Around the Cove.

Dates: Fri Oct 30 - Sat Oct 31, 2026, 11:30pm. The 2025 Granite Theatre cast returns for a two-night fundraiser encore of the cult classic, wi...

Dates: Fri Oct 30 & Sat Oct 31, 2026, 7pm. Actor and Weston resident Daniel Gerroll reads The Tell-Tale Heart and The Masque of the Red Death ...

Dates: Oct 30 - Dec 27, 2026. Goodspeed brings its greatest hit home for the musical's 50th anniversary on the stage where Annie premiered. Wo...

Dates: Sat Oct 31, 2026, 11am-6pm. 50+ vendors of taxidermy, antiques and oddities curated by Oddities' Ryan Matthew Cohn, with tarot, flash t...

Dates: Sat Oct 31, 2026, all day. Free-entry anniversary party in the biergarten with special beer releases, a costume contest, three food tru...

Dates: Fri Oct 31, 2026, 7-10pm. Gothic-elegant Halloween evening inside the renovated Peabody, staged with Grymm Studios. The most distinctiv...

Free monthly community science series on Connecticut's coastal trees.

Rhode Island native and former child star turned Voice finalist celebrates 25 years in music in an intimate seated black-box show. $35 all-in.

Hitchcock classic with a post-show talkback by Hitchcock expert Sid Gottlieb.

Dates: Nov 4, 2026 - Jan 4, 2027. The definitive holiday show, 50 minutes by train. 2026 adds a new tap number ('Ring') and immersive camera t...

Dates: Wed Nov 4, 2026, 6-9:30pm. Annual Stamford Rotary benefit: stand-up comics, cocktails and a light buffet, with proceeds buying portable...

One of the most enduring jazz-fusion groups of the last 50 years at Sacred Heart's intimate downtown Fairfield theater. High-quality touring a...

Museum tasting run with Francos Wine Merchants, a family-owned New Canaan wine shop.

Dates: Nov 5, 2026 - Mar 14, 2027. Sixty paintings from Puerto Rico's landmark museum - El Greco, Rubens, Goya and the iconic Flaming June - t...

PBS host Scott Freiman pulls apart Revolver track by track in the Shubert's cabaret room. A smart night out for Beatles people.

Dates: Nov 5-8, 2026. City-wide open-studios weekend: kickoff art party at the Housatonic Museum of Art, openings at City Lights Gallery, Read...

Red Baraat founder Sunny Jain's percussion-driven project at the university's arts center. High-energy global sound minutes from home.

Guided whiskey tasting with brand ambassadors paired with Frank Pepe's New Haven-style pies in the SM&NC farmhouse. $75-85.

Dates: Fri Nov 6, 2026, 6:30-9pm. Guided ornament-making with a local glass artist at a small Norwalk craft studio.

Dates: Nov 6-22, 2026 (Fri/Sat 7pm, Sat/Sun 2pm matinees; no Sat matinee Nov 7). Broadway on Main's new holiday musical with the theater's 280...

Dates: Sat Nov 7 - Sun Nov 8, 2026, 11am-4pm. Annual fine art and craft fair with 20+ local artisans selling handmade work - holiday shopping ...

Muppet historians Craig Shemin and Karen Falk (Jim Henson Company archivists) plus a screening of The Muppet Movie at Bridgeport's historic Kl...

American Ballet Theatre's junior company - rising dancers from a top-tier company at the Shubert. Rare caliber for Connecticut.

First of a new three-concert Helicon + SM&NC series: NYC period-instrument players perform Corelli in the Great Hall, Henri Bendel's own music...

Dates: Sat Nov 7, 2026, 10am-4pm. A decade-running free celebration bringing about 70 Connecticut authors to the main library for meet-and-gre...

Norwalk's hometown orchestra opens its 24th season with Schumann's Cello Concerto and Tchaikovsky's Symphony No. 5.

Dates: Sat Nov 7, 2026, 5-8pm (public preview Nov 5-7). Center for Contemporary Printmaking's biggest annual fundraiser: silent and live aucti...

Part of Keeler Tavern's free public history series at a c.1780 tavern site.

