Oct 12–16 5 days |
Build Your Own Boat - Salt Marsh Dory Class Fall 2026 Essex Shipbuilding Museum · Essex
|
Essex | Classes & Workshops | Adults est. | $2,800 per dory | 9:00 AM – 2:00 PM |
MonOct 12 Mondays & Wednesdays |
Ping Pong (Council on Aging) Ipswich Town Hall · Ipswich
|
Ipswich | Health & Wellness | Seniors Council on Aging program |
Not listed | Morning |
MonOct 12 |
SportsZone 101: Tournament of Champions - Indigenous People's Day Hamilton-Wenham Recreation Center · Hamilton
|
Hamilton | Kids & Family | Kids program Grades K–6 (ages 5–11) |
$40–$70 (half or full day; resident/non-resident) | Morning |
MonOct 12 Mondays & Fridays |
Imagination Station Hamilton-Wenham Recreation Center – Gymnasium · Hamilton
|
Hamilton | Kids & Family | Kids program est. Under 6 with an adult |
$20 punch card (5 visits) | 9:30 – 11:00 AM |
Oct 12–17 6 days |
Manchester, The Revolution, and The War at Sea Manchester-by-the-Sea Museum · Manchester
|
Manchester | Arts & Exhibits | General audience est. | Not listed | Varies |
Oct 12–16 5 days |
Mapping Equality: Danielle Currier (exhibition) Manninen Center for the Arts at Endicott College · Beverly
|
Beverly | Arts & Exhibits | General audience est. | Free | 10:00 AM – 4:00 PM |
MonOct 12 Mondays & Saturdays & Sundays |
Hallow-Marini Party Marini Farm · Ipswich
|
Ipswich | Kids & Family | Family-friendly ages 3+ |
Tickets; Online: $19.99 per person (age 3 to adult); Gate: $22.99… | 12:00 – 3:00 PM |
MonOct 12 Every Monday |
Rocky Neck Art Colony Weekly Life Drawing Workshops The Cultural Center at Rocky Neck · Gloucester
|
Gloucester | Classes & Workshops | Adults est. Adult life-drawing class |
$20 members / $25 non-members | 1:00 – 4:00 PM |
MonOct 12 Every Monday |
Ipswich Dinner Bell Community Dinner Masonic Hall · Ipswich
|
Ipswich | Food & Drink | General audience est. All welcome |
Free | 5:00 – 6:00 PM |
Oct 12–18 7 days |
Essex River Public Narrated Cruises Essex River Cruises & Charters · Essex
|
Essex | Outdoors & Recreation | Family-friendly Children under 3 free (must be included in reservation) |
Not listed | Varies |
TueOct 13 Every Tuesday |
Gloucester Gratis Days: Free Hammond Castle Admission for Residents Hammond Castle Museum · Gloucester
|
Gloucester | Tours & Talks | General audience est. | Free for Gloucester residents. | 9:00 AM – 3:30 PM |
TueOct 13 Every Tuesday |
Barnyard Story Hour at Appleton Farms Appleton Farms · Ipswich
|
Ipswich | Kids & Family | Kids program Infants to age 6 |
$5 members / $10 non-members; under 2 free | 10:30 – 11:30 AM |
TueOct 13 Tuesdays & Fridays |
Chair Volleyball (Council on Aging) Ipswich Town Hall · Ipswich
|
Ipswich | Health & Wellness | Seniors Council on Aging program |
Not listed | 10:30 – 11:30 AM |
TueOct 13 Every Tuesday |
Homeschool Adventures: Session 2 Crane Estate & Appleton Farms in Ipswich · Ipswich
|
Ipswich | Kids & Family | Kids program Ages 5–11 |
$275 members / $325 non-members (4 sessions) | 1:00 – 4:00 PM |
TueOct 13 Tuesdays & Thursdays |
Tai Chi and Qi Gong for Seniors Mark Warner's Professional Martial Arts Academy · Ipswich
|
Ipswich | Health & Wellness | Seniors | Free | 1:00 – 2:00 PM |
TueOct 13 Tuesdays & Thursdays |
Land & Sea Club Essex Shipbuilding Museum · Essex
|
Essex | Kids & Family | Kids program Ages 10–16 |
$75/week | 3:00 – 5:00 PM |
TueOct 13 Every Tuesday |
Beauport Sessions: Live Music at Beauport Hotel Gloucester
|
Gloucester | Music | General audience est. | Free | 6:00 – 9:00 PM |
TueOct 13 Every Tuesday |
Tom Palance and Mark Earley Jazz Group at May Flower May Flower Restaurant · Ipswich
|
Ipswich | Music | General audience est. | No cover | 6:00 – 9:00 PM |
TueOct 13 Tuesdays |
Awesome Ipswich Pitch Night True North Ale Company · Ipswich
|
Ipswich | Nightlife & Social | General audience est. All ages |
Not listed | 6:30 – 7:30 PM |
TueOct 13 |
Daughtry The Cabot · Beverly
|
Beverly | Music | General audience est. | $20+ (VIP packages higher) | 7:00 PM (doors 6:00 PM) |
TueOct 13 Tuesdays |
The Music Box Open Mic hosted by Brian Donnelly Off Cabot · Beverly
|
Beverly | Music | General audience est. | $11.00 | 7:00 PM (doors 6:00 PM) |
TueOct 13 Every Tuesday |
