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September 16, 2026

Together, Let's Glow! Auction Sneak Peaks

LAST DAY TO GET TICKETS: CLICK HERE TO GET YOURS!

39th Annual Greater Cape Ann Chamber Auction

Thursday, September 24 | 5 - 9 PM

Cruiseport Gloucester

LIVE AUCTION ITEM

Chef's Table at Your Table:

Private Curated MultiCourse Feast with Wine Pairings

Donated by Castle Manor Inn's Chef Dan


Bring the fine dining experience of Castle Manor Inn straight to your kitchen! Bid now to win an exclusive, Curated Dinner for 4 cooked and served right in your home by Executive Chef Dan.


Whether you crave a decadent seafood extravaganza, a modern steakhouse feast, or a globally-inspired tasting menu, Chef Dan will consult with you directly to build your dream menu. On the night of your dinner, he will arrive at your home to prepare, cook, and serve a stunning meal, perfectly paired with carefully selected wines.

SILENT AUCTION ITEMS

Historic Ipswich Holiday:

4 Christmas at Castle Hill Tickets & 1640 Hart House Dining

Donated by The Crane Estate & 1640 Hart House


Experience the ultimate holiday tradition with four tickets to the spectacular Christmas at Castle Hill and a $100 gift certificate to the historic 1640 Hart House! Perfect for a fun family outing or a festive double date. 

A Little Zing Zang to Start Your Sunday Brunch Day!

Donated by BankGloucester

Kickstart your morning the right way with this phenomenal Bloody Mary Gift Basket! Packed with premium ingredients, including Titos Handmade vodka and Zing Zang Mixers, savory garnishes, and high-quality accessories, this basket has everything a brunch enthusiast needs to mix up a flawless, fiery drink.

Chamber Events

Membership Drop-In Hours

Tuesday | 10 AM - 12 PM

Members are invited to join us for Membership Drop-In Hours, a dedicated time for members to stop by and meet with Keri Conlon, Member and Visitor Services Manager. This is an opportunity to ask questions, review benefits, and discuss business concerns in a small setting. No appointment is needed! Learn More

Swing into Fall: Businesswomen's Golf Event

Monday, Septmeber 21 | 8:30 AM - 1 PM

Rockport Golf Club


Please join the Businesswomen of Greater Cape Ann for our "Swing into Fall' Annual Golf Event at the Rockport Golf Club. 


Newcomers are invited to start their day with basic instructions taught by Golf Pro, Steve Clayton at 8:30 AM. The Shotgun start will be sounded promptly at 10:00 AM for 9 holes of 'Scramble' format, to keep our foursomes moving at a good pace.  


This event is for players of all levels- from first timers to accomplished players. There will be at least one experienced player in each foursome. Plan on enjoying a great day with other women while learning a game that is so important for 'doing business on the course'. Download Flyer | Register Now

GET YOUR TICKETS TODAY!

39th Annual Greater Cape Ann Chamber Auction

Thursday, September 24 | 5 - 9 PM

Cruiseport Gloucester


You're Invited to Illuminate the Night! Get ready to ignite an unforgettable evening of giving, community, and energy at the 39th Annual Greater Cape Ann Chamber Auction.


This high-spirited night brings together local businesses, community members, and friends—all to support the Chamber's mission to promote local commerce, grow our regional economy, and bring impactful programs to life. When we shine together, our entire community grows brighter!


Our theme this year, Together, Let's Glow, reflects the incredible power of a united community. Each of us holds a spark, but together, we create a beacon of support for greater Cape Ann. Let's light up the future—together!


Get Tickets | Download Sponsorship Details


Radiance Sponsors: Beauport Hospitality Group; Cape Ann Savings Bank; Community Credit Union; Institution for Savings

Glow Sponsor: Johnson O'Connor

Spark Sponsors: Applied Materials; BankGloucster; Hammond Castle Museum; Law with Amy; R.W. Rogé & Company, Inc.; Seashore Comfort Solutions

Paddle Sponsor: Precision Roofing & Snowplowing

Photography Sponsor: Sassy Square Marketing

$20K Game Tickets Now Available for Purchase

Drawing: Wednesday, October 28 | 5 - 7 PM

@ The Cut, with food by The Publick House


The $20K Game tickets are officially in the house and ready for sale!


There are 12 incredible chances to win, with a grand total of $20,000 in cash prizes up for grabs—including a $10,000 Grand Prize! Tickets are $100 each, and we are strictly limiting sales to just 400 tickets, giving you excellent odds to win.


