25+ Outdoor Winter Activities in the Durham Region

Don’t let the winter blues get you this year! If you’re looking for things to do in the Durham region this season, you’re in luck. Here are 25+ fun outdoor winter activities to keep you busy in Pickering, Ajax, Whitby, Oshawa, Clarington, Brock, Scugog and Uxbridge.

Credit: Purple Woods Maple Syrup Festival

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Things to Do During Winter in Ontario

1. Visit Darlington Provincial Park

Located between Oshawa and Bowmanville, you’ll find this stunning provincial park sitting on Lake Ontario. Grab your skis or your snowshoes and start exploring the park. Or just put on your warmest boots for a lovely walk!

Address: 1600 Darlington Park Rd., Bowmanville

2. Explore Sculptures at Home Place

Located within Alex Robertson Park – 48 acres of the 134-acre Hydro Marsh in Pickering at the mouth of Duffins Creek – the Home Place features various structures and totem poles designed by Canadian artist, Dorsey James. The park is a unique place to visit during winter, and you can easily get to Frenchman’s Bay/Millenium Square for a long walk along the waterfront.

Address: 700 Sandy Beach Rd, Pickering

3. Explore Downtown Oshawa

There’s plenty to do in downtown Oshawa, even in the winter. Spend some time window shopping (buy something and support local), or just go for a walk. If it gets too cold, pop into one of your favourite cafes for coffee!

4. Walk the Waterfront Trail

The Waterfront Trail goes across Lake Ontario and traverses many cities. Take a walk along the stunning lakeshore, which is just as beautiful in the winter.

You might like: 27 of the Best Hiking Spots & Nature Parks in the Durham Region

5. Identify Animal Tracks at Altona Forest

Maintained by the Toronto and Region Conservation Authority (TRCA), Altona Forest is a 53-hectare environmentally significant area that provides essential habitat for a wide variety of plants and animals native to Southern Ontario.  Hike the many trails over winter with kids and go on a wildlife-spotting scavenger hunt.

Address: 1883 Altona Rd, Pickering (various entrances)

You might like: 100 Adventures in Ontario Provincial Parks

6. Explore Ganarska Forest

Rent snowshoes or cross-country skis and explore Ganaraska Forest.  If there is no snow, enjoy a walk in the woods.

Address: Municipality of Clarington

7. Go Horseback Riding

Is there anything more fun and romantic than a horseback ride? Visit Kuzenko Riding Stables and saddle up for a fun adventure! You’ll get to enjoy the stunning winter scenery as you go.

Address: 4507 Courtice Rd., Hampton

Kuzenko Stables

8. Ski at Brimacombe

Whether you’re a beginner skier or you’ve been skiing your whole life, Brimacombe is a great place to hit the slopes. You can take private lessons, or just ski down the trails alone. There are trails for all ages and levels, so why not take advantage of winter and get a season pass?

Address: 4098 Regional Rd. 9, Orono

9. Explore Orono Crown Lands

Located in the Municipality of Clarington, the Orono Crown Lands is a great place for a hike. You’ll have a fantastic time exploring the unique landscape of the park. Don’t forget to pack your camera to document your adventure!

Address: Ochonski Rd, Clarington

10. Go Skating in Ajax

Ajax is home to a great outdoor skating rink. Throw on your coat, lace up your skates and visit Pat Bayly Square! Here, you can practice your moves on the ice by yourself or invite a friend to tag along.

Address: 55 Bayly St. W

You might like: 25 Ontario Provincial Parks to Visit During Winter in Ontario

11. Hike Greenwood Conservation Area

This park is a great place to spend an afternoon. Located in Ajax, you’ll have a fantastic time walking or snowshoeing along the trails. Even in the winter, this park holds up!

Address: 2290 Greenwood Rd., Ajax

12. Cycle Around Ajax

Ajax is one of the most bike-friendly communities that you’ll find. Even in winter, you’ll have a great time riding on the trails! They’re kept in tip-top shape, so don’t hesitate to start riding.

13. Check out the Heber Down Conservation Area

Located in Whitby, the Heber Down Conservation Area has 5 km worth of trails, as well as an off-leash dog area. You can head there for a hike or some snowshoeing or cross-country skiing. Marvel at the Lake Iroquois shoreline as you explore this beautiful conservation area!

