Holiday Stroll – Skowhegan, ME

The Holiday Stroll graphic, a red tag that say "Holiday Stroll Downtown" with a white outline Sonta, on a horse drawn sleigh.Date: December 5-7, 2019
Place: Skowhegan

The Holiday Stroll has been a tradition in Skowhegan for more than a quarter of a century. It starts with a holiday parade Friday evening and continues Saturday morning and afternoon with a host of free activities and treats throughout and near downtown, including pictures with Santa, hula hooping, and the popular elf scavenger hunt!

New this year, we’re moving Municipal Lot activities to Debe River Walk and turning it into a WHOVILLE STROLL. We’re so excited to bring this festive theme to the stroll and enjoy more of our trails and downtown. Stay tuned for Whoville Stroll details.

Don’t forget to sign up for the Kennebec Dip, our SkowTown version of a polar plunge. Register for free and get your friends to pledge donations to see you do it. We’ll be freezing our jingle bells off for the Kennebec Dip, December 7, 2:30 p.m., at the Kennebec Banks Rest Area on Route 2.

2019 Schedule

*Please be advised events may be added and/or are subject to change. Events with “TBD” have not been confirmed for 2019.


HVSC Lights to Remember (TBD)
5:30 p.m., Centenary United Methodist Church, Dr. Mann Rd.
This annual remembrance ceremony will feature a reading of names and lighting of candles. Sponsored by Hospice Volunteers of Somerset County.


Children doing Christmas crafts

Picture courtesy of the Main Street Skowhegan website.

Holiday Bazaar (TBD)
10 a.m.-6 p.m., Skowhegan Free Public Library, Elm St.

Free Holiday Movie (TBD)
4 p.m., the Strand Cinema, Court St.

Free Hot Cocoa (TBD)
6:30-7:30 p.m., Computer Improvements, Water St.

Free Hot Cocoa (TBD)
5-9 p.m., the Bankery, Water St.

$1 Hot Cocoa and Hot Cider (TBD)
6-8 p.m., the Miller’s Table at Maine Grains

A Skowhegan Rotary Club float with a lit up reindeer and polar bear cub.

Picture courtesy of Main Street Skowhegan.

Holiday Parade
7 p.m., downtown
Starts at the Skowhegan Savings parking lot on Elm St., travels down Madison Avenue and Water Street, and ends past Redington Memorial Home.
*Parade participants can sign up here:


Breakfast and Photos with Santa (TBD)
8-10 a.m., Tewksbury Hall, behind the Federated Church, Island Ave. Breakfast will include eggs, bacon, sausage, and pancakes; adults are $6, kids over 10 years old are $2, kids under 10 years old are FREE.

Cornville Regional Charter School Craft and Vendor Fair
9 a.m.-3 p.m., Downtown location

$1 Hot Cocoa and Hot Cider (TBD)
9 a.m.-1 p.m., the Miller’s Table at Maine Grains

Bloomfield Elementary Craft Fair 
9 a.m.-2 p.m., Bloomfield Elementary School, Academy Cir.

Cub Scout Pack 485 Craft and Vendor Fair (TBD)
9 a.m.-2 p.m., Centenary United Methodist Church, Dr. Mann Rd.

Two elf dolls

Picture courtesy of the Main Street Skowhegan website.

Elf-on-a-Shelf Scavenger Hunt
9 a.m.-3 p.m., downtown
Search for hidden elves in certain downtown locations, record all their names, and get entered for a chance to win one of two prizes.

A mom helping a little girl decorate a star shaped sugar cookie with green frosting.

Picture courtesy of the Maine Street Skowhegan website.

Stonewall Kitchen Sampling (plus a special buy three, get one free!) (TBD)
9:30 a.m.-1:30 p.m., the Bankery and Skowhegan Fleuriste, Water St.

Festival of Trees
10 a.m.-1 p.m., Redington Memorial Home, North Ave.
Enjoy the beautiful decorations on these trees and vote for your favorite between 3-5 p.m.

Santa’s Village
10 a.m.-2 p.m., downtown businesses
Hit all of Santa’s stations to make your own crafts, eat treats, and much more! View Santa’s activities here.

Whoville Stroll–New!
10 a.m.-2 p.m., Walking Bridge to Debe River Walk
The activities that have traditionally taken place in the Municipal Parking Lot are moving to Whoville on the Debe River Walk! Enjoy all your favorites like marshmallow roasting, the Tessier Farm petting zoo, and hula hooping—and get ready for a few new surprises! Petting zoo sponsored by RFGH Rehab & Fitness Services.

Horse-Drawn Wagon Rides
10 a.m.-2 p.m., Municipal Lot
Sponsored by Redington-Fairview General Hospital.

Holiday Bazaar and Free Book Giveaway (TBD)
10 a.m.-2 p.m., Skowhegan Free Public Library, Elm St.

Hot Cider and Cookies (TBD)
10 a.m.-2 p.m., River Roads Artisans Gallery, Water St.

Santa looking at an old smart phone

Picture courtesy of the Main Street Skowhegan website.

Free Holiday Movie (TBD)
10:30 a.m., the Strand Cinema, Court St.

Visits and photos with Santa
11 a.m.-1 p.m., Shelley’s Toy Box, Water St.

Ugly Sweater Walk (TBD)
11 a.m.-12 p.m., Skowhegan Area Chamber of Commerce to Redington Memorial Home
Put on your favorite ugly sweater and walk with the GFWC Semper Fidelis Club and raise money to send a female veteran for a week-long stay at the Travis Mills Foundation Veterans Retreat. Suggested donation to participate is $10 per person. Prizes will be award to the three ugliest sweaters!

Kennebec Dip–New!
2:30, Kennebec Banks Rest Area on Route 2
Freeze your jingle bells off with us to raise money for community projects… like the Holiday Stroll! Sign up for free and get your friends to pledge donations to see you take the plunge! Hit fundraising milestones for fun prizes and rewards. We’ll also be handing out a prize for the best costume! Sign up here:


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