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Best Things to Do in Connecticut for Labor Day Weekend

Labor Day Weekend Connecticut is packed with great things to do on Labor Day weekend. Families, kids, or just adults can find entertaining and amazing fairs along with historic sites, scenic walks, and plenty of activities and attractions. Below are just a few Labor Day events taking place around the state.

Woodstock Fair

The Woodstock Fair is fun for the whole family with tons of shows, contests, animal exhibitions, and plenty of mouthwatering fair food. It's the largest agricultural fair in Connecticut featuring crafts, livestock shows, free stage shows, a midway, vegetables, flowers, strolling entertainers, and much more. Gates open daily and early.

Blues, Views & BBQ Festival

Connecticut’s leading music festival is celebrating more than 10 years of bringing the best of soulful, southern-style food, music and family fun to downtown Westport on the banks of the Saugatuck River. It’s a Labor Day weekend experience that’s the “can’t miss” event of the summer.

Their Labor Day weekend lineup includes headliners such as Karl Denson's Tiny Universe, Sister Sparrow and the Dirty Birds, Fantastic Negrito, Mingo Fishtrap, Carolyn Wonderland and others. The Expanded Imperial Jam will have two stages, including a Kids Music Stage.

Haddam Neck Fair

Rated one of Connecticut’s major agricultural fairs, Haddam Neck Fair features baking contests, tractor pulling, horse shows, road races, exhibits, family entertainment, a midway, as well as truck and tractor pulls. You can enjoy the live music, rides, animal shows, and concessions.

Historic Festival 36

Since 1982, folks have been enjoying the best of vintage car racing at the Historic Festival. The event kicks off with the Vintage Race Car & Sports Car Parade through the local towns. There’s a free street fair that’s a favorite event for locals and visitors alike. Next, enjoy three days of awesome, authentic vintage car racing on and join Concours d’Elegance and Gathering of the Marques at the premier event for car enthusiasts to marvel at the unique vintage cars on display.

Goshen Fair

In its 106th year, this fair will feature Professional Truck Pulls, Vader’s Monster Trucks, Soul Sound Revue, Apricot Brandy, Dan’s Roadhouse Country Band, and an amazing Fireworks Show. A few new additions for this fair include: 2,000 lb. Draught Oxen Pulling Class, Sugar Free Baking Contest, and the James Montgomery Blues Band.

Keep in mind that these are just a few of the events going on around the state for Labor Day weekend. Statewide you'll find local celebrations and festivities to enjoy for the holiday.

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