Welcome to the festive heart of Milton! As the holiday season unfolds, there are many things to do this holiday season in Downtown Milton! Looking for the best holiday activities in Milton? Here is the ultimate guide for all holiday activities in Milton’s downtown core. Enjoy some holiday events or see what some downtown businesses have to offer.

1. Miracle on Main Street

What better way to celebrate the holiday season than with Milton’s biggest holiday event, Miracle on Main Street in Downtown Milton! This holiday is happening on Saturday, December 9 from 2:00 p.m. to 8:00 p.m. on a closed off section of Main Street. With free rides, live music, vendors, a petting zoo, Santa and more, there is no better way to celebrate the holiday season.

2. Christmas sale at the Milton Historical Society

The Milton Historical Society is  holding its annual ChristmasFest Books and Curiosities Sale on Saturday, December 9 from 2:00 p.m. to 6:00 p.m. alongside Miracle on Main. They will have a wide selection of unique gifts for that hard-to-buy-for family member or friend who loves Milton. Their professional blacksmiths will also be selling some hand-crafted items that you won’t be able to find elsewhere!

3. Book your holiday dinner

Looking for the perfect place to host your Christmas party or Holiday dinner? Downtown has the best restaurants to visit, many of which offer holiday specials. Some also offer private rooms for you to book your private dinner (limited availability). Treat yourself to a meal at Marquee Steakhouse,  Pasqualino, Casa Americo, or at any of downtown’s other great restaurants.

View our directory which has a full list of all of the restaurants in Downtown Milton.

4. Meet Santa at Coldwell Banker

Santa is coming to Coldwell Banker! From Friday, December 1 to Monday, December 4 you can have your photo taken with Santa at 6 Martin St. There are limited 15-minute time-slots available so act fast! Message Coldwell Banker on Instagram to reserve your spot.

5. Complete your holiday shopping

Downtown has a variety of unique small shops for you to find the perfect gifts for everyone on your list! ADR Pet Stores and BauHound Haus Inc. are the places to go for all the animal lovers in your life. The Kind Matter Company and Lala Soap are perfect for sustainable and all natural handmade gifts. Blossom Café and The Butcher Bar have a large variety of gourmet foods and sauces for all the foodies on your list.

Visit the shop section in our directory for a full list of all the shops in Downtown Milton!

6. Muse Chunky Knit Workshop

What’s better than a handmade Christmas gift? One of the best holiday activities is a workshop, you get to create a beautiful item that can be gifted afterward! Muse Studio and Market has Muse Chunky Knit Workshops all season long. Learn how to make your own cozy knit and gift to someone on your list this Christmas!

7. Milton Concert Band Christmas Sing-A-Long

Is Christmas music your jam? If you’re looking to enjoy some holiday music and sing along there is no better holiday activity than the free Milton Concert Band Christmas Sing-a-long with choir! This event is taking place on Sunday, December 17 at 3:00 p.m. at St. Paul’s United Church, don’t miss out!

8. New Years at the Note

New Year’s Eve is approaching quickly! So it’s time to start thinking about your New Year’s Eve plans. The Eighth Note has planned a New Year’s celebration like no other. From a family-friendly seating at 5:00 p.m. to a 9:30 p.m. celebration with live music, late-night snacks and a champagne toast, there is something for everyone. Get your tickets fast so you don’t miss out! Call them to reserve your spot today.