Toronto 
From outdoor skating trails to music festivals, here are some of the best things to do this January in Ontario.
Photo Credit: Winterloo
Scenic Caves Nature Adventures, 260/280 Scenic Caves Rd., The Blue Mountains
December 27, 2025 To February 28, 2026
(705) 446-0256
$62
Strap on your snowshoes for a night-time hike, where stars and shadows create a dramatic setting for adventure. Professional staff members guide your group on a 1 ½ to 2 ... »
Rideau Canal, Ottawa
December 31, 2025 To February 28, 2026
FREE
The 55th season of the Rideau Canal Skateway will begin on January 11 at 8 am. A 3.6-km section between the Somerset and Bank access points will be open ... »
Mountsberg Conservation Area, 2259 Milburough Line, Campbellville
December 31, 2025 To February 16, 2026
$14 - $31
Stroll the Illuminated Sugar Bush Trail and then make your way over to the Winterlit Trail for an experience with a little extra sparkle. »
Wye Marsh Wildlife Centre, Highway 12 East, Midland
January 1, 2026 To February 8, 2026
705-526-7809 ext. 220
$170 for groups of 1-2
Experience areas of the Wye Marsh that are otherwise not open to the general visiting public! After a brief lesson on the art of snowshoeing, you will ... »
Sibbald Point Provincial Park, 26071 York Rd 18 (Park Road), Sutton West
January 1, 2026 To February 15, 2026
Park Admission
Join us for a magical evening under the night sky at Sibbald Point Provincial Park‘s Maidenhair Fern Trail. This hike takes visitors along the 2km loop ... »
Western Fair District Agriplex , 845 Florence St, London
January 9, 2026 To January 10, 2026
$30 to $40
The show brings Londoners an enticing mix of local restaurants, wineries, craft beers, and spirits and pairs them with tasting seminars, stage presentations and entertainment. Come sip, ... »
Richmond Hill Public Library, 1 Atkinson Street, Richmond Hill
January 10, 2026
Free
Meet local tea vendors and uncover a world of delicious blends and unique tea products! Explore exciting flavours, chat with passionate sellers, and discover your next favourite ... »
Terra Cotta Conservation Area, 14452 Winston Churchill Blvd, Halton Hills
January 10, 2026 To February 28, 2026
Park Admission
Explore a brightly lit 2-kilometre winter trail at Ignite the Night. Visitors can experience the beauty of Terra Cotta CA’s forest after dark on Saturday nights. ... »
Various venues, Markham
January 14, 2026 To March 15, 2026
Varies
Markham Jazzlicious WinterFest will bring together food lovers and music enthusiasts for a night of culinary delights and live jazz performances. Guests will enjoy a gourmet dinner, ... »
Various venues, Niagara Falls
January 16, 2026 To February 1, 2026
$30 & up
For three weekends in January the Niagara region is transformed into a wintry wonderland, in celebration of one of Canada’s most cherished products, Ontario Icewine. The ... »
Arrowhead Provincial Park, Arrowhead Park Road, Huntsville
January 16, 2026 To February 28, 2026
$21
In the winter, Arrowhead Provincial Park staff grooms and maintains a 1.3km long outdoor skating trail for public skating. During select nights during the winter season, called ... »
Queen St, Niagara-on-the-Lake, ON
January 17, 2026 To January 25, 2026
Free
The Niagara-on-the-Lake Icewine Village transforms Queen Street into a picturesque winter wonderland over two weekends in January. Guests can savour Niagara’s world-renowned Icewine paired with delicious ... »
Various Venues, Stouffville
January 22, 2026 To January 24, 2026
Free and Ticketed
Stouffville will be woken from hibernation by a diverse lineup of musical performances, installations and engaging interactive experiences. This community event will attract attendees from across York ... »
Various Venues, Toronto
January 23, 2026 To February 3, 2026
Varies
An international festival of contemporary music presented annually by the University of Toronto Faculty. Join us for 10 days of concerts, workshops and master classes as we celebrate ... »
Multiple Venues,Toronto
January 23, 2026 To February 1, 2026
Mostly Free
