Timeline: Cape Ann Screening – The Flying Santa

~ Sawyer Free Library

Timeline: Cape Ann Screening — The Flying Santa
Friday, December 19 | 3:00–4:00 PM
Community Room | Sawyer Free Library, 2 Dale Ave., Gloucester

The Sawyer Free Library is delighted to welcome Kory Curcuru of 1623 Studios for a special screening of Timeline: Cape Ann — The Flying Santa.

More than 90 years ago, a Maine pilot began a heartfelt tradition: air-dropping Christmas packages to lighthouse keepers and their families who guided him to safety. Over time, the route expanded to Cape Ann and eventually reached Coast Guard stations and lighthouses across the country. Remarkably, the Flying Santa tradition continues to this day.

This captivating film tells the story of one man’s generosity and the enduring spirit of community that helped shape Gloucester’s identity. A Q&A with Kory Curcuru will follow the screening.

This free public event is open to all. Registration is requested at sawyerfreelibrary.org.

Middle Street Walk: Events at Sawyer Free Library

~ Sawyer Free Library

Middle Street Walk
Saturday, December 13 | 10:00 AM–4:00 PM
Sawyer Free Library · 2 Dale Avenue, Gloucester, MA

Celebrate the 27th annual Middle Street Walk, a beloved Gloucester holiday tradition where “the past is present!” Enjoy a festive day filled with music, art, community events, and FREE horse-drawn wagon rides along historic Middle Street. The Sawyer Free Library is excited to be part of the celebration with special programs for all ages.

Festivities at the Sawyer Free Library

10:30–11:30 AM — Holiday Music & Card Making for Kids
Drop in for cheerful music and hands-on card-making fun — perfect for children and families.

12:00–2:00 PM — Walker Creek Saxophone Quartet Performance
Enjoy a live performance from this talented saxophone quartet, filling the Library with seasonal favorites and jazzy flair.

1:00–4:00 PM — Tours of the Saunders House Historic WPA Murals
Professional conservator Lisa Mehlin will lead 15-minute guided tours of the newly restored WPA murals in the historic Saunders House. Learn about their remarkable history and the intricate conservation process. Registration required at SawyerFreeLibrary.org.

1:00–1:30 PM — Gingerbread Creation Contest Winner Announcement
Join members of the Middle Street Walk Committee — including Barbara Catalini of Cakes by Barbara — in the Children’s Room as they announce the winners of the 2025 Gingerbread Creation Contest. All gingerbread entries will be on display!

More details on Middle Street Walk festivities city-wide will be shared soon. We hope you’ll join us for this magical Gloucester tradition!

Staying Healthy Through the Winter: Herbal Program for Health and Wellness

~ Sawyer Free Library

Staying Healthy Through the Winter: Herbal Program for Health and Wellness
Tuesday, December 16 | 1:30–3:00 PM
Community Room | Sawyer Free Library, 2 Dale Avenue, Gloucester

Discover natural ways to support your health through the cold and flu season at the Sawyer Free Library with Rivka Schwartz of Health and Hearth, a local herbal and wellness practice.

In this informative and practical workshop, you’ll:

  • Explore simple strategies to help strengthen your immune system
  • Learn about herbs with antiviral properties
  • Discover how to make herbal teas and long-lasting herbal tinctures/extracts

The program will include samples, take-home recipes, and an information packet so you can continue your wellness journey at home.

All are welcome. Registration requested at sawyerfreelibrary.org.

~ Hammond Castle Museum

Gloucester residents are welcomed for FREE EVERY TUESDAY at the Hammond Castle Museum. Nearly a dozen Christmas trees, dozens of wreaths, garlands and hand-made bows, two Menorahs, and playful 3D printed touches including gumdrop garland and a replica of the castle styled as a whimsical gingerbread house fill the space. Thousands of twinkling lights and flickering candles set the scene while nutcrackers, gingerbread men, and hidden gnomes and elves add a bit of fun for little ones exploring with their families.

Over the last several seasons, we have grown this program, and that tradition of care has long been guided by our Director of Collections, Beth Welin, whose thoughtful eye has shaped its beauty from the start. This year we were also fortunate to have the generous support of Elaine Quinn, of Elaine Quinn Interiors whose time, encouragement, and friendship helped us elevate the experience for the 2025 season.

We invite you to join us and experience the beauty and joy of the season. Proof of Gloucester residency is required at check-in for all those with Gratis Day admission reservations.

– Gloucester Gratis Days Self-Guided Tours are available every Tuesday throughout the entire 2025 tour season from May 6th through January 4th.
– Advance registration is recommended but not required. You may also register upon arrival in the Museum Shop.

Watch a teaser about Deck the Halls here!

Then, reserve your FREE admission here!

