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Fall Festivals: Local Events

More Activities!

Pumpkin picking, apple picking, corn mazes oh my!

We are fortunate to live in an area that offers a wide array of fun activities enjoyed by everyone! The Westport Moms site have compiled a list of farms and orchards in the area that offer many fun activities for all ages. 

If you would like to check out these places click here.





Interested in staying indoors during the cooler months?

More fun to be found here!

Local Fall Festivals

St. Philip's Annual Family Fall Festival - Norwalk

With new attractions for family fun, even more local vendors for fantastic shopping, delicious breakfast and a hot grill for lunch, plus freshly squeezed lemonade, this year’s St. Philip Family Fall Festival promises to be a great one! 

September 21, 2019 9:00 am - 4:00 pm

Cannondale Foliage Craft Festival - Wilton

The Cannondale Foliage Craft Festival will take place on the lawn in Cannondale Village, 28 Cannon Rd., Wilton, CT on Saturday, September 28 Sunday, September 29. Cannondale Village is a historic shopping village. Free Admission.

September 28, 2019 10:00 am - 4:00 pm - September 29, 2019 11:00 am - 5:00 pm

Bruce Museum 38th Annual Outdoor Arts Festival - Greenwich

Held this year one week before Columbus Day weekend, the show will feature fine contemporary art including oils, acrylics, prints and drawings, mixed media, sculpture and photography are all available for purchase. Also included are family art activities, a children's drawing contest and delicious food. Admission $10. Members and children under 5 are free.

October 5, 2019 10:00 am - 5:00 pm - October 6, 2019 10:00 am - 5:00 pm

Westoberfest - Westport

Westport Downtown Merchants Association with Grapevine, Westport’s newest wine and spirits, bring octoberfest entertainment to Westport with a wide range of local and regional craft breweries offering unique seasonal and classic pours for an afternoon of unlimited sampling.

October 19, 2019 1:00 pm - 5:00 pm 

The Great Pumpkin Festival - Stratford

The Boothe Park Commission and the Town of Stratford are hosting the annual Great Pumpkin Festival on Saturday, October 19th, featuring the Great Pumpkin Carving contest! Watch as carvers sculpt 100 lb. pumpkins into works of art for cash prizes.

October 19, 2019 1:00 pm - 5:00 pm 

Annual Harvest Festival - Redding

Decorate a pumpkin, roll a beeswax candle, create a grapevine wreath, design an apple print bandana, make a gourd creature, and MORE!

October 19, 2019 11:00 am - 4:00 pm


Fun Fall Facts

At least, in foliage-blessed states like New Hampshire and Vermont. “Leaf peeping,” the slang term for fall leaf tourism, is reportedly a $3 billion dollar business in New England, where millions of out-of-state visitors flock to take in the changing colors. You might want to plan your own trip—this is why fall is the cheapest and best time to travel. Read more.


The gorgeous red, orange, and yellow pigments in fall foliage are actually there all year, just under the surface. Sunlight helps fuel plant cells containing a chemical called chlorophyll, which gives leaves its vivid green color while working to turn light into energy. When sunlight diminishes in fall, chlorophyll breaks down, letting the plant’s hidden red, yellow, and orange hues shine. Bring those bright hues indoors with these expert tips on how to decorate your home for fall. Read more.

Relish the fall colors while you can. Scientists think that the rich reds, oranges, and yellows of fall may be one of the many casualties of global warming. Leaves change color in part because of cues taken from dropping temperatures. As temperatures remain warmer through fall and winter nights, they could delay the beloved fall color shift; One 2013 study found that fall colors now arrive five days later than they did 23 years earlier. Read more.

Weight gain around this time of year may not be from all the food. Researchers have found that lack of vitamin D reduces fat breakdown and triggers fat storage. So, the lack of sunlight has more to do with the extra gain than all the pumpkin spice lattes. Well, at least some of it. Read More.

September 23, 2019 - The autumnal equinox begins at approximately 07:50 UTC.

March 20, 2020 - The vernal equinox begins at approximately 3:49 UTC.

Read more.

Generally speaking the autumn equinox always falls on either 22 or 23 September, but not quite always.

Because the Gregorian calendar is not quite in perfect symmetry with the Earth's orbit, the autumn equinox will very occasionally fall on September 24. This last happened in 1931 and will next happen in 2303. Read more.



Check out the Westport Library's Events Page for more festive fun!