Youth Solstice Swim
2026-06-19 19:00 - 21:30 UTC | Oliver Community Park, 6359 Park Drive British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Come celebrate the longest day of the year with us! Youth ages 13-17 are invited to join in on the fun at the Oliver Pool from 7:16-9:15PM.

Free Admission.

The lifeguards will be hosting: Pool Games, Mocktails, Prizes, Karaoke, and Food.

Sessions Saturday Ride
2026-06-20 08:00 - 10:00 | Sessions Outdoor Sports, 8503 78 Ave, Osoyoos, V0H 1V0, Canada
Join Sesssions Outdoor Sports on the Saturday Rides.

View Sessions Outdoor Sports on Instagram or Facebook for updates or reach out to Regan Pain at 250-487-9223

Wings & Wheels Breakfast
2026-06-20 08:00 - 11:00 | Oliver Municipal Airport, 5811 Airport Street British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Start your morning with engines, excitement, and a stack of pancakes at the Wings & Wheels Breakfast! Hosted at Oliver Airport (CAU3) in partnership with COPA Flight 158, this lively community event brings together aviation enthusiasts and classic car lovers alike.

Enjoy a delicious breakfast while exploring an impressive lineup of aircraft and vintage vehicles, courtesy of the Oliver Vintage Car Club. With planes overhead, polished classics on display, and plenty of friendly faces, it’s the perfect outing for families, friends, and visitors.

Join in on one (or all!) of the 2026 dates—April 18, June 20, August 15, and October 10—from 8:00 to 11:00 am. Breakfast is just $10 per plate, and everyone is welcome.

Planes, cars, food, and community—Wings & Wheels is where it all comes together in Oliver!

4x4 Ball Hockey Tournament
2026-06-20 11:00 | Oliver Community Park, 6359 Park Drive British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Join Canadian Tire Oliver, the Junior Canucks program and Oliver& District Recreation on Saturday June 20th for a 4-on-4 Ball Hockey Tournament.

Register your team of 4 (3 players 1 goalie) in one of 4 age divisions: 6-9, 10-13, 14-17, 18+ Registration opens April 18th. $10.00/player. Entry includes a burger/hotdog, Volunteers will be on site grilling by donation for spectators until supplies last.

Helmets and Gloves are recommended.

All proceeds go to Jump Start – to help keep families active!

Memorable Wine Tour
2026-06-20 11:00 - 12:30 | Nostalgia Wines, 4900 Black Sage Road British Columbia Oliver V0H 1T1 Canada, Oliver, British Columbia, V0H 1T1, Canada
Tour & Tasting Experience

Discover the essence of Nostalgia Wines on this captivating 90-minute journey through our vineyard, winery, and cellar. Beginning at 11:00 am in our picturesque picnic area with sweeping South Okanagan views, you’ll savour your first wine sample while learning about our 20-year legacy and the BC wine industry.

Stroll through our 14.5-acre estate vineyard as we share insights into our unique Black Sage Bench terroir, paired with a second carefully selected wine.

Step inside our winery for an exclusive behind-the-scenes look at our winemaking process, accompanied by a third tasting that brings our craft to life.

Conclude your experience at our Valley View patio seating, where you’ll enjoy additional wine samples and the opportunity to ask questions in an intimate, unhurried setting.

What’s Included:

Guided tour of vineyard, winery & cellarFive wine tastings featuring our award-winning selectionsExpert insights into the Okanagan Valley, our story, viticulture and winemakingMake memories with Nostalgia – where passion, expertise, and exceptional wines come together.

Click here to book!

Live Music & Food Truck Saturdays
2026-06-20 11:00 - 17:00 | River Stone Estate Winery, 143 Buchanan Drive British Columbia Oliver V0H 1T2 Canada, Oliver, British Columbia, V0H 1T2, Canada
Join us at River Stone Estate Winery from mid-June through mid-September for laid-back afternoons filled with great wine, live tunes, and tasty bites. Kick back in our garden, sip your favourite River Stone wines, and enjoy performances by some of our favourite local musicians while a rotating food truck keeps the good eats coming.

Food Trucks | Saturdays, 11am to 5pm

Live music | Saturdays, 1pm to 3pm

Free event. No tickets needed. Just show up and enjoy!

