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Holly & Jolly: Christmas Events in Osoyoos

Holiday Cheer is Here!

One of the great things about Osoyoos is all the fun & charm we pack into a small town. At Watermark you get the secluded feel of an exclusive resort, but you can also enjoy festivals, ski trips, and winter events!

Tis the season for holiday cheer, and our calendar is already filling up. Explore the options for an exciting Osoyoos winter while you stay at Watermark.


Watermark Christmas Party BellsWinter In Wine Country

November 22-24, 2019
See schedule for participating wineries

Looking for a gift that’s elegant, indulgent, & supports the local industry? Visit local wineries for great deals on local wine as well as a festive holiday atmosphere. Test your wine knowledge with a trivia game at Black Hills, or have a hot chocolate by the bonfire at Covert Farms! Not drinking? Park yourself at the popcorn bar at Moon Curser.

Okanagan Cheese Festival

November 23, 2019
10 am – 2 pm
Oliver Eats, Ltd.

Care for a camembert? Hankering for havarti? You’ll be sure to find a new favourite at the Okanagan Cheese Festival, organized by Oliver Eats. Peruse local cheese offerings while you enjoy wine tasting & live music. Oh, the fromage!

31st Annual Christmas Light Up

November 29 & 30, 2019
See schedule for times & locations

This family-friendly event is a favourite with locals. Join in with Christmas caroling, or watch Santa’s parade with the little ones. There’s photo opportunities with Saint Nick, too! Get a head start on your holiday shopping at the Kiwanis Craft Fair. With so much fun packed into two days, you’ll see the season off to a swell start!

Christmas Events

Frank Venables Theatre

See schedule for dates & times

The Frank Venables Theatre in nearby Oliver has a bevy of holiday shows ready to shower you with good cheer! Enjoy the breathtaking voices of Tenore, the award-winning tenor group as they perform a selection of holiday hits. Or bask in the magic & wonder of Christmas with Ballet Victoria’s performance of The Nutcracker. An evening out with family makes for a memorable holiday tradition!

Christmas Cowboy Style

December 7, 2019
Doors at 6:30 pm, music at 7:30 pm
Osoyoos Elk’s Hall

Kick up your heels with an evening of classic country Christmas hits. Double Stop Creek & Friends presents this lively, down-home evening.

Christmas Party

Wrap & Ship Christmas Market

December 8, 2019
10 am – 2 pm
Oliver Eats Ltd.

More than a market, you can get your holiday shopping done while enjoying live music and delicious food! Try a wine tasting from local vendors, or get yourself a hot plate of BBQ.

Rockin’ With Santa

December 21, 2019
2 pm – 4 pm
Sun Bowl Arena

Everyone can enjoy this family-friendly festival at the Sun Bowl Arena! Get your group together for a skating party before browsing the craft fair. Don’t forget to enter the turkey raffle!

With Watermark’s location just steps from Osoyoos’ Main Street, we are ideally situated to be your home base for all of your Osoyoos winter events!

Excellent rates, well-appointed suites, and enviable resort amenities mean our guests feel welcome and festive any time of year.

Contact us to book your holiday stay.

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