Welcome to

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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Welcome to the Festival of the Hills!

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The Conway Covered Bridge Classic
10k Road Race is on!

October 3, 2021

More about the race…

Conway Caps & Cook Books

October 3, 2021
8:30 am to noon


Caps for sale! Caps for Sale!

Pick up a cool Conway zip code cap. Makes a great gift.

01341—the place to be.

Conway Cook Books

Recipes from Conway residents collected for the 250th celebration. “Savory eats and Conway Treats.”

Conway’s Open

Festival Bake Sale

October 3, 2021
8:30 am to noon

Before, during and after the Covered Bridge Road Race, enjoy a hot drink and a treat to help raise funds for Festival scholarships.

• Enjoy a cup of coffee, tea or cider.

• Take home a whole cake, pie or tasty loaf of bread.

• Cookies, bars, and sundry treats are individually wrapped

Bakers Wanted!

Conway bakers, donate your homemade cakes, pies, breads, bars, cookies or other tasty treats. Nothing requiring refrigeration, please. Items must be individually wrapped. For details and suggestions on what to bake, contact our Bake Sale coordinator.

Find Us on Facebook

Festival Facebook Page

Next Festival of the Hills,
October 2022

The Conway Festival of the Hills is an annual fall festival in Conway, Massachusetts typically held held the weekend before Columbus Day.

For many reasons, including the pandemic and a lack of volunteers for key festival activities, the difficult decision was made to cancel this year’s festival.

More about the festival…

Volunteers Still Needed!

No festival this year, but we have still been active with bake sales, the un-tagsale, and road race, and there’s more to come.

Help keep the festival alive and better than ever in 2022!

The Un-Tagsale Report

Thank you to all who participated in the Festival of the Hills un-tagsale on May 23rd.

There were no tags, no prices, no haggling. All items were purchased with a generous donation from the buyer. All monies went to the Festival of Hills Scholarship Fund!

Over $5,000 was raised for scholarships for Conway graduating seniors!