Summer 2026 Lineup: Live Music & Food Truck Saturdays – River Stone Estate Winery

Gather Books & SD.53 - Fill The Van Fundraiser
2026-06-20 11:00 - 18:00, 2026-06-21 11:00 - 18:00 | District Wine Village, 100 Enterprise Way British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
June 20 & 21 | 11am to 7pm

Help us fill the van with books for kids!

The two day event on June 20 & 21 will feature The Travelling Library Van in the Centre Plaza directly in front of the bookshop.You can purchase a bookmark at the van, the bookshop, the front entrance, and the vineyard for $10.Books can also be purchased directly from the bookshop.

The Oliver Library and Oliver Ambassadors will facilitate a story-walk in the vineyard, based on Monique Grey Smith’s book *When We Are Kind*.At the end of the walk, there is a craft activity.

Live Music On The Patio
2026-06-20 13:00 - 16:00, 2026-06-21 13:00 - 16:00 | Hester Creek Estate Winery, 877 Road 8 · Box 1605 British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Every weekend in the summer we host local musicians live on the patio at the Wine Shop from May to October and celebrate the incredible talent coming out of the Okanagan Valley and British Columbia.

These experiences are complimentary with first come, first served seating. They take place on Saturdays and Sundays from 1:00 to 4:00 and we have charcuterie options on hand.

Ari Neufeld – May 23 / June 14 & 27 / August 29 & 30 / September 13

Kristi Neuman – May 24 / July 19 & 26

Aidan Mayes – May 30 / June 7 / July 12 / September 12 / October 10

Mandy Cole – May 31 / July 11 / August 2 / October 3 & 4

Lewis Cardinal – June 6 & 28 / July 25 / August 22 / September 6 & 18

Brent Tyler – June 13 / July 4 & 5 / August 8 & 9 / September 19

Ryan McAllister – June 20 / August 1 / September 26 & 27

Nico Boesten – June 21

Devon Moody – July 18 / September 5

Joshua Smith – August 15 & 16

Roseanarig – August 23 / September 20

Oyster Hour
2026-06-20 15:00 - 16:30, 2026-06-21 15:00 - 16:30 | Sonora Room Restaurant, 500 Burrowing Owl Pl, Oliver, BC, V0H 1T0, Canada
Every Saturday & Sunday, 3:00 – 4:30 pm

It is the perfect piece of a summer weekend to relax in the sun while enjoying the briny deliciousness of fresh oysters, paired with a perfect glass of wine on the Sonora Room Patio.

Live Music in the Plaza with Badgentina
2026-06-20 15:00 - 17:00 | District Wine Village, 100 Enterprise Way British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
Saturday | June 20 | 3pm – 5pm

badgentina is Stephen and Lisa Toon, married folk-rockers who have been making music together for over 20 years. They write and perform songs full of story, in the tradition of their favourite songwriters. Growing up on albums by the likes of Jackson Browne, the Indigo Girls, Neil Young and KD Lang, Stephen and Lisa make music in this vein — there are the heartfelt and personal ballads and intimate secrets set to music, alongside rally cries and straight-up celebration. The live show is not to be missed. The journey is real for all who partake, both the artist and art-lover get caught up in the expression and process.

The Toons have played many venues big and small on their own and with other artists/projects, locally in Western Canada and as far away as Macau and Mongolia. Around 2007, while still living in Vancouver, BC, Canada, badgentina took a long break. Over the next 10 years, 4 boys and a dog named Raphi joined the family, and then…it just felt right to get the ol’ badger train back on the tracks. The Toons formed Toonmade as their online Hub for all their goings on, it represents their independent record label and production house. By 2019 it was clear that badgentina would record a new record. It had been about 13 years since they last released an album, Brittle the Bed.

