Experience the best of Milford's Halloween happenings with our event guide. Our handbook: a beacon for both local bats and cave-curious tourists.
Popular events include the Scarrybrooke Park CT's Haunted Trail, where visitors can navigate a spine-tingling path filled with eerie surprises. Featuring a mix of thrilling scares and whimsical attractions, Legends of Fear - Fairview Tree Farm brings haunting stories to life in a stunning fall setting. And the Harvest Fair After Dark is something you definitely don't want to miss, offering a family-friendly atmosphere filled with seasonal fun and entertainment. See more details on these and other fun events and activities below!
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Top Halloween Events In and Around Milford
- Scarrybrooke Park CT's Haunted Trail (New Milford, CT)
- Legends of Fear - Fairview Tree Farm (Shelton, CT)
- Milford Trick or Trot 5K
- Harvest Fair After Dark (Fairfield, CT)
- Walnut Beach Halloween Parade
- Curse of The Rails presented by CT Trolley Museum (East Windsor, CT)
- Ivoryton Village Pumpkin Festival (excluding pumpkin-related activities) (Ivoryton)
- Halloween Nightfair (Norwalk)
- Fall Pumpkin Lantern Paint and Sip (Chester)
- Fall Charcuterie Board Paint and Sip (Northford)
See these and even more events listed below!
Milford Area Haunted Experiences
Scarrybrooke Park CT's Haunted Trail
What to Expect:
The longest haunted trail in Connecticut, featuring a collaboration of six local non-profits.
Description:
Scarrybrooke Park CT's Haunted Trail is a thrilling experience that takes place in New Milford, CT. The event, which opens in mid-October, is the longest haunted trail in the state, featuring hundreds of volunteers and a collaboration of six local non-profits. Visitors can expect a chilling journey through the night, encountering hidden terrors and unimaginable scares.
Where: New Milford, CT | More Info: Scarrybrooke Park CT's Haunted Trail
Legends of Fear - Fairview Tree Farm
What to Expect:
Immersive and frightening haunted attractions with a variety of themed trails and experiences.
Description:
Legends of Fear at Fairview Tree Farm in Shelton, CT, offers a terrifying Halloween experience with multiple haunted attractions. The event includes a Haunted Hayride and The Hallow Trail, featuring attractions like Melon Head Revenge Trail, Hemlock Manor Mortuary, Pine Hills Parish, The Dark Harvest, and the Funhouse of Fear. The farm is transformed with orange lights, special effects, and Halloween décor, creating an immersive and frightening environment for visitors.
Where: Shelton, CT | More Info: Legends of Fear - Fairview Tree Farm
Harvest Fair After Dark
What to Expect:
High-intensity hayride through haunted trails with an all-new funhouse walkthrough and asylum walkthrough.
Description:
Embark on a thrilling adventure at Harvest Fair - After Dark, where you'll experience a high-intensity hayride through haunted trails, culminating in an all-new funhouse walkthrough. Additionally, explore the terrifying asylum walkthrough, traversing through haunted hallways and creepy corridors. Enjoy snacks and beverages at the Concessions Booth and Beer Garden, set amidst music, firepits, and more.
Where: Fairfield, CT | More Info: Harvest Fair After Dark
Curse of The Rails presented by CT Trolley Museum
What to Expect:
An immersive paranormal investigation experience featuring haunted trolley rides and exploration of investigation sites.
Description:
Step aboard the "Curse of the Rails" for an unforgettable haunted trolley ride. Guided by Deadalus Extreme Paranormal Investigations, you'll journey through haunted landscapes and encounter ghostly apparitions and blood-curdling legends. This immersive paranormal experience is perfect for those who dare to unveil the secrets lurking in the shadows.
Where: East Windsor, CT | More Info: Curse of The Rails presented by CT Trolley Museum
Family-Friendly Fall Activities Near Milford
Milford Trick or Trot 5K
What to Expect:
A Halloween-themed 5K run/walk benefiting a local charity.
Description:
The 13th Annual Milford Trick or Trot 5K Run/Walk is a family-friendly event benefiting The Beth-El Center in Milford, CT. Participants can choose to run or walk the 5K course, with a focus on community and charity. The event includes a kids' Halloween Dash, costume awards, and age group awards.
Where: Milford | More Info: Milford Trick or Trot 5K
Walnut Beach Halloween Parade
What to Expect:
Free ice cream for participants in costume.
Description:
The Walnut Beach Halloween Parade is a festive event where the Walnut Beach Witches and Wizards return to celebrate Halloween. The parade features candy distribution starting at 5 PM, costumes, a DJ, and dancing. The Walnut Beach Creamery is open for the last day of 2024, offering free ice cream to anyone in costume while supplies last. The event culminates with the Walnut Beach Witches leading the Costume Parade at 6 PM.
Where: Milford | More Info: Walnut Beach Halloween Parade
Ivoryton Village Pumpkin Festival (excluding pumpkin-related activities)
What to Expect:
A family-friendly celebration with a variety of activities including a Trunk-or-Treat event and a Pumpkin Festival Costume Parade.
