Seasonal & Holidays
Santa Claus Is Coming To Milford! Here's Where To Find Him This December
From a brand partner: From festive photo ops to holiday train rides, here's where families can make magical memories with St. Nick.

Santa Claus is making his way through Milford and the surrounding area this holiday season, and there are plenty of opportunities for families to say hello! From festive photo sessions and special holiday meals to a magical train ride with St. Nick, there are several ways to make some memories before the big day.
Whether your little ones have wish lists ready or you're hoping to snap that perfect holiday photo, we've rounded up places to find Santa in and around Milford this December. Several experiences continue into the final days before Christmas, so there's still time to plan a visit!
Please note: Event dates, hours and availability are subject to change. Check with organizers before visiting, as reservations or tickets may be required.
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Photos With Santa At Connecticut Post Mall
When: Daily through Thursday, Dec. 24; hours vary
Where: Connecticut Post Mall, 1201 Boston Post Road, Milford
More info: View Santa's schedule and event details
Santa is settling in at Connecticut Post Mall for the holiday season, and families can visit him through Christmas Eve. This year's photo experience features a Polar Express theme, giving children a festive setting to share their wish lists and pose for holiday pictures. Reservations are recommended, but walk-ins are welcome as time allows. Check the mall's website for daily hours, photo packages and pricing before visiting.
Find out what's happening in Milfordfor free with the latest updates from Patch.
Pet Photos With Santa At Connecticut Post Mall
When: Monday, Dec. 14, 4 to 7 p.m.
Where: Connecticut Post Mall, 1201 Boston Post Road, Milford
More info: View holiday photo details
Four-legged family members deserve a little holiday magic, too! Connecticut Post Mall is hosting a special pet photo evening on Dec. 14, giving families an opportunity to include their furry companions in a visit with Santa. It's a fun option for pet owners hoping to capture a seasonal keepsake. Check the mall's event information for reservations, photo pricing and any requirements for bringing pets.
Santa Stops By Dockside Brewery
When: Saturday, Dec. 12, 3 to 6 p.m.
Where: Dockside Brewery, 40 Bridgeport Ave., Milford
More info: Event details and reservations
Santa is making a special stop at Dockside Brewery for a festive family outing. Visitors can enjoy a meal, meet the man in red and snap a holiday photo during his Dec. 12 appearance. It's an opportunity to combine a Santa visit with an afternoon out, especially for families looking for something a little different from the traditional mall photo experience. Reservations are required, so be sure to make plans in advance.
Santa's Wonderland At Bass Pro Shops
When: During the holiday season through December; check for available dates and times
Where: Bass Pro Shops, 1 Bass Pro Drive, Bridgeport
More info: Santa's Wonderland reservations
Families looking for a free Santa photo can head to Bass Pro Shops in nearby Bridgeport. The retailer's annual Santa's Wonderland experience brings St. Nick to the store for holiday visits and complimentary photos. Children can share their Christmas wishes, and families can take home a seasonal keepsake. The store recommends making reservations, which are offered online beginning in early November. Check the booking calendar for available December appointments before heading out.
North Pole Express At Essex Steam Train (Tickets Required)
When: Select dates through Wednesday, Dec. 23, including Dec. 10-20 and Dec. 22-23; departure times vary
Where: Essex Steam Train & Riverboat, 1 Railroad Ave., Essex
More info: 2026 schedule and tickets
All aboard for a Christmas adventure! The Essex Steam Train's North Pole Express takes families on a festive 90-minute round-trip journey featuring Santa, Mrs. Claus, holiday sing-alongs, hot chocolate and sugar cookies. Children are encouraged to wear their favorite cozy pajamas, and each child receives a small gift from Santa. Multiple departures are scheduled throughout December, including the final days leading up to Christmas. Tickets must be purchased online, and availability may be limited, so check the official schedule before planning your trip.
Breakfast With Santa At The Atrium (Tickets Required)
When: Saturday, Dec. 12, and Sunday, Dec. 13; check for seating times
Where: The Atrium at 6 Main, 6 Main St., Essex
More info: Breakfast With Santa event information
Families can start their day with a little North Pole magic during Breakfast With Santa in Essex. The holiday experience features a breakfast buffet, festive story time with Santa and a visit from Mrs. Claus, who brings along her homemade sugar cookies. It's a special opportunity for children to spend time with Santa while enjoying a holiday meal together. The event is scheduled for Dec. 12 and 13, with tickets and additional details available through Essex Steam Train & Riverboat.
Still looking for more holiday fun? Visit the Milford Patch events calendar to discover additional seasonal activities and community celebrations.
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