Festival Schedule


Pre-Festival Highlights
Saturday, September 30, 2023

9 am – 2 pm

  •   Festival Bake Sale, Town Center
    Incredible donations of fabulous baked goods, and cider or hot beverages to go with them. Bakers, donations of baked goods are welcome!

9 am – 3 pm

  •  Friends of the Library Book Sale, Field Memorial Library

10 am – 4 pm

  • Historic Boyden Schoolhouse visiting hours
    Visit one-room schoolhouse near Conway Grammar School

5:30 pm

  • Turkey Dinner, Conway Grammar School
    Sponsored by Firemen’s Auxiliary. Just one sitting this year.
    Pick-up time for take-outs begins at 6:30pm. No early birds please!
    Space is limited (and number of takeouts will be limited).

    Please reserve early by calling Helen Baker at 369-4936 or visit Baker’s Store.

Festival of the Hills
Sunday, October 1, 2023

9 am – 3:30 pm

  • Friends of the Library Book Sale – Field Memorial Library

10 am

10 am – 4 pm

  • “Happy Jack” Chesbro, Conway’s Hall of Famer – Conway Historical Society Museum, 50 Main St.
    An exhibition chronicling the career of Conway’s baseball great
  • Art Exhibit Field Memorial Library
    Artwork by local artists
  • INFORMATION BOOTH – Town Center
  • Café Conway – Town Center
    Hot & cold beverages & baked goods
  • Festival Merchandise Table – Town Center, behind Town Hall
    Festival t-shirts, Conway zip code hats, Pumpkin Hollow cookbooks, and more memorabilia
  • Festival Raffle Table – Town Center
  • Fried Dough with Maple Cream! – Town Center
  • Cider & Doughnuts – Town Center
  • Homemade Candy – Town Center
  • Craft Fair – Ballfield
    Crafts for sale by Conway and regional artisans
  • Children’s Activities – Ballfield
    • Hillside slide, kids games, tweens/teens games, face painting and pumpkin painting
  • Exhibitors – Town Center and Ballfield
    • Upper Pioneer Valley Veterans Services
    • Rising Sun Forge Blacksmithing – Bob Compton
    • Boyden Brothers Maple Syrup
    • Chestnut Lot / Farm Beef
    • Conway Swimming Pool & Quilt Raffle
    • Massachusetts Birds of Prey Rehabilitation Center
    • Earthworks Program
    • Skin and Bones
    • Mass in Motion Conway
    • Mill River Farm
    • Wilder Hill Gardens
    • Friends of Franklin County Regional Dog Shelter
    • GCC Blood Pressure
  • Baby Care Station
    A calming space for families to feed and change their babies, regroup, Ask infant development questions to a certified doula.
  • Treats and Goodies
    • Fried Dough with Maple Cream!
    • Cider & Doughnuts
    • Homemade Candy
  • Food Booths – Ballfield
    Grab some lunch!

11 am – 4 pm

  • Music – Ballfield
    • 10:15-11:00 Dan KennedySolo piano favorites
    • 11:15-12:00 Seven Mile Line – Local Blue Grass
    • 12:15-12:50 Young Musicians Showcase – Featuring local singers and players ages 10-18
    • 1:30-2:30 Janet Ryan & Straight Up Blues, Rock and assorted Pop goodies
    • 2:30-2:50 Isaiah GolemanLocal young hero with a classic Soul sound
    • 3:00 .Buddy McEarns Band Rock & Rhythm with a groove!

11:30 am

  • Log splitting Contest – Ballfield

12 pm

  • Presentation of Tricia Donovan Scholarship – Music Area

1 pm

  • Parade – kicks off at OESCO, continues though Town Center

2 pm

  • Skillet Toss (Men’s & Women’s, 18 & up) – Ballfield

4pm

  • Festival Raffle Drawing