How to Get Your Tickets

Online: Visit https://bit.ly/20KGame

In Person: Purchase directly from Chamber Board Members or your favorite local seller.


The live drawing takes place on Wednesday, October 28, 2026, from 5:00 PM to 7:00 PM at The Cut in Gloucester. You do not need to be present to win, but seating is limited if you'd like to join the fun.


Special thanks to our Presenting Sponsor, Seashore Comfort Solutions!

In-Person Coffee & Connections

Wednesday, October 14

8 - 9 AM

Hosted by MassHire

Join us for a morning networking event where you can expand your business connections, explore resources, and discover new opportunities.

Register Today

Rockport Harvest Fest

Saturday, October 17

Featuring 3rd Annual Apple Pie Contest


Sign Up Now to Join the Apple Pie Competition! Open to Amateur Bakers Only!


Sponsorships Available

41st Annual Essex ClamFest and Arts & Craft Festival

Saturday, October 24

Shepard Memorial Park


Clam Chowder Competitor Spots Open


Sponsorships Available


Upcoming Ribbon Cuttings

RENEW by the Sea Grand Opening Ribbon Cutting

Thursday, September 24 | 9 - 10 AM

17 Beach Street, Unit D

Manchester-by-the-Sea


Join us as we celebrate the opening of RENEW by the Sea with an official ribbon-cutting ceremony in beautiful Manchester-by-the-Sea! Founded by Dr. Pam Jarboe, RENEW by the Sea is a regenerative care center bringing together advanced science and holistic healing to help people feel, move, and live their best. Services include neurofeedback, gentle chiropractic care, and expanding regenerative therapies including red light and Stemwave therapy. Come tour the new space, meet Dr. Jarboe and the RENEW by the Sea team, learn more about our innovative approach to whole-body wellness.

Member & Community Events

 

On-Going Events

Sign Up Now


Nervous System R.E.S.E.T.

3-Part Workshop

August 27, September 24, October 22

6 - 7:30 PM

Treetop Choreo Club

September 18 @ 6 PM

Somatic Reset

September 19 @ 3 PM

Reiki Level II Certification

September 27 @ 10:30 AM

Reiki Level 1 Training

October 3 @ 12:30 PM

Enterprise Center at Salem University


Simple Steps for Starting Your Business Series Session #1

Tuesday, September 22 | 8:30 - 10:30 AM


The Building Blocks to Start a Successful 501(c)(3) Organization WEBINAR

Thursday, September 24 | 10 - 11 AM


AI Series: Session #1 A Practical Guide to AI-Driven Growth for Entrepreneurs

Tuesday, September 29 | 8:30 - 10:30 AM

Member Events

Centennial Party on the Pier!

Wednesday, September 16 | 10 AM - 7 PM

Harriet Webster Pier | Maritime Gloucester


COME CELEBRATE 100 YEARS OF ADVENTURE! Join us as we celebrate the 100th birthday of Schooner Adventure with a day of maritime music, history, community, and celebration on the Gloucester waterfront.


10:30 AM - 3:30 PM

  • Centennial ceremony and special guests
  • Live music throughout the day
  • Guided deck tours aboard Schooner Adventure
  • Historic photographs and Centennial exhibits
  • Hands-on maritime activities for all ages
  • Local maritime organizations and community partners
  • Family-friendly fun, refreshments, and birthday festivities

4 - 6:30 PM: Centennial Sail (Tickets required)

6:30 PM: Welcome Adventure Home: Gather on the pier as Adventure returns from her Centennial Sail for a very special 100th birthday celebration, complete with live music, a community sing-along, and the cutting of her spectacular Centennial cake.

"Brave-Too-Much" Curator's Remarks & Exhibit Preview

Wednesday, September 16 | 5:30 - 7:30 PM

Hammond Castle Museum


A Western exhibition at a seaside New England castle? That's exactly what makes this temporary exhibition so special.