Music Video Bingo Laneside Pub & Brewery at Cape Ann Lanes · Gloucester
|
Gloucester | Nightlife & Social | Adults est. Pub setting |
Free to play | 7:30 – 9:30 PM |
WedOct 14 Every Wednesday |
Wednesday Walks Ipswich Town Wharf · Ipswich
|
Ipswich | Outdoors & Recreation | General audience est. Everyone welcome |
Not listed | 9:25 AM – 12:00 PM |
WedOct 14 Every Wednesday |
Fiddleheads: Preschool Drop-Off Series at Appleton Farms – FALL SESSION 26/27 Appleton Farms · Ipswich
|
Ipswich | Kids & Family | Kids program est. Ages 2¾–5, toilet trained |
$950 members / $1,025 non-members (14-week semester) | 9:30 AM – 12:30 PM |
Oct 14–17 4 days |
Beauport Guided House Tours Beauport, the Sleeper-McCann House · Gloucester
|
Gloucester | Tours & Talks | General audience est. | $25 adults; $22 seniors; $15 students; $10 youth 6–12; members free | Morning |
WedOct 14 Wed–Fri |
Mornings at the Museum (ages 0–5) Wenham Museum · Wenham
|
Wenham | Kids & Family | Kids program Ages 0–5 with a grown-up |
Included with museum admission | 10:00 – 10:30 AM |
WedOct 14 |
Beauport Cruiselines Lobster Lunch Cruises Beauport Cruiselines · Gloucester
|
Gloucester | Food & Drink | Family-friendly Child tickets offered |
$92 | 11:00 AM – 2:00 PM |
WedOct 14 |
L. Dexter Woodman Family Foundation - Restaurant Night The James 55 Main St. Essex · Essex
|
Essex | Food & Drink | General audience est. | Cost of your meal | 11:00 AM – 10:00 PM |
WedOct 14 Every Wednesday |
Nature Walk at the Shipyard Essex Shipbuilding Museum · Essex
|
Essex | Outdoors & Recreation | Family-friendly All ages |
Included with museum admission | 11:00 AM – 12:00 PM |
WedOct 14 Every Wednesday |
Stretch, Strength, and Balance (Council on Aging) Ipswich Town Hall · Ipswich
|
Ipswich | Health & Wellness | Seniors Council on Aging program |
Not listed | 11:00 AM – 1:15 PM |
WedOct 14 Every Wednesday |
CAM Studio Art: Design and Print the Folly Cove Way CAM Education Room, Downtown Campus · Gloucester
|
Gloucester | Classes & Workshops | Adults est. | $100 CAM members / $160 non-members (4 weeks) | 1:00 – 4:00 PM |
WedOct 14 Wednesdays |
Library Mahjong Town Hall 3rd Floor Auditorium · Essex
|
Essex | Nightlife & Social | Adults est. | Not listed | 4:00 – 6:00 PM |
WedOct 14 Wed–Sun (closed Oct 7) |
Halloween on the Hill★ Big event Long Hill · Beverly
|
Beverly | Festivals & Fairs | Family-friendly est. All ages |
$32 adults / $15 children 3–15; members less; value nights $25 | Evening |
WedOct 14 |
Portrait Painting with Leo Mancini-Hresko: The Live Model as Landscape Rockport Art Association & Museum · Rockport
|
Rockport | Classes & Workshops | Adults est. | $35 members / $45 non-members in person | 6:00 – 8:00 PM |
WedOct 14 Wednesdays |
Ipswich Trivia Night at Ipswich Ale Brewery Ipswich Ale Brewery · Ipswich
|
Ipswich | Nightlife & Social | Adults est. Brewery trivia night |
Free | 6:30 – 8:00 PM |
WedOct 14 Wednesdays |
Music Bingo at True North True North Ale Company · Ipswich
|
Ipswich | Nightlife & Social | Adults est. | Not listed | 6:30 – 8:30 PM |
WedOct 14 Every Wednesday |
Open Mic at Ipswich Tavern Ipswich Tavern · Ipswich
|
Ipswich | Music | Adults est. | Not listed | 7:00 – 10:00 PM |
WedOct 14 Every Wednesday |
Vibin Voices Open Mic- Music, Comedy, Poetry+ More! Beverly · Beverly
|
Beverly | Nightlife & Social | General audience est. | Not listed | 7:00 – 8:00 PM |
WedOct 14 Every Wednesday |
Wednesday Evening Insight Meditation Center for Mindfulness & Insight Meditation · Wenham
|
Wenham | Health & Wellness | General audience Beginners welcome |
Not listed (register online) | 7:00 – 8:30 PM |
ThuOct 15 Every Thursday |
Homeschool Scholars: Seasonal Rhythms Castle Hill on the Crane Estate / Appleton Farms · Ipswich
|
Ipswich | Kids & Family | Kids program Ages 5–11 |
$275 members / $325 non-members (4 sessions) | 9:00 AM – 12:00 PM |
ThuOct 15 |
Fall Plants of the Park Walk Halibut Point State Park (meet at Visitor Center) · Rockport
|
Rockport | Outdoors & Recreation | General audience Ages 12+ |
Free | 10:00 AM – 12:30 PM |
ThuOct 15 |
3 in 30: Cabinet of Curiosities at Hale Farm John Hale House · Beverly
|
Beverly | Tours & Talks | General audience est. | Free ($5 suggested donation) | 2:00 – 2:30 PM |
ThuOct 15 |
