Seasonal & Holidays
Santa Claus Is Coming To Monroe! Here’s Where To See The Jolly Man In Red
Santa season is here! Find out when and where to meet St. Nick before he heads back to the North Pole.
You better watch out, you better not pout — Santa Claus is coming to town! St. Nick is heading our way this season and he’s ready to wave, visit and snap photos with local families. Get those wish lists ready, stay on the nice list and check out where you can see the jolly man in red in and around Monroe.
Please note: Event dates and details are subject to change or cancellation. Be sure to check with each venue in advance, as tickets or reservations may be required.
Santa Visits Monroe Social
📅 When: Wednesday, Dec. 17 | 6:30–8:30 PM
📍 Where: Monroe Social | 494 Main St., Monroe, CT
🔗 More info.
Find out what's happening in Monroefor free with the latest updates from Patch.
Next Stop: Santa! (Tickets Required)
📅 When: Select dates Nov. 28 – Dec. 21, 2025 (see website) | 11 AM–5 PM
📍 Where: The Shore Line Trolley Museum | 17 River St., East Haven, CT
🔗 More info.
Greenwich Reindeer Festival & Santa’s Workshop
📅 When: Nov. 28–Dec. 24 (Closed Sundays) | Monday–Friday 12–6 PM, Saturday 9 AM–6 PM, Christmas Eve 9 AM–3 PM
📍 Where: Sam Bridge Nursery & Greenhouses | 437 North St., Greenwich, CT
🔗 More info.
Find out what's happening in Monroefor free with the latest updates from Patch.
40th Annual Holiday Festival Santa’s Firetruck Visit (Tickets Required)
📅 When: Dec. 7 | 9 AM–4 PM
📍 Where: Trinity Episcopal Church | 36 Main St., Newtown, CT
🔗 More info.
Night of Lights Merry Christmas Hayride (Tickets Required)
📅 When: Nov. 29–Dec. 21 (on select nights) | 5–8 PM (times vary on select nights, closed Monday–Tuesday, see website)
📍 Where: Fairview Tree Farm | 2 Sawmill City Rd., Shelton, CT
🔗 More info.
Photos with Santa at Connecticut Post Mall
📅 When: Nov. 28–Dec. 24 | Hours vary (see website)
📍 Where: Connecticut Post Mall | 1201 Boston Post Rd., Milford, CT
🔗 More info.
First Gift Express (Tickets Required)
📅 When: Saturdays & Sundays, Dec. 6–7, 13–14, 21–22 | Departs at 2 PM, 3:30 PM, 5 PM, 6:30 PM & 8 PM
📍 Where: Danbury Railway Museum | 120 White St., Danbury, CT
🔗 More info.
Happy holidays — and may all your Santa sightings be merry and magical.
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