Address: 500 Lyndebrook Rd., Whitby

 

14. Hike Lynde Shores Conservation Area

Exploring the city is fun, but sometimes it’s nice to get away from all the people. Spend some time in nature at the Lynde Shores Conservation Area. Pack your snowshoes and start exploring!

Address: 1225 Victoria St W, Whitby

You might like: 15 Family Winter Getaways in Ontario

15. Explore the snowy shores of Lake Simcoe

Brock’s township is situated on the east shore of Lake Simcoe. While you’re in the township, spend some time exploring the lake. It’s beautiful even in the winter!

Lake Simcoe is one of the most popular ice-fishing destinations in Ontario. Visit during the family day weekend and enjoy free fishing.

16. Explore the Grounds of Brock University

If you’re a fan of learning, you’ll want to visit Brock University. Whether you’re a prospective student or just someone who likes to explore architecture, this is a great place to go. Spend some time wandering the grounds, and pop into one of the buildings if it gets too cold!

Address: 1812 Sir Isaac Brock Way

17. Visit one of Brock’s Parks

Brock is home to several local parks. Grab your skis for some cross-country skiing, or dress warmly for a walk. No matter which of the 10 public parks you choose, you’ll have a great time!

18. Go Snowmobiling in Scugog

Scugog has two snowmobiling clubs. Join the Port Perry Snowmobile Club or the Cartwright Dyno’s Snowmobile Club and start hitting the trails! You’ll have a great time exploring the Scugog area on your snowmobile.

19. Check out Durham East Cross Forest

Get back to nature by spending some time in the Durham East Cross Forest. The trails are available for snowshoeing and cross-country skiing in the winter. The forest is also dog-friendly, and your dog will love exploring!

Address: 4531 Boundary Rd, Nestleton Station

20. Explore Crow’s Pass Conservation Area

Although the trails in Crow’s Pass Conservation Area aren’t maintained in the winter, they still make for great hiking. You might also want to consider grabbing your snowshoes or cross-country skis for your adventure! Keep your eyes open for the wildlife native to the area as you go.

Address: 231 Middle March Rd., Port Perry

21. Snow Tube at  Lakeridge Ski Resort

Credit: Lakeridge Ski Resort

Head down to this beautiful ski resort and spend a few hours on the slopes. It’s always fun speeding down the ski trails! Or you can go tubing or snowboarding for a few hours.

Address: 790 Chalk Lake Rd., Uxbridge

 

22. Walk Through Walker Woods and Glen Major Forest

It’s fun to visit urban areas, but nature has its own perks. Spend some time exploring Walker Woods and Glen Major Forest in the Uxbridge area. The woods are still beautiful in the winter and have great walking paths.

23. Go Downhill Skiing at Dagmar Ski Resort

Get your adrenaline pumping at any one of the downhill ski trails at this ski resort. With slopes of varying levels, there’s something for everyone here. Whether you’re a seasoned pro or just a beginner, Dagmar Ski Resort has everything you need!

Address: 1220 Lake Ridge Rd., Uxbridge

You might like: 20+ Epic Winter Getaways in Ontario

24. Go Winter Biking

The Durham Mountain Biking Association is your go-to for all your biking trails and advice in the Uxbridge area. Check out their website for the best trails in the area. Then, pack up your bike and get ready for a winter ride!

Discover Uxbridge

25. Check out Uxbridge’s Public Art

One of the best ways to get to know a place is by looking at the local art. Uxbridge has plenty of outdoor art installations! Hit the streets and see how many art pieces you can find!

26. Visit Downtown Port Perry

Learn a little about Scugog’s history by checking out Port Perry’s downtown. This historic area is full of cultural locations and fun things to do. There are plenty of shops to stop at, and it’s a great place for a walk! Lakefront Skate, located at 57 Water St in Port Perry,  operates on select dates. Most weekends, the rink will be accompanied by vendor kiosks, adding to the festive atmosphere.

27. Go Winter Bird watching

Protecting two wetlands, Bowmanville Westside Marshes Conservation Area is a great place to enjoy birdwatching in winter. The short 1.6 km trail makes it a great place for a winter walk with young kids.  If you want to enjoy a longer walk, the park provides access to the waterfront trail.

