Please ensure you purchase tickets for the correct date: Sunday, December 6 or Sunday, December 20.
Event Time: 9 – 11 a.m.
Ticket includes:
<ul><li>Family Friendly Breakfast Buffet</li><li>Meet and Greet with Santa and a Photo Opp</li><li>A special treat bag for each child</li></ul>
Pricing:
<ul><li>$59 inclusive per person</li><li>Children under 3: free</li></ul>
Seating: Open seating reserved by groups; communal-style table sharing.
Parking: Complimentary valet parking. Happens on the following Dates:
<ul><li>Dec 6, 2026, 9:00am to 11:00am Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 20, 2026, 9:00am to 11:00am Timezone: Eastern Time (US &amp; Canada)</li></ul>

Local Event: Annual Santa Breakfast, December 6 and 20

Annual Santa Breakfast, December 6 and 20

Breakfast with Santa is a magical holiday event where children can enjoy a delicious breakfast with Santa Claus himself! This...

Join us for a delightful afternoon of festive holiday fun at Madison Beach Hotel, Curio Collection by Hilton. Get into the holiday spirit at this family friendly event with holiday story time by Mrs. Claus and her elves. Event Includes: Hot Cocoa &amp; Cookies Story Time with Mrs. Claus Photo time with Mrs. Claus Cookie Decorating Kit to-go (for the littles) Beach Themed Ornament Activity Notes: Event duration is 60 minutes; activities begin promptly. This is not a drop-off event—parents/guardians are required to stay with their children. Every person in attendance requires a ticket. Free valet parking available. Pricing does not include Eventbrite ticketing fees.

Local Event: Cookies & Cocoa with Mrs. Claus

Cookies & Cocoa with Mrs. Claus

Join us for a delightful afternoon of festive holiday fun at Madison Beach Hotel, Curio Collection by Hilton. Get into the...

Legacy Theatre

This December, The Sarafinas bring their New York City magic to the Legacy Theatre in Connecticut for the world premiere of their brand-new holiday show, ’Tis the Season! Step into a live holiday television special where a grandmother and granddaughter gather to decorate their holiday tree. As ornaments are hung and memories are shared, The Sarafinas whisk them—and the audience—on a magical journey of music, nostalgia, and the true spirit of the season.
Happens on the following Dates:
<ul><li>Dec 9, 2026, 7:00pm to 9:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 10, 2026, 2:00pm to 4:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 10, 2026, 7:00pm to 9:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 11, 2026, 7:00pm to 9:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 12, 2026, 12:00pm to 12:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 12, 2026, 3:00pm to 5:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 13, 2026, 12:00pm to 2:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 13, 2026, 3:00pm to 5:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 16, 2026, 7:00pm to 9:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 17, 2026, 2:00pm to 4:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 17, 2026, 7:00pm to 7:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 18, 2026, 7:00pm to 7:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 19, 2026, 2:00pm to 4:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 19, 2026, 7:00pm to 9:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 20, 2026, 12:00pm to 2:00pm Timezone: Eastern Time (US &amp; Canada)</li><li>Dec 20, 2026, 3:00pm to 5:00pm Timezone: Eastern Time (US &amp; Canada)</li></ul>

Local Event: 'Tis the Season, Starring the Sarafinas

'Tis the Season, Starring the Sarafinas

This December, The Sarafinas bring their New York City magic to the Legacy Theatre in Connecticut for the world premiere of...

Back by popular demand. Save the date. Tickets will go on sale after Labor Day, 2026. Two Dates: December 15 and December 16 | 6:00–7:30 p.m. Take some time for you and your friends and join us to decorate GIANT house-made Gingerbread Cookies while sipping wine. (This is an Adult Event 21+) Each attendee receives four 6" GIANT gingerbread cookies to decorate and take home. Includes a short demo / pre-decorating mini workshop with the hotel’s Pastry Chef. Ticket includes 1 glass of wine. Ticket Price: $50 per person (does not include ticketing fees).

Local Event: Gingerbread Cookie Decorating & Wine Night

Gingerbread Cookie Decorating & Wine Night

Back by popular demand. Save the date. Tickets will go on sale after Labor Day, 2026. Two Dates: December 15 and December 16 |...