Stepping Up for SeniorCare! The Beauport Hotel Grand Ballroom · Gloucester
|
Gloucester | Fundraisers & Galas | Adults est. | $125 | 5:30 – 8:00 PM |
ThuOct 15 |
Tech on the Horizon: Cape Ann Weather with Chris Spittle Community Room · Gloucester
|
Gloucester | Tours & Talks | Adults Adults |
Free | 5:30 – 6:30 PM |
ThuOct 15 |
Fall Speaker Series: Zig Zag Journeys in England and the QM2 First Parish Community Hall · Manchester
|
Manchester | Tours & Talks | Adults est. | $15 non-members; members free | 6:00 – 8:00 PM |
ThuOct 15 |
Hip Hop Master Class with John John Tarrayo West Academic Building at Endicott College · Beverly
|
Beverly | Classes & Workshops | General audience est. | Free – $10 | 6:00 – 7:30 PM |
ThuOct 15 |
Weekly Heavy Gaming (Essex County Gamers) The Castle · Beverly
|
Beverly | Nightlife & Social | Adults est. | Not listed | 6:00 – 9:00 PM |
ThuOct 15 |
Light the Night – Outdoor Celebration The Cabot · Beverly
|
Beverly | Festivals & Fairs | Family-friendly est. | Free | 6:30 PM |
ThuOct 15 Every Thursday |
Spiritualism Tours by Candlelight at Hammond Castle Museum★ Big event Hammond Castle Museum · Gloucester
|
Gloucester | Tours & Talks | General audience est. Spooky candlelit tour |
$35 (October) | 6:30 – 10:00 PM |
ThuOct 15 Every Thursday |
Kundalini Yoga, Meditation and Gong Bath Acupuncture, Health and Wellness Center · Ipswich
|
Ipswich | Health & Wellness | Adults est. | Not listed | 7:00 – 8:00 PM |
ThuOct 15 Every Thursday |
Blues Jam at Carrollton Club 498 Carrollton Club 498 · Ipswich
|
Ipswich | Music | Adults est. | Not listed | 7:30 – 10:30 PM |
ThuOct 15 Every Thursday |
Project 1692: The Beverly Files Walking Tour John Cabot House · Beverly
|
Beverly | Tours & Talks | General audience est. | $44.43 on Eventbrite (incl. fees) | 7:30 – 9:00 PM |
ThuOct 15 |
Light the Night – Rule of 3 Experience Concert The Cabot · Beverly
|
Beverly | Music | General audience est. | $8.00 - $10.00 | 8:00 PM (doors 7:30 PM) |
FriOct 16 Fri–Sun |
Visitor Center & Exhibits Halibut Point State Park · Rockport
|
Rockport | Tours & Talks | Family-friendly All ages |
Free | 9:00 AM – 3:00 PM |
FriOct 16 |
First Period Houses & Tour of the Claflin-Gerrish-Richards House Wenham Museum · Wenham
|
Wenham | Tours & Talks | Adults Adult program |
Free | 12:00 – 1:00 PM |
FriOct 16 Every Friday |
Silent Meditation Ascension Memorial Episcopal Church · Ipswich
|
Ipswich | Health & Wellness | General audience est. | Not listed | 12:15 – 12:45 PM |
FriOct 16 Every Friday |
Capturing the Light in Oil – Weekly Class with Caleb Stone Rockport Art Association & Museum · Rockport
|
Rockport | Classes & Workshops | Adults All skill levels |
$240 members / $290 non-members (4 weeks) | 1:00 – 4:00 PM |
Oct 16–18 3 days |
Hockney Reproduction(s): A Celebration of David Hockney Manship Artists Residency · Gloucester
|
Gloucester | Arts & Exhibits | General audience est. | Free | 1:00 – 5:00 PM |
FriOct 16 Every Friday |
Captain Elias Davis House Tour Cape Ann Museum, Downtown Campus · Gloucester
|
Gloucester | Tours & Talks | General audience est. | Free with museum admission | 2:00 – 3:00 PM |
FriOct 16 |
The Enduring Legacy of the Rockaway Hotel: 1850 through Today Community Room · Gloucester
|
Gloucester | Tours & Talks | Adults Adults |
Free | 3:00 – 4:30 PM |
FriOct 16 Fridays & Sundays |
Family Farm Chores at Appleton Farms Appleton Farms · Ipswich
|
Ipswich | Kids & Family | Family-friendly Best for children 3+ with accompanying adults |
$10 members / $15 non-members per person | Afternoon |
Oct 16–18 3 days |
ME Boosters Carnival★ Big event Masconomo Park · Manchester
|
Manchester | Festivals & Fairs | Family-friendly Ride height limits vary |
$1 ride tickets; wristbands $25–$45 | Afternoon |
Oct 16–18 3 days |
2026 Ipswich Illumination★ Big event Meeting House Green (Oct 9–11), downtown Riverwalk at 4 Union Street (Oct 16–17), Town Wharf and Pavilion Beach (Oct 18) · Ipswich
|
Ipswich | Festivals & Fairs | Family-friendly Family friendly |
Not listed | Evening |
FriOct 16 |
Ipswich Community Band (Ipswich Illumination) Alan Pearsall’s Ipswich History Mural on the Riverwalk · Ipswich
|
Ipswich | Music | General audience est. | Not listed | 5:25 – 5:55 PM |
