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Annual Simsbury Fly-in, Car Show and Food Truck Festival

Annual Simsbury Fly-in, Car Show and Food Truck Festival

September 23 @ 8:00 am - 5:00 pm

The Annual Simsbury Fly-In and Car Show will be held on September 23rd from 8 am to 5 pm (rain date September 30) The Annual Simsbury Fly-In and Car Show is the largest event of its kind in New England, a special kind of country fair with 15,000 spectators, 750 airplanes and a huge car show, and over 100 participating businesses. Attractions include a B-17 flyover, Flying Tigers, JFK, Jr NTSB accident investigation, Radio Control model aerobatics, banner tow pickup…

Raise a Paw Against Leukemia

September 30 @ 10:00 am - 2:00 pm

Raise a Paw Against Leukemia (formerly known as Woofstock) will be the event of the fall for dogs and their people Hosted by Renee DiNino of iHeart Media and Steve Parker of WTIC-AM! Raise a Paw 2018 will include several exciting and fun features: Location : Simsbury Meadows, Iron Horse Blvd., Simsbury Date: Sunday, September 30, 2018; 10 AM - 2 PM Vendor fair Dog walk and optional ‘challenge course’ for the dogs and their owners Dog crowdfunding – an opportunity for dogs to…

Max’s 5th Annual Hoptoberfest

October 7 @ 1:00 pm - 5:00 pm

Celebrate Max’s 5th Annual Hoptoberfest on Sunday, October 7th from 1 to 5 pm. Local beer is the best beer! Enjoy live music by Booyah! and a German inspired spread by Max Catering & Events. We've been pickling all summer in anticipation of this Festival. Our Chef to Farm Festivals are an opportunity for our guests to enjoy the freshest foods and produce in the sublime beauty of our farms, the true treasures of our state. Ticket price is $59…

The Richman Spooktacular Chili Challenge (Simsbury)

October 27 @ 12:00 pm - October 28 @ 5:00 pm

One of the most popular and widely attended events in Simsbury is back and bigger than ever this October! The Richman Spooktacular Chili Challenge, presented by the Simsbury Chamber of Commerce, will feature the region’s most well-respected and experienced chefs, as well as a collection of bands guaranteed to rock the day away at the Simsbury Meadows Performing Arts Center on Iron Horse Boulevard. On Saturday, October 27th, from 12 to 5 p.m, The Richman Spooktacular Chili Challenge will attract…


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