Layla P

Chris Rhatigan 

Hartford Metropolitan Area

Fairfield County

Vincent Salzo

Stratford

Rich Kirby

Orange

West Haven

RJ Scofield

Shelton-Derby

Alfred Branch

Bridgeport

Trumbull

Ellyn Santiago

New Haven

Hayleigh Evans

Monroe

Fairfield

East Haven

Gaelic-American Club Inc

The Fairfield Rotary Club invites you to attend the State Senator Candidate Forum. Hear from the candidates Rob Blanchard (D) and Amybeth LaRoche (R) as they participate in a moderated forum.&nbsp; Questions submitted by town residents will be answered by each candidate, and each candidate will have time for closing statements.&nbsp;Only questions submitted in advance will be asked – no day of submissions allowed. If you have questions you would like to submit for consideration, please submit them below no later than Noon, October 15th. All questions will be reviewed by a neutral questions committee. Please be aware that due to time constraints, not all questions received can be asked but all submitted questions will be shared with the candidates after the forum.<a href="https://fairfieldrotary.org/events/fairfield-state-senator-candidates-forum/" rel="nofollow noopener" target="_blank">fairfieldrotary.org/events/fairfield-state-senator-candidates-forum/</a>

Local Event: Fairfield State Senator Candidates Forum

Fairfield State Senator Candidates Forum

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

Milford Public Library

Confused or overwhelmed as to what Medicare plan to enroll in for 2027?&nbsp; Losing your current plan? Let us take the stress out of your decision-making process.
On October19th, 2026, from 1:00-4:00 pm, The Milford Library is hosting a Medicare Workshop for anyone that is or will be Medicare eligible on or before January 1, 2027.This Workshop will not only be reviewing key Medicare Plans available for 2027, but we will assist you in your actual enrollment. And no worries, we can help you with either a Supplement or a Medicare Advantage plan.The choice is always yours.
Our Workshop will commence with an overview of the market and move quickly on to actual details of key plans for the first hour.&nbsp; After this initial hour we will have enrollment assistance available throughout the next 2 hours and/or via appointment.&nbsp; Please feel free to come any time throughout the scheduled Workshop.&nbsp; One-on-one assistance after the first hour wil be done in order of your request via sign-up sheets. Should you wish to bring your own laptop to look up your drugs or providers, please feel free to do so.&nbsp;
Your host will be Ms. Susan Stokes of Medicare-NeedHelp? Assisting&nbsp;in the Product Overview discussion will be the Regional Managers from AETNA and Anthem.
As a licensed and certified broker with all the key Medicare carriers in Connecticut, Ms Stokes has long been servicing our senior community. Feel free to contact Ms.Stokes at any time for further information or to schedule a free consultation.
Questions? Contact Ms.Stokes at 203-710-7686 or&nbsp;&nbsp;<a href="mailto:skstokes26@gmail.com">skstokes26@gmail.com</a>
We Educate, We Listen, We Care. We are the agency with a Heart.
Disclaimer:&nbsp; We do not offer every plan in area.&nbsp; Currently we reppresent 8 carriers who have many plans in Ct.&nbsp; Further, we are not affiliated with any federal arm of Medicare.&nbsp; Should you wish to explore additional options, feel free to contact 1-800- Medicare for additional information.

Local Event: Medicare Workshop

Medicare Workshop

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

St Ann Church

Jim Lambert walks through the 2027 Aetna plans and answers your questions. Covering the pros and cons.
Who should attend? Anyone whose plan was terminated, and anyone on a current Aetna plan who wants to check if a smarter option exists for 2027.
No matter what plan you have now, it makes sense to attend one of Jim's other Medicare events.
We offer a variety of live workshops and locations, as well as webinars and 1-on-1 meetings at my Milford office. Visit MedicareJim.com for a list of all meetings or call 203-878-4598.Other Aetna Workshops:Wed, Oct 21 at 6:30 PM, Webinar online, meetn.com/medicare4u 
Thurs, Oct 22 at 6:30 PM, Total Mortgage Building, 185 Plains Rd, Milford 
Tues, Oct 27 at 1:00 PM, Orange Community Center, 525 Orange Center Rd, Orange
We do not offer every plan available in your area. Currently we represent 7 organizations which offer 17 products in your area. Please contact Medicare.gov or 1-800-MEDICARE to get information on all of your options.