Description:
The Ivoryton Village Pumpkin Festival is a free family-friendly event that celebrates the autumn season. It features a variety of activities including a Trunk-or-Treat event, a Pumpkin Festival Costume Parade, and pumpkin carving at the Bushy Hill Nature Center. The festival takes place in downtown Ivoryton and offers something for all ages.
Where: Ivoryton | More Info: Ivoryton Village Pumpkin Festival (excluding pumpkin-related activities)
Halloween Nightfair
What to Expect:
A family-friendly event featuring a dog costume parade, Trick or Treat Trail, and live music performances by popular bands.
Description:
The Halloween Nightfair is a spook-tacular event that promises fun, music, shopping, food, and thrills for the whole family. Enjoy family-friendly activities during the daytime, including a dog costume parade and festive Halloween and fall activities like pumpkin painting and face painting. The kids' section offers bounce houses, games, snacks, and more Don't miss the Trick or Treat Trail, where you can gather and indulge in sweet treats. As night falls, the excitement ramps up with an energetic popular live band and the electrifying sounds of the English house music group Goodboys.
Where: Norwalk | More Info: Halloween Nightfair
Fall Wildflower Tumbler Paint and Sip
What to Expect:
Create beautiful wildflower-themed tumblers in a relaxed evening setting.
Description:
Join us at Vanished Valley Brewing in Ludlow, MA, for a Fall Wildflower Tumbler Paint and Sip event. This event offers a unique opportunity to create beautiful wildflower-themed tumblers while enjoying a relaxed evening with friends. The event is set to take place on October 9, 2024, from 6-8 PM.
Where: Ludlow | More Info: Fall Wildflower Tumbler Paint and Sip
Piglet's Halloween Playdate with Cinderella at Giggling Pig
What to Expect:
A magical Halloween-themed event featuring art activities and Cinderella, designed for young children.
Description:
Piglet's Halloween Playdate with Cinderella at Giggling Pig is a delightful event designed for young children. This festive gathering combines art activities with a magical Halloween theme, featuring Cinderella. The event promises a fun-filled morning with creative projects and enchanting company, making it an ideal activity for families to enjoy together.
Where: Milford | More Info: Piglet's Halloween Playdate with Cinderella at Giggling Pig
Halloween Face Painting
What to Expect:
Learn face painting techniques to create your Halloween look using Dress Up America Face Paint Crayons.
Description:
Join the Westport Library for a fun and creative Halloween Face Painting event on October 16, 2024. Children in grades 1st-6th can design their Halloween faces using Dress Up America Face Paint Crayons in the Higgins Room from 4:30 pm to 5:30 pm.
Where: Westport | More Info: Halloween Face Painting
Halloween Food, Drink, and Parties Near Milford
Fall Charcuterie Board Paint and Sip
What to Expect:
A unique blend of art and culinary delights in a festive fall setting.
Description:
Join us for a Fall Charcuterie Board Paint and Sip event at Rosabianca Vineyards in Northford, CT. This event combines the art of painting with the flavors of a charcuterie board, creating a unique and enjoyable experience. Enjoy the beautiful fall setting while you create your own masterpiece and savor the delicious food and drinks.
Where: Northford | More Info: Fall Charcuterie Board Paint and Sip
Fall Pumpkin Lantern Paint and Sip
What to Expect:
Craft your own 7.5-inch glass pumpkin lantern with provided materials and instructions.
Description:
Join us for a creative and festive evening at Little House Brewing in Chester, CT. The Fall Pumpkin Lantern Paint and Sip event, hosted by Painted by the Shore, offers a unique opportunity to craft your own 7.5-inch glass pumpkin lantern while enjoying drinks and company. Each ticket includes materials and instructions, and you're welcome to bring non-alcoholic beverages and food. This event is perfect for a fun and creative night out with loved ones, lasting until Thanksgiving.
Where: Chester | More Info: Fall Pumpkin Lantern Paint and Sip
Happy Halloween Culinary Class for Kids
What to Expect:
Spooky recipe-making session with kid-friendly Halloween treats.
Description:
Join Happy Halloween Culinary Class for Kids on October 22, 2024, at Stew Leonard's in Newington, Connecticut. This 1.5-hour event is designed for kids aged 6-12 and features spooky recipes like mini mummy pizzas, monster snack mix, spooky Rice Krispies treats, and hocus pocus cookies. Costumes are welcome, and the event is conducted in a facility where common allergens like peanuts and tree nuts may be present.
Where: Newington | More Info: Happy Halloween Culinary Class for Kids
Halloween Cupcake Class
What to Expect:
Enjoy making Halloween cupcakes with your child while enjoying a cup of ice cream.
Description:
Join Stew Leonard's Norwalk for a fun and festive Halloween Cupcake Class. Children aged 6-10 will create their own Halloween-inspired cupcakes, which they can take home. The event includes a cup of ice cream and is accompanied by a parent or caretaker. This event is perfect for families looking to enjoy a sweet and spooky treat together.