FriOct 16 |
Bingo Night at the Masonic Hall (Ipswich-Rowley Rotary) Ipswich Masonic Lodge · Ipswich
|
Ipswich | Fundraisers & Galas | Adults est. | $20 (includes two cards) | 6:00 – 9:00 PM |
FriOct 16 |
Orville Giddings Band (Ipswich Illumination) Ipswich Illumination Main Stage · Ipswich
|
Ipswich | Music | General audience est. | Not listed | 6:00 – 9:00 PM |
FriOct 16 |
Paranormal Investigation with Ghost Hunters' Shari DeBenedetti: Balch House John Balch House · Beverly
|
Beverly | Tours & Talks | Adults Ages 18+ |
$60 per night; $150 for all three nights | 6:00 – 7:30 PM & 8:00 – 10:00 PM |
FriOct 16 |
The Craft The Cabot · Beverly
|
Beverly | Theater & Film | Adults Rated R |
$13.50 - $16.50 | 7:00 PM |
Oct 16–18 3 days |
Between Us (Endicott Spotlight Drama Club) Endicott College Center for the Arts Tia's Black Box · Beverly
|
Beverly | Theater & Film | General audience est. | Free – $15 | Evening |
FriOct 16 |
Neko Case Shalin Liu Performance Center · Rockport
|
Rockport | Music | General audience est. | $65–$98 + fees | 7:30 PM |
FriOct 16 |
Reckoners with Kevin James Graham The Cut · Gloucester
|
Gloucester | Music | General audience est. | Not listed | 8:00 – 10:00 PM |
FriOct 16 |
Ross Livermore Off Cabot · Beverly
|
Beverly | Music | General audience est. | $25.00 | 8:00 PM (doors 7:00 PM) |
SatOct 17 |
Experience the Joy of Birdwatching Magnolia Woods · Gloucester
|
Gloucester | Outdoors & Recreation | Adults Adults |
$16 members / $19 non-members | 9:00 – 11:00 AM |
Oct 17–18 2 days |
Nordic Wood-Fired Sauna and Ocean Plunge Plum Cove Beach · Gloucester
|
Gloucester | Health & Wellness | Adults est. | Free RSVP on Eventbrite | 9:00 AM – 5:00 PM |
SatOct 17 Every Saturday |
Saturday Morning Insight Meditation Center for Mindfulness & Insight Meditation · Wenham
|
Wenham | Health & Wellness | General audience Beginners welcome |
Not listed (register online) | 9:30 – 11:00 AM |
SatOct 17 |
Choate Island Day★ Big event Crane Wildlife Refuge · Ipswich
|
Ipswich | Outdoors & Recreation | Family-friendly est. All ages |
$40–$50 adults, $28–$35 children (guided); self-guided tickets also sold | 10:00 AM – 3:00 PM |
SatOct 17 |
Choate Island Day★ Big event Crane Wildlife Refuge on the Crane Estate · Essex
|
Essex | Outdoors & Recreation | Family-friendly est. All ages |
$40–$50 adults, $28–$35 children (guided); self-guided tickets also sold | 10:00 AM – 3:00 PM |
SatOct 17 Sundays + Oct 17 |
CraneOutdoors: The Castle Hill Hike Castle Hill on the Crane Estate · Ipswich
|
Ipswich | Outdoors & Recreation | General audience est. | $15 members / $25 non-members | Morning |
SatOct 17 Every Saturday |
Learning with Livestock at Appleton Farms Appleton Farms · Ipswich
|
Ipswich | Kids & Family | Family-friendly All ages; geared toward 3+ |
Free (suggested $10 donation) | Morning |
SatOct 17 Saturdays & Sundays |
Marini Farm Corn Maze Adventures 2026! Linebrook Road, Ipswich | Saturdays & Sundays in October, Saturdays: 10 AM - 10 PM | Sundays:& Holidays: 10 AM - 6 PM · Ipswich
|
Ipswich | Outdoors & Recreation | Family-friendly All ages; 2 & under free; kids 13 & under need a paying adult |
$19.99 online / $22.99 gate | Morning |
SatOct 17 Saturdays & Sundays |
Castle Hill Tour: The Cat's Meow Castle Hill on the Crane Estate · Ipswich
|
Ipswich | Kids & Family | Kids program est. Ages 3–8 with an adult |
$8 members / $16 non-members; under 2 free | 10:30 – 11:15 AM |
SatOct 17 |
Children's Art & History Workshop: Cod Fishery Manchester-by-the-Sea Museum · Manchester
|
Manchester | Kids & Family | Kids program Ages 5–12 |
Not listed | 11:00 AM – 1:00 PM |
SatOct 17 Saturdays & Sundays |
Fall Cider & Donut Cruises Essex River Cruises & Charters · Essex
|
Essex | Outdoors & Recreation | Family-friendly Kids welcome; under 3 free |
$44 adults / $30 children; under 3 free | Morning |
SatOct 17 Saturdays & Sundays |
Michalak Fine Art Open Studio Gloucester
|
Gloucester | Arts & Exhibits | General audience est. All ages |
Not listed | 11:00 AM – 5:00 PM |
SatOct 17 Every Saturday |
Om Drum Circle cable professional building · Ipswich
|
Ipswich | Music | General audience est. | $20; $5 drum rental | 11:00 AM – 12:00 PM |
SatOct 17 |