Kin & Folk Winemaker Dinner Series
2026-06-20 18:00 | Phantom Creek Estates, 4315 Black Sage Road British Columbia Oliver Canada, Oliver, British Columbia, Canada
Kin & Folk Winemaker Dinner SeriesJoin us and our friends from Kin & Folk at the Phantom Creek Estates Restaurant for a special four-course dinner with wine pairings. Built on connection, bold flavours, and genuine hospitality, Kin & Folk will bring its thoughtful, Asian-inspired approach to a custom menu created by Chef Zac to pair seamlessly with Phantom Creek Estates wines. Together, we invite you to enjoy an evening that is refined, welcoming, and meant to be shared.Wine Club Preferred Pricing: Wine Club members receive preferred pricing for the member and one guest. For assistance with your reservation, please contact Tess at wineclub@phantomcreekestates.comDress Code: Business casual, or as elevated as you wish.Dietary needs or allergies? Please let us know in advance.Contact:wineclub@phantomcreekestates.comconcierge@phantomcreekestates.comor call 250.498.8367

Reservations required19+ event

Online: Purchase ticketsEmail: concierge@phantomcreekestates.comCall: 250-498-8367 ext. 1

Antonio Larosa | Sunset Concert Series
2026-06-20 19:00 | Tinhorn Creek Vineyards, 537 Tinhorn Creek Rd. British Columbia Oliver V0H 1T1 Canada, Oliver, British Columbia, V0H 1T1, Canada
Antonio Larosa

Back by popular demand, Antonio Larosa returns with a powerful mix of country rock and roots, weaving blues-driven grit and timeless country storytelling into an electric live show. Expect big choruses, raised glasses, and golden hour views stretching across the vineyard.

Date: Saturday, June 20th, 2026Time: 7:00pmGeneral Admission Ticket Price: $65.00Wine Club General Admission Ticket Price: $55.25General Admission Ticket + Shuttle Pass: $85Wine Club Member General Admission Ticket + Shuttle Pass: $72.25

This General Admission Ticket includes your seating on a first come first serve basis. If you require a shuttle from and to Penticton, Oliver or Osoyoos, please review Ticket + Shuttle Pass options below. You are welcome to purchase wine and food upon arrival.

Antonio Larosa is a country-rock artist from Vancouver, BC, blending classic rock grit with country soul and a modern edge. Raised in a musical household, his passion for storytelling was inspired by his father’s vinyl collection, with icons like Johnny Cash and Elvis Presley shaping his sound. Larosa’s journey began in musical theatre, acting, and songwriting, leading him to establish a unique presence in the country-rock scene. His powerful vocals, compelling lyrics, and electrifying performances have earned him a dedicated following. His hit single “Hard Days” gained over 300,000 streams and major playlist placements. Known for his dynamic live performances, Larosa combines the essence of rock and country with a fresh twist. In 2023, he won the BCCMA “Roots Artist of the Year” award, and his music continues to gain recognition through Spotify, Amazon playlists, and Sirius XM radio. Playing festivals, concert halls, and intimate venues across Canada, Larosa’s timeless songwriting and vibrant energy solidify him as a rising star in the country-rock world.

Sculpt & Sip Sundays
2026-06-21 09:00 - 10:00 | District Wine Village, 100 Enterprise Way British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
SCULPT & SIP SUNDAYSStrong bodies. Sunny vibes. Sunday tradition.

Join us every Sunday starting June 14th from 9:00–10:00 AM at District Wine Village for an outdoor group fitness class that brings the burn AND the fun Full body workoutsSassy beats & motivating energy | All fitness levels welcome | Cool misters to keep you refreshedMimosa included after class

District Wine VillageSundays starting June 149:00–10:00 AM

Tickets: $25.00Bring your mat, water, and your sassCome for the sweat. Stay for the sip.

Sun, Jun 14, 2026 – Sun, Sep 6, 2026

9:00 am – 10:00 am

District Wine Village

$25

BOOK NOW

Station Street Market
2026-06-21 09:00 - 13:00 | Oliver Lions Park, Station St. British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
The Station Street Market is located in between the Visitor Information Centre and the Coast Hotel in the beautiful grass area just off Station Street. We are going into our 3rd year and we are excited to continue building on our previous seasons. Thank you to all the vendors for being part of the energy and thank you to all of our guests for shopping local and for helping to make Sundays a great day in Oliver!

This year for the market will run Sundays, from 9 am to 1 pm, May 31 to September 27*, 2026.