Local Event: Aetna 2027 plans: the good, the bad, and what to ask.

Aetna 2027 plans: the good, the bad, and what...

Jim Lambert walks through the 2027 Aetna plans and answers your questions. Covering the pros and cons.
Who should attend?...

Aetna 2027 plans: the good, the bad, and what to ask.

Online Event

During this complimentary session we’ll discuss why your future financial security and your retirement lifestyle depend on how you save and invest. We’ll address key questions that drive the retirement planning process, make sure you understand your company retirement benefits and we’ll offer some simple steps you can take to control your financial situation.You must RSVP to receive access credentials for this event or seminar.Presented by: Colton Destrampe, APMA®, Associate Financial Advisor - R. Miller &amp; Associates, a private wealth advisory practice of Ameriprise Financial LLC
Hosted by: R. Miller &amp; Associates, a private wealth advisory practice of Ameriprise Financial LLCTo reserve a spot: call us at <a href="tel:6176073366">617.607.3366 Ext. 250</a> or email us at <a href="mailto:christina.cobas@ampf.com?subject=Taking%20control%20of%20your%20workplace%20retirement%20benefits">christina.cobas@ampf.com</a>

Local Event: Complimentary Presentation - Taking Control of Your Workplace Retirement Benefits

Complimentary Presentation - Taking Control of...

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

Complimentary Presentation - Taking Control of Your Workplace Retirement Benefits

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

No driving, no parking, just log in from home. Jim Lambert walks you through the 2027 Aetna plans live and answers your questions, covering the pros and cons.
Who should attend? Anyone whose plan was terminated, and anyone on a current Aetna plan who wants to check if a smarter option exists for 2027.
Wed, Oct 21 at 6:30 PM 
Webinar online, meetn.com/medicare4u
No matter what plan you have now, it makes sense to attend one of Jim's other Medicare events.
We offer a variety of live workshops and locations, as well as webinars and 1-on-1 meetings at my Milford office. Visit MedicareJim.com for a list of all meetings or call 203-878-4598.Other Aetna Workshops:Mon, Oct 19 at 6:30 PM, St. Ann's Church Parish Hall, 501 Naugatuck Ave, Milford 

Thurs, Oct 22 at 6:30 PM, Total Mortgage Building, 185 Plains Rd, Milford 
Tues, Oct 27 at 1:00 PM, Orange Community Center, 525 Orange Center Rd, Orange
We do not offer every plan available in your area. Currently we represent 7 organizations which offer 17 products in your area. Please contact Medicare.gov or 1-800-MEDICARE to get information on all of your options.

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

Another Medicare enrollment, more confusing...

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

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

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

Enrollment ends December 7th. Jim Lambert walks through the 2027 Aetna plans and answers your questions, covering the pros and cons.
Who should attend? Anyone whose plan was terminated, and anyone on a current Aetna plan who wants to check if a smarter option exists for 2027.
Thurs, Oct 22 at 6:30 PM 
Total Mortgage Building, 185 Plains Rd, Milford, CT
Don't wait until the deadline. It makes sense to attend one of Jim's other Medicare events too.
We offer a variety of live workshops and locations, as well as webinars and 1-on-1 meetings at my Milford office. Visit MedicareJim.com for a list of all meetings or call 203-878-4598.Other Aetna Workshops:Mon, Oct 19 at 6:30 PM, St. Ann's Church Parish Hall, 501 Naugatuck Ave, Milford 
Wed, Oct 21 at 6:30 PM, Webinar online, meetn.com/medicare4u 

Tues, Oct 27 at 1:00 PM, Orange Community Center, 525 Orange Center Rd, Orange
We do not offer every plan available in your area. Currently we represent 7 organizations which offer 17 products in your area. Please contact Medicare.gov or 1-800-MEDICARE to get information on all of your options.

Local Event: Time is counting down for you to apply for Medicare plans.