Join Hammond Castle Museum for an exclusive opening celebration of "Brave-Too-Much": The Legend of John Coffee Hays, an original temporary exhibition presented in partnership with the Texas Ranger Hall of Fame and Museum in Waco, Texas. Through the loan of museum artwork and fascinating stories, this unique exhibition introduces New England audiences to the legendary Texas Ranger captain who was also the great-uncle and namesake of John Hays Hammond Jr. Learn More & Get Tickets

Creative CHIXX Conference 2026

Thursday, September 17 | 9 AM - 5 PM

Floriana, Ipswich


Owning a small business can sometimes feel like you're supposed to know how to do everything. You are not. The Creative Chixx Conference was built for women who want real ideas, real connections, and real help moving their business forward.  Success is better when it's shared. Come find your people, your inspiration, and your next big idea at Creative ChiXX 2026. Learn More & Get Tickets

The Savvy Caregiver

Thursday, September 17 | 11:30 AM - 1:30 PM

Essex Council on Aging


The SAVVY Caregiver is a free 6-week workshop is for caregivers of memory-impaired recipients, meets weekly and will help caregivers understand the impact of dementia, learn skills to manage daily life and communicate more effectively, and take care of themselves. Taking care of a person living with Alzheimer’s or related dementia is specialized work. To do this work successfully, caregivers need special skills, knowledge, and a positive attitude that helps them care for themselves. Learn More

Artful Conversations:

Sierra ‘Autumn’ Henries with her Father, Hawk Henries

2024, by Matika Wilbur

Thursday, September 17 | 12:30 - 1:30 PM

Thursday, September 24 | 12:30 - 1:30 PM

Cape Ann Museum | Downtown Campus


Take a midday pause and experience one work of art in depth. Artful Conversations are informal, docent-led gallery experiences that invite visitors to slow down, look closely, and engage in thoughtful conversation. Each session features a work of art or object that is new to view—whether a recent acquisition or a work newly installed in the galleries. Learn More

Farm Days at Appleton Farms 

Saturday & Sunday, September 19 & 20

Ticketed entry times are 12 PM, 1 PM & 2:30 PM


Celebrate the beauty of autumn with our annual Fall Celebration: Farm Days at Appleton Farms—a seasonal tradition filled with farm fun, crisp air, and colorful countryside views. Spend the day exploring all that fall has to offer on one of the oldest working farms in the country. Whether you’re looking to visit the barnyard animals, listen to live music, play games in the stone paddock, wander scenic trails, or savor farm-fresh treats, there’s something for everyone in the heart of the harvest season. Be sure to grab our incredible wood-fired pizza and baked goods handcrafted from the Appleton Culinary Team. Down River Ice Cream, The Lobster Roller, True North Ales & Notch Brewing will also be on site all weekend! Get Tickets

Author Talk: Mia Millefoglie, Daughters of Stone and Tide

Saturday. September 19 | 2 - 3:30 PM

Sawyer Free Library


Join us for an author talk with Maria (Mia) Millefoglie on her new book Daughters of Stone and Tide. A powerful family memoir about inheritance, identity, and the pull of the sea.


Daughters of Stone and Tide traces one Sicilian American family's journey across generations, oceans, and inherited silence. Adopted as an infant by Sicilian immigrants, Maria "Mia" grows up in Gloucester's working-class fishing community, where bloodlines define identity, tradition shapes destiny, and belonging must be earned. Defying expectations, she leaves, only to return decades later to uncover the stories of the family she inherited. Learn More

Gears for Good

Sunday, September 20 | 9 AM - 12 PM

Masconomo Park, Manchester-by-the-Sea


The Manchester-Essex Rotary Club is excited to announce the Second Annual Community Bike Event, Gears For Good, on Sunday, September 20 at Masconomo Park in Manchester-by-the-Sea. Designed to promote healthy recreation and community engagement, Gears For Good invites riders of all ages and abilities to enjoy a morning of cycling while supporting the Club’s mission of service. Participants can choose from three ride options tailored to different ages and experience levels. Click to Learn More | Register Here

Coaching from the Sidelines: A REACH Leadership Roundtable

Wednesday, September 22 |12 - 1 PM

Zoom (Online)


REACH Leadership Roundtables are open, facilitated working sessions designed for leaders to tackle real, day-to-day challenges while gaining and sharing insights with peers across organizations. We’ll dedicate this Roundtable to discussing: 

  1. What genuine autonomy looks like when outcomes are clearly defined
  2. How assigning clear ownership builds confidence, speed, and accountability, and
  3. Practical strategies for coaching from the sidelines without stepping back in as the decision-maker.

