OCD Connecticut Walk (Fairfield, CT)
880 S Benson Rd, Fairfield
A walk event in Fairfield, CT supporting OCD awareness.
between the river and Route 9
Things to do in Greater Middletown this weekend
76 upcoming events across Middletown, Cromwell, and Portland. Want it in your inbox Monday and Thursday mornings, written like a friend, not a calendar dump? Subscribe free.
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Saturday, October 17
Pick For Pink: Middlesex Health Comprehensive Breast Center Fundraiser at Lyman Orchards
Powder Hill Rd, Middlefield
Fundraiser event for Middlesex Health Comprehensive Breast Center held at Lyman Orchards.
Oct. 24th, 9-3 pm St. Pius X Church Fun Fair, Tag Sale, Free Hayrides
Fun fair, tag sale, and free hayrides at St. Pius X Church.
SyncoCize Dance Fitness
635 Main St, Middletown, CT 06457
Dance fitness class with easy-to-follow choreography for all levels, taught by Sue Cox.
CommunityDetails →
Treats in the Streets - A Family Trick or Treat Event in Middletown
292 Main St, Middletown
Family-friendly trick or treat event in downtown Middletown.
Join us at Downtown Trick or Treat!
See you on Main Street for Downtown Trick or Treat!
Earth and Art for All in the North End!
185 Johnson Street, Middletown, CT 06457
A community event at 185 Johnson Street in the North End.
The Back Porch Gang
123 Broad St, Middletown, CT 06457
When three senior citizens wave at cars to pass the time, hysterical chaos ensues....
Glow-in-the-Dark Rock Painting
123 Broad St, Middletown, CT 06457
Rocks are a great natural art material. They come in many shapes and sizes and by adding details with paint, you can turn rocks into all kinds of amazing things! Come visit us in the children's activi
Chess Club
123 Broad St, Middletown, CT 06457
Love chess or just want to learn? All ages and abilities are welcome at our new Russell Library Chess Club. Drop-in, no registration required. Please note: children under the age of 12 must be accompa
The Orchard Trials: Haunted House at Lyman Orchards
105 South St, Middlefield
Haunted house event at Lyman Orchards.
Sunday, October 18
Oct. 24th., 9-3pm, St. Pius X Church Fun Fair, Tag Sale, Free Hayrides.
Fun fair, tag sale, and free hayrides at St. Pius X Church.
Pick For Pink: Comprehensive Breast Center Fundraiser at Lyman Orchards
Powder Hill Rd, Middlefield, CT
Fundraiser event for the Comprehensive Breast Center at Lyman Orchards.
CommunityDetails →
Connecticut Bridal & Wedding Expo
A bridal and wedding expo held at Vale Fieldhouse.
CommunityDetails →
Storytime at RJ Julia
413 Main St, Middletown, CT 06457
Saturday morning interactive story time featuring new and classic picture books.
FamilyDetails →
Step Into Your Sacred Pause: An afternoon of Holistic Healing
352 Main St, Durham, CT
An afternoon event focused on holistic healing.
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Mixtape Match at 1741 Pub & Grill
72 Lyman Rd, Middlefield, CT
Music event at 1741 Pub & Grill.
MusicDetails →
Monday, October 19
Play Pals
123 Broad St, Middletown, CT 06457
Come play with us at the Library! Join us each week to connect with other families and explore the power of play. A variety of toys will be out for free play including building materials, crafts, sens
FamilyDetails →
Middletown Pride Gayme Night
484 Main Street, Middletown, CT 06457
The City of Middletown's LGBTQIA+ Commission and Middletown Pride host GAYME Night at the Back Again Board Game Cafe, featuring access to over 900 board games and light refreshments. Free, but seats a
Beginner Swing Lesson
635 Main St, Middletown, CT 06457
Beginner swing dance lesson with Kira Eaton.
MusicDetails →
Meditate in Middletown
190 Court Street, Middletown, CT 06457
New ongoing Monday meditation class hosted by Odiyana Center, offering guided meditations and practical advice for inner peace.
CommunityDetails →
Anything Goes Open Mic
605 Main St, Middletown, CT 06457
Weekly open mic open to musicians, comedians, poets, dancers, and storytellers with rotating hosts.
Open Swing @ Vinnie's Jump and Jive
635 Main St, Middletown, CT 06457
Weekly open swing and blues dancing with a different DJ each week.
MusicDetails →
Tuesday, October 20
Outdoor Family Storytime
123 Broad St, Middletown, CT 06457
Join us for a fun family storytime where we will read books and share rhymes and songs for kids birth to 6 years old and their families.
FamilyDetails →
Mah Jongg
Weekly Mah Jongg groups in Downtown Middletown, open to all skill levels; email for event address.