*There will be no market on June 14th (Oliver Sunshine Festival) and no market on September 20 (Festival of the Grape). Both of these events will be at the Oliver Community Centre and we encourage everyone to go check out those events!​

Father's Day - Big Reds & Big Steaks
2026-06-21 12:00 - 20:00 | Sonora Room Restaurant, 500 Burrowing Owl Pl, Oliver, BC, V0H 1T0, Canada
Father’s Day – Big Reds, Big Steaks:

Treat Dad at the Sonora Room Restaurant with big red wines and father’s day features all day. The Wine Shop will also be treating Dad like a king, with interesting pairings of wine and chorizo sausage. Give Dad an outing to be remembered.

Ryan McAllister
2026-06-21 13:00 - 16:00 | Phantom Creek Estates, 4315 Black Sage Road British Columbia Oliver Canada, Oliver, British Columbia, Canada
Ryan McAllister is a Canadian singer, songwriter, and producer. Over 20 years he has played thousands of concerts on five continents with artists ranging from Willy Nelson to Sam Roberts. He owns Five Acres Studio in Abbotsford BC where his work as a producer won a JUNO award. Ryan continues to champion Canadian indie music through his company Valley Music co.

Go Skateboarding Day! Oliver Skatepark
2026-06-21 13:00 - 16:00 | Oliver Lions Park, Station St. British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada

Sunday Service | Live Music
2026-06-21 14:00 - 16:00 | Blasted Church, 378 Parsons Rd, Okanagan Fallas, V0H 1R5, Canada
Live Music on the Patio all season

Confess your love for great wine and live music by coming to Blasted Church on Sunday!

Enjoy complimentary live music from 2–4 p.m. on Sundays on our patio all season long.

Pair heavenly tunes with snacks by Chef John Burke and wines by the glass or bottle, and consider this your afternoon pilgrimage to wine country bliss.

Sunday, May 10 – Okanagan Sax

Sunday, May 17 – Tom Richardson

Sunday, June 21 – Lachlan Gann

Sunday, June 28 – Will Schlackl

Sunday, July 5 -Lachlan Gann

Sunday, July 12 – Will Schlackl

Sunday, July 19 – Okanagan Sax

Sunday, July 26 – R n R

Sunday, August 2 – Will Schlackl

Sunday, August 9 – Okanagan Sax

Sunday, August 16 – Tom Richardson

Sunday, August 23 – R n R

Sunday, August 30 -Lachlan Gann

Sunday, Sept. 6 – Ethan Fuse

Sunday, Sept. 13 – Okanagan Sax

Sunday, Sept. 20 – Tom Richardson

Sunday, Sept. 27 – R n R

Live Music in the Plaza with Gord McLaren
2026-06-21 15:00 - 17:00 | District Wine Village, 100 Enterprise Way British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
3pm to 5pm – Live in the Plaza.

Penticton’s own Gord McLaren will be here for everyone to enjoy on Sunday!

Classic Car Cruise-In
2026-06-21 16:00 - 19:00 | Nostalgia Wines, 4900 Black Sage Road British Columbia Oliver V0H 1T1 Canada, Oliver, British Columbia, V0H 1T1, Canada
Every Sunday from 4pm-7pm May 17th-Sept 27th we invite the hot rod, classic car, supercar and show car community to swing on by our lounge to show off your ride and hang out with like minded folks. Our lounge has wines, beer, cocktails and charcuterie available for purchase.

Enter to Win 10th Annual Show, Shine ‘n’ Wine Registration happening June 13th. (includes T-shirt)

Cooking Class Dinner
2026-06-23 18:30 - 21:30, 2026-06-24 18:30 - 21:30 | 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.

The Estate Lunch
2026-06-25 12:30 - 14:30 | Hester Creek Estate Winery, 877 Road 8 · Box 1605 British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
The Estate Lunches & Dinners at Hester Creek Estate Winery bring together all the best elements of the seasons.

These culinary experiences take place on the picturesque Tuscan Patio feature a multi-course lunch paired with our award-winning wines. The ingredients are locally sourced to highlight the flavours of the season and you’re sure to enjoy the delights of Okanagan wine and cuisine while forging new friendships with the guests around the table. Each of these experiences are expertly curated by our culinary team at Terrafina to bring together the best of food and wine in the beautiful South Okanagan.