Celebrate art and design online and in-person at venues across Toronto. DesignTO Festival isn’t just about events, it’s about making real change. Celebrating 15 years of ... »
Waterloo Park, Father David Bauer Drive, Waterloo
January 24, 2026
519-886-1550
Free
Celebrate all things winter in Uptown Waterloo. »
Upper Queens Park, Stratford
January 24, 2026
Varies
Celebrate winter fun in Stratford. Enjoy demonstrations, ice sculptures, food trucks, scavenger hunts and more! »
Onaping Falls, Sudbury
January 26, 2026 To February 1, 2026
$3 to $5
Join for the weekend-long carnival happening throughout the communities of Onaping Falls. Snow Sculpture Contest, Community Bonfire, Vintage Snowmobile Show, Cardboard Box Derby, Pride Drag Bingo, Euchre ... »
Various restaurants across Burlington
January 26, 2026 To February 8, 2026
prix-fixe prices
Enjoy prix-fixe dining with Dine-in and Take-Out options at a variety of restaurants across Burlington. »
Various Venues, Toronto, ON
January 30, 2026 To February 12, 2026
$20 to $75
Toronto’s winter culinary celebration offers the perfect opportunity to discover delicious cuisine at more than 200 restaurants and experience unique culinary events. Produced by the City of ... »
Various Venues, Ottawa- Gatineau
January 30, 2026 To February 16, 2026
1-844-878-8333
Free
Winterlude transforms Canada’s Capital Region into the ideal destination to celebrate Canadian traditions in wintertime.With three weekends full of discoveries and traditions, there is something ... »
Various venues, Township of Selwyn
January 30, 2026 To February 1, 2026
Free
PolarFest is an exciting family festival, offering something for everyone. A weekend full of laughter, friendly competition and the enjoyment of winter. PolarFest is an exciting family ... »
Alton Mill Arts Centre, Amelia Street, Alton
January 31, 2026 To February 1, 2026
519-941-9300
$5 to $10
Ignite your winter weekend at the Alton Mill’s annual Fire & Ice Festival presented by TPC Toronto at Osprey Valley— a high-energy winter celebration packed with ... »
Toronto Reference Library, Yonge Street, Toronto
January 31, 2026 To February 1, 2026
$25 & up
The Toronto Tea Festival has gathered world-renowned tea sommeliers, published authors, historical fashion experts, musicians and vendors who are keen to steep the enquiring, novice and aficionado ... »
Manitoba Street, Bracebridge
January 31, 2026
$8 to $10
The Fire & Ice Festival is set to return to Downtown Bracebridge this January! The festival offers a unique approach to a traditional winter carnival. “FIRE” features ... »
Various locations, Hamilton
January 31, 2026 To February 16, 2026
info@hamiltonwinterfest.ca
Free and ticketed
From February 1-17, 2025 Hamilton Winterfest will bring you concerts and crafts, drag and dancing, theatre, fashion, art installations and so much more. »
Various Venues,Ontario
January 31, 2026 To February 21, 2026
Fundraise
Snowmobilers from across Ontario are revving up their engines for the annual Snowarama for Easter Seals Kids events taking place across Ontario. This unique fundraising experience combines ... »
Enercare Centre, 100 Princes' Blvd #1, Toronto
January 31, 2026
$10 to $24.99
Join us for an unforgettable day or night session featuring craft beer, cider, and spirits sampling, beer hall style seating area and a massive silent disco powered ... »
RBG Centre, 680 Plains Rd. W. Burlington
January 31, 2026 To April 6, 2026
$11.50 - $21.50 + HST + $2 service fee
Follow the road that leads to Royal Botanical Gardens’ 2026 floral showcase, “Bloomland in Oz,” where imagination blossoms into a spectacular adventure inspired by the pages of The ... »
Sharpen your skates, and checkout some of Ontario's best ice skating trails this winter. »
Snow tubing is a fun and safe way to enjoy the thrills of snowy hills, offering outdoor excitement for the whole family. There are plenty of elevated ... »
You may like:
Things to do in January in Ottawa
Things to Do in January in Toronto
Must Visit Outdoor Ice Skating Trails in Ontario
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