Is anything cuter than Christmas in a small town? Quaint shops, street lights, Santa on the town square…I mean it is pretty much the setting of every Hallmark movie. So I have rounded up a list of Greenfield holiday events and activities to check out this Christmas.
Greenfield Holiday Events You Don’t Want to Miss
Make your plans now to soak in all the holiday magic in Greenfield and Hancock County for holiday events and activities.
Festival of the Trees at the Hancock County Arts Gallery
Now through December 20, 2025; hours vary
Visit the Hancock County Arts Gallery to view a twinkling display of Christmas trees, all decorated by local businesses and organizations. Don’t forget to cast your vote for your favorite tree!
Small Business Saturday
November 30, 9 am-4 pm
Small Business Saturday is done up right in Greenfield on November 30. The downtown merchants will have a variety of sales going on. Head to Bradley Hall Event Center for an Artisan Market full of handcrafted gifts and goodies, as well as a chance to pick up some Downtown Dollars to be spent at local merchants.
Letter to Santa
December 1 – 19, 2025
If your kid needs to drop a letter to Santa, then you can find his Mailbox at the Patricia Elmore Center at 208 N. Apple Street. Children can mail their letters to Santa and he will reply if you include a self-addressed, stamped envelope with each letter. This is sponsored by the Greenfield Parks Department.
Greenfield Central High School Holiday Bazaar
December 6, 2025; 9 am-2 pm
Visit the Greenfield Central H.S. holiday bazaar on Saturday, December 6 from 9 am-2 pm. This event offers crafts and local handmade décor from 100 vendors. There are also food options for those who would like to grab breakfast or lunch while they shop.
Christmas Parade and Tree Lighting
December 6, 2025; 5:45 pm
The Christmas Parade and Tree Lighting will be held on Saturday, December 6 at 5:45 pm. Santa arrives in town in this parade. The floats all contain lights, the city shop windows are decked out for the holidays, the street lamps are decorated and lighted, and it’s just the perfect winter evening to enjoy as a family. The parade starts at 5:45 pm and travels a route between American Legion Place and The Depot Park. Santa will be in his house on the plaza for visits and the downtown shops stay open a little later than usual for business.
Cookie Decorating with Santa
December 13, 2025; Timeslots available between 9 am and 2:30 pm
Enjoy Cookie Decorating with Santa at Tuttle Orchards on December 13. Tickets are $15 and are required, but a variety of one-hour time slots are available on these two days. Spectators pay a discounted rate of $5 and toddlers 1 and under are free with a paid sibling. Drop in as a family and visit Santa as you decorate a cookie. Advanced registration is limited and required.
Skating on Main
December 5, 2025 – January 4, 2026
Downtown Greenfield just got a little more magical! On weekends through January 4, you can take a spin around the ice rink on the Courthouse Plaza. $15 gets you 90 minutes of rink time and skates are included. Hours are Fridays from 4 – 10 pm and Saturdays and Sundays from 11:30 am – 10 pm. Don’t miss extended hours on New Years Eve when the rink stays open until 12:30 am!
Trackless Train Rides – Downtown Greenfield
December 19 – 21, 2025
Greenfield Main Street, Inc. is bringing extra holiday magic to downtown for one weekend only. Families can enjoy trackless train rides along the Pennsy route. The trackless train runs December 19–21 only, with tickets available for just $5 per rider. Each train can hold up to 12 people and loops Greenfield’s historic Pennsy trail area for a fun 10-minute ride. Reserve your ride in advance.
Christmas at the Ricks
December 6, 2025; 7:30 pm
On December 6, The HJ Ricks Center in downtown Greenfield will open its doors at 6:30 pm with a cash bar and visits with Santa and Mrs. Claus. The show starts at 7:30 pm and features local talent and performing arts acts competing for cash prizes. Tickets can be purchased at the door, but purchasing in advance saves $2.
(SOLD OUT) Pennsy Express Wagon Rides – Downtown Greenfield
December 12, 2025
Climb aboard the Pennsy Express for a festive wagon ride through Downtown Greenfield as part of the city’s holiday celebrations! Families will board and depart from Depot Street Park, where holiday activities keep everyone entertained while waiting for their ride. Each wagon ride lasts approximately 20 minutes, including loading and unloading. Pre-registration is required, as spots are limited.
Rockin’ Reindeer at the Library
December 15, 2025; 5-7 pm @ New Palestine Branch Library
December 16, 2025; 5-7 pm @ Greenfield Library Branch
If your kids want to see reindeer, be sure to drop in to feed the live reindeer scheduled to visit the Hancock County Library in New Palestine on Decembrer 15 and the Hancock County Public Library in Greenfield on December 16. No reservations required!
Ugly Sweater Decorating Workshop for Kids
December 16, 2025; 3:30 – 4:30 pm
Kids ages 6–11 are invited to get crafty and festive at this fun Ugly Sweater Decorating Workshop. Participants should bring a sweater or shirt that fits, and the library will provide all the craft supplies needed to create the ultimate holiday masterpiece. Enjoy cheerful holiday music while decorating, and be sure to dress for a possible mess. Registration is required to ensure enough materials for everyone. Registration required.
Jingle and Mingle – Holiday Program for Kids
December 17, 2025; 10:30 – 11:30 am @ Greenfield Library Branch
Kids are invited to dive into the festive spirit at Jingle and Mingle, a special holiday program designed just for ages 6–11. During this creative, hands-on session, children will explore how different countries celebrate Christmas and discover unique traditions from around the world. It’s a fun, educational, and memory-making event perfect for curious kids and families looking to add a little cultural magic to the season. Registration required.
Indoor Snowball Fight
December 18, 2025; 3:45 – 4:45 pm @ Greenfield Library Branch
Celebrate the end of the semester with an epic indoor snowball fight just for tweens and teens! Bring your friends for an hour of fun, fast-paced action, laughs, and friendly competition. This program is designed specifically for older kids and is the perfect way to unwind before winter break.
Sledding Hill
If there is snow, then make sure to swing by the sledding hill at Riley Park. This is just a couple blocks from downtown and always a fun time.
Christmas Tree Farms
If you are looking to get a real Christmas Tree, then check out these locally-owned farms near Greenfield. Some have other holiday events going on as well, so check out their websites for more information.
- Sambols Tree Farm
- Lost 40Tree Farm
- Piney Acres Farm
Try one of these local restaurants during your holiday visit to Greenfield.
Find out where Santa will be spending his time this holiday season.






