Middle Street Walk Gingerbread Contest 2025

Middle Street Walk Gingerbread Contest entries can take any shape.

Everybody is invited to enter the Gingerbread Contest for the Middle Street Walk in Gloucester this year! Groups and individuals are encouraged to get creative and come up with entries that can take any shape.  All entries will be judged prior to the start of the Middle Street at 10am. 

Entries will be judged on:

  • For the degree of difficulty and creativity
  • Neatness
  • Originality
  • Uses of edible confections and decorations
  • Workmanship
  • Points will be taken away for use of plastics. However, you may use a limited amount

Rules and Guidelines

  1. The contest is open to everyone.
  2. Contestants may submit entries either individually, or as a group. More than one entry may be submitted.
  3. All entries must be made entirely of gingerbread and decorated with candy or other edible embellishments. Anything that appears on the house must be edible. Contestants may decorate their entry with non‑edible figures, material, etc. However, these embellishments may not be connected to the house in any way. Everything that appears on or is connected to the house must be edible.
  4. The gingerbread house submitted may take any shape, form or size. Creativity is encouraged and contestants should model their entries on places or things, real or imaginary, basic or elaborate.
  5. Each entry must be submitted on a cardboard, wooden or plastic base. There is no standard size or shape for the bases although it must be larger than the entry.
    • Entries must be dropped off at Sawyer Free Library Children’s Room, second floor, from Saturday, December 6th to Friday, December 12th. (Library is open: Monday – Wednesday – 8AM to 6PM; Thursday, 10AM to 7PM; Friday and Saturday – 10AM to 5PM)
  6. Judging will occur prior to the start of the Middle Street Walk which begins at 10:00AM on Saturday, December 13th. Entries need to be picked up as soon as possible after the contest.
    Entries are not assured of safety while at Sawyer Free Library.
  7. Prize ribbons will be awarded in numerous categories as stated on the entry form. A special “Best of Show” award plate will be awarded. Please make sure you enter your contact information!

Entry Forms will be available at Sawyer Free Library December 6th-12th. Please be sure to fill out and place it - name down - next to your entry.

When: 
Saturday, December 13, 2025 10am - 3pm
Phone: 
978.281.0639
Summerquest Camp for kids aed 5-14 at the Crane Estate in Ipswich Massachusetts

Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
7:00 am to 6:00 pm

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 pm

Saturday, March 14

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 pm

Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
7:00 am to 6:00 pm

Maple Sugaring at Breakheart Reservation

Come to Breakheart Reservation Saugus Massachusetts to learn about maple sugaring - the process of making syrup..
Come to Breakheart Reservation for this FUN annual event! Experience the process of maple sugarin’ from tapping a tree to sampling real maple syrup.
10:00 am to 2:00 pm

Discover Saturdays at Cape Ann Museum

Discover Saturdays for Families at Cape Ann Museum in Gloucester Massachusetts
Enjoy a FREE guided activity (ages 4+) in the gallery. Learn about Cape Ann’s Granite Industry, try a fun art making activity, and join in gallery tour designed for kids and their caregivers, led by a CAM Educator. Afterwards grab a scavenger hunt to explore the property and enjoy the lawn.
10:00 am to 12:00 pm

CraneOutdoors: The Castle Hill Hike

CraneOutdoors: The Castle Hill Hike at the Crane Estate in Ipswich Massachusetts
Come explore the lesser-visited corners of Castle Hill and its surroundings with us this season. This hike is a CraneOutdoors guide favorite because it’s got a little bit of all the things that make the Crane Estate such a special place…
10:00 am to 12:00 pm

2nd Saturday at Lynn Museum

Lynn Museum in Massachusetts offers free admission on the second Saturday of each month.
Come to the Lynn Museum and Historical Society for FREE family fun. Join us on the second and fourth Saturday of each month for FREE admission to the Museum from 10 a.m. – 2 p.m.! You can view our latest exhibitions, purchase Lynn-themed goods in our shop, check out books in our free library, and...
10:00 am to 2:00 pm

Maple Sugaring Saturday at IRWS

Sugaring Off tours are a fun and tasty way to learn about maple sugaring at IRWS
Experience the age-old tradition of maple sugaring at Ipswich River Wildlife Sanctuary! The warm days of late winter awaken the flow of sap in the maples resulting in sweet-smelling, billowing clouds of steam rising from the sugarhouse. On a naturalist-guided walk, learn how to identify a sugar...
10:30 am to 3:30 pm

Sunday, March 15

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 pm

Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
7:00 am to 6:00 pm

Wonderful Winter Birding

Beginning winter birding is held on the 3rd Sunday of each Winter month at Halibut Point State Park in Rockport Massachusetts
Halibut Point State Park, along the Atlantic migratory path, is an excellent locale for winter birding species you rarely see anywhere else.Winter brings birds and ducks from frozen ponds up north to our seashore. See Harlequin ducks and loons among the winter visitors at this rocky coastal water’s...
8:00 am to 10:00 am