Upcoming Events in New Haven County, CT

Event range: Oct 15, 2026 to Oct 26, 2026 || Curated on: Oct 15, 2026 || Oct 15–26, 2026

Thursday, October 15, 2026

  • Journalists' Conversation: The Cold War in Latin America2026-Oct-153:30–4:30 PMLuce Hall, 34 Hillhouse Ave, New HavenJournalists draw on decades of reporting to discuss the Cold War's enduring influence on Latin America.
  • Komedy? at Koffee?2026-Oct-156:30–8:00 PMKoffee?, 104 Audubon St, New HavenStand-up comedy meets coffee at the Audubon Street cafe; doors open at 6.
  • My Hero Academia in Concert2026-Oct-157:30 PMToyota Oakdale Theatre, 95 South Turnpike Rd, WallingfordMy Hero Academia anime music performed live with a full orchestra.
  • Sylvan Esso2026-Oct-158:00 PMCollege Street Music Hall, 238 College St, New HavenElectronic-pop duo brings intimate vocals and inventive beats; June McDoom opens, doors at 7.
  • The Son of the Sheik: Centennial Screening2026-Oct-157:00–8:30 PMHumanities Quadrangle, Yale, New HavenYale Film Archive screens Valentino's 1926 silent romance on 16mm with live accompaniment.
  • Machinal2026-Oct-15 and 2026-Oct-168:00 PMYale Repertory Theatre, 1120 Chapel St, New HavenSophie Treadwell's expressionistic drama about a woman trapped in a masculine hellscape, inspired by a 1920s murder case; runs through Oct 16.
  • August Wilson's Ma Rainey's Black Bottom2026-Oct-15 to 2026-Oct-24Yale Repertory Theatre, 1120 Chapel St, New HavenAugust Wilson's 1927 Chicago recording-session drama returns to Yale Rep more than 40 years after its world premiere on the same stage.
  • Bishop's Fall Festival2026-Oct-15 to 2026-Oct-2610:00 AM–5:00 PMBishop's Main Orchard, 480 New England Rd, GuilfordDaily fall festival with apple picking, corn maze, wagon rides, pumpkin patch and the cider hut; 10am–5pm.

Friday, October 16, 2026

  • Foghat2026-Oct-16Toad's Place, 300 York St, New HavenClassic-rock veterans of 'Slow Ride' fame at New Haven's storied club.
  • Harugari Frikadellen Friday Dinner2026-Oct-16Doors 6:00 PM; dinner 7:00 PMHarugari German-American Club, West HavenTraditional German frikadellen dinner and game night; reservations requested by Thursday.
  • Michael Carbonaro: Wonderboy2026-Oct-167:00 PMShubert Theatre, 247 College St, New HavenComedian and magician Michael Carbonaro performs his Wonderboy tour.
  • Revolutionary Haven: Myths of America2026-Oct-167:30 PMBlake Street Center, New HavenA Broken Umbrella Theatre revisits New Haven in 1776 in a work-in-progress preview for the nation's 250th; more dates to come.
  • The Number Twelve Looks Like You2026-Oct-16Space Ballroom, 295 Treadwell St, HamdenMetalcore outfit at the Hamden venue.
  • The Rocky Horror Picture Show: Original Cast Spooktacular2026-Oct-168:00 PMPalace Theater, 100 East Main St, WaterburyOriginal-cast spooktacular of the cult classic with Barry Bostwick; $35 and up.
  • The Haunted Trolley: In Search of Sasquatch2026-Oct-16 and 2026-Oct-17 and 2026-Oct-18 and 2026-Oct-23 and 2026-Oct-24 and 2026-Oct-256:00–9:00 PMShoreline Trolley Museum, 17 River St, East HavenInteractive Halloween trolley ride hunting for Sasquatch, with thrills, theater and comedy; 40 passengers per trip.
  • The New Haven Ghost Tour2026-Oct-16 and 2026-Oct-17 and 2026-Oct-23 and 2026-Oct-247:30 PM1070 Chapel St, New HavenFriday and Saturday guided ghost tour through Grove Street Cemetery and New Haven's haunted history; starting at $25.
  • Trail of Terror2026-Oct-16 and 2026-Oct-17 and 2026-Oct-23 and 2026-Oct-247:00–11:00 PMPNC Park, WallingfordAward-winning outdoor haunted attraction with a 45-minute journey through 3+ acres of spooky scenes; Fridays and Saturdays 7–11pm.
  • Scarecrows on the Green2026-Oct-16 to 2026-Oct-26Branford Green, BranfordCreative scarecrows pop up around Branford's historic Town Green; free.