Register Today

Beverly and Addison Gilbert Hospitals to Hold Community Benefits Annual Public Meeting

Thursday, September 24 | 9 - 11 AM

Beverly Hospital


Learn how Beverly and Addison Gilbert collaborate with community partners to support programs aimed at improving the health and wellness of our communities. All are welcome to attend this in-person meeting on Thursday, Sept. 24, 2026, from 9 AM to 11 AM at Beverly Hospital. Please RSVP to Attend

Meet the Sound Artist: Opening Night w/ Liam Anastasia-Murphy

Thursday, September 24 | 5 - 6:30 PM

Sawyer Free Library


Get inspired by our 2026 Sound Artist in Residence, Liam Anastasia-Murphy. Join Liam for an evening of sound performance and conversation about music making. Discover how Liam will be working in the Library’s Digital Learning Lab Audio Studios and how to get involved with our upcoming community workshops and recording projects. Reserve Your Spot Today

North of Boston Life & Wellness Expo

Saturday, September 26 | 9 AM - 1 PM

Essex North Shore Agricultural & Technical School, Danvers, MA


Join us for our 2nd Annual North of Boston Life and Wellness Expo! Promoting healthy living & community well-being. The North of Boston Life & Wellness Expo is a free community event designed to inspire healthier lifestyles across all ages. Hosted by State Senators and Representatives of North Shore communities. It offers resources, support, and inspiration for all ages and needs—including families, veterans, older adults, individuals with disabilities, caregivers, and more! Learn More

5th Annual Clean Up Day

Saturday, September 26 | 9 AM - 12 PM

Meet at Gloucester High School


Come join other volunteers who care about our community and help clean up downtown Gloucester! Bags, gloves, and refreshments provided. Working Together to Keep Gloucester Clean!

Choate Island Day

Saturday, September 26 | 10 AM - 3 PM

Crane Beach


Spend a day with us in celebration of Choate Island – the crown jewel of the Crane Wildlife Refuge. Here, deer and foxes roam through fields that once housed herds of sheep, and osprey fly over breathtaking views of Essex Bay. The island was first home to indigenous farmers and fishers, then to generations of the Choate family, and was later a retreat for Cornelius and Miné Crane, who loved the place so much they decided to be buried at the summit. This year, we are again offering both a Self-Guided and Guided experience. Both will allow visitors to explore the extent of the island. Learn More & Get Tickets

Manship Artist Residency: David Hockney - A Bigger Picture

Saturday, September 26 | 2 - 4 PM

Sawyer Free Library


Please join us for a screening of the 2009 documentary David Hockney: A Bigger Picture, followed by a Q&A with director Bruno Wollheim from Coluga Pictures. Hockney Reproductions, on view from September 11, 2026 - October 18, 2026 is a major exhibition exploring the artist's six-decade career engagement with reproductive technologies through more than 70 posters, rare fax works, prints, photographic composites, digital drawings, and video installations. Register Now

The Pumpkins are coming! The Pumpkins are coming!

Saturday, September 26 | 3 - 5 PM

West Gloucester Trinitarian Congregational Church, 488 Essex Ave


The West Gloucester Trinitarian Congregational church is again selling pumpkins at 488 Essex Ave during October. The pumpkins are being delivered by very big truck about 3:00 pm on Saturday, Sept 26th. It is our task to empty the truck and all are invited to help us in this family friendly event. Yes, it is labor intensive and we have a good crew of kids who are taking the lead on this project. It is also a lot of fun!  Anyone is welcome to come help and meet other folks in the community.

Sales will start the next day after church. Learn More

Emerson Inn Moonrise Party

Sunday, September 27 | 5 - 9 PM

The Emerson Inn


Join us at the historic Emerson inn for an evening of elegance. Sip on crafted, moon-themed cocktails and enjoy a delicious menu of seasonal bites, along with live music as we watch the harvest moon rise over the Atlantic.  Reserve a Table

Museum Happenings

Spiritualism Tours by Candlelight: Every Thursday through October

En Plein Air Sketch Classes with Sue Wheeler:

9:30 AM: October 3

1 PM: September 10, October 8

Gloucester Gratis Days Complimentary Admission at Hammond Castle Museum: Every Tuesday through November 10

Avery, Gottlieb & Rothko: By the Sea: through September 27

CAM Talks

Captain Elias Davis House Tour: Fridays @ 2 PM

White-Ellery House Tour: Sundays @ 2 PM. Though September 20

Homeschool Scholars: Seasonal Rhythms: Thursdays, October 1 - October 22 | 9 AM - 12 PM

Homeschool Adventures: Session 2: Tuesdays, October 13 - November 3 | 1 - 4 PM

CraneOutdoors Sunset Kayak in the Crane Wildlife Refuge: paddling in the protected waters of one of the most scenic sections of the Great Marsh

CraneOutdoors Kayak Adventure on the Castle Neck River: enjoy the natural beauty of the Massachusetts North Shore is kayaking the placid waters of the Great Marsh

CraneOutdoors: Choate Island Kayak and Hiking Adventure: kayak and hike your way to a perfect day

Castle Hill Tours: Guest of the Cranes, Cupola with a View, The Cat's Meow, Behind the Scenes in the Great House

Adult Cow Connection at Appleton Farms: Fridays, 5 PM

Family Farm Chores at Appleton Farms: Sundays, 9 AM

Barnyard Story Hour at Appleton Farms: Tuesdays, 10:30 AM. Appropriate for infants to children aged 6. Children under 2 are free.