Rockport Harvest Fest 2026★ Big event Downtown Rockport · Rockport
|
Rockport | Festivals & Fairs | Family-friendly Children's activities |
Free | Morning |
SatOct 17 |
City of Gloucester Halloween Party★ Big event Stage Fort Park · Gloucester
|
Gloucester | Kids & Family | Family-friendly est. Kids & families |
Not listed (city-hosted) | Afternoon |
SatOct 17 |
Metropolitan Opera Live in HD: Macbeth Shalin Liu Performance Center · Rockport
|
Rockport | Theater & Film | General audience est. | $27–$30 + fees | 1:00 PM |
SatOct 17 |
Spirited Seas: Photographs by Law Hamilton – Reception Rockport Art Association & Museum, Martha Moore Room · Rockport
|
Rockport | Arts & Exhibits | General audience est. | Not listed | 1:00 – 3:00 PM |
SatOct 17 |
GIRL POWER at MWPMA Mark Warner's Professional Martial Arts Academy · Ipswich
|
Ipswich | Classes & Workshops | Kids program Teen girls 12–17 |
Suggested Donation: $20 | 1:30 – 3:00 PM |
SatOct 17 Every Saturday |
Adult Cow Connection at Appleton Farms Appleton Farms · Ipswich
|
Ipswich | Outdoors & Recreation | General audience Ages 14 and up |
$44 members / $55 non-members | 2:30 – 3:30 PM |
SatOct 17 |
Chuck & the Players (Ipswich Illumination) Ipswich Illumination Main Stage behind Zumis · Ipswich
|
Ipswich | Music | General audience est. | Not listed | 4:00 – 5:50 PM |
SatOct 17 |
Mamma Mia Medley by the IHS Theater Department (Ipswich Illumination) Ipswich Riverwalk Mural · Ipswich
|
Ipswich | Music | Family-friendly est. | Not listed | 6:00 PM |
SatOct 17 |
Bottles & Cans (Ipswich Illumination) Ipswich Illumination Main Stage behind Zumis · Ipswich
|
Ipswich | Music | General audience est. | Not listed | 6:10 – 9:00 PM |
SatOct 17 |
Emily Wilson Off Cabot · Beverly
|
Beverly | Theater & Film | General audience est. | $29.00 | 6:30 PM (doors 5:30 PM) |
SatOct 17 |
Chelsea Berry The Cut · Gloucester
|
Gloucester | Music | General audience All ages |
$29.50–$44.50 + fees | 7:00 – 10:00 PM |
SatOct 17 |
Gigi & The Noize The James, Essex · Essex
|
Essex | Music | General audience est. | Not listed | 7:00 – 10:00 PM |
SatOct 17 |
Paranormal Investigation with Ghost Hunters' Shari DeBenedetti: Hale House John Hale House · Beverly
|
Beverly | Tours & Talks | Adults Ages 18+ |
$60 per night; $150 for all three nights | Evening |
SatOct 17 |
Direct from NYC: A Night of Big Apple Comedy The Larcom Theatre · Beverly
|
Beverly | Theater & Film | Adults 18+ recommended |
$29–$36 | Evening |
SatOct 17 |
The Steely Dan Project The Cabot · Beverly
|
Beverly | Music | General audience est. | $35.75 - $58.50 | 8:00 PM (doors 7:00 PM) |
SunOct 18 Sundays |
Birding Basics Walks Halibut Point State Park (meet at Parking Area) · Rockport
|
Rockport | Outdoors & Recreation | Family-friendly All ages |
Free | 8:00 – 10:00 AM |
SunOct 18 |
Greater Beverly YMCA Fly By 5K & Kids Fun Run Beverly Regional Airport · Beverly
|
Beverly | Road & Trail Races | Family-friendly est. All ages; kids fun run |
Not listed | 8:30 – 11:00 AM |
SunOct 18 |
Around Cape Ann Half Marathon★ Big event O'Maley Middle School · Gloucester
|
Gloucester | Road & Trail Races | Adults ages 16–79 |
Registration: $109, plus signup fee | 9:00 AM |
SunOct 18 |
Cars for Charity 100 Cummings Center · Beverly
|
Beverly | Fundraisers & Galas | General audience est. | Not listed | 9:00 AM – 12:00 PM |
SunOct 18 Sundays |
Walking Tour: Historic Dogtown – A Walk Back in Time Babson Boulder Parking · Gloucester
|
Gloucester | Tours & Talks | General audience est. | $15 members / $25 non-members | 10:00 AM – 12:00 PM |
SunOct 18 Every Sunday |
Sunday Morning Coffee and Muffin Cruises Essex River Cruises & Charters · Essex
|
Essex | Outdoors & Recreation | Family-friendly Children under 3 free (must be included in reservation) |
$36 adults & seniors; $22 children; under 3 free | 10:30 AM – 12:00 PM |
SunOct 18 |
Mimosas with Madam (drag brunch) Mission Boathouse - Beverly · Beverly
|
Beverly | Nightlife & Social | Adults est. | $33.85 | 11:00 AM – 2:00 PM |
SunOct 18 |
Favorite Things, Hidden Treasures Cogswell's Grant · Essex
|
Essex | Tours & Talks | General audience est. | $20 members / $40 non-members | 2:00 PM – 4:00 PM |
SunOct 18 |