Saturday, October 17, 2026

  • 5th Annual New Haven Community Baby Shower2026-Oct-17Dixwell Community House (Q House), 197 Dixwell Ave, New HavenCommunity baby shower at the Dixwell Community House.
  • Anthony Rodia2026-Oct-178:00 PMPalace Theater, 100 East Main St, WaterburyStand-up comic and actor brings his tour to Waterbury.
  • Bauer Park Harvest Festival2026-Oct-1711:00 AM–4:00 PMBauer Park, 257 Copse Rd, MadisonOld-fashioned fall celebration with pony and hay rides, hay maze, apple tasting, cider pressing, pumpkin painting and live music; free.
  • Between the Lines: Chris Hedges2026-Oct-172:00–4:00 PMFirst and Summerfield United Methodist Church, 425 College St, New HavenPublic forum with Pulitzer-winning journalist and author Chris Hedges.
  • Bow Wow & Pretty Ricky: Y2K Take Over2026-Oct-178:00 PMToyota Oakdale Theatre, 95 South Turnpike Rd, WallingfordY2K Take Over with Bow Wow and Pretty Ricky.
  • cARTie Fall Festival2026-Oct-1712:00–4:00 PMCentral Patio, 650 Central Ave, New HavenFree fall festival with artist booths, mural painting, live music, food trucks and the eARTi art museum bus.
  • DINK for a Difference Pickleball Tournament2026-Oct-178:30 AM–12:30 PMBittner Park, GuilfordBeginner-plus pickleball tournament benefiting Guilford Meals on Wheels; sign up solo or with a partner.
  • Graveyard Lantern Tour2026-Oct-175:00 PMPoli House, 686 Savin Ave, West HavenLantern-lit seasonal trip through West Haven history; $2 kids, $5 adults.
  • Greater New Haven Heart Walk2026-Oct-179:00 AMLighthouse Point Park, 2 Lighthouse Rd, New HavenAmerican Heart Association walk supporting heart disease and stroke research; walk begins 9:45am.
  • Katie Boyle2026-Oct-178:00 PMCounter Weight Brewing Co, CheshireMusic night at the Cheshire brewery.
  • Sleeping Beauty with Tanglewood Marionettes2026-Oct-172:00–2:45 PMCenter Gym, Woodbridge, WoodbridgeTanglewood Marionettes perform Sleeping Beauty for the library's 100th birthday; cake and juice follow.
  • Stony Creek Quarry Tour2026-Oct-1710:00 AMStony Creek Quarry, BranfordRare guided tour inside the historic granite quarry that produced Branford's pink stone; kids must be 10+.
  • Syd's Book Shack Book Festival & Sale2026-Oct-1710:00 AM–5:00 PMSyd's Book Shack, MadisonThe Madison bookshop celebrates its fourth annual book festival with discounts, raffles, face painting and crafts.
  • Vitamin String Quartet with Girl Named Tom2026-Oct-177:00 PMShubert Theatre, 247 College St, New HavenThe orchestra-pop fusion act performs with The Voice winners Girl Named Tom.
  • Woodbridge Town Library Centennial Gala2026-Oct-177:00–10:00 PMWoodbridge Town Library, WoodbridgeRoaring Twenties-themed centennial gala with food, music and fun; proceeds support library programs; 21+.
  • Yale Glee Club 165th Anniversary Reunion Concert2026-Oct-174:00 PMWoolsey Hall, Yale, New HavenMultiple generations of singers return to Woolsey Hall to mark the ensemble's 165th anniversary.
  • Erector Square Open Studios2026-Oct-17 and 2026-Oct-1812:00–6:00 PMErector Square, New HavenArtists open studios in the sprawling former toy-factory complex with demos, family activities, live music and food trucks.
  • Milford Artisan Market2026-Oct-17 and 2026-Oct-1810:00 AM–4:00 PMMilford Green, Milford170+ artisans on the Milford Green with handmade goods, live music, kids activities and food; 10am–4pm both days.

