October Events Guide - Milford Moms Network

Happy October!  To help you get the most out of all the pumpkin and Halloween season festivities happening in our area, I put together a list of some of my favorite events!  Grab the family and have some fun!!

Jones Family Farms Pumpkinseed Hill Farm

120 Beardsley Road


Head to Pumpkinseed Hill Farm at Jones Family Farms for all things pumpkins and a new hayride!

Open daily from 10-5:30

Hayride $6/ Children 2 and under FREE

  • Hayrides are every day (weather permitting, call Farmer Jones for daily updates).
  • Travel through our family-friendly Corn Maze for $4 per person, children 2 and under are free.  The Corn Maze is open weekends 10 to 5:30 and on weekdays from 3 to 5:30.
  • On weekends, we recommend you bring a wagon or stroller for your harvest and/or young children. We have limited amounts of pumpkin carts and they are not safe for transporting children.
  • We offer fresh Pumpkin Cranberry Cookies, delicious apple cider and apples for purchase. Have a snack or meal before you head to the farm; please note that there is no picnicking or tailgating at the farm.


Treat Farm The Corn Maze

361 Old Tavern Road


Come visit in the fall and experience our challenging 5 acre corn maze.  Get lost in the stalks and try to complete the trivia game within the maze.  Stop by the farm stand for tickets and for game instructions.  Admission is $6 per person.

Helpful hints and recommendations:

  1. Please allow an hour and a half to complete your adventure.

  2. Wear comfortable but sturdy shoes

  3. Bring water

  4. Put on sunscreen and/or wear a hat

  5. Bring your cellphone

The Flashlight Maze Experience

For the brave adventurers out there you can attempt the corn maze at night.  10/5,10/7, 10/13, and 10/20.  Start at the farm stand between 6pm and 8pm



Pumpkins on the Pier

presented by the Boys and Girls Club of Milford

Walnut Beach Pavillion

Pumpkins Eve – Friday, October 5, 6 – 10PM (Admission: $5)
Pumpkins Eve will be a night full of fun! Spend a night under the stars at Pumpkins Eve, enjoying the sounds of the Rum Runners, trying out a variety of food trucks and beer by The New England Brewing Co., and visiting the Pumpkin Patch! New England Brewing Co. is the official beer partner and co-host of the evening and the RumRunners return as musical guests. New England Brewing Co. is one of the best and most respected craft breweries in New England and it is their first time at Pumpkins Eve. They strive for the highest quality beer experience by following some basic, simple, core values: quality, integrity, staff, community, industry. RumRunners are one of Connecticut’s most popular cover bands. Over the last 14 years they’ve helped to raise money for dozens of charities, including:  The American Lung Association, The Connecticut Burn Camp, The Sunshine Kids Camp, Cystic Fibrosis, Breast Cancer Awareness and the Make-A-Wish Foundation.

Pumpkins on the Pier – Saturday, October 6, 10AM – 5PM (Admission: Free)
Excitement fills the air on Saturday at Pumpkins on the Pier. This year, it holds even more mystery, as two new activities will be there! There will be a large corn maze and an obstacle course. As always, fan favorites will be returning, such as the pumpkin patch, pumpkin activities, face painting, arts and crafts, food trucks and amazing pier displays!

Spirits of Milford Ghost Walks

Hotchkiss Bridge at Factory Lane

7-9pm every Fri and Sat in October and Halloween night.

Advanced tickets $18/ walk up $23.  CASH ONLY.  Kids 4 and under FREE


Spooky Movie Series 

Milford Public Library

Every Tuesday in October 2-4pm


Funtober at The Fairground

October 27, 2018

High Plains Community Center


Activities include Trunk or Treat, $3 horse drawn carriage rides, costume parade with prizes, and best decorated car prizes!! Enjoy Halloween story reading and food vendors like Reno and Sons pizza truck. There will be a  photo booth, games, crafts, and more!!  To pre-register for the Thriller Dance Workshop (ages 8 and up) or for more info call Orange Park and Rec 203-891-4790.


Pumpkin Carving and Kids Costume Contest


New England Brewing Co.

175 Amity Road




Halloweekend Fall Festival


10/27 @ 9-2pm

In October, a nostalgic 1950’s tradition will return. The windows of many retailers and restaurants on River and Broad Streets will be decorated byPlatt Technical High School students.  Visitors are encouraged to take a Hall-O-Stroll and vote for the Best Window Decoration by posting your photo with the hashtags:

#VoteHalloWindow  #HalloWeekendMilfordCT

Hall-O-Weekend/Fall Festival Event Schedule: 


 9 – 10:45 am – Registration for Costume Contest

10 am – Not So Scary Story-Time – The Gazebo

10 am – 2 pm Fall Marketplace – The Green

11 am – Costume Parade followed by Costume Contest

Noon  – Trick or Treating throughout Downtown



Great PUPkinFest Pooch Parade and Canine Costume Contest

10/28 @ Woodbridge Town Green 1-3pm

Entry fee for costume contest and games will help fund the Woodbridge Dog Park



Walnut Beach Halloween Parade

Walnut Beach Creamery

17 Broadway,  Milford

Halloween night 5pm


Woodbridge Volunteer Fire Association Truck or Treat and Spooktacular Fireworks

Halloween 5-8pm

Join the WoodbridgeVolunteer Fire Association to celebrate Halloween in a fun and safe environment


For a complete list of October events, check out our calendar!!  Happy Haunting everyone!!












Join The Milford Moms Community

Stay up-to-date with what is happening in-and-around Milford, CT with local events, community highlights, and exclusive deals.