Be one of only 12 guests while you enjoy a seasonally inspired, locally sourced, lunch. This multi-course lunch is paired with our award-winning wines and curated by our culinary team at Terrafina. Seated in our private Tuscan Patio, you will enjoy the warmth of the Okanagan sun and our hospitality.

Tickets are $122 per person, plus tax and gratuity. If the weather is not on our side, we will be seated in our private Garland Room, located just off the wine shop. 19

Thursday Live Music
2026-06-25 16:00 - 18:00 | Black Hills Estate Winery, 4190 Black Sage Road British Columbia Oliver V0H1T1 Canada, Oliver, British Columbia, V0H1T1, Canada
Join us on select Thursdays from June 18 to September 24 and enjoy oysters from 4:00 pm to 6:00 pm, with live music continuing until 6:30 pm. Each evening features a rotating lineup of local musicians, inviting guests to settle in, sip, and take in the beauty of the Black Sage Bench.

Reservations are recommended.

Dates: Thursdays, June 18 to September 24Time: Oysters from 4:00 pm to 6:00 pm, live music until 6:30 pmLocation: Black Hills Estate WineryFeaturing: Fresh oysters, bubbles, and live music

Musician lineup

June 18: Shane AlaricJune 25: Lewis CardinalJuly 2: To be announcedJuly 9: Lewis CardinalJuly 16: Mick JamesJuly 23: Aaron LoewenJuly 30: To be announcedAugust 6: Aaron LoewenAugust 13: Mick JamesAugust 20: Lewis CardinalAugust 27: To be announcedSeptember 3: Aaron LoewenSeptember 10: Lewis CardinalSeptember 17: Mick JamesSeptember 24: To be announced

Free Live Music Thursday with Roseanarig
2026-06-25 17:00 - 19:00 | Nostalgia Wines, 4900 Black Sage Road British Columbia Oliver V0H 1T1 Canada, Oliver, British Columbia, V0H 1T1, Canada
It’s going to be an evening full of great connections, relaxed vibes, and even better company as we continue this tradition together.

We’re delighted to have Roseanarig gracing the stage, filling the night with sultry, smooth vibes that will captivate and enchant. And come hungry — Pit Stop Smokery will be on site serving up incredible eats that you won’t want to miss.

Sensual music, delicious food, and even better company.

To reserve our limited seating under our Pergola, please RSVP below with your name, email, and the number of people in your group. You may also call the shop at 250-485-0227.

Friday Night POP ROCK MUSIC BINGO
2026-06-25 18:00 - 20:00 | District Wine Village, 100 Enterprise Way British Columbia Oliver V0H 1T0 Canada, Oliver, British Columbia, V0H 1T0, Canada
EVERY FRIDAY THIS SUMMER

No reservations required, no cover charge, Show up with your friends and family to enjoy some great wines, craft beer, artisan cocktails and music fun!Join us for Music Trivia on Friday nights and enjoy without the worry of driving. We have 2 Shuttle options for you including one from Oliver.

JUST PEACHY TOURS – MUSIC TRIVIA SHUTTLE – BOOK NOWTOP CAT TOURS – MUSIC TRIVIA SHUTTLE – BOOK NOW

Queenage Wasteland
2026-06-25 19:00 - 20:30 | Venables Theatre, Oliver, British Columbia, V0H 1T0, Canada
About the Performance

Warning: Strong Language Below

​

Following up from her hit show, LARRY, award-winning comedy artist, musician and writer, Candy Roberts presents the world premiere of QUEENAGE WASTELAND!What if they lied? What if being a crazy cat lady is AMAZING? Like a modern-day Carol Burnett on acid, Candy Roberts spins hilarious misadventures of a Gen-X childhood survivor. From freeze, fawn & flee, to fuck-you, an autobiographical comedy about the pursuit of becoming a dangerous old woman.Let’s forget about aging out of expectations. Queenage Wasteland reimagines a culture where young folks look forward to silver hair, wisdom and peace.“Once she gets you laughing, she will not fucking let up.”– Colin Thomas – Simply the Best of 2019“a highly skilled physical comedian…. her bravery is virtually unlimited” – Liz Nichols, 12thnight.ca“A fearless performer”– CBC