Stevie Van Zandt returns to FTC for his music-education nonprofit TeachRock. Direct nonprofit tie-in: proceeds support free arts curriculum fo...

The U.S. Army Field Band and Soldiers' Chorus, the night before Veterans Day - free admission and strong community resonance.

Dates: Nov 10-15, 2026. First national tour of the 2025 Broadway musical at the Bushnell - a legit Broadway-week option without going to Manha...

Yale's Pulitzer-winning historian David Blight on the crisis of history, democracy and civic life in America, part of the university's history...

Dates: Wed Nov 11, 2026, 6-7pm. Opening for an exhibition on Merritt Nevitt Oates, a WWI ambulance driver and nurse who settled in Westport, b...

Dates: Tue Nov 11, 2026, 5-6pm. How field biologist George Schaller transformed wildlife science and conservation, and how the Peabody helped ...

Two respected veteran songwriters on one bill - a high-caliber double header that over-delivers for a local venue.

Dates: Nov 12, 2026 - Jan 8, 2027 (free opening reception Thu Nov 12, 6-8pm). Fifth-anniversary group show reuniting artists from the space's ...

CT author Nina Sankovitch on her book about a forgotten figure of the American Revolution.

Free talk with the Autumn Juried Show's juror, who also leads the Center for Contemporary Printmaking.

Dates: Thu Nov 12, 2026, 7-9pm. Fourth annual prize honors Patmeena Sabit's debut novel Good People, with a conversation led by The Yale Revie...

Dates: Nov 13, 2026 - Jan 10, 2027 (Mon-Sat 10-5, Sun 12-5). Eight-week market of handmade jewelry, ceramics, glass and textiles from 175+ loc...

Dates: Fri Nov 13, 2026, 6-8pm. Tavern evening with stout brewed from George Washington's own recipe, plus stories of Westport in the War for ...

First full-dome dance party at the SM&NC planetarium - Taylor Swift hits with lasers, plus Taylor-themed photo ops in the lounge. $20-25.

Dates: Sat Nov 14 - Sun Nov 15, 2026, 9am-3pm. Semi-annual tag sale (memorabilia, antiques, art, books, jewelry) that funds the History Center...

Award-winning blues guitarist with major-label releases headlining a 200-ish seat room - outsized talent for the venue size.

Internationally acclaimed French-Algerian contemporary dance company; the Quick Center brings touring companies of a level Fairfield County ra...

Oscar-nominated actor doing a live music-and-stories evening - a celebrity booking that shows the Playhouse's pull.

Dates: Nov 18-22, 2026. The national tour's CT stop at the historic Shubert. Eight-show holiday run about 35 minutes up the line - an easy fam...

Dates: Nov 19 - Dec 20, 2026, Thu-Sun 11am-4pm. Museum-curated boutique of local artisan goods in the Carriage Barn.

New Orleans-soul and roots-rock bandleader (stage time with Aaron Neville, Gregg Allman, Dr. John) touring behind 'One Step Forward.' $30-40 +...

The best-known act in family music doing a holiday show in downtown Fairfield, steps from downtown shops and restaurants.

A leading progressive-bluegrass act at College Street Music Hall, New Haven's flagship mid-size room.

Dates: Sat Nov 21, Sat Dec 5, 2026 & Sat Jan 9, 2027. Senior-curator tours of the Historical Society's 250-years-of-style exhibition.

Dates: Sun Nov 22, 2026, 12pm (Balloon Inflation Party Sat Nov 21, 3-6pm). The 33rd annual parade - 15 giant helium balloons, marching bands a...

Dates: Nov 22 - Dec 24, 2026. Open-juried show of small works by area artists, sized and priced for gift buying.

The long-running international percussion phenomenon on Thanksgiving eve - a big-ticket touring production in downtown Stamford.

Dates: Nov 27, 2026 - Jan 24, 2027. Holiday exhibit inside a Gilded Age mansion; USA Today has named the mansion's holiday tours among the cou...

Dates: Nov 27 - Dec 24, 2026. Town tradition at a family-owned nursery, with live reindeer and Santa photos; a portion of every photo goes to ...

A holiday-season kickoff concert with a known guitarist.