​ Address: 191 W Beach Rd, Bowmanville

28. Explore Oak Ridges Moraine

Long Sault Conservation Area boasts 18 km of trails of varying difficulty traversing 1,650 acres of mature forest, plantations, wetlands, and meadows of the Oak Ridges Moraine.  Spend a weekend or two checking out all six trails on foot, skis or snowshoes.

Address: ​ 9293 Woodley Rd, Bowmanville

29. Welcome Spring with a Trip to Purple Woods Conservation Area

Home to a large and actively tapped 150-year-old sugar maple forest,  Purple Woods Conservation Area hosts the annual Maple Syrup Festival every March.  Get tickets to the festival and discover how maple syrup production has changed from the early Indigenous Peoples’ methods to the modern methods used today.  Do not forget to get yummy maple treats!

Address: 38 Coates Road East, Oshawa

Upcoming Events

10 Jul

Dorsay Community & Heritage Centre, 2365 Concession Road 6, Pickering

July 10, 2026 To December 23, 2026

905-683-8401

21.80

A Taste of Science: Sensory Explorers Children dive into the science of food and the senses through hands-on experiments, creative crafts, and weekly visits to the Taste ...  »

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12 Nov

Oshawa Little Theatre, 62 Russett Avenue, Oshawa 

November 12, 2026 To December 5, 2026

905 723 0282

39.25 - $44.00

The Broadway musical adaptation of Disney’s beloved animated film, featuring music and lyrics by Kristen Anderson-Lopez and Robert Lopez, and a book by Jennifer Lee. The ...  »

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13 Nov

  Esplanade Park & Chestnut Hill Developments Recreation Complex, 1867 Valley Farm Rd, Pickering

November 13, 2026 To November 14, 2026

905.420.4620

Free

Join us for our annual winter season celebration! Watch as we light up Esplanade Park with festive lights and fireworks. Enjoy live entertainment, food vendors, art installations, ...  »

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14 Nov

Ajax Community Centre,  75 Centennial Rd, Ajax

November 14, 2026 To November 15, 2026

Free

A wonderful selection of functional and decorative handmade pottery created by the members of the Durham Potters’ Guild. WHEN & WHERE Date & Time: ​November 14 & 15, 2026​ Saturday: 10:00 ...  »

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15 Nov

Newcastle Community Hall, 20 King Ave. West, Newcastle

November 15, 2026

Free

Join for the annual Newcastle BIA Community Town Hall Lighting Ceremony. Come out to the Community Hall in downtown Newcastle. We will be lighting up the hall, ...  »

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15 Nov

King Ave. West, Village of Newcastle

November 15, 2026

Free

The Newcastle Santa Parade is a wonderful event starting with a fantastic fireworks display at 5:30 pm followed by entries that range from marching bands, to clowns and ...  »

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20 Nov

 462 Kingston Rd E, Ajax

November 20, 2026 To December 26, 2026

$39.09 per vehicle & up

Experience the magic of more than a million lights illuminating acres of the campground. You’ll encounter dazzling animated and static displays, music shows, simulated starburst fireworks ...  »

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20 Nov

City Hall Civic Square to Memorial Park, 50 Centre St. S., Oshawa

November 20, 2026

Free

The City of Oshawa kicks off the holiday season with the Bright and Merry Market. This free event in the heart of downtown Oshawa, offers fun for ...  »

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21 Nov

Roenigk Dr. to Memorial Park, Bowmanville

November 21, 2026

Free

Annual Santa Claus Parade in the community of Bowmanville that celebrates the spirit of the holiday season.  »

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21 Nov

Brock St., Uxbridge

November 21, 2026

Free

Since 1961, the Uxbridge Santa Claus Parade has been a tradition in celebration of the holiday season. Each year, on the third Saturday in November at 11 a.m., ...  »

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21 Nov

along King St. from Gibbons St. to Division St.., Oshawa

November 21, 2026

Free

A spectacular night time parade with colourful and brightly lit floats, dancers, and marching bands winding their way through the streets of Oshawa much to the delight ...  »

