Lee Founders' Day Weekend 2021

Happy Birthday Lee! Applegate Inn’s hometown of Lee, Massachusetts turns 244 years old in 2021 and we’re more than ready to celebrate. Come join us for Lee Founders’ Day Weekend 2021, back after its pandemic hiatus with a parade, street fair, 5K, food tastings, fireworks, and more! September 17-18, 2021.

Lee, Massachusetts, named after Revolutionary War General Charles Lee, was incorporated in 1777. Our town’s rich history is reflected in our architecture, our heritage, and our pride, all of which will be on display during Lee Founders’ Weekend – and you’re invited!

Founders’ Weekend celebrates Lee’s history and all those who have worked so hard to make and keep Lee the great town it is. Our traditional, hometown celebration hearkens back to simpler times with a host of popular events, food, and entertainment. A full weekend of fun awaits all who attend, residents and visitors alike.

Lee Founders’ Day Highlights

Lee Founders' Day Weekend 2021

Founders’ Weekend will be a little different this year, due to safety precautions and other effects of the ongoing pandemic. Consequently, some events have yet to be scheduled. Despite this, the weekend still promises lots of fun, as reflected in the highlights below.

Taste of Lee kicks off the festivities on Friday, September 17th with an al fresco street party on a closed section of Main Street. Berkshires-style! Come sample the array of delectable offerings from Lee’s finest chefs, restaurants, and food vendors. Bon appétit!

Friday events also include live music, a variety of activities, and an electrifying fireworks display.

Saturday, September 18th sees even more excitement, starting off with the Lee Founders’ Day 5K. Be at the high school by 8am if you hope to compete or cheer on the runners.

Lee Founders' Day Weekend 2021

The Hometown Parade follows closely after the race. This traditional, small town parade down Lee’s historic Main Street is one of the weekend’s biggest highlights. Young and old alike will enjoy the classic cars, floats, marching bands, clowns, and more. If you can attend only one Founders’ Day event, this is the one to choose.

After the parade, Main Street transforms into a festival of sidewalk sales, kids activities, food, and live music.

Come join in the fun!

Berkshires Lodging

Applegate Inn is proud to be a part of the Lee community, surrounded by so much history, natural beauty, and attractions like Tanglewood, Jacob’s Pillow Dance, hiking, dining, golfing, shopping, and more. Come explore all that the Berkshires of Western Massachusetts have to offer. Book your stay at Applegate Inn today!