Fireworks throughout the summer!
Craft EXPO, Guilford
July 18-20, 2025
www.guilfordartcenter.org
Orange Volunteer Firemen’s Carnival, Orange
July 31-August 3, 2025
www.orangevfd.com
Annual Potato and Corn Festival, North Branford
August 1-3, 2025
www.nbpotatofest.com
Annual Shoreline Jewish Festival, Guilford
August 10, 2025
www.shorelinejewishfestival.com
Elm Shakespeare Company in the Park
August 13-31 7:30 p.m, No Mondays
www.elmshakespeare.org
Black Wall Street
August 16, 2025
www.bwsfestival.com
Milford Oyster Festival, Milford
August 15 & 16, 2025
www.milfordoysterfestival.com
Fair on the Half Shell
August 16, 2025
Website (temporary event listing)
Odyssey: A Greek Festival, Orange
August 29-September 1, 2025
www.saintbarbara.org
Annual Faxon Law New Haven Road Race, New Haven
September 1, 2025
www.newhavenroadrace.org
North Haven Fair, North Haven
September 4-7, 2025
www.northhaven-fair.com
East Haven Fall Festival
September 5-7, 2025
www.facebook.com/EHFallFest
Closer to Free Ride
September 6, 2025
www.rideclosertofree.org
CT Folk Fest & Green Expo
September 6, 2025
www.ctfolk.org
New Haven Cocktail Week
September 7-13, 2025
www.newhavencocktailweek.com
New Haven Grand Prix & Apizza Feast
September 12, 2025
www.newhavengp.com
The Guilford Fair
September 19-21, 2025
www.guilfordfair.org
Orange Country Fair
September 20 & 21, 2025
www.orangectfair.com
Odyssey: A Greek Festival, Orange
August 29-September 1, 2025
saintbarbara.org
Annual Faxon Law New Haven Road Race, New Haven
September 1, 2025
newhavenroadrace.org
North Haven Fair, North Haven
September 4-7, 2025
northhaven-fair.com
East Haven Fall Festival
September 5-7, 2025
facebook.com/EHFallFest
CT Folk Fest & Green Expo
September 6, 2025
ctfolk.org
Closer to Free Ride
September 6, 2025
rideclosertofree.org
New Haven Cocktail Week
September 7-13, 2025
newhavencocktailweek.com
New Haven Grand Prix & Apizza Feast
September 12, 2025
newhavengp.com
The Guilford Fair
September 19-21, 2025
guilfordfair.org
Orange Country Fair
September 20 & 21, 2025
orangectfair.com
Celebrate Wallingford
October 4-5, 2025
wallingfordcenterinc.com
Downtown Milford Business Association Annual Wine Trail
October 4, 2025
downtownmilfordct.com
Bethany Harvest Festival
October 5, 2025
facebook.com/BethanyHarvestFestival
New Haven Chalk Art Festival
October 11, 2025
theshopsatyale.com
Trail of Terror in Wallingford
Through October (weekends)
trailofterror.com
Fall Festival at The Big Red Barn
Open daily through November 1
bishopsorchards.com
Trail of Terror in Wallingford
Through October (weekends)
trailofterror.com
Fall Festival at The Big Red Barn
Open daily through November 3
bishopsorchards.com
Evidence of Evil Haunted Attraction
Through October (weekends)
lymanorchards.com
New Haven Ghost Tour
Ongoing Friday & Saturday
ghostsofnewhaven.com
The Rocky Horror Picture Show
October
shubert.com
Free Family Fun Day
October
shubert.com
Haunted Trolley FINAL STOP: Murder on the Rails
Weekends in October
thehauntedtrolley.com
Pumpkin Patch at the Shore Line Trolley Museum
Weekends in October
Website
TBA Holidays at the Big Red Barn at Bishop’s Orchards
TBA Guilford Art Center Holiday Expo
TBA Christmas in Africa at the McGivney Center
TBA Away in a Manger: The Creation of Nativity Scenes at the McGivney Center
Friday after Thanksgiving through December Fantasy of Lights at Lighthouse Point Park
TBA Annual Craft Fair at the JCC
Friday after Thanksgiving through December Festival of Silver Lights & Tree Lighting in Meriden
TBA Storytelling & Selfies with Santa & Mrs. Claus
TBA (weekends) Ice Carving Competition & A Cappella Concert at The Shops at Yale
TBA Milford Christmas Market & Tree Lighting 2024
TBA Annual Branford Tree Lighting & Parade on the Green
TBA East Haven Chamber Annual Tree Lighting on the Green
TBA West Haven Christmas Tree Lighting on the Green