CommunityDetails →
Chair Yoga @ Vinnie's Jump and Jive
635 Main St, Middletown, CT 06457
Gentle chair yoga class for all fitness levels and ages, taught by Gia Khalsa.
FamilyDetails →
Free Tutoring by WesTutors
123 Broad St, Middletown, CT 06457
WesTutors will be providing tutors for free at Russell Library, courtesy of Wesleyan University's Jewett Center. Drop in between 5:30-7:30pm for help with a subject or homework.
Robi Polgar Live – Klekolo Sessions
181 Court Street, Middletown, CT 06457
Singer-songwriter Robi Polgar returns with sharp songwriting and rich harmonies, originals and covers shaped by British Invasion and classic rock influences.
MusicDetails →
Wednesday, October 21
Fables & Frolic
123 Broad St, Middletown, CT 06457
Stories, songs, friends, and free play for families.
FamilyDetails →
Wadsworth Historical Tour
421 Wadsworth St, Middletown, CT 06457
Guided historic tour of Wadsworth Mansion led by Friends of Long Hill Estate docents.
SyncoCize - Dance Fitness
635 Main St, Middletown, CT 06457
Dance fitness class for all levels taught by Sue Cox.
CommunityDetails →
Support Group for Parents and Caregivers of LGBTQ+ Youth
149 Williams Street, Middletown, CT 06457
A space for parents and caregivers to ask questions on how to uplift and empower their kids, also offered to adults navigating their own questions about identities in a safe and private space.
CommunityDetails →
LGBTQ+ Teen Group with Q+ and Middletown Pride
149 William Street, Middletown, CT 06457
Middletown Pride and Q+ present a monthly LGBTQIA+ Preteen Group for games, crafts, snacks, and more. For more information, email programs@qplusct.org.
Thursday, October 22
Beginner Broadway Jazz
635 Main St, Middletown, CT 06457
Monthly class teaching classic jazz routines with Broadway flair, taught by Lynn Agnew. Jazz shoes required.
ArtsDetails →
Friday, October 23
Free Speech: Open Mic Night
52 N Main St, Middletown, CT 06457
Spoken word workshop and open mic for all ages in a judgement-free zone.
Saturday, October 24
Sat. Oct. 24th. 9-3PM HOLIDAY FAIR & TAG SALE!
St. Pius X Church Holiday Fair and Tag Sale.
CommunityDetails →
Holiday Fair and Tag Sale
St. Pius X Church Holiday Fair and Tag Sale, scheduled for Oct. 24th, 9-3pm.
CommunityDetails →
Tag Sale and more!
A tag sale event scheduled for Oct. 24, 9-3pm.
CommunityDetails →
Tag Sale & more! Oct. 24th, 9-3pm
Tag sale and more, held Oct. 24th, 9-3pm.
CommunityDetails →
Tag Sale and Fall Fair!
A tag sale and fall fair event.
CommunityDetails →
Don't Bake this Holiday Season
A holiday season fundraiser event where you don't need to bake.
FREE Children's Hayrides! Oct. 24th 9-3pm
Free children's hayrides event scheduled for October 24th.
TAG SALE SAT, Oct. 24TH, St. Pius X Church
Tag sale at St. Pius X Church.
CommunityDetails →
Oct. 24th, 9-3 Craft Fair & Free Hayrides
Craft fair with free hayrides.
Oct. 24th, St. Pius X Church Fun Fair & Tag Sale, & Free Hayrides!
A fun fair, tag sale, and free hayrides at St. Pius X Church.
SyncoCize Dance Fitness
635 Main St, Middletown, CT 06457
Dance fitness class for all levels taught by Sue Cox; drop-in or advance pass pricing available.
CommunityDetails →
FEMinent Domain
386 Main Street, Middletown, CT 06457
100% transfeminine hangout and support space with complimentary refreshments.
CommunityDetails →
The Legacy Unmasked: An Army's Legacy Masquerade Social
A masquerade social event held at Tate's.
CommunityDetails →
Silent Movie with Live Organ accompaniment by the amazing Shari Lucas
190 Court St, Middletown, CT
A silent movie screening accompanied by live organ music performed by Shari Lucas.
Sunday, October 25
Storytime at RJ Julia
413 Main St, Middletown, CT 06457
Saturday morning story time at RJ Julia bookstore featuring new picture books and classic tales.
Monday, October 26
Play Pals
123 Broad St, Middletown, CT 06457, USA
A weekly family play session at the library with toys for building, crafts, sensory play and imaginative play, aimed at children age 1-5 with a caregiver, though all ages are welcome.
FamilyDetails →
Beginner Swing Lesson
635 Main St, Middletown, CT 06457, USA
Beginner swing dance lesson with Kira Eaton.