Time is counting down for you to apply for...

Enrollment ends December 7th. Jim Lambert walks through the 2027 Aetna plans and answers your questions, covering the pros and...

Time is counting down for you to apply for Medicare plans.

Okay Folks – A breath of fresh air has landed.A new Medicare Advantage carrier, Devoted, is entering into Connecticut for 2027. Though new to CT, nationwide they ranked 8th
in total MA membership, and have 91% of their members in plans ranked 5 Stars for Customer Service.
On October 23, 2026, from 2:00 - 3:30 pm, the Milford Library is proud to be holding a Medicare Sales Seminar with Natalie Araniti, Broker Manager of Devoted.This meeting is being facilitated by Susan Stokes, a local, certified Broker representing Devoted.
 Please join us.This meeting is indeed a Must for all those eligible for Medicare.
Questions? Contact Ms. Stokes at 203-710-7686 or <a href="https://about:blank" rel="nofollow noopener" target="_blank">skstokes26@gmail.com</a>
 We Educate, We Listen, We Care.We are the agency with a Heart.
Disclaimer: We do not offer every plan in your area. Currently we represent 8 organizations which have 56 Medicare products in your area. You may contact Medicare.gov or 1-800-Medicare, or your local State Health Insurance Program for help with plan choices.

Local Event: Devoted:  A New Medicare Advantage Plan in CT!

Devoted:  A New Medicare Advantage Plan in CT!

Okay Folks – A breath of fresh air has landed.A new Medicare Advantage carrier, Devoted, is entering into Connecticut for 2027....

Discover what makes Christian Heritage School unique! Join us for our Fall Open House on October 24 at 2 PM and experience our Christ-centered K–12 community, dedicated teachers, vibrant student life, and commitment to educating the whole child—body, mind, and soul. Come see why families choose CHS!

Local Event: Discover Christian Heritage School at Our Fall Open House

Discover Christian Heritage School at Our Fall...

Discover what makes Christian Heritage School unique! Join us for our Fall Open House on October 24 at 2 PM and experience our...

Discover Christian Heritage School at Our Fall Open House

Bring your sensitive documents to be shredded on-site. Reasonable pricing and easy drive-thru service. STRATFORD ROTARY WILL BE THERE FOR YOUR SHREDDING NEEDS RAIN OR SHINE - 9am - 12pm (or until the truck is full) We also collect Electronics and Battery recycling! Donations requested. 
How it works: 
1. Drive up to the truck and a Rotarian will remove the shredding items from your car and deliver them directly to the shredding truck. You can stay and watch or simply drive away. Shredding occurs on location! 
2. Make your payment to the Rotarian Volunteer. All proceeds go to Stratford Student Scholarships, Grants to local non-profits, and community events ($10 small, $20 Medium, $30 Large Box)
3. Drive away happy and confident your sensitive information is securely destroyed. Shredding Certificates are available upon request. Prices: $10 small bag (grocery Plastic/paper bag) $20 Medium Container (bankers' box) $30 Large Container (Plastic tubs) $100 Fill a shred bin (65gallon rolling trash can at shredding location) All donation proceeds support Student Scholarships, Non-Profit Grants, and Community Events Supported by the Stratford Rotary Club and Foundation. Stratford Rotary Foundation is a 501C3 and Donations to this event may be tax deductible. 




Electronic recyclables. Acceptable items to recycle include: computers/laptop/printer/keyboard/mouse/monitor; TV/VCR/DVD/remote; telephone/cellphone; fax machine; console; scanners; iPods/PDAs; stereo equipment, camera; tablet/eBooks; small appliances, lightbulbs, game consoles/controllers and batteries.Sponsored by Sikorsky Credit Union, Santa Fuel, Rosenberg &amp; Hite, LLC, &amp; A to Z Realty

Local Event: Paper Shredding Event (on-site) with Stratford Rotary - Electronic Collection

Paper Shredding Event (on-site) with Stratford...

Bring your sensitive documents to be shredded on-site. Reasonable pricing and easy drive-thru service. STRATFORD ROTARY WILL BE...