Labor-In-Vain Challenge Ipswich Town Wharf to Pavilion Beach · Ipswich
|
Ipswich | Outdoors & Recreation | General audience est. Paddlers with their own boats |
Not listed | 2:00 – 4:00 PM |
SunOct 18 |
Pingree Park Garden Visit Pingree Park · Wenham
|
Wenham | Tours & Talks | General audience est. | Free | 3:00 – 4:00 PM |
SunOct 18 |
Ipswich Illumination Closing Ceremonies Pavilion Beach · Ipswich
|
Ipswich | Festivals & Fairs | Family-friendly est. All ages |
Not listed | 4:00 – 6:00 PM |
SunOct 18 |
Cheyenne Jackson Shalin Liu Performance Center · Rockport
|
Rockport | Music | General audience est. | $65–$98 + fees | 5:00 PM |
SunOct 18 |
Psycho The Cabot · Beverly
|
Beverly | Theater & Film | General audience est. | $13.50 - $16.50 | 6:00 PM |
SunOct 18 |
Paranormal Investigation with Ghost Hunters' Shari DeBenedetti: Cabot House John Cabot House · Beverly
|
Beverly | Tours & Talks | Adults Ages 18+ |
$60 per night; $150 for all three nights | 7:00 – 10:00 PM |
SunOct 18 |
23MICROCINE presents The Thomas Crown Affair Take Out Terrace Truss & Stage · Ipswich
|
Ipswich | Theater & Film | General audience est. | Not listed | 8:00 PM |
MonOct 19 |
Free Matinee Series 2026 – The Trouble with Harry The Cabot · Beverly
|
Beverly | Theater & Film | General audience est. | Free | 1:00 PM |
MonOct 19 |
Crafting Social at La Qchara La Qchara · Beverly
|
Beverly | Nightlife & Social | Adults est. | $5 | 6:30 – 8:30 PM |
MonOct 19 |
Paint Night: Black Cat on a Pumpkin at The Pickled Onion The Pickled Onion Beverly · Beverly
|
Beverly | Classes & Workshops | Adults est. | $44.52 | 7:00 – 9:00 PM |
TueOct 20 Mon–Thu |
Pickleball Daily Sign-Up (Hamilton-Wenham Rec) Hamilton-Wenham Recreation Center – Gymnasium · Hamilton
|
Hamilton | Outdoors & Recreation | Adults Ages 18+ |
Free ($0.00 Res, $0.00 Non-Res) | 9:00 – 11:00 AM |
TueOct 20 |
Gelli Printing for Mixed Media Workshop Cultural Center at Rocky Neck · Gloucester
|
Gloucester | Classes & Workshops | Adults est. | Workshop Cost: RNAC Member $125 | RNAC Non-Member $140 | 10:30 AM – 3:30 PM |
TueOct 20 Tuesdays & Thursdays |
Latin Night! Learn Salsa (6-week class series) The Larcom Theatre · Beverly
|
Beverly | Classes & Workshops | Adults est. | $117 (6-week series) | 6:20 PM |
TueOct 20 Tuesdays |
Writers' Asylum 261 Cabot St · Beverly
|
Beverly | Classes & Workshops | Adults est. | Free | 6:30 – 8:00 PM |
TueOct 20 Every Tuesday |
Essex Improv: Art of the Scene Class The Cabot – 248 Cabot Street · Beverly
|
Beverly | Classes & Workshops | Adults est. | $320 (8 sessions) | 7:00 PM |
TueOct 20 |
Remember the Ladies: Power, Influence & the Role of the First Lady The Cabot · Beverly
|
Beverly | Tours & Talks | General audience est. | Free | 7:00 PM (doors 6:30 PM) |
TueOct 20 |
Vibrato Bar Off Cabot · Beverly
|
Beverly | Nightlife & Social | General audience est. | $16.00 | 7:00 PM (doors 6:30 PM) |
WedOct 21 |
Sinners of Salem with Nathan Guardian Community Room · Gloucester
|
Gloucester | Tours & Talks | General audience est. | Free | 4:30 – 5:30 PM |
WedOct 21 |
Contemporary/Modern with Katherine Hooper Master Class West Academic Building at Endicott College · Beverly
|
Beverly | Classes & Workshops | General audience est. | Free – $10 | 5:45 – 7:00 PM |
WedOct 21 Wednesdays |
Trivia Night at True North True North Ale Company · Ipswich
|
Ipswich | Nightlife & Social | Adults est. | Not listed | 6:30 – 8:30 PM |
WedOct 21 |
Jerron Paxton and Dennis Lichtman Shalin Liu Performance Center · Rockport
|
Rockport | Music | General audience est. | Free (reservations encouraged) | 7:00 PM |
WedOct 21 |
Ipswich Museum Lecture: The Twin Revolutions of 1776 Ipswich Museum · Ipswich
|
Ipswich | Tours & Talks | Adults est. | $10; members free | 7:30 – 9:00 PM |
WedOct 21 |
JOHNNYSWIM - Greetings from Georgica Pond The Cabot · Beverly
|
Beverly | Music | General audience est. | $39.50–$166 | 8:00 PM (doors 7:00 PM) |
WedOct 21 Wednesdays |
Open Mic Night at Carrollton Club 498 Carrollton Club 498 · Ipswich
|
Ipswich | Music | Adults est. | Not listed | 8:00 – 11:00 PM |
ThuOct 22 |
Autumn Breakfast (hunger-relief fundraiser) Cruiseport Gloucester · Gloucester
|
Gloucester | Fundraisers & Galas | General audience est. | $44.52 | 7:30 – 9:00 AM |
