Festival & Entertainment Schedule

32nd Annual Milford Pumpkin Festival ~ Opens Friday 10/8/21

Be Sure To Check Back As We Add To The Schedule of Festivities!

Pumpkin Runner!

Not to be missed - the annual arrival of the Milford Pumpkin Runner to officially kick-off the festivities!

Town Hall Pumpkin Lighting

Don't miss the Pumpkin Lighting Friday night at 6:30

You never know what magical things can happen at the Pumpkin Festival!

Great Pumpkin Weigh-In

For the 32nd year, Kokko Realty and The Kokko Family will be sponsoring and organizing the Great Pumpkin Weigh-in contest! We are so very pleased and greatly appreciate their dedication and time to continue this great tradition!

The Great Pumpkin Weigh-In will be 12 Noon on Saturday October 9th at The Oval. The ginormous pumpkins will be on display throughout the festival. Be sure to come by and check-out these beauties!

Scarecrow Making, Pumpkin & Face Painting

Scarecrow Making, Pumpkin Painting, and Face Painting are available for your enjoyment! In addition, a host of local nonprofit groups will be offering fun activities for “kids” of all ages and some fine food & beverages.


Community House Lawn

Saturday 10AM – 3:30PM

Sunday 10AM – 3PM


Scarecrow Making

$TBD per scarecrow


Face Painting

$1 for one cheek, $5 full face


Pumpkin Painting

$5 per pumpkin

Beer, Wine & Spirits Tasting

Join us Friday and Saturday nights of Pumpkin Festival under the tent on the Community House Lawn. Hosted by the Milford Lions Club and the Milford Rotary Club, a wonderful line-up of local and regional brewers, vintners and distillers will be sharing tastes of their fabulous beverages from 5:30-8:30 PM.

Stay tuned for more details and to purchase tickets online

Haunted Trail

Beware the Monsters on the Haunted Trail…

In Emerson Park everyone can hear you scream!


Come to Emerson Park on Friday, October 8th

from 6:00 – 9:00 PM and Saturday, October 9th

from 5:30 - 9:00 PM

Tickets are $5, Children under 10 are $1

Screams are FREE!

Children under 12 MUST be accompanied by an Adult!

Milford Historical Society's

Eye-Spy Challenge


Saturday only time TBD

at the Carey House

6 Union Street

Suitable for all ages but children under 12 must be accompanied by an adult.

Food and animals will not be allowed in the museum. Thank you for understanding that requirement.

Milford Historical Society's

Milford History Walking Tour

Starting at the Carey House, 6 Union Street, this guided walk will take us around The Oval and nearby sights - we will share views of Milford’s past and find out stories behind the many treasured buildings of the past.

Learn about the famous bank robbery of 1874, the historic “Swing Bridge”, and the Paul Revere Bell. Also find out how Milford got its name!

Join us on either

Saturday or Sunday morning at 8:00 AM or 9:30 AM.

Be prepared to walk for about an hour and enjoy the sights and stories of Milford.

Pumpkin Carving & Community Lighting

Saturday 10/9

Pumpkin carving on The Oval Saturday 11:00 AM to 5:00 PM followed by a community lighting on The Bandstand.

More details coming


The Flying Gravity Circus will be delighting the crowds with with their fun, high energy strolling street performances!!

Saturday afternoon 10/9 from 3:00-6:00 pm along Union Square near the Pasta Loft and the Union St/Elm St intersection.

Check Back Soon!!

Much More To Come!

Arts & Crafts & Other Good things!

Artisans and crafters galore will be at The Milford Pumpkin Festival with booths set-up in the Town Hall Auditorium and Banquet Room, on The Oval, at Emerson Park, and along Middle Street. Lots to see and great gifts to buy!