CommunityDetails →
Anything Goes Open Mic
605 Main St, Middletown, CT 06457, USA
Weekly open mic open to all performers—musicians, comedians, poets, dancers, storytellers—with a rotating cast of hosts. Sign up in person starting at 6:30 PM.
Open Swing @ Vinnie's Jump and Jive
635 Main St, Middletown, CT 06457, USA
Open swing and blues dancing with a different DJ every week.
Tuesday, October 27
Outdoor Family Storytime
123 Broad St, Middletown, CT 06457, USA
Outdoor storytime for kids ages 0-6, siblings and families welcome.
FamilyDetails →
Mah Jongg
Weekly Mah Jongg group meetups in Downtown Middletown, with two sessions each Tuesday; email for location details.
CommunityDetails →
Chair Yoga @ Vinnie's Jump and Jive
635 Main St, Middletown, CT 06457, USA
Gentle chair yoga class for all fitness levels and ages, taught by Gia Khalsa.
CommunityDetails →
Bi+ Men's Support Circle
123 Broad Street, Middletown, CT 06457
A peer-led discussion group for bisexual, pansexual, queer, questioning, curious men & masc folks.
CommunityDetails →
Shannon McMahon Live – Klekolo Sessions
181 Court Street, Middletown, CT 06457, USA
Connecticut singer-songwriter Shannon McMahon returns to Klekolo Sessions with contemporary folk and heartfelt storytelling.
MusicDetails →
Wednesday, October 28
Fables & Frolic
123 Broad St, Middletown, CT 06457
Stories, songs, friends, and free play for families at the library.
FamilyDetails →
Wadsworth Historical Tour
421 Wadsworth St, Middletown, CT 06457
Guided docent tours of the Wadsworth Mansion detailing the history of the Estate and its renovation, Wednesdays by appointment.
SyncoCize - Dance Fitness
635 Main St, Middletown, CT 06457
Dance fitness class taught by Sue Cox with easy-to-follow choreography for all levels.
SportsDetails →
Thursday, October 29
Beginner Broadway Jazz
635 Main St, Middletown, CT 06457
Jazz dance class taught by Lynn Agnew covering traditional jazz combos and routines; jazz shoes required.
Friday, October 30
Free Speech: Open Mic Night
52 N Main St, Middletown, CT 06457
Spoken word workshop and open mic for all ages in a safe, judgment-free setting.
Trinity Stage Presents Caravan of Thieves at Music on Main
381 East Main Street, Middletown, CT 06457
Dark cabaret band Caravan of Thieves performs songs about ghosts and the afterlife the night before Halloween.
MusicDetails →
Saturday, October 31
SyncoCize Dance Fitness
635 Main St, Middletown, CT 06457
Dance fitness class taught by Sue Cox; $20 drop-in, $90 for 6-week pass, first class free.
SportsDetails →
Sunday, November 1
Annie Greniar - Featured Artist
181 Court Street, Middletown, CT 06457
Annie Greniar returns to Klekolo World Coffee with nature-inspired handmade woodland mirrors, knit pieces, and prints for the month of November.
ArtsDetails →
Storytime at RJ Julia
413 Main St, Middletown, CT 06457
Saturday morning story time at RJ Julia bookstore featuring a mix of new picture books and classic tales.
Monday, November 2
Play Pals
123 Broad St, Middletown, CT 06457
Weekly library playtime for families with free play, building materials, crafts, sensory toys and imaginative play.
FamilyDetails →
Beginner Swing Lesson
635 Main St, Middletown, CT 06457
Beginner Swing Lesson with Kira Eaton.
MusicDetails →
Anything Goes Open Mic
605 Main St, Middletown, CT 06457
Weekly open mic open to all performers: musicians, comedians, poets, dancers, storytellers, with rotating hosts.
Open Swing @ Vinnie's Jump and Jive
635 Main St, Middletown, CT 06457
Weekly swing and blues dancing with a different DJ each week.
MusicDetails →
Tuesday, November 3
Outdoor Family Storytime
123 Broad St, Middletown, CT 06457
Storytime for kids ages 0-6, siblings and families welcome.
FamilyDetails →
Mah Jongg
Weekly Mah Jongg groups in Downtown Middletown, open to beginners and experienced players alike. Email community@adathisraelct.org for address.
CommunityDetails →
Chair Yoga @ Vinnie's Jump and Jive
635 Main St, Middletown, CT 06457
A gentle yet effective chair yoga class for all fitness levels and ages, taught by Gia Khalsa.
FamilyDetails →
Sunday, November 15
GMC Chorale — 50 Years 2026–2027 Season: Middletown, Cheshire, New Haven
The GMChorale, one of New England's finest classical music choirs, marks 50 years since its founding in 1977 as The Greater Middletown Chorale.
MusicDetails →