Winter Wonderland
2025-12-09 12:00 - 17:00, 2025-12-10 12:00 - 17:00, 2025-12-11 12:00 - 17:00, 2025-12-12 12:00 - 17:00, 2025-12-13 12:00 - 17:00, 2025-12-14 12:00 - 17:00, 2025-12-15 12:00 - 17:00, 2025-12-16 12:00 - 17:00 UTC and 3 more dates | La Stella Winery, 8123 148 AVE, Osoyoos, BC, V0H 1V2, Canada
Step into a Magical Advent-Calendar celebration at La Stella Winery.

24 days of wine, art, and community cheer!

Each day brings something new: a winter display created by a local community group, a tasting of a specially selected wine from La Stella or Le Vieux Pin, and a local Artisan pop-up with one-of-a-kind gifts.

Tasting fees and a portion of sales help support participating community groups.

December 1: Osoyoos Festival SocietyDecember 2: Oliver & Osoyoos Search & RescueDecember 3: Osoyoos Lake Paddling ClubDecember 4: Oosoyoos Desert CentreDecember 5: Oliver & Osoyoos Desert Sun CounsellingDecember 6: Anarchaist Mountain Fire DepartmentDecember 7: Oosyoos Activity CentreDecember 8: Oliver Food BankDecember 9: South Okanagan Skating ClubDecember 10: Osoyoos Museum SocietyDecember 11: Oliver Heritage SocietyDecember 12: Oosyoos Food BankDecember 13: Oosyoos Fire & RescueDecember 14: Osoyoos Activity CentreDecember 15: Oliver Mission SocietyDecember 16: Desert Pickleball ClubDecember 17: Oliver Curling ClubDecember 18: Oosyoos Curling ClubDecember 19: Oosyoos Lawn Bowling ClubDecember 20: Oosyoos Day CareDecember 21: Oliver & District Fire Department December 22: Oosyoos Music in the ParkDecember 24: Oosyoos Lake Sailing ClubDecember 25: Oosyoos Lake Water Quality Society

Chair Fit
2025-12-09 14:15 - 17:00, 2025-12-11 14:15 - 17:00, 2025-12-16 14:15 - 17:00, 2025-12-18 14:15 - 17:00 | Oliver Senior Centre, 5876 Airport Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Join in the fun all December at the Oliver’s Senior Centre

Ladies Keep Fit
2025-12-10 08:30, 2025-12-12 08:30, 2025-12-15 08:30, 2025-12-17 08:30, 2025-12-19 08:30 | Oliver Senior Centre, 5876 Airport Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Join in the fun all December long at the Olivers Senior Centre

"BRUSH & BLUFF" Paint Night
2025-12-11 17:00 - 20:00 | Oliver Visitor Centre, 6431 Station Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Join Artists Karlie and Colleen at the Oliver Visitors Centre and paint your very own McIntyre Bluff scene, and enjoy a delicious appy spread made by Chef Colleen from OKGN2GO.

Paint, snack, and celebrate the season inside the Oliver Visitor Centre — and come paint the Mcintyre bluff for the holidays!

All levels welcomeSnacks & tea includedTake home your masterpiece

Limited seats — reserve yours early and come paint the valley you love!

Sign up at the Visitors Centre or call 778-439-2363

Gingerbread Cookie Decorating
2025-12-12 19:00 | See Ya Later Ranch, 2575 Green Lake Road British Columbia Okanagan Falls V0H 1R0 Canada, Okanagan Falls, British Columbia, V0H 1R0, Canada
Bring the whole family for a fun and festive gingerbread decorating workshop! Make sweet memories (and even sweeter treats) this holiday season.Your ticket includes:🍷 A glass of See Ya Later Ranch wine for adults🧀 A delicious charcuterie spread🍪 All cookie decorating materials & guidanceLimited spots—reserve today for a deliciously festive experience!💲 $40 per adult | free kids (up to 2 children per paid adult)

Merry Morsels
2025-12-13 12:00, 2025-12-14 08:00 - 17:00 | Cellar Door & more, 7857 TucElNuit Drive British Columbia Oliver V0H 1T2 Canada, Oliver, British Columbia, V0H 1T2, Canada
Merry Morsels – December 13–14Sweeten your holiday shopping at Merry Morsels! Indulge in seasonal favourites from Purdy’s Chocolates while you explore exclusive in-store savings on your favourite wines. It’s a delicious way to treat yourself while checking off your holiday list.

And the best part? With every purchase, you’ll get to pick a Purdy’s chocolate bar to take home—a little extra sweetness to make your day merry and bright!

1st Annual Village Chritmas Party
2025-12-13 14:00 - 18:00 | District Wine Village, 100 Enterprise Way British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
You’re Invited to our 1st Annual Village Christmas Party!

Bring your colleagues, friends, and family to celebrate before the holidays at our 1st Annual Village Christmas Party.

What’s Happening• Wear your ugly Christmas sweater• Live music with Mandy Cole• Free skating and a visit from Santa (and maybe the Grinch)• Last‑minute gift ideas from small local businesses• Door prizes — bring a non perishable food item to donate towards the Christmas Food Hampers and recieve an extra entry for every donation

Join us to spread cheer and support our community.

Happy holidays!

Sunkeya Farm Alpacas | Open House
2025-12-14 11:00 - 15:00, 2025-12-20 11:00 - 15:00 | Sunkeya Farm Alpacas, 1264 Green Lake Road British Columbia Oliver Canada, Oliver, British Columbia, Canada

Cooking Class Dinners
2025-12-18 18:30 - 21:15 | Hester Creek Estate Winery, 877 Road 8 · Box 1605 British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Enjoy the ultimate culinary experience in the South Okanagan with our Cooking Class Dinners at Hester Creek Estate Winery.

Be one of only 14 guests seated in our state-of-the-art demonstration kitchen for a locally sourced, seasonally inspired menu skillfully paired with our award-winning wines. Watch as the chef prepares each course right in front of you while sharing their culinary secrets.

This experience includes a complimentary shuttle service for guests in Osoyoos and Oliver. Our Cooking Classes are a 19+ experience.

Open Mic Night
2025-12-19 19:00 | Baldy Mountain Resort, 2680 Mount Baldy Rd British Columbia Oliver, BC V0H 1T0 Canada, Oliver, BC, British Columbia, V0H 1T0, Canada
Open Mic Nights

Dates: Dec 19th, Jan 2nd, Feb 6th, Mar 6th, | 7 pm | Baldy bar

Come show the bar what you’ve got with Open Mic nights! Don’t want to perform? Then come out and see all the amazing talent the Baldy Community has to offer.

Solo and groups welcome.

Please bring your own instrument(s). Sound equipment provided.

Festive Fortunes
2025-12-20 08:00 - 17:00 | Cellar Door & more, 7857 TucElNuit Drive British Columbia Oliver V0H 1T2 Canada, Oliver, British Columbia, V0H 1T2, Canada
Festive Fortunes – December 20–23Wrap up the holiday season with a little extra cheer at Festive Fortunes! Every purchase gives you a chance to reach into the Christmas Draw Box and take home a special gift—a festive surprise to make your visit even brighter.

Enjoy exclusive in-store savings and finish your holiday shopping in style with great wines, great deals, and a touch of Christmas magic. Stop by, sip, and see what fortune has in store for you!