Performing Arts Centers

Karen Lee Restoration Rockport Retreat: September 25 - 27

Moon Man Walk: September 10 - 26

Shoshana Bean: September 19 @ 7:30 PM

Boston Film Festival

Painting at the Edge: September 21 @ 4 PM

Little Audrey: September 21 @ 7:15 PM

Samara Joy Quintet: September 22 @ 7:30 PM

Trey Hensley: September 25 @ 7:30 PM

Manhattan Short Film Festival: September 27, October 2, October 4

Ruthie Foster: October 1 @ 7:30 PM

Così fan tutte - Metropolitan Opera in HD: October 4 @ 1 PM

Strictly Sinatra with Michael Dutra: October 8 @ 7 PM

Stacey Kent: October 9 @ 7:30 PM

Chanticleer: October 10 @ 7:30 PM

Abigail Rose & Melanie MacLaren: October 11 @ 5 PM

Neko Case: October 16 @ 7:30 PM

Dead to the Core - September Show: September 18 @ 8 PM

Fortune: September 19 @ 8 PM

Third World Presented by Happy Valley: September 20 @ 7:30 PM

Guitar Monsters - Starring Jon Butcher, Johnny A., and Dave Amato: September 24 @ 8 PM

Ana Popovic - Dance To The Rhythm Tour: September 26 @ 8 PM

Flamenkora: October 1 @ 8 PM

Steve Rondo: October 2 @ 8 PM

Dueling Pianos - Fall Show: October 3 @ 8 PM

No Sitter Necessary K-POP Dance Battle: October 4 @ 1 PM

Nervous Guys | G Gordon Gritty | The Chip Rockers | Beware the Dangers of a Ghost Scorpion: October 8 @ 8 PM

Grunge Fest @ The Cut! Alice In Chains and Stone Temple Pilots Tribute Night: October 9 @ 8 PM

Jimmy Tingle: The "Radical" Middle- Why Would a Comedian Run for Office?: October 11 @ 7 PM

The Odyssey: September 16 - 19: 3:30 PM & 7:30 PM

Scott Kerman: The Last Honest Politician Tour (Off Cabot): September 17 @ 7 PM

Todd Glass (Off Cabot): September 18 - 19 @ 6:30 PM & 9 PM

Medium Lauren Robbins (Off Cabot): September 20 @ 3 PM

The Wailers: September 20 @ 8 PM

Improv Jam and Jelly: September 21 @ 7 PM

Voting Is No Joke Variety Show: September 23 @ 7 PM (Free Event)

Mike Campbell and the Dirty Knobs: September 24 @ 8 PM

Comedy Open Mic (Off Cabot): September 24 @ 8 PM

The Robert Cray Band: September 25 @ 8 PM

David Wilcox (Off Cabot): September 25 @ 8 PM

Top of The World - A Carpenters Tribute: September 26 @ 8 PM

Ovarian Cancer Benefit Concert (Off Cabot): September 27 @ 4 PM

Tony: September 27 @ 6 PM

In Focus @ BMS: September 28 @ 3:15 PM

In Focus: Soundtrack Studios: September 28 @ 3:30 PM

Comedy Sketch Writing workshop with Neil Alsip: September 28 @ 7 PM

In Focus Teens: September 29 @ 3:30 PM

Steel Magnolias: September 30 @ 7 PM

Come from Away: September 16 - 27

Voices of Hope Presents The Beat Goes On: October 3 (Auction 6:30 PM, Performance 7:30 PM)

Yeston & Kopit's Phantom: October 21 - November 1, 2026

A Christmas Carol: December 3 - 23

Soundings Sponsors

We extend a big thank you to our supporting sponsors.


If you are interested in promoting with the Greater Cape Ann Chamber of Commerce and sponsoring this newsletter, please contact Sam Bevins at sam@capeannchamber.com


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