Paper Shredding Event (on-site) with Stratford Rotary - Electronic Collection

Milford Elks Lodge 1589

The Foran High School Music Boosters - the Treble Makers - is hosting a Comedy Night to benefit the Foran High School Music Department.&nbsp; &nbsp;Enjoy a fun night out for an amazing cause!&nbsp;&nbsp;

Local Event: Comedy Night to benefit the Foran HS Music Department

Comedy Night to benefit the Foran HS Music...

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

Comedy Night to benefit the Foran HS Music Department

Jay Estate

<img src="https://jayheritagecenter.org/wp-content/uploads/2026/10/Balloon-300x200.jpg">Jay Day is our classic fall family festival held annually at the 23-acre award-winning Jay Estate with offerings for everyone! Join us on Sunday, October 25 from 11am - 3pm. New this year in honor of the Montgolfier Brothers invention of the hot-air balloon in 1783 - you guessed it - learn all about the thermodynamics of these beautiful aircrafts from <a href="https://www.libertyballoon.com/" target="_blank" rel="nofollow noopener">Liberty Balloon Company</a>. Enjoy outdoor activities and old-fashioned entertainment as we commemorate America 250 with a very special chance to see authentic centuries-old artifacts of the Revolutionary War at the historic first home of patriot and peacemaker John Jay. <a href="https://youtu.be/1-5rBwbfv08?si=7Y61Jf0fiNcaNAr2" rel="nofollow noopener" target="_blank">Watch a video from last year's festival here.&nbsp;</a>&nbsp;
<a href="https://lp.constantcontactpages.com/ev/reg/b5a7d988-48ca-4a56-bb9b-28da36e2bc0e" rel="nofollow noopener" target="_blank">REGISTER HERE TO AVOID THE LINES.</a>
<img src="https://jayheritagecenter.org/wp-content/uploads/2026/09/Revisit-the-Rev-300x300.jpg">
FAMILY ACTIVITIES
* Silhouette artist <a href="https://www.sweet-silhouette.com/" rel="nofollow noopener" target="_blank">Varin Acevado</a> will create heirloom portraits. * Stilt walkers &amp; jugglers ensure super photo ops for the whole family! * Professional facepainters from <a href="https://www.jamesdaniel.com/" rel="nofollow noopener" target="_blank">James Daniel Entertainment </a>will create butterflies and dragons with deft dabs of paint and glitter! * Join the <a href="https://www.ryetroop2.org/" rel="nofollow noopener" target="_blank">Rye Boy Scouts Troop 2</a> for boat racing in the reflecting pool * Create your own take-home origami animals with talented volunteers from our Japanese community partners in Harrison. * Try your hand at special geocaching activities in honor of America at 250 highlighting John Jay's role as spymaster during the Revolutionary War. * Make a self-portrait with artist <a href="https://www.instagram.com/ellenjingxu/" rel="nofollow noopener" target="_blank">Jing (Ellen) Xu </a>and ColorWorld. * Learn about robotics and STEAM with <a href="https://www.makeinspires.com/" rel="nofollow noopener" target="_blank">MakeInspires.</a> * Don't miss the rocket show with <a href="https://newyorkcity.madscience.org/" rel="nofollow noopener" target="_blank">Mad Science!</a> * Pony rides and the petting zoo are family favorites!

