Trumbull Christmas 2025

What to Expect This Christmas in Trumbull!

Discover the best holiday events in Trumbull with our detailed guide. Whether you're rediscovering your city or visiting for the first time, our guide highlights the best of Trumbull's holidays. One of the most magical experiences during this festive season is the 16th Annual Greenwich Reindeer Festival & Santa's Workshop, where families can meet Santa and his reindeer, creating lasting memories. Another delightful highlight is Santa's Wonderland at Bass Pro, where visitors can enjoy stunning holiday displays and unique shopping experiences. And the Night of Lights Merry Christmas Hayride is something you definitely don't want to miss, offering a cozy ride through beautifully illuminated displays. See more details on these and other fun events and activities below!

Find the best Christmas events in Trumbull this year!

Trumbull Christmas Events

Trumbull Christmas Light Displays (1)

Trumbull Christmas Stroll in Trumbull

Details

📍 Trumbull, CT, US

(0.9 mi from Trumbull)

Trumbull Christmas Stroll

Dazzling holiday light displays at Twin Brooks Park

When

Sunday, December 15, 2024

Event Details

📷 Photo Friendly: 📷📷📷📷📷

💰 Budget: FREE

🎄 Family Friendly: 🎄🎄🎄🎄🎄

⚡ Energy: Low

Event Description

Wander through Twin Brooks Park for the Trumbull Christmas Stroll, a festive event featuring dazzling holiday lights and displays. Local vendors offer seasonal treats and crafts, while live music and performances fill the air with cheer. Children can enjoy special activities and a visit from Santa Claus, making it a magical outing for all.

More

holiday_light_displaysfamily_friendlySanta_visitslive_entertainmentfestive_atmosphere

⭐ Best For: Families and couples

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Near Trumbull

Bridgeport Christmas Events

Downtown Cabaret Theatre Holiday Shows in Bridgeport

Bridgeport

Details

Downtown Cabaret Theatre Holiday Shows

Award-winning cabaret theatre with BYOB policy

📷📷📷📷📷 💰 $$ 🎄🎄🎄🎄🎄

📏 4.4 miles from Trumbull

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5th Annual Bridgeport Film Fest in Bridgeport

Bridgeport

Details

5th Annual Bridgeport Film Fest

Diverse film festival with over 100 films and 50% women/POC directors

📷📷📷📷📷 💰 $$ 🎄🎄🎄🎄🎄

📏 4.7 miles from Trumbull

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Stratford Christmas Events

Milford VFW Christmas Craft & Vendor Fair in Milford

Milford

Details

Milford VFW Christmas Craft & Vendor Fair

Local craft and vendor fair with holiday gifts

📷📷📷📷📷 💰 FREE 🎄🎄🎄🎄🎄

📏 6.1 miles from Trumbull

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City Of Milford Balance Christmas Events

Christmas at the Homestead in Stratford

Stratford

Details

Christmas at the Homestead

Historic homestead transformed for holiday cheer

📷📷📷📷📷 💰 $$ 🎄🎄🎄🎄🎄

📏 4.8 miles from Trumbull

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Walnut Beach Tree Lighting in Milford

Milford

Details

Walnut Beach Tree Lighting

Annual tree lighting with Santa at Walnut Beach Arch

📷📷📷📷📷 💰 FREE 🎄🎄🎄🎄🎄

📏 7.1 miles from Trumbull

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Shelton Christmas Events

Shelton Holiday Craft Festival in Shelton

Shelton

Details

Shelton Holiday Craft Festival

Holiday craft festival with artisanal goods

📷📷📷📷📷 💰 $$ 🎄🎄🎄🎄🎄

📏 4.2 miles from Trumbull

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Night of Lights Merry Christmas Hayride in Shelton

Shelton

Details

Night of Lights Merry Christmas Hayride

Magical nighttime hayride through illuminated tree fields.

