Halloween is creeping up fast. Here’s some spooktacular events we found happening around the Valley (and beyond)!
Warning: the weather does what it wants to do. It is always smart to check with the event’s Facebook page or website before heading out.
Friday, Oct. 24
5 p.m. to 8 p.m.
Tarot Share at Cosmic Black Cat Mystical Shop
21 Minerva St., Derby
“Join us for Tarot Share, a welcoming, free community gathering where you can explore tarot in a relaxed and supportive space. Customers who arrive between 5 and 8 p.m. receive 20% off one tarot deck. Prizes and more. RSVP to 203-516-7203 or email info@cosmicblackcat.com. Click here for more information.”
6:30 p.m. to 8:30 p.m.
Historic Elm Street Lantern Tour
37 Elm St., Ansonia
Featuring spooky tales by the fire with storyteller Donna Lindgren and others
Presented by the Derby Historical Society
Facebook flyer
More information and tickets
7:30 p.m. to 10 p.m.
WNUF Halloween Special; A Freakout Fridays Presentation
Strand Theater
165 Main St., Seymour
“Join us as we screen the original, long-lost, broadcast of WNUF’s 1987 Halloween Special. See reporter Frank Stewart’s stunning exposé of the terrifying supernatural activity that unfolded at the infamous Webber House. Doors open at 7:30 p.m. and the feature starts around 8 p.m. Tickets are $6 cash sold at the door. Click here for more information.”
Saturday, Oct. 25
10 a.m. to 3 p.m.
The Peabody Spooktacular
Peabody Museum
170 Whitney Ave., New Haven
“Join us at the Peabody for our “spooktacular” celebration, suggested for little ones up to age 10. Come in costume (nothing too scary, please) and learn about spectacular creatures, collect fun items and explore the wonderful weirdness of the Peabody’s collections up close. Admission is always free.”
11 a.m. to 2 p.m.
Valley YMCA Trunk or Treat
Valley YMCA Child Care Center
32 Howard Ave., Ansonia
“Join us for a fun and festive morning filled with decorated trunks, costumes, and treats. Families are asked to bring a non-perishable food item to help stock our Purple Pantry and support local families in need. Costumes encouraged. Open to the community. Click here for more information.”
11 a.m. to 3 p.m.
Touch-A-Truck Halloween Event
Derby High School
75 Chatfield St., Derby
Derby Police Department will host this free event where kids can take photos with police cars, fire trucks, construction vehicles and more. Crafts, face painting and food will be featured. Click here for more information.
11 a.m. to 3 p.m.
Boo At The Zoo
Beardsley Zoo
1875 Noble Ave., Bridgeport
Costumes are encouraged for this family tradition filled with candy, critters, costumes and spooktacular fun. Story times, Halloween activities, seasonal treats and more. Click here for more information and tickets.
12 p.m. to 4 p.m.
Downtown Shelton Spooky Stroll
Downtown Shelton
Bring the family for an afternoon of free, family fun. Kids wear costumes and trick or treat at participating downtown businesses.
12:45 p.m. to 3 p.m.
Downtown Seymour Trick Or Treat Day & Costume Parade
Corner of First and Bank streets (children should arrive by 12:45 p.m.), Seymour
Children in grades K-5 welcome to participate in costume parade at 1 p.m., followed by trick or treating at 1:30 p.m. at downtown businesses. Event will be held rain or shine.
5 p.m.
Oxford Park & Recreation Trick or Trunk
Oxford High School parking lot
61 Quaker Farms Rd., Oxford
Oxford Park & Recreation will host trick or trunk event for Oxford residents. Free event open to Oxford students in grades preK-8. Parking opens at 5 p.m and lot will close at 5:45 p.m. Bring a carved pumpkin with a candle to be entered in contest. Prizes for best decorated trunk and best pumpkin. For safety reasons, cars cannot leave parking lot areas until end of event.
6 p.m. to 8 p.m.
Seymour Trunk or Treat
Seymour High School
2 Botsford Rd., Seymour
Seymour Emergency Services have again teamed up with Seymour Schools to host trunk or treat, a free, family fun event open to Seymour children in grades preK-8. Prizes for best costume, decorated cars and carved pumpkin. Click here for more information.
(rain date Oct. 26)
6:30 p.m. to 7:45 p.m.