ALL AGES
* Self-guided tours of<a href="https://parks.ny.gov/history/rev-war?utm_campaign=NYSOGS+Parks-RevWar250&amp;utm_source=Google&amp;utm_medium=Search&amp;gad_source=1&amp;gad_campaignid=23972741403&amp;gbraid=0AAAABD-CRbX_77SLGE4f5AlYAwtMckwIS&amp;gclid=Cj0KCQjwlsfWBhD4ARIsACL7p1GnNW59-3sZb1eG8wDrPXmniU0OpY52GakfKQTDy-DZfXtRno0_JBwaAnZYEALw_wcB" rel="nofollow noopener" target="_blank"> Revisit the Revolution Exhibit</a> at the Jay Mansion. * Self-guided tours of the award-winning Jay Estate Gardens (2022 NYS Nonprofit Excellence, 2023 ICAA Landscape Design, 2026 GCA Historic Preservation). * Nibble on savories from food trucks and local favorites like Cousins Lobster Roll, Jimmy's Soft Serve, Crazy Taco Mex, Food Truck Refinery, Westchester Burger and Mangones Market. * LIVE Music from <a href="https://www.brooklynbluegrass.com/" rel="nofollow noopener" target="_blank">Brooklyn Bluegrass Collective</a>. * Horse-drawn Carriage Rides by Pelham Bit Carriages. * Shop for the holidays early or for any occasion - explore gorgeous jewelry, sweaters, fine art photographs, handcrafted Japanese pottery from <a href="https://nslifestyles.com/" rel="nofollow noopener" target="_blank">NS Lifestyles</a>, <a href="https://shopthebeehive.com/" rel="nofollow noopener" target="_blank">Beehive</a>, <a href="https://www.crichlowfineart.com/" rel="nofollow noopener" target="_blank">Crichlow Fine Art</a>, <a href="https://hirokosceramics.com/" rel="nofollow noopener" target="_blank">Hiroko's Ceramics</a> and many more bespoke offerings from our vendors * Learn about 10,000 years of archaeology beneath our feet with Dr. Eugene Boesch.
More activities being added every day! Admission is $50 per family and $20 individual.
Thank you to our Jay Day Co-Chairs Lindsay Bello Martin, Claire Weschler, Jennifer Soliman and Julia Thalhammer and 2026 RCDS Community Engagement Fellow Ellora Shah.&nbsp;
More volunteers welcome! Contact us at <a href="mailto:jayheritagecenter@gmail.com">jayheritagecenter@gmail.com</a> to sign up for a shift.
The Jay Heritage Center (JHC) is a dynamic nonprofit which manages the Jay Estate in Rye, New York. The 23-acre park that they have preserved and interpreted since 1992 is an award-winning culture hub and wildlife refuge on Long Island Sound. Located in the heart of Westchester’s only National Historic Landmark District, the site welcomes visitors April through November to learn about our nation’s flawed yet precious democracy through indoor and outdoor public programs. Offerings about American History feature prominent writers and educators. Free horticulture and birding workshops teach guests about native plants and wildlife. Family-friendly concerts draw hundreds for old-fashioned fun and unplugged enjoyment. The site is a member of NY State's Path Through History and Westchester County's African American Heritage Trail. Sign up to volunteer or access all they offer at <a href="https://jayheritagecenter.org" target="_blank" rel="nofollow noopener">www.jayheritagecenter.org</a>
<img src="https://jayheritagecenter.org/wp-content/uploads/2026/10/Vendors-300x300.jpg">

Local Event: Jay Day - Fall Family Festival

Westchester County

New York

Jay Day - Fall Family Festival

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

Nearby Communities

State Edition

National Edition

Posting Activity

BTE Presents: Scream Trivia Night

OCT

22

7:00 PM

Dockside Brewery, 40 Bridgeport Ave, Milford, CT

Flannel Festival

NOV

8

12:00 PM

Dockside Brewery, 40 Bridgeport Ave, Milford, CT

Rotary Club of Orange Thanksgiving Turkey Trot 5K Run/Walk & 1 Mile Walk

NOV

26

8:00 AM

525 Orange Center Rd, Orange, CT

Meet the Grinch

NOV

28

6:00 PM

Dockside Brewery, 40 Bridgeport Ave, Milford, CT

Annual Santa Breakfast, December 6 and 20

DEC

6

9:00 AM

Madison Beach Hotel, Curio Collection by Hilton, 94 W Wharf Rd, Madison, CT

Cookies & Cocoa with Mrs. Claus

DEC

6

1:00 PM

Madison Beach Hotel, Curio Collection by Hilton, 94 W Wharf Rd, Madison, CT

'Tis the Season, Starring the Sarafinas

DEC

9

7:00 PM

Legacy Theatre, 128 Thimble Island Rd, Branford, CT

Gingerbread Cookie Decorating & Wine Night

DEC

15

6:00 PM

Madison Beach Hotel, Curio Collection by Hilton, 94 W Wharf Rd, Madison, CT