TBA New Haven Tree Lighting on the Green
TBA Holiday Village on the New Haven Green
TBA Madison Holiday Tree Lighting
TBA Firelight Festival at Henry Whitfield House State Museum
TBA Wallingford Holiday Stroll
TBA North Branford Annual Tree Lighting & Festivities
TBA Orange Holiday Festival with the Lighted Tractor Parade and Tree Lighting
TBA Wallingford Seasons of Celebration
TBA Worth Tasting Holiday Food Tour
12/13/2025 North Haven Tree Lighting
TBA Walnut Beach Tree Lighting
TBA Branford’s Shop, Sip & Stroll
TBA Ladies Holiday Shopping Night Out in Madison
TBA New Haven Ballet Presents the Nutcracker
TBA NHSO: Holiday Extravaganza
TBA NHSO: Caroling, Caroling
TBA New Haven Menorah Lighting on the Green
TBA Light Up Orange – A Chanukah Celebration
TBA Guilford Fire & Ice Chanukah
TBA Menorah Parade & Milford Lighting
TBA North Haven Menorah Lighting on the Green
TBA West Haven Hanukkah Menorah Lighting Ceremony on the Green
TBA Chanukah Concert at the Blackstone Library, Branford
TBA Guilford Rotary Frosty 5k Run
TBA Grand Menorah Lighting and Celebration at the Stop & Shop in Hamden
CT Winter Wine Trail
January-March
www.ctwine.com
Eagle Watches on the Connecticut River from the Audubon Shop, Madison
February
www.theaudubonshop.com
Walter Camp Weekend, New Haven
Mid March
www.waltercamp.org
St. Patrick’s Day Parade, Milford
March 15, 2025
Details
St. Patrick’s Day Parade, New Haven
March 16, 2025
www.stpatricksdayparade.org
New Haven Spring Restaurant Week
April 6-11, 2025
www.infonewhaven.com/dining/nhrwinfo/
Cherry Blossom Festival, New Haven
The 2025 festival is canceled due to a rainy forecast. We’ll see you next year on April 12, 2026
www.historicwoostersquare.org
Annual Meriden Daffodil Festival
May 3 & 4, 2025
www.daffodilfest.com
Freddy Fixer Parade, New Haven
June 1, 2025
www.elmcityfreddyfixerparade.com
Pirate’s Day, Milford
June 8, 2025
www.downtownmilfordct.com
International Festival of Arts & Ideas, New Haven
June 14-28, 2025
www.artidea.org
Connecticut Open House Day
June 7, 2025
www.ctvisit.com
Branford Festival
June 13-15, 2025
www.branfordfestival.com
Branford Road Race
June 15, 2025
www.branfordroadrace.com
Fireworks throughout the summer!
Annual Shoreline Jewish Festival, Guilford
Mid July
www.shorelinejewishfestival.com
Craft EXPO, Guilford
July 18-20, 2025
www.guilfordartcenter.org
Orange Volunteer Firemen’s Carnival, Orange
July 31-August 3, 2025
www.orangevfd.com
Annual Potato and Corn Festival, North Branford
August 1-3, 2025
www.nbpotatofest.com
Black Wall Street
Mid August
www.bwsfestival.com
Elm Shakespeare Company in the Park
Mid August 7:30 p.m, No Mondays
www.elmshakespeare.org
Milford Oyster Festival, Milford
August 15 & 16, 2025
www.milfordoysterfestival.com
Odyssey: A Greek Festival, Orange
August 28-September 1, 2025
www.saintbarbara.org
Annual Faxon Law New Haven Road Race, New Haven
September 1, 2025
www.newhavenroadrace.org
North Haven Fair, North Haven
Early September
www.northhaven-fair.com
East Haven Fall Festival
Early September
www.facebook.com/EHFallFest
Closer to Free Ride
Early September
www.rideclosertofree.org
Odyssey: A Greek Festival, Orange
August 29-September 1, 2025
saintbarbara.org
Annual Faxon Law New Haven Road Race, New Haven
September 1, 2025
newhavenroadrace.org
North Haven Fair, North Haven
September 4-7, 2025
northhaven-fair.com
East Haven Fall Festival
September 5-7, 2025
facebook.com/EHFallFest
CT Folk Fest & Green Expo
September 6, 2025
ctfolk.org
Closer to Free Ride
September 6, 2025
rideclosertofree.org
New Haven Cocktail Week
September 7-13, 2025
newhavencocktailweek.com
New Haven Grand Prix & Apizza Feast
September 12, 2025
newhavengp.com
The Guilford Fair
September 19-21, 2025
guilfordfair.org
Orange Country Fair
September 20 & 21, 2025
orangectfair.com
Celebrate Wallingford
October 4-5, 2025
wallingfordcenterinc.com
Downtown Milford Business Association Annual Wine Trail