Rockport Holiday Shopping Night

~ Greater Cape Ann Chamber of Commerce
Kick off the season in festive Rockport style! Join us for Holiday Shopping Night and enjoy an evening of cheerful lights, local treasures, and holiday spirit. Start at Dock Square, where shoppers can pick up a free Christmas in Rockport tote bag filled with a list of participating businesses, special coupons valid all season long, and a bonus raffle ticket. As you explore Rockport’s charming shops, you’ll find festive treats and refreshments offered by many local retailers and be serenaded by strolling musicians bringing holiday magic to the streets. Every purchase at a participating store earns you an extra raffle ticket for a chance to win one of three exciting prizes. End the evening at the after party and live raffle drawing at Brackett’s Oceanview Restaurant where the celebration continues with good company, great prizes, and plenty of holiday cheer!

“Wildlife Out Your Window with Brad Timm” at the Sawyer Free Library

~ Sawyer Free Library

Wildlife Out Your Window with Brad Timm
Thursday, December 4 | 5:30–6:30 PM
Community Room | Sawyer Free Library, 2 Dale Avenue, Gloucester

Discover the extraordinary wildlife hiding in plain sight! Join the Sawyer Free Library for a lively and educational presentation with author Brad Timm, who brings the natural world to life through surprising insights and engaging stories inspired by his book Wildlife Out Your Window.

During this fun, family-friendly talk, Timm will share fascinating wildlife factoids, including:

  • Blue Jay feathers aren’t actually blue
  • Some foxes can climb trees
  • Certain frogs create their own natural anti-freeze

He’ll also explore simple ways we can support and protect the wildlife that lives all around us — in our yards, neighborhoods, and city green spaces. You’re guaranteed to walk away seeing the natural world with fresh eyes!

After the presentation, Brad will be available to chat with attendees, answer questions, and sign copies of Wildlife Out Your Window, which will be available for purchase.

All are welcome. Registration requested at sawyerfreelibrary.org.

Local Favorite Chelsea Berry Returns to the Great Hall For Two Performances This December!

~ Hammond Castle Museum

Cape Ann favorite and acclaimed singer-songwriter Chelsea Berry returns to the Great Hall at Hammond Castle Museum for two special holiday performances, accompanied by Kristen Miller on cello. Known for her soulful voice and heartfelt songwriting, Chelsea will perform selections from her holiday album Ring the Bells, along with songs that celebrate joy and togetherness.

On Saturday, December 6, (Doors at 6:30 pm | Performance at 7:00 pm), guests have two ticket options. Those with VIP Tickets arrive at 6:00 pm for an intimate Meet & Greet with Chelsea, including a complimentary champagne toast and preferred seating. Capacity is limited for this exclusive experience. General Admission ticket holders are welcome to arrive for the 7:00 pm performance.

On Sunday, December 7, (Doors at 5:00 pm | Performance at 5:30 pm), families are invited to join in festive sing-alongs, creating a fun and memorable night for all ages.

Chelsea has deep roots on the North Shore and Cape Ann, with past sold-out performances at some of the region’s most beloved venues. Her 2019 concerts at Hammond Castle Museum remain among our most memorable evenings. Over a 25-year career spanning twelve albums, she has toured coast to coast, sharing stages with legendary artists including Mavis Staples, Livingston Taylor, Chris Isaak, and Shawn Colvin.

Reserve your tickets at: https://bit.ly/ChelseaHCM

A CELTIC CHRISTMAS:DASHING ROCK TRIO December 6th at 7:30pm

~ chasnaz ~ 1 Comment

As Thanksgiving approaches, we know that the holiday season is nearly here, so it’s time to start marking your calendars with December concerts and gatherings.

The Gloucester Meetinghouse Foundation is pleased to present the Dashing Rock Trio in a Celtic Christmas Concert with timeless melodies reimagined, on Saturday December 6th at 7:30pm in the Gloucester Unitarian Universalist Church, at the corner of Middle and Church Streets.

Based on the isle of Nahant in Boston Harbor, Dashing Rock Trio explores the music of the Celtic nations and beyond with varied instrumentation, including fiddle, nyckelharpa, flute, whistle, guitar, accordion, Scottish smallpipes and voice.

Elizabeth Ketudat, Dave Cabral, and Sarah MacConduibh have performed together for decades in multiple ensembles. They bring their deep friendship and experience to create the ensemble’s unique sound, a blend of tradition and fresh interpretation.

Dashing Rock Trio performs at festivals, concerts, and private events. Whether on a grand stage or a cozy local venue, they bring vibrant energy and musicianship to every performance.  We are delighted to present them to the community in the fine acoustics of our historic 1806 Meetinghouse.

Tickets are available at the door and online (recommended) with more information on our website.  General admission is $30, students $10, under age 12 free.

Parking is available on the Green, entered between the granite pillars at 50 Middle Street, and around the Historic District.  The side entrance at 10 Church Street offers elevator access.