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21 Nov

Parkwood National Historic Site, 270 Simcoe Street North, Oshawa

November 21, 2026 To November 22, 2026

$5

Start (or finish) your holiday shopping with us while supporting Parkwood and a host of local artisans at our Winter Fest & Friends & Family Holiday Sale. ...  »

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21 Nov

Various Locations, Clarington

November 21, 2026 To December 23, 2026

Free

Visit participating shops and farms in Clarington to find unique gifts and treats. Instead of being one weekend only, we invite you to choose your own day(...  »

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21 Nov

Pingle's Farm Market, 1805 Taunton Road East, Hampton

November 21, 2026 To December 24, 2026

Free Admission

Find thoughtful gifts, make magical memories with Santa, pick the perfect Christmas tree, indulge in festive treats, and enjoy cozy moments around the fire — all in one ...  »

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21 Nov

Orono Fair Grounds, 2 Princess Street, Orono

November 21, 2026 To December 22, 2026

$13.44

Our six-week festival brings Christmas to life and creates true holiday magic for all ages. This is an event you won’t want to miss this holiday ...  »

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26 Nov

Parkwood National Historic Site, 270 Simcoe Street N, Oshawa

November 26, 2026 To December 30, 2026

$26.18

What a great way to celebrate the holidays! Using historic décor, the main floor of the mansion will be transformed into a Christmas wonderland! HOW MUCH ...  »

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27 Nov

Whitby Civic Park, 555-575 Rossland Road East, Whitby

November 27, 2026

Free

Join us for Whitby Lights the Night Festival, a magical evening of live entertainment, Christmas Farmers’ Market, and a dazzling lighting ceremony. Celebrate the spirit of the ...  »

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28 Nov

Whites Road, Pickering

November 28, 2026

905-420-4620

Free

Santa Claus is coming to Pickering! With extravagant floats from Pickering businesses and community groups, marching bands, and Santa Claus himself, the Santa Claus Parade is the ...  »

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28 Nov

Main Street, Beaverton

November 28, 2026

Free

Beaverton Lions Annual Santa Claus Parade of Lights and visit with Santa at the Beaverton Fire Hall.  »

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28 Nov

Mill St, Orono

November 28, 2026

Free

Come and join Orono in welcoming Santa Claus. Celebrate the holiday season at the Orono Santa Claus Parade. The parade begins at North Mill Lane, travels south ...  »

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28 Nov

Regent Theatre UOIT, 50 King St E, Oshawa

November 28, 2026

905-721-3399 Ext.2

$45

Welcome to a Tartan Terror Christmas! The Tartan Terrors Christmas show is a mix of Celtic and Classic Christmas, as well as wonderful Hogmanay tunes to round ...  »

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28 Nov

Wilmot Orchards, 3337 Concession Rd 3, Newcastle

November 28, 2026

$50

Wilmot Orchards invites you to experience a Candlelit Christmas Concert! This November 28, step into the holiday spirit with an intimate candlelit evening featuring Christmas melodies performed by ...  »

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29 Nov

Forest Brook Community Church, Ajax & St Mark's United Church, Whitby

November 29, 2026 To December 6, 2026

$10 to $30

Experience the excitement of live orchestra music! Durham Chamber Orchestra, your community orchestra, welcomes you and the holiday season with  holiday selections from the wonderful Baroque era. ...  »

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02 Dec

Various venues, Clarington

December 2, 2026

Free

THEE (Tyrone, Haydon, Enniskillen, Enfield) Farmer Parade of Lights is an annual celebration of Christmas in the country with decorated farm equipment. Farmers from the community say ...  »

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04 Dec

Main Street, Historic Downtown Bowmanville.

