31 Connecticut Events to Enjoy in October 2021

Updated: Oct 4, 2021

Here is a list of daily events and experiences taking place in Connecticut throughout the month of October.



October 1: Crossing Delancey

Stamford


Set in New York’s Lower East side, this one-of-a-kind romantic comedy play will welcome audiences at the Dressing Room Theatre.


October 2: Atmospheric Landscapes In-Studio Workshop

Rowayton


Learn techniques to create striking paintings that capture the beauty of natural landscapes.


October 3: Fall Family Fest Sundays

Stamford


Celebrate the fall season with this weekly event that features attractions and programming for the whole family.


October 4: Minks to Sinks Sale

Wilton


Discover great finds at Minks to Sinks—from furniture and decor to clothing and jewelry at markdown prices.


October 5: Kismet Performs Live at Villa Italia

Stamford


Part of a diverse lineup of live acts at Villa Italia, the band will perform while you indulge in delicious Italian food.


October 6: Envisioning Space: Architecture through the Ages

Norwalk


This exhibit features artists’ interpretations of evolving architecture.


October 7: Restorative Yoga Class

Darien


Relax and release while performing guided deep-breathing exercises in the stunning Salt Cave of Darien.


October 8: Sheryl Crow Live

Westport


The Grammy-winning music icon will perform hits like “Soak up the Sun” and “All I Wanna Do” at the Levitt Pavilion.


October 9: Fall Family Festival

Greenwich


Perfect for the whole family, the festival offers music, vendors, and plenty of activities on the picturesque grounds of the Greenwich Historical Society.


October 10: Westport Dog Festival

Westport

Expected to attract over 1,000 dogs, this festival features competitions, obstacle courses, frisbee games, acrobatic shows, and more.


Wilton - Scarecrow Fest
Wilton's "Scarecrow Fest" Will Take Place Oct. 16

October 11: Not By the Book

Greenwich


The Flinn Gallery’s newest exhibition highlights four artists whose work celebrates the beauty and materiality of books.


October 12: Standing & Seated Yoga Practice

New Canaan


Enjoy a morning of mindfulness in nature with an outdoor yoga practice, hosted by the New Canaan Land Trust.


October 13: Knit Wits

Stratford


Join the Stratford Library’s knitting and crochet program to make friends, get tips, and share ideas for projects.


October 14: Head Over Heels

Danbury


Western Connecticut State University’s Theatre Arts department will debut this musical comedy about a royal family.


October 15: Music at MoCA: The Figgs

Westport


The beloved rock band will perform songs from their 25-year career as part of the museum’s live music series.


October 16: Scarecrow Fest

Wilton


The Wilton Center will be decorated with one-of-a-kind scarecrows designed by local residents.


October 17: Musicians from Marlboro in Concert

Greenwich


Celebrating its 57th season, the touring program will perform a special, one-night concert at the Greenwich Library.


October 18: E.T. Grab'n'go Movie Kits

Stratford


The Stratford Library is offering movie kits with everything the family could need to enjoy the classic Spielberg movie.


October 19: Greenhouse Group Fall Gardening Workshop

Darien

Sharpen your gardening skills at this engaging workshop hosted by the Darien Community Association.


October 20: Cat & Nat Reunion Tour

Ridgefield


Back by popular demand, the comedic mom duo will entertain audiences at the Ridgefield Playhouse with engaging monologues.



October 21: Suzanne Vega: An Evening of NY Songs and Stories

Ridgefield


The singer/songwriter will perform songs from her career-spanning live album at the Ridgefield Playhouse.


October 22: Mavis Staples at the Wall Street Theater

Norwalk


The acclaimed R&B and gospel singer will thrill audiences with her talents during this one-night engagement.


October 23: Oktoberfest

Rowayton


Returning for its eighth year, the fundraising event features an array of German food, brews, and plenty of live music and dancing.


October 24: Chazz Palminteri: A Bronx Tale

Ridgefield


See the iconic one-man show, which is based on a book and hit film that was also turned into a major Broadway musical.


October 25: Scary Stories to Tell in the Dark

Darien

Join Darien Library’s librarians for an evening of spooky stories on the front lawn of the Bates-Scofield House Museum.


October 26: Author Elizabeth Strout in Conversation Darien

The engagement will feature a Q&A with Pulitzer Prize-winning author Elizabeth Strout, who will detail the process behind her latest book, Oh William!


October 27: Panic in Connecticut Westport


This one-woman show sheds light on the society that condemned “witches” in CT 30 years before the Salem trials.


October 28: Gilbert Gottfried Live

Norwalk Easily one of the most recognizable voices in comedy, Gottfried will enthrall audiences at the Wall Street Theater.


October 29: New Canaan Chamber Music Fall Concert

New Canaan

Acclaimed pianist and New Canaan local Andrew Armstrong will perform alongside violinist James Ehnes.


October 30: The Monsters Ball

Rowayton


Enjoy a costume contest, live music, and more, in support of the Rowayton Historical Society’s new

Maritime Museum.


October 31: Sunday Farm Market

Stamford


The market showcases fresh produce from local farmers each Sunday at the Stamford Museum & Nature Center.

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