Dates: Sun Nov 29, 2026, 10am-2pm. Free Fairfield Chamber of Commerce event that opens the downtown holiday season; drives foot traffic to Pos...

Dates: Nov 29 & 30, 2026, 7:30pm. Two farewell-tour nights with a folk legend, one with the Ridgefield Symphony Orchestra - the Playhouse book...

Midday talk on the 1777 Battle of Ridgefield, the only inland battle fought on Connecticut soil.

Dates: Wed Dec 2, 2026, 4-8pm. Free evening market with 30+ local vendors - hand knits, jewelry, candles, woodwork, pet gifts - plus adult bev...

The city's big ceremony on the lower Green with music, performances and amusement rides, presented with WTNH. Worth-the-trip holiday kickoff.

A long-running local holiday tradition performed by the university's own students - community-rooted and free or low cost.

Dates: Fri Dec 4 - Sat Dec 5, 2026. The Ridgefield Chamber of Commerce's downtown holiday weekend - shops, restaurants and decorations along M...

Dates: Fri Dec 4, 5:30-8:30pm + Sat Dec 5, 10am-3pm, 2026. Chamber of Commerce's 22-year downtown tradition, explicitly New Canaan's answer to...

Dates: Dec 4 - Dec 24, 2026. RAC's curated gift show of well-crafted, reasonably priced items by member artists.

Nationally touring roots trio with a devoted fanbase; a strong December weekend headliner.

Dates: Sat Dec 5 & Sat Dec 12, 2026, 11:30am-2pm. Festive afternoon tea (scones, tea sandwiches, Harney & Sons teas) plus a fireside Santa vis...

Dates: Sat Dec 5, 2026, 4-8pm. SoNo street party with 25+ vendors, a carousel, trackless train and stilt walkers; holiday characters rappel do...

Grammy-winning fiddler Mark O'Connor's signature holiday program - a top-tier touring Christmas show that stops in Fairfield.

Stamford Downtown's signature holiday kickoff: Santa rappels 22 stories down Landmark Square, then leads a procession to the tree lighting in ...

Grammy-winning string band's holiday show - a distinctive seasonal pick beyond the usual Nutcracker circuit.

Westport Library's Verso University visits CCP for a guided tour of current exhibitions plus a live stone lithography demonstration. Advance t...

Grammy-winning 'Jimi Hendrix of the violin' and her Celtic Christmas show at Bridgeport's historic 1,400-seat Klein.

Dates: Dec 11-13, 2026. New Haven Ballet's annual Nutcracker starring New York City Ballet principals Sara Adams and Victor Abreu - a regional...

A benefit reading of Dickens performed inside one of the county's most beautiful historic libraries - a beloved Southport nonprofit institutio...

Dates: Dec 12-13, 2026 (incl. sensory-friendly show Dec 13, 1pm). Local pre-professional Nutcracker with a dedicated sensory-friendly performa...

Dates: Dec 12-20, 2026. Holiday mystery mashup at the Tony-winning Westport Country Playhouse - the county's flagship stage and its main holid...

Dates: Dec 12-13, 2026. Connecticut's own professional ballet company's annual production.

Theater-leaning live act that regularly sells out CT rooms; a festive pre-Christmas Saturday option.

A genuine NYE headline option inside the county - Go-Go's frontwoman ringing in the new year locally.

London's National Theatre production (Clifford Odets, dir. Sam Yates) screened locally - serious theater at cinema prices in a quiet January w...

Dates: Jan 22-23, 2027. The 30th-anniversary production of the Irish-dance phenomenon - the largest-scale January touring show within an hour ...

The Met's live cinema broadcast series - a full opera matinee in Fairfield for the price of a movie ticket.

Nat Geo's touring explorer-speaker series.

A staged work built around Met Opera bass-baritone Ryan Speedo Green's life story, produced for the Global Theatre Performance Series. Prestig...

NEA Jazz Master and three-time Grammy winner plus a Grammy-winning pianist, performing in an intimate art gallery.

Dates: Sun Jan 31, 2027, 11am & 2pm. Stage adaptation of the classic picture book with two matinees.

Dates: Select weekend dates, Jan-Mar 2027. Winter 'safari on the Sound' to see harbor and grey seals around the Norwalk Islands with aquarium ...