December 4, 2026

free

Join us for our annual Christmas Tree-lighting ceremony in Historic Downtown Bowmanville. Usher in the holiday season with this very popular event. Bring the entire family downtown ...  »

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04 Dec

Downtown Uxbridge, Brock St, Uxbridge

December 4, 2026 To December 5, 2026

Free

Throughout December, get your holiday shopping done in the small town of Uxbridge during our annual Christmas market event, at one of a kind boutiques, and dine ...  »

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05 Dec

Elgin Park, Elgin Park Drive, Uxbridge

December 5, 2026 To January 2, 2027

Free

Drive through fantastic light displays - over 100 light displays from community groups, businesses, schools, churches, families etc. from all around the Uxbridge area. Come and share your ...  »

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05 Dec

Brock Street S, Whitby

December 5, 2026

Free

The Whitby Santa Claus Parade has been held on the first Saturday of December for 50+ years. An event for all ages, the Whitby Santa Claus Parade showcases ...  »

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05 Dec

Regent Theatre UOIT, 50 King St E, Oshawa

December 5, 2026

905-721-3399 Ext.2

$84.75

The Barra MacNeils – An East Coast Christmas is a musical potpourri of traditional MacNeil family favourites gleaned from Christmas ceilidhs, midnight masses and the general festive frolic ...  »

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05 Dec

Simcoe St, Port Perry

December 5, 2026

Free

Get ready for the Santa Claus Parade! Roll out the red carpet and start popping the popcorn because the Scugog Santa Claus Parade will be back for 2026. ...  »

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05 Dec

Willowtree Farm, Durham Regional Road 21, Port Perry,

December 5, 2026 To December 20, 2026

$20

Travel along the North Pole trail on a mission to find Santa! Santa’s helpers will guide you through the trail to complete a series of tasks ...  »

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05 Dec

Millennium Square,  Liverpool Rd, Pickering

December 5, 2026 To December 12, 2026

905-420-4620

Free

Celebrate the season at Pickering’s Waterfront! Experience the magic of the holidays in Nautical Village and Millennium Square. Enjoy live ice carving displays, festive music and ...  »

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05 Dec

Forest Brook Community Church, 60 Kearney Dr, Ajax

December 5, 2026

6479808683

25

Join us for a very special afternoon as Music4Life String Orchestra celebrates its 10th Anniversary! On Saturday, December 5, 2026, we’ll mark a decade of making music ...  »

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06 Dec

Regent Theatre UOIT, 50 King St E, Oshawa

December 6, 2026

905-721-3399 Ext.2

$59

John McDermott’s much-loved A Family Christmas tour returns this holiday season, filling stages across Ontario with festive spirit. Treasured by audiences young and old, this long-standing ...  »

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06 Dec

Durham Convention Centre, 630 Beck Crescent,  Ajax

December 6, 2026

Free

Get your holiday shopping done all in one place at our Holiday Pop-Up Market! With over 100 local vendors, this is your chance to find unique gifts, seasonal ...  »

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11 Dec

Port Perry, 192 Queen Street, Port Perry

December 11, 2026 To December 13, 2026

905-985-0814

$0

There is something special about the holidays in a small town historic downtown. Surrounded by twinkling lights, festive music, charming storefronts and the pleasure of finding something ...  »

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12 Dec

Pickering Museum Village, 2365 Concession Road 6, Pickering

December 12, 2026 To December 13, 2026

905-683-8401

$50.12

Deck your halls with a traditional evergreen swag – made by you! Join our Museum Interpreter and harvest fresh greenery from our museum site. Then create two of ...  »

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13 Dec

Regent Theatre UOIT, 50 King St E, Oshawa

December 13, 2026

905-721-3399 Ext.2

$59

Best known for his portrayal as Elvis Presley, Pete takes the stage to celebrate the Christmas Holidays through a special Tribute performance of the King’s greatest ...  »

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16 Dec

Regent Theatre UOIT, 50 King St E, Oshawa

December 16, 2026

905-721-3399 Ext.2

$60

Celebrate the holiday season with the most successful crossover act to emerge from Ireland. These world-class artists will perform holiday classics that will have the audience smiling ...  »

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20 Dec

Regent Theatre UOIT, 50 King St E, Oshawa

December 20, 2026

905-721-3399 Ext.2

$45

Get ready for a festive and energetic performance with Leahy, the Next Generation Christmas show! This Canadian powerhouse family band’s live performance is filled with the ...  »

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27 Dec

Town Hall 1873 Theatre, 302 Queen St, Port Perry

December 27, 2026 To December 31, 2026

$26 to $40

Have you ever wondered what happend to Ebenezer Scrooge, Tiny Tim and all the other characters from the original Dickens' story?  Well in this hilarious Panto sequel, ...  »

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