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TOP 20 THINGS TO DO IN FALL IN FAIRFIELD COUNTY, CT

     Home  >  Articles  > Fall Activities
by Chris Chagaris June 19, 2014

Related: fall activities in fairfield county ct, autumn activities in fairfield county ct, things to do in the fall in fairfield county, fall in connecticut, autumn fun in fairfield county,


From an apple picking outing at a local Connecticut orchard, to watching the fall foliage change, there are plenty of family activities in Fairfield County, from Greenwich to Westport, Bridgeport, and Norwalk, to keep you busy during Connecticut's autumn season. Don't miss the Connecticut Renaissance Faire, fresh made chowder to warm up a chilly fall day, and tons of Halloween activities in Fairfield County.

1. Shuck an Oyster
The Norwalk Seaport Association hosts its annual Oyster Festival in early September. Held in Veteran’s Park in East Norwalk, the festival includes rides, live music and entertainment, arts and crafts, food and refreshments, oyster shucking contests, and a Kids’ Cove full of pirate-themed activities and entertainment.

ren faire 2. Attend the CT Renaissance Faire
Make the trip to Norwich in New London County for the annual Connecticut Renaissance Faire, held over several weekends in September and October. Shop in an old-world market, watch jousting knights and acrobats, and taste medieval delicacies. Costumes are encouraged! Check out the Faire online for details on themed weekends.


3. Experience Colonial History
Travel back to a bygone era at Woodbury’s historic Glebe House, which dates back to the Revolutionary War. It hosts its annual Colonial Fair and Muster Day in mid-September, which boasts quilting and woodworking demonstrations as well as colonial storytelling, food, and music.

4. Go Apple Picking
Take a tractor ride and pick your own apples at Silverman’s Farm in Easton throughout September and into early October. The farm also has an animal petting park, farm market, florist, and greenhouse. Find more apple orchards and farms in the region.

apple picking
pow wow 5. Celebrate Native American Culture
In mid-September, the Redhawk Native American Arts Council presents a Native American Pow Wow at FDR State Park in Yorktown Heights (Westchester County). The weekend-long event brings together Native American artists, educators, singers, dancers, storytellers, and performing groups from across the Americas. Find more cultural festivals in the area.


6. Drink Apple Cider
Head to the annual Cider Saturday & Harvest Celebration at New Canaan Nature Center in mid- to late September to enjoy cider-pressing demos, an apple slingshot, seasonal crafts, tastings, and much more. Find more fall fairs and festivals in Fairfield County.

7. Check Out the Best Pumpkin Carving
Don’t miss The Great Jack O’ Lantern Blaze, an outdoor walkthrough experience featuring thousands of hand-carved pumpkins, at nearby Van Cortlandt Manor in Croton-on-Hudson (Westchester County). The Blaze opens in early October and runs through mid-November. Find more details online.

8. Appreciate Art Outdoors
The Bruce Museum in Greenwich has been hosting its Outdoor Arts Festival over Columbus Day Weekend for more than 30 years. The show features close to 100 artists from all over the country exhibiting their paintings, sculptures, photography, and more. The museum also hosts an annual Outdoor Crafts Festival in mid-May.

9. Warm Up with Chowder
What’s better than a hot bowl of chowder on a cool autumn day? Head to Chowder Days at Mystic Seaport over Columbus Day weekend for hearty chowders, mulled cider, and other seasonal treats, plus horse-drawn hay rides and a final ride of the season aboard steamboat “Sabino”. You can also explore exhibits, climb aboard tall ships, and see the stars of the autumn sky inside the Treworgy Planetarium.

10. Attend a Fall Festival
The Stamford Museum & Nature Center celebrates autumn with a Harvest Festival Weekend in mid- to late October, when attendees can take a hayride, watch cidering demonstrations, enter scarecrow-making and pumpkin-carving contests, march in a costume parade, visit the farm animals, and enjoy storytelling and more children’s activities.

autumn fair
pumpkin 11. Go Pumpkin Picking
Pick your own pumpkins in October at Castle Hill Farm in Newtown, where you can also wind through the corn maze, take a pony ride or hayride, and enjoy face painting and refreshments. See the full list of  farms that offer pumpkin picking in the fall. 


12. Visit a Castle
Burr Homestead in Fairfield transforms into an Enchanted Castle in mid- to late October, with storybook-themed rooms and friendly costumed characters. Kids are encouraged to wear their own costumes to this walk-through event, which benefits the Ahlbin Centers for Rehabilitation.

13. Spend Halloween at the Zoo
Spend Howl-O-Ween at the Beardsley Zoo in Bridgeport in late October, when you can take a hayride, visit the “haunted” farmyard and “gruesome” greenhouse, enjoy a show, and take home some candy.

14. Dress Up for a Costume Party
The popular Monster Mash party at Stepping Stones Museum in Norwalk is a kid-friendly costume party that’s always jam-packed with family fun. Find many more Halloween activities in the area.

15. Travel by Train
The Housatonic Valley Rail-Trail in Monroe is one of three nature trails in Fairfield that has been deemed wheelchair accessible by the Rails-to-Trails Conservancy, a nonprofit working to create a nationwide network of trails from former railroad lines. The Monroe trail is a 4.3-mile stretch paved in crushed stone and is a convenient route to William E. Wolfe Park where a paved path circles the park’s 16-acre lake. We've got details on more accessible trails.

16. Watch the Leaves Change Color
Take in the colorful foliage during a fall nature hike at the Bartlett Arboretum in Stamford, which includes 71 acres of forest habitat. Here are even more places to visit during leaf-peeping season. 
fall leaves

17. Have a Bonfire
Earthplace, a 62-acre wildlife sanctuary in Westport, regularly hosts Friday Family Campfires in the summer and fall. Visitors can enjoy sitting by the fire and toasting marshmallows for s’mores and exploring some of the grounds. 

animal voting 18. Vote for Your Favorite Animals
You vote on Election Day to set a good example for your kids (right?), but you can also give them a chance to cast their own ballot during Stamford Museum and Nature Center’s Fall Break Out Day in early November. Visitors can vote for their favorite animals on Heckscher Farm, say hello to the candidates, and enjoy a variety of other outdoor activities.

19. Enjoy a Thanksgiving Parade
Celebrate Thanksgiving a few days early at the UBS Parade Spectacular in Downtown Stamford, one of the largest helium balloon parades in the country. And don’t miss the Giant Balloon Inflation Party the night before. Check our calendar for details on these events.

lorax float
radio city christmas 20. See the Radio City Christmas Spectacular!
Kick off the holiday season with a trip into Manhattan to see the Radio City Christmas Spectacular, starring those kickline-loving Rockettes in their holiday best. The show typically opens in early November and runs through the end of December. Get details on this and other holiday shows in the city.   



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Your Season-by-Season Guide to Fun in the New York City Area
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Top 20 Things to Do in Fall in New York City
Top 20 Things to Do in Fall in Fairfield County, CT

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Local Fall Activities Sponsors

Howe Caverns Adventure Park
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Howes Cave, NY
518-296-8900
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Silverman's Farm
451 Sport Hill Road
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203-261-3306
Pick your own apples at Silverman's Farm. Weekend ...

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203-869-5272
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