ThuOct 22 |
Senior Stroll - Nature and History Hike Masconomet Fields & Woods at Donovan Reservation · Hamilton
|
Hamilton | Outdoors & Recreation | Seniors | Not listed | 11:00 AM – 12:30 PM |
ThuOct 22 Every Thursday |
Artful Conversations: "Morning, Gloucester Harbor," by Frederick J. Mulhaupt Cape Ann Museum, CAM Education Room, Downtown Campus · Gloucester
|
Gloucester | Tours & Talks | General audience est. | $5 members / $25 non-members (includes admission) | 12:30 – 1:30 PM |
ThuOct 22 |
The Business of Art - Featuring Artist Kyle Wallack Walter Manninen Center for the Arts Rose Theater · Beverly
|
Beverly | Tours & Talks | General audience est. | Free | 1:30 – 3:00 PM |
ThuOct 22 |
Page To Screen Book Group: Frankenstein by Mary Shelley Conference Room · Gloucester
|
Gloucester | Tours & Talks | Adults Adults |
Free | 5:30 – 6:30 PM |
ThuOct 22 |
Nervous System RESET & Improve Digestion Gloucester
|
Gloucester | Health & Wellness | Adults est. | $49 | 6:00 – 7:30 PM |
ThuOct 22 |
Candlelight Walking Tour of the Ancient Burial Ground Abbott Street Cemetery · Beverly
|
Beverly | Tours & Talks | Adults Ages 18+ |
$5–$10 | 6:30 – 8:00 PM |
ThuOct 22 Thursdays |
Men's Group with Joe Skolnik 72 Grapevine Rd · Wenham
|
Wenham | Health & Wellness | Adults Men's group |
Not listed | 6:30 – 7:45 PM |
ThuOct 22 |
Session 9 The Cabot · Beverly
|
Beverly | Theater & Film | Adults Rated R |
$13.50 - $16.50 | 7:00 PM |
ThuOct 22 Every Thursday |
Co-Ed Adult Volleyball (2026-2027) Pingree School – Gymnasium · Hamilton
|
Hamilton | Outdoors & Recreation | Adults Ages 18+ |
$100 residents / $110 non-residents (season) | 7:30 – 9:00 PM |
ThuOct 22 |
Cold Coast: Massachusetts’ Dark History & Mysteries With Anngelle Wood Off Cabot · Beverly
|
Beverly | Tours & Talks | Adults est. | $26.00 | 7:30 PM (doors 6:30 PM) |
ThuOct 22 |
Magic Hunks The Cut · Gloucester
|
Gloucester | Nightlife & Social | Adults 18+ |
Not listed | 8:00 – 10:00 PM |
FriOct 23 Every Friday |
Adult Pickleball Lessons w/ Sue - Session 2 Hamilton-Wenham Recreation Center – Gymnasium · Hamilton
|
Hamilton | Outdoors & Recreation | Adults Ages 18+ |
$86 residents / $96 non-residents (4 weeks) | Afternoon |
FriOct 23 |
Sensory-Friendly Hour at Halloween on the Hill Long Hill · Beverly
|
Beverly | Kids & Family | Family-friendly est. | Member Adult: $27; Member Child: $10; Nonmember Adult: $32… | 4:00 – 5:00 PM |
FriOct 23 |
A Little Bit Witchy Party Tidal Pages Bookshop · Ipswich
|
Ipswich | Nightlife & Social | Family-friendly Great for all ages |
Ticketed; price not listed | 6:00 – 8:00 PM |
FriOct 23 |
BoSoma Dance Company's 2nd Annual Gala Ipswich Country Club · Ipswich
|
Ipswich | Fundraisers & Galas | Adults est. | $71.21 | 6:00 – 9:00 PM |
FriOct 23 |
GemJam Take Out Terrace Truss & Stage · Ipswich
|
Ipswich | Music | Family-friendly est. All ages |
Free | 6:00 – 8:00 PM |
FriOct 23 |
Max Muscato Ipswich Ale Brewery - Brewers Table · Ipswich
|
Ipswich | Music | General audience est. | Not listed | 6:00 – 9:00 PM |
FriOct 23 |
Pumpkin, Pints and Pianos Marini Farm Stand · Ipswich
|
Ipswich | Music | Family-friendly est. | General Admission $23.49; Tickets | 6:00 – 10:00 PM |
FriOct 23 Fridays |
Teen Arts Collaborative Rockport Art Association & Museum · Rockport
|
Rockport | Kids & Family | Kids program Teens (ages 13–18) |
Free | 6:00 – 8:00 PM |
FriOct 23 |
Flow Freely: A Sober Social The Energy Barre, Beverly, MA · Beverly
|
Beverly | Nightlife & Social | Adults est. | $41.32 | 6:30 – 8:30 PM |
FriOct 23 |
SUSTO (Justin Osborne solo) Shalin Liu Performance Center · Rockport
|
Rockport | Music | General audience est. | $36, $32 (fees may apply) | 7:30 PM |
FriOct 23 |
Arrested Development The Cabot · Beverly
|
Beverly | Music | General audience est. | $35.75–$69 | 8:00 PM (doors 7:00 PM) |
FriOct 23 |
Barrence Whitfield and His All Star Band Off Cabot · Beverly
|
Beverly | Music | General audience est. | $34.00 | 8:00 PM (doors 7:00 PM) |
FriOct 23 |
Dead to the Core October Show The Cut · Gloucester
|
Gloucester | Music | Adults 21+ |
Not listed | 8:00 – 10:00 PM |
SatOct 24 |
A Day with the Endicott College Dancers Endicott College Post Center · Beverly
|