Howl-O-Ween Pet Costume Parade & Contest
Seymour Post Office
91 Main St., Seymour
P.A.W.S.’ 2nd annual costumed pet parade and contest. Free to enter. Every participant gets a goodie bag filled with homemade treats and surprises. Bring your pet in costume and win prizes. All pets must be well-behaved, on a leash, and have proof of rabies vaccination. Registration begins at 5:30 p.m. in front of the Seymour Post Office, with parade kicking off at 6;15 p.m. Click here for more information.
6:30 p.m.
Cake N’ Sip
Munch Eatery
560 Main St., Ansonia
Munch Eatery is hosting a Halloween cake decorating, bites and booze event. Bring your creativity and your sweet tooth. No outside alcohol allowed. Click here for tickets and more information.
7 p.m.
Halloween Sip & Paint
Holy Rosary Church Parish Hall
10 Father Salemi Dr., Ansonia
Troop 7 is hosting an evening of painting fun with an artist. Full painting tutorial of a spooky scene for Halloween. Bring a snack and your favorite beverage to enjoy. Click here for tickets and more information.
7 p.m. to 10 p.m.
Rocky Horror Picture Show 50th Anniversary Screening
The Strand
165 Main St., Seymour
Get ready to time warp at The Rocky Horror Picture Show, an electrifying & outrageous event that will have you dancing in your fishnets! Click here for tickets and more information.
9 p.m.
Fifth Annual Halloween Party
Jimmies’ Place
133 Main St., Seymour
Music, games, contests and chaos, featuring DJ Kenneth Beats. Click here for more information.
Sunday, Oct. 26
1 p.m. to 3 p.m.
Trunk or Treat
Sons & Daughters of Italy
73 High St., Derby
Sons & Daughters of Italy and the Derby Elks will host a trunk or treat event. Food and drink will be available to purchase, so bring cash. Free event is open to all. Click here for more information.
Wednesday, Oct. 29
11 a.m.
Halloween Party For Little Ones
Seymour Public Library
46 Church St., Seymour
Come enjoy snacks, games and crafts. Costumes are welcome but not required. Free fun for everyone 6 and under. Registration is not required.
Thursday, Oct. 30
6 p.m.
Ansonia Halloween Pizza Party In Laser Vision
Ansonia Armory
5 State St., Ansonia
Mayor David ‘Count’ Cassetti will host a free, family-friendly event featuring pizza, music, candy and a spooktacular laser shows. And as always, no baby-sized candy bars will be handed out: only FULL-SIZE BARS for the boils and ghouls of Ansonia, per order of the Count. Laser shows at 6:30 and 7:30 p.m.
7 p.m.
Hocus Pocus Live 2025
Palace Theater
100 E. Main St., Waterbury
Enjoy a full-length theatrical musical parody production based on the cult classic Disney film. Click here for tickets.
Friday, Oct. 31
4 p.m. to 7 p.m.
Ansonia Trick or Treat with Main Street Businesses
Main Street, Ansonia
Ansonia’s Main Street businesses will have candy and treats to give out for this second annual trick-or-treating event. Organized by Alisha Freelove.
6 p.m. to 7:30 p.m.
Shelton Trunk or Treat
Shelton Intermediate School parking lot
675 Constitution Blvd. N, Shelton
Shelton Youth & Family Services invites kids to score candy for this free, event. Come in costume, bring your family and your Halloween spirit. No registration needed.
8 p.m.
80s & 90s Freestyle Halloween Party
Cast Iron Chef
15 Klarides Village Dr., Seymour
Live performance by Betty Dee of Sweet Sensation. Music by DJ Frank Dee and DJ Tony. $500 in prizes for best costumes. Click here for more information and tickets.
7 p.m. to 10 p.m.
Halloween Karaoke/Open Mic Night
Twisted Vine Restaurant
285 Main St., Derby
Join host Angela Jackson and sing some spooky songs at a haunted restaurant. Costumes optional and encouraged. Piano player available if you bring sheet music or we’ll find a background track. Come listen if you are not a singer. Call 203-734-2462 to make table reservations. Sign-up for performers starts at 6:45 p.m. the night of the event. For more information, email Theatergirlang@gmail.com.
9 p.m.
Halloween Blacklight Glow Party
Toad’s Place
300 York St., New Haven
Halloween Blacklight Glow Party returns to Toad’s Place. DJ Action will be spinning your favorites all night, plus glow sticks, glow wands, a laser light show and costume contest. Event is 18+. Click here for tickets.