October 4, 2025
downtownmilfordct.com
Bethany Harvest Festival
October 5, 2025
facebook.com/BethanyHarvestFestival
New Haven Chalk Art Festival
October 11, 2025
theshopsatyale.com
Trail of Terror in Wallingford
Through October (weekends)
trailofterror.com
Fall Festival at The Big Red Barn
Open daily through November 1
bishopsorchards.com
Trail of Terror in Wallingford
Through October (weekends)
trailofterror.com
Fall Festival at The Big Red Barn
Open daily through November 3
bishopsorchards.com
Evidence of Evil Haunted Attraction
Through October (weekends)
lymanorchards.com
New Haven Ghost Tour
Ongoing Friday & Saturday
ghostsofnewhaven.com
The Rocky Horror Picture Show
October
shubert.com
Free Family Fun Day
October
shubert.com
Haunted Trolley FINAL STOP: Murder on the Rails
Weekends in October
thehauntedtrolley.com
Pumpkin Patch at the Shore Line Trolley Museum
Weekends in October
Website
TBA Holidays at the Big Red Barn at Bishop’s Orchards
TBA Guilford Art Center Holiday Expo
TBA Christmas in Africa at the McGivney Center
TBA Away in a Manger: The Creation of Nativity Scenes at the McGivney Center
Friday after Thanksgiving through December Fantasy of Lights at Lighthouse Point Park
TBA Annual Craft Fair at the JCC
Friday after Thanksgiving through December Festival of Silver Lights & Tree Lighting in Meriden
TBA Storytelling & Selfies with Santa & Mrs. Claus
TBA (weekends) Ice Carving Competition & A Cappella Concert at The Shops at Yale
TBA Milford Christmas Market & Tree Lighting 2024
TBA Annual Branford Tree Lighting & Parade on the Green
TBA East Haven Chamber Annual Tree Lighting on the Green
TBA West Haven Christmas Tree Lighting on the Green
TBA New Haven Tree Lighting on the Green
TBA Holiday Village on the New Haven Green
TBA Madison Holiday Tree Lighting
TBA Firelight Festival at Henry Whitfield House State Museum
TBA Wallingford Holiday Stroll
TBA North Branford Annual Tree Lighting & Festivities
TBA Orange Holiday Festival with the Lighted Tractor Parade and Tree Lighting
TBA Wallingford Seasons of Celebration
TBA Worth Tasting Holiday Food Tour
12/13/2025 North Haven Tree Lighting
TBA Walnut Beach Tree Lighting
TBA Branford’s Shop, Sip & Stroll
TBA Ladies Holiday Shopping Night Out in Madison
TBA New Haven Ballet Presents the Nutcracker
TBA NHSO: Holiday Extravaganza
TBA NHSO: Caroling, Caroling
TBA New Haven Menorah Lighting on the Green
TBA Light Up Orange – A Chanukah Celebration
TBA Guilford Fire & Ice Chanukah
TBA Menorah Parade & Milford Lighting
TBA North Haven Menorah Lighting on the Green
TBA West Haven Hanukkah Menorah Lighting Ceremony on the Green
TBA Chanukah Concert at the Blackstone Library, Branford
TBA Guilford Rotary Frosty 5k Run
TBA Grand Menorah Lighting and Celebration at the Stop & Shop in Hamden
CT Winter Wine Trail
January-March
www.ctwine.com
Eagle Watches on the Connecticut River from the Audubon Shop, Madison
February
www.theaudubonshop.com
Walter Camp Weekend, New Haven
Mid March
www.waltercamp.org
St. Patrick’s Day Parade, Milford
March 15, 2025
Details
St. Patrick’s Day Parade, New Haven
March 16, 2025
www.stpatricksdayparade.org
New Haven Spring Restaurant Week
April 6-11, 2025
www.infonewhaven.com/dining/nhrwinfo/
Cherry Blossom Festival, New Haven
April 6, 2025 – The 2025 festival is canceled due to a rainy forecast. We’ll see you next year on April 12, 2026
www.historicwoostersquare.org
Annual Meriden Daffodil Festival
May 3 & 4, 2025
www.daffodilfest.com
Freddy Fixer Parade, New Haven
Early June
www.elmcityfreddyfixerparade.com
Pirate’s Day, Milford
Early June
www.downtownmilfordct.com
International Festival of Arts & Ideas, New Haven
June 14-28, 2025
www.artidea.org
Connecticut Open House Day
June 7, 2025
www.ctvisit.com
Branford Festival
June 13-15, 2025
www.branfordfestival.com
Branford Road Race
June 15, 2025
www.branfordroadrace.com