Beverly | Kids & Family | Kids program est. | $58.74 | 9:00 AM – 2:00 PM |
SatOct 24 |
Fall Art Experience: Sketching with Slow River Studios Manchester Essex Conservation Trust property · Manchester
|
Manchester | Classes & Workshops | General audience est. | Free | 10:00 AM – 12:00 PM |
SatOct 24 |
41st Essex ClamFest & Arts and Crafts Festival★ Big event Shepard Memorial Park · Essex
|
Essex | Festivals & Fairs | Family-friendly Kids' activities |
Free admission; chowder tasting $15 | 11:00 AM – 4:00 PM |
SatOct 24 |
Carol Lee's Cottage Pop Up Sale! Brackett's Ocean View · Rockport
|
Rockport | Markets & Shopping | General audience est. | Not listed | 11:00 AM – 6:00 PM |
SatOct 24 |
Endicott College Football vs Nichols Hempstead Stadium, Endicott College · Beverly
|
Beverly | Outdoors & Recreation | General audience est. | Free – $8 | 12:00 – 3:30 PM |
SatOct 24 |
Reiki Level 1 Certification (Elephant Tree Yoga) Elephant Tree Yoga, Ipswich · Ipswich
|
Ipswich | Health & Wellness | Adults est. | $265 | 1:00 – 6:00 PM |
SatOct 24 |
Trunk or Treat Patton Park · Hamilton
|
Hamilton | Kids & Family | Family-friendly est. All ages |
Free | 1:00 – 3:00 PM |
SatOct 24 |
CAM Talk: From Clay to Bronze, The Making of the Seated Cat, by Robert Shure Cape Ann Museum, Auditorium, Downtown Campus · Gloucester
|
Gloucester | Tours & Talks | General audience est. | $5 members / $30 non-members (includes admission) | 2:00 – 3:30 PM |
SatOct 24 |
Local History Sharing: The Hesperus & Oceanside Hotels Community Room · Gloucester
|
Gloucester | Tours & Talks | Adults Adults |
Free | 2:00 – 3:00 PM |
SatOct 24 |
Open Studio: Elizabeth Bish, Gloucester Invitational Artist 51 Main Street (Rear) · Gloucester
|
Gloucester | Arts & Exhibits | General audience est. | Not listed | 2:00 – 4:00 PM |
SatOct 24 Saturdays |
CraneOutdoors: Sunset Hike to Cedar Point Castle Hill on the Crane Estate · Ipswich
|
Ipswich | Outdoors & Recreation | General audience est. | $24 members / $30 non-members | Afternoon |
SatOct 24 |
Beaux Arts Ball Halloween Bash 51 Rocky Neck Restaurant · Gloucester
|
Gloucester | Nightlife & Social | Adults est. Costume party with cash bar |
RNAC Member Admission: $60; RNAC Non-Member Admission: $75 | 6:00 – 10:00 PM |
SatOct 24 |
Pirate Party – Costume Fundraiser Essex Shipbuilding Museum · Essex
|
Essex | Fundraisers & Galas | Adults est. Open bar |
$100 | 6:00 – 9:00 PM |
SatOct 24 |
Gordon Symphony Orchestra Fall Concert A. J. Gordon Chapel, Gordon College · Wenham
|
Wenham | Music | General audience est. | Not listed | 7:00 PM |
SatOct 24 Saturdays |
Live Dead The James, Essex · Essex
|
Essex | Music | General audience est. | Not listed | Evening |
SatOct 24 |
Catie Curtis Off Cabot · Beverly
|
Beverly | Music | General audience est. | $34.00 | 8:00 PM (doors 7:00 PM) |
SatOct 24 |
Draw The Line – Aerosmith Tribute The Larcom Theatre · Beverly
|
Beverly | Music | General audience est. | $29–$75 VIP + fees | Evening |
SatOct 24 |
Erinn Brown Band Chianti Bar & Lounge · Beverly
|
Beverly | Music | Adults est. | $12.51 – $17.85 | 8:00 – 11:00 PM |
SatOct 24 |
The Rocky Horror Picture Show w/ The RKO Army The Cabot · Beverly
|
Beverly | Theater & Film | Adults est. Rated R film |
$35.25 (incl. prop bag) | 8:00 PM (doors 7:00 PM) |
SatOct 24 |
Guy Ford Band Rocks The Rhumb Line The Rhumb Line · Gloucester
|
Gloucester | Music | Adults est. | Not listed | 8:30 – 11:30 PM |
SunOct 25 |
Community of Song A. J. Gordon Chapel, Gordon College · Wenham
|
Wenham | Music | General audience est. | Not listed | 3:00 PM |
SunOct 25 4 dates |
CraneExplorer: Family Full Moon Hike in the Dunes Crane Beach on the Crane Estate · Ipswich
|
Ipswich | Kids & Family | Family-friendly Designed for children ages 5–12 with families |
$36 members / $45 non-members per family | Evening |
SunOct 25 4 dates |
CraneOutdoors: Dunes by the Light of the Full Moon Crane Beach on the Crane Estate · Ipswich
|
Ipswich | Outdoors & Recreation | General audience est. Ages 12+ suggested |
$24 members / $30 non-members | Evening |
SunOct 25 |
Hear Her Voice The Cabot · Beverly
|
Beverly | Music | General audience est. | $39.50 - $69.00 | 7:00 PM (doors 6:00 PM) |
Exhibits, tours and sales open on many days