📷📷📷📷📷 💰 $$ 🎄🎄🎄🎄🎄

📏 5.8 miles from Trumbull

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See all 6 events in Shelton →

Milford Christmas Events

Jay Rowe Holiday Show in Milford

Milford

Details

Jay Rowe Holiday Show

Holiday jazz concert by acclaimed pianist Jay Rowe

📷📷📷📷📷 💰 $$ 🎄🎄🎄🎄🎄

📏 7.5 miles from Trumbull

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Downtown Milford Hall-O-Weekend in Milford

Milford

Details

Downtown Milford Hall-O-Weekend

Annual Halloween event on the Milford Green

📷📷📷📷📷 💰 $$ 🎄🎄🎄🎄🎄

📏 7.5 miles from Trumbull

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Fairfield Christmas Events

Fairfield Holiday Pop-Up Market in Fairfield

Fairfield

Details

Fairfield Holiday Pop-Up Market

10th annual Holiday Pop-Up Market with over 20 local artisans

📷📷📷📷📷 💰 $ 🎄🎄🎄🎄🎄

📏 7.4 miles from Trumbull

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Santa Visits the Holiday Express Train Show in Fairfield

Fairfield

Details

Santa Visits the Holiday Express Train Show

Santa's visit to the Holiday Express Train Show

📷📷📷📷📷 💰 $ 🎄🎄🎄🎄🎄

📏 7.4 miles from Trumbull

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See all 3 events in Fairfield →

West Haven Christmas Events

Orange Connecticut Lighted Tractor Parade in Orange

Orange

Details

Orange Connecticut Lighted Tractor Parade

A parade of uniquely decorated, illuminated tractors

📷📷📷📷📷 💰 FREE 🎄🎄🎄🎄🎄

📏 9.4 miles from Trumbull

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Hanukkah Menorah Lighting Ceremony in West Haven

West Haven

Details

Hanukkah Menorah Lighting Ceremony

Community Hanukkah Menorah Lighting Ceremony

📷📷📷📷📷 💰 FREE 🎄🎄🎄🎄🎄

📏 13.1 miles from Trumbull

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Norwalk Christmas Events

The SoNo Collection Holiday Events in Norwalk

Norwalk

Details

The SoNo Collection Holiday Events

Art collection and pet-friendly spaces

📷📷📷📷📷 💰 $$ 🎄🎄🎄🎄🎄

📏 14.8 miles from Trumbull

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New Haven Christmas Events

City of New Haven Menorah Lighting in New Haven

New Haven

Details

City of New Haven Menorah Lighting

Official City of New Haven Menorah Lighting ceremony

📷📷📷📷📷 💰 FREE 🎄🎄🎄🎄🎄

📏 14.9 miles from Trumbull

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New Haven Symphony Orchestra Holiday Extravaganza in New Haven

New Haven

Details

New Haven Symphony Orchestra Holiday Extravaganza

Festive holiday concert with audience sing-alongs

📷📷📷📷📷 💰 $$ 🎄🎄🎄🎄🎄

📏 15.0 miles from Trumbull

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Danbury Christmas Events

Redding Artisan Holiday Fair in Redding

Redding

Details

Redding Artisan Holiday Fair

Artisan holiday fair with handmade crafts

📷📷📷📷📷 💰 FREE 🎄🎄🎄🎄🎄

📏 11.3 miles from Trumbull

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Newtown United Methodist Church Craft Fair in Newtown

Newtown

Details

Newtown United Methodist Church Craft Fair

Indoor craft fair with 30+ juried artisans

📷📷📷📷📷 💰 FREE 🎄🎄🎄🎄🎄

📏 12.1 miles from Trumbull

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See all 6 events in Danbury →

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Our Process

With 20 years of experience, we use AI technology to build the most comprehensive list of christmas events events.

Our goal is complete coverage—from major festivals to small community celebrations, ensuring you never miss anything happening in your area.

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Last updated: 10/9/2025