What to Expect This Christmas in Guilford!
Experience the top holiday highlights in Guilford! Our guide showcases all the must-see events. From Guilford natives to wandering souls, our guide is your key to holiday magic. Popular Events: The Guilford Holiday Fest invites families to enjoy an array of seasonal activities, including festive crafts and local vendors. Another delightful event features artisans showcasing unique gifts at the Waterbury Holiday Craft Fair, perfect for finding that special something. And the Stonington Holiday Stroll & Marketplace is something you definitely don't want to miss, offering charming walks through beautifully decorated streets with seasonal treats and merriment. See more details on these and other fun events and activities below!
Find the best Christmas events in Guilford this year!
Top Christmas Events In and Around Guilford
- Holiday Expo at Guilford Art Center
- Essex Steam Train Holiday Train Rides (Essex)
- Henry Whitfield State Museum Events
- Railroad Museum of Long Island Holiday Open Houses (Greenport)
- Santa's Christmas Tree Farm LI (Cutchogue)
- Franciscan Christmas Fair (Meriden)
- Wadsworth Mansion Holiday Bazaar (Middletown)
- Magic of Middletown Tree Lighting Ceremony (Middletown)
- Visit Santa at The Shore Line Trolley Museum (East Haven)
- Macaulay Culkin and A Screening of Home Alone (Wallingford)
🎃 Explore all 10+ featured events below!
Guilford Christmas Events
Guilford Christmas Markets and Shopping (1)
When
Friday, November 1, 2024
Event Details
Event Description
Discover a festive holiday shopping experience at Guilford Art Center's annual Holiday Expo. Browse unique, handcrafted gifts from hundreds of American artists, featuring jewelry, ceramics, fiber art, glass, and more. Support local artisans and the center's community programs while finding the perfect present.
MoreGuilford Other Christmas Activities (4)
Event Details
Event Description
All aboard for a magical holiday adventure on the Essex Steam Train! This festive excursion offers a charming journey through the picturesque Connecticut River Valley, all while enveloped in the spirit of the season. Experience the nostalgia and wonder of a vintage steam train adorned for the holidays, creating unforgettable memories for all ages.
More
When
Saturday, May 17, 2025
Event Details
Event Description
Step back in time at the Henry Whitfield State Museum, Connecticut's oldest house, offering a year-round calendar of engaging events. Explore historical exhibits, witness archaeological digs, and participate in hands-on workshops. From woodworking demonstrations to cultural performances and nature-focused activities, there's something for everyone to discover.
More
When
Saturday, December 6, 2025
Event Details
Event Description
Experience the magic of the holidays at the Railroad Museum of Long Island's special open houses. Explore a gigantic historic Lionel train layout with continuous operation, ride the famous NY World's Fair G-16 park train, and immerse yourself in interactive train yard exhibits. Discover Long Island's rich railroading history through extensive collections and engaging displays.
More
When
Saturday, November 1, 2025
Event Details
Event Description
Experience the magic of Christmas at Santa's Christmas Tree Farm LI, a beloved family destination. Visitors can choose and cut their own Christmas tree from extensive grounds, enjoy festive activities like ice skating, pony rides, and bouncy houses, and explore a charming Christmas village filled with unique gifts and decorations. Indulge in seasonal treats, including hot chocolate, donuts, and mulled wine for adults.
MoreNear Guilford
Branford Christmas Events
East Haven Christmas Events
North Haven Christmas Events
New Haven Christmas Events
West Haven Christmas Events
Meriden Christmas Events
Middletown Christmas Events
Milford Christmas Events
City Of Milford Balance Christmas Events
Shelton Christmas Events
View Our Interactive Map for More Events Around Guilford
Discover thousands of christmas events across the country
Explore Other Cities
Find events in different locations
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.
Learn More About Our Process