Nov21to Dec 24
The Holiday Wish Express
Stamford Town Center · Stamford, CT · downtown
- Hours
- Not listed
- Price
- $35 ages 3 to 12, $46 ages 13 and up. Kids 2 and under free.
- For kids
- An indoor walk-through North Pole with a pretend train ride.
Christmas markets 2026Fairfield County · Stamford, Norwalk and Bridgeport
Christmas markets and winter wonderlands in Fairfield County, 2026.
We found four Christmas markets and winter events in and around Fairfield County with 2026 dates posted: two holiday markets and two winter wonderland events. They’re spread over three areas, with the most in Stamford. Each card has the dates and hours, what it costs to get in, and notes on strollers and things for little kids.
By date
Every market, by opening date
Tap one for hours, prices, stroller notes and what’s there for little kids.
21NovSatThe Holiday Wish Express
Winter wonderland · to Dec 24 · Stamford Town Center27NovFriReindeer Festival and Santa's VillageWinter wonderland · to Dec 24 · Sam Bridge, North St.5DecSatSanta's Holiday VillageHoliday market · Dec 5, 10 a.m. to 12:30 p.m. · Cohen Eastern Greenwich Civic Center12DecSatHoliday Market at Mill River ParkHoliday market · to Dec 13 · Whittingham Discovery Center, Mill River Park
Winter wonderland · to Dec 24 · Stamford Town Center27NovFriReindeer Festival and Santa's VillageWinter wonderland · to Dec 24 · Sam Bridge, North St.5DecSatSanta's Holiday VillageHoliday market · Dec 5, 10 a.m. to 12:30 p.m. · Cohen Eastern Greenwich Civic Center12DecSatHoliday Market at Mill River ParkHoliday market · to Dec 13 · Whittingham Discovery Center, Mill River ParkNothing matches that filter yet.
Markets
Christmas markets and winter events near Fairfield County
Dates, hours and prices come from each organizer’s, venue’s or city’s own page.
Nov27to Dec 24
Reindeer Festival and Santa's Village
Sam Bridge, North St. · Greenwich, CT
- Hours
- Monday to Friday noon to 6 p.m.; Saturdays 9 a.m. to 6 p.m.; Christmas Eve 9 a.m. to 3 p.m. Closed Sundays.
- Price
- Not listed
- For kids
- Live reindeer and photos with Santa.
Dec5Sat
Santa's Holiday Village
Cohen Eastern Greenwich Civic Center · Old Greenwich, CT
- Hours
- Dec 5, 10 a.m. to 12:30 p.m.
- Price
- $20 a person, ages 2 and up. Babies under 1 are free but need a ticket.
Dec12to 13
Holiday Market at Mill River Park
Whittingham Discovery Center, Mill River Park · Stamford, CT · downtown
- Hours
- Dec 12 and 13, 11 a.m. to 5 p.m.
- Price
- Not listed
- For kids
- Santa and Mrs. Claus are there from 1 to 4 p.m.
Before you go
Market day with little ones
TimingGo when it opensWeekday afternoons and opening hour are the least crowded, which makes a stroller much easier.
DressLayer upOutdoor markets get cold after dark. Mittens and a blanket for the stroller help.
StrollerCheck the stroller noteSome markets get packed on weekend evenings. A carrier can be easier there.Keep planning
More for little kids in Fairfield County
November: things to do in Fairfield CountyEvery dated listing for the month, by weekDecember: things to do in Fairfield CountyEvery dated listing for the month, by week
Free things to do in Fairfield CountyFree days, free events and places that never charge
Library storytimes in Fairfield CountyBaby, toddler and preschool storytimes by day and branch
Ice skating in Fairfield CountyHoliday and indoor rinks, skate aids and prices
Thanksgiving weekend in Fairfield CountyParades, turkey trots and what’s open on Thursday
Christmas parades in Fairfield CountyParades and tree lightings with dates and start times
Christmas trains in Fairfield CountyPolar Express, Santa and lights trains with datesThe Nutcracker in Fairfield CountyBallet and touring shows, sensory-friendly flagged
This week in Fairfield CountyDated outings for ages 0–6, checked every ThursdayGood questions
Christmas markets in Fairfield County: the FAQ
The Holiday Wish Express at Stamford Town Center: Nov 21 – Dec 24. $35 ages 3 to 12, $46 ages 13 and up. Kids 2 and under free. Reindeer Festival and Santa's Village at Sam Bridge, North St.: Nov 27 – Dec 24. Santa's Holiday Village at Cohen Eastern Greenwich Civic Center: Sat, Dec 5, 2026. $20 a person, ages 2 and up. Babies under 1 are free but need a ticket. Holiday Market at Mill River Park at Whittingham Discovery Center, Mill River Park: Dec 12 – Dec 13.
The Holiday Wish Express (Stamford, CT · downtown): Nov 21 – Dec 24, $35 ages 3 to 12, $46 ages 13 and up. Kids 2 and under free. Reindeer Festival and Santa's Village (Greenwich, CT): Nov 27 – Dec 24.
Each listing comes from the venue’s or organizer’s own page and links to it. We only list a date, time or price when that page shows it, and anything we can’t confirm stays off. These were last checked Oct 30, 2026, and we recheck them every week through December. How we choose and check.
Holiday plans every Thursday.
One short email every Thursday evening with the best things to do with little ones in Fairfield County that weekend, holiday markets included.
