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October 18, 2020 By Shawna

5 Not-So-Scary Halloween Events for Families in CT (2020)

At Out and About Mom, we’ve always had a soft spot for Halloween. I mean, what other holiday practically requires that grownups act like kids? 😉

To make sure you find lots of opportunities to enjoy this fun holiday with your kiddos of all ages, we’ve pulled together a list of not-so-scary Halloween happenings at some of our favorite Connecticut destinations (hey, we don’t want our kids climbing into bed with us after a 3am nightmare either! Ha!).

No matter which event you choose, we know you’ll have a frighteningly good time 🙂

Enjoy!


25th Annual Scarecrows Along Main in Old Wethersfield

Come to the historic district of Wethersfield October 3rd – November 1st and see something spectacular! Scarecrows will be popping up alongside shops, restaurants, museums, colonial homes and more this fall season. Grab a warm cup of coffee from Heirloom Market or a delicious ice cream from Main Street Creamery and wander at will! (Check out our post from the 2020 event here!)

Main Street (between Garden Street and Hartford Avenue) Wethersfield

Pumpkin Patch Trolley Ride at CT Trolley Museum in East Windsor 

Ride a historic trolley car out to the pumpkin patch and pick out a pumpkin! Each person will get a bag filled with stickers to decorate their pumpkin and the arts and crafts tables will be open for the enjoyment of visitors. The Visitor Center will be open to see the historic displays and will be decorated for Halloween. Thur.-Sun (and Columbus Day) until October 31st. All tickets are sold online and will not be sold at the Museum. In the interest of safety they are allowing only 22 people per hour in order to maintain social distancing and to keep space between visitors on the Trolley ride. Masks are required at all times as well. Please visit here to view their Covid-19 visitor policy

58 North Road, East Windsor

The Ride Must Go On at Pumpkintown USA in East Hampton 

This year, enjoy a journey through the Pumpkintown Forest in the comfort and safety of your own personal vehicle.  On this scenic 1-mile drive through picturesque autumnal landscapes, view over 30 Pumpkinhead people and their animal companions at home in their woodland dwellings.

RESERVATIONS WILL BE REQUIRED- NO EXCEPTIONS. Reservations can be made online. Find more details and updates on their website or Facebook page.

93 E High Street, East Hampton

Ray of Light Farm Not So Scary Halloween Drive-Thru in East Haddam

The NOT-SO-SCARY HALLOWEEN event this year, due to COVID-19, will be a drive through event. An experience designed for young children, but fun for all ages! Come see their magical Pony Trail, decorated & lit up for Halloween! You will find all sorts of exciting sights on the way, as well as their human characters dressed for the occasion! Candy will be passed out to the little visiting goblins. This will be a fun event, daylight and in the dark. Only difference is, you’ll see all the beautiful lights in the dark. They are starting earlier this year at 5:45 to accommodate those “little goblins” who need to get to bed earlier. Drive through dates are: October 9th, 10th, 16th, 17th, 23rd & 24th. Visit their website to buy your ticket online. $5/person age 18 months+. THIS EVENT CAN SELL OUT so please purchase ahead. Please note that their public bathrooms will be closed due to the pandemic.​

232 Town Street, East Haddam

Flaming Farm Haunted Petting Zoo and Pony Rides in West Simsbury

Due to the current social distancing guidelines they are replacing their Haloween Hayride this year with a Haunted Petting Zoo! A little scary, a lot of fun!  $10 per person. They recommend purchasing tickets in advance through their website because due to COVID-19, they are only allowing a certain amount of people to go through at a time.
– Friday and Saturday nights from 6:30pm to 8:30pm
– October 16th and 17th (rain date October 18)
– October 23rd and 24th (rain date October 25)
– October 30th and 31st (rain date November 1)

Pony rides are available Saturdays and Sundays 11am – 3pm, April-November, weather permitting. Please note on extremely hot days they do not do pony rides for the well being of the ponies and staff. $5.20 per ride, and there is an 80 pound limit.

 7 Shingle Mill Road, West Simsbury

Need more ideas for fall fun? Check out our list of over 20 events and activities for fall 2020!


Is your business ready to reopen?

We can help you get the word out and welcome back visitors! Our dedicated readers count on Out and About Mom to give them information on things to do with kids in (and around) Connecticut. Put your destination front and center with our budget-friendly sponsorship program, giveaways, and more!

Want to keep up with things to do with kids in Connecticut?

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