Sunday, October 18, 2026

  • Broadway & Beyond: New Haven Symphony Orchestra2026-Oct-183:00 PMShelton Intermediate School, 675 Constitution Blvd N, SheltonNHSO chamber ensemble and vocalist Amy Maude Helfer play Broadway, opera and the Great American Songbook; adults $15, youth free.
  • Edgewood Park Day2026-Oct-181:00–4:00 PMEdgewood Park, New HavenCelebrate the park with a horse-drawn carriage tour, climbing wall, crafts and Ranger Harry's animals.
  • Little Big Town2026-Oct-187:30 PMToyota Oakdale Theatre, 95 South Turnpike Rd, WallingfordCountry vocal quartet brings the For The Art Of It tour.
  • Namibia Photographs by Penrhyn and Rod Cook2026-Oct-1812:00–5:00 PMKehler Liddell Gallery, 875 Whalley Ave, New HavenPhotographers Penrhyn and Rod Cook present Namibia images alongside fellow gallery members' work.
  • Skulltastic Book Fair2026-Oct-1812:00–5:00 PMEast Rock Brewing Company, 285 Nicoll St, New HavenWeirdo Wonderland's spooky book fair at the brewery; 21+.
  • The Art of the Draw Animation Film Festival2026-Oct-181:00–4:30 PM10Selden, Woodbridge, WoodbridgeFree festival of 20 award-winning animated shorts from around the world.

Wednesday, October 21, 2026

  • Cannons2026-Oct-21College Street Music Hall, 238 College St, New HavenIndie-electropop act at College Street Music Hall.
  • Ghostbusters In Concert2026-Oct-217:30 PMToyota Oakdale Theatre, 95 South Turnpike Rd, WallingfordThe 1984 classic's score performed live with the film.
  • June McDoom2026-Oct-218:00 PMSpace Ballroom (Front Room), 295 Treadwell St, HamdenSinger-songwriter plays the Front Room.

Thursday, October 22, 2026

Friday, October 23, 2026

  • After2026-Oct-23Space Ballroom, 295 Treadwell St, HamdenLive act at the Hamden venue.
  • Killers of Kill Tony2026-Oct-238:00 PMToyota Oakdale Theatre, 95 South Turnpike Rd, WallingfordComedy showcase from the Kill Tony podcast universe.
  • Mania: The ABBA Tribute2026-Oct-238:00 PMPalace Theater, 100 East Main St, WaterburyHigh-energy ABBA tribute at the Palace Theater.
  • The Michael Jackson HIStory Show2026-Oct-237:00 PMShubert Theatre, 247 College St, New HavenTribute to the King of Pop at the Shubert.
  • The Story So Far2026-Oct-236:30 PMThe Dome at Toyota Oakdale Theatre, 95 South Turnpike Rd, WallingfordPop-punk headliners with The Starting Line and Ultra Q; doors 5:30.
  • Hall-O-Weekend2026-Oct-23 and 2026-Oct-24Fri 6:00–8:30 PM; Sat 10:00 AM–3:00 PMMilford Green / Downtown Milford, MilfordAnnual not-so-scary Halloween celebration: Hocus Pocus screening at the gazebo Friday 6pm, then Fall Fest Saturday with Trick or Trot, trick-or-treat trail, costume parade, vendors and hay maze.

Saturday, October 24, 2026

  • ivri with Ally Nicholas2026-Oct-24Space Ballroom, 295 Treadwell St, Hamdenivri performs with Ally Nicholas at the Hamden venue.
  • New Haven Halloween Bar Crawl2026-Oct-24Secrets, 212 Crown St, New HavenCostume bar crawl through downtown New Haven bars.
  • The Living Tombstone2026-Oct-248:00 PMCollege Street Music Hall, 238 College St, New HavenInternet-born electronic act brings the Multiplayer Tour.

Sunday, October 25, 2026

  • Dana and Alden2026-Oct-25Space Ballroom, 295 Treadwell St, HamdenLive act at the Hamden venue.
  • Falls Hallow Fest: A Perfect Fall Day2026-Oct-2512:00–5:00 PMGazebo on the Green, Milford, MilfordGilmore-Girls-inspired fall festival on the Green with bonfire, live music, craft vendors, pumpkin painting and coffee; 12–5pm.
  • Mid-Autumn Festival / Diwali Mash-Up2026-Oct-251:00–4:00 PMNew Haven Museum, 114 Whitney Ave, New HavenNew Haven Museum's second annual mash-up of Mid-Autumn Festival and Diwali, with mahjong playtime and Yale Rangeela Bollywood-fusion dance; included with admission.
  • Rodrigo y Gabriela2026-Oct-25College Street Music Hall, 238 College St, New HavenMexican acoustic guitar duo at College Street Music Hall.
  • Shubert Free Family Fun Day2026-Oct-2510:00 AM–1:00 PMShubert Theatre, 247 College St, New HavenAnnual free family day: self-guided backstage walking tour with trick-or-treat stations; kids under 12 encouraged to wear costumes (no prop weapons).