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Conway’s Festival of the Hills!

The Conway Festival of the Hills is an annual fall festival in Conway, Massachusetts held the weekend before Columbus Day, rain or shine.  Saturday pre-festival events traditionally include a pancake breakfast, bake sale and community turkey dinner.  Sunday features a 10K road race, arts and crafts exhibits, live music, activities for kids, a parade, log-splitting and skillet-tossing contests, and food and wares from local vendors.

All proceeds from the Festival go to support scholarships for local high school students.


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We are looking forward to welcoming everyone back to the Festival of the Hills in October 2022! Sparkling days and cool nights set the stage for Sunday’s main events: contests of strength and skill in log-splitting and skillet-toss, a 10 kilometer/ 6.2 mile footrace through Conway’s hills and hollows, a duck race on the South River, and a classic New England fall parade down Main Street. Arts and crafts exhibits, exciting local musicians, mouth-watering food such as fried dough offered by local vendors, an art show featuring expert local artisans, fun activities for kids and the young-at-heart, a raffle for chances at prizes, and merchandise and candy tables round out Saturday and Sunday’s attractions.

Although there will be a 10K race and bake sale in 2021, all other Festival events will resume next year due to pandemic precautions. This year’s race will be held on October 3 at 10am, with the bake sale operating throughout the race. Visit the Festival of the Hills website for more information and to register. 

Our highly-anticipated 2022 event will require at least 120 volunteers to run effectively. We hope that you will consider donating your time to the Festival, which has generated over $155,000 in scholarship aid given to over 200 Conway high school seniors since 2000. A 501(c)(3) non-profit, tax-exempt organization since 2019, the Festival of the Hills exists only through volunteer support. This status allows us our high school scholarships to help seniors with a variety of opportunities, including those outside of attending an accredited university, such as the trades. 

Starting in 1962, Conway has annually welcomed visitors to experience our warmth and ‘joie de vivre’ over the weekend before Columbus Day. Although 2022 marks the 60th anniversary of our inaugural event, this will technically be our 58th year, as 2017 was dedicated to Conway’s 250th anniversary and the 2020 and 2021 editions were cancelled due to the pandemic. Modeled after the 1915 celebration of 100 years of peace between the United States and Great Britain, the first Festival included dinners, round and square dancing, and displays by local artists, expanding over the next two years to highlight the varied artistic talent Conway hosts with the addition of the Hill Towns Talent Show. The ensuing years of growth cemented the Festival of the Hills as an enduring occasion that we look forward to continuing.

We will be sharing highlights of various Festival events and volunteer opportunities over the coming months in the ‘Conway Currents’, as well as on our website and social media pages. We hope that you will enjoy these stories and highlights and that they will give you a better sense of what the possibilities are for volunteering. And, if you just can’t wait to join in, come to a planning meeting! Meetings are held monthly at the Conway Town Hall, and you can write to festivalofthehills@yahoo.com for the next meeting’s date and time.

Volunteer for the 2019 Festival!Use this handy form-we'll email you reminders