Winnipeg 
A short list of ideas to celebrate 2020 Valentine’s Day in Winnipeg with your special someone.
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Ciao! Dine About Winnipeg 2020
Well, Ciao! Dine About Winnipeg’s annual culinary celebration features the city’s best restaurants, offering diners the chance to sample extravagant and creative three course fixed-price meals. You can also attend some unique and engaging culinary events. Details
February 1 – 11, 2020
Multiple venues across Winnipeg
$18, $28 and $38
Save a Cowboy, Ride a Horse
Valentines date night is a fun, group event for couples to learn about horses together! You may register for this event as a couple or an entire group. Details
Friday, February 14, 2020 | 7:00 PM – 9:00 PM
Sagehill Stables, 4180 Waverley Street, Winnipeg
$80
Valentines Concert
A fantastic Valentines Concert featuring, “Two Crows for Comfort” 2019 Manitoba Country Music Association award winners! Details
Friday February 14, 2020 | 7:30 PM
Kildonan United Church, 187 Kilbride Avenue, West Kildonan, Winnipeg
$15
Make a Valentine!
Visit the Transcona Museum to make a Valentine for your loved ones! Activities will include: Making Valentine’s Cards, Crafts and Colouring, Scavenger Hunt and other Fun Games. Details
Saturday, February 8, 2020 | 1:00 PM – 4:00 PM
Transcona Museum, 141 Regent Ave W, Winnipeg
Free
Once Upon a Love Song
Mark Masri showcases his powerful tenor voice and charismatic stage presence with stirring symphonic arrangements to melt your heart. Details
February 14 – 16, 2020
Centennial Concert Hall, Winnipeg
$23.75 – $99
Feast: Smith Pop-up – Valentine’s Edition
Perfect for a special Valentine’s date! Enjoy the WAG’s signature dinner-and-tour program, featuring a three-course amuse bouche, deliciously curated by SMITH, followed by a guided exploration of artwork in the galleries. Details
February 14 – 15, 2020 | 6:00 PM – 9:00 PM
Winnipeg Art Gallery, 300 Memorial Blvd, Winnipeg
$95 Members/$100 Non-members
Valentine’s Day Dinner
Join us at the beautiful Qualico Family Centre for a unique Valentine’s Day dining experience. Our culinary team will present a multi-course menu of delectable dishes influenced by both classic and modern interpretations. Each course is expertly paired with a specially selected wine or beverage to complement the dishes. Details
Friday, February 14, 2020 | Doors open at 6:30 PM
Assiniboine Park & Zoo – Qualico Family Centre, 330 Assiniboine Park Drive, Winnipeg
$110 + tax /person (includes gratuity)
Riel Love
Celebrate Valentine’s Day with the Crosseyed Rascals for an evening of clean improvisational comedy! It’s the start of the Louis Riel Day long weekend, so start it off by relaxing with specialty coffees, grilled cheese sandwches, and laughter through family-friendly entertainment! Details
Friday, February 14, 2020 | 7:30 PM
Station 8 Cafe, 325 Talbot Avenue, Winnipeg
Suggested cover, $5
Dinner & Movie at the MET
Time to celebrate with your Sweet Heart for our most requested viewing of the year. Top on the list of the best date night movies ever made. The Metropolitan Entertainment Centre is proud to present our Valentines Day Dinner & a Movie featuring the classic – “Casablanca” and our signature buffet.. Details
Friday, February 14, 2020 | Buffet 5:00 PM, Movie 7:00 PM
The Metropolitan Entertainment Centre, 281 Donald street, Winnipeg
Senior $28, Regular $38
Valentine’s Chef Table Dinner
Join us Valentine’s Day for a gourmet wine dinner featuring our very own Chef Sergei Didenko. Enjoy 5 amazing courses expertly paired with wines. Details
Friday, February 14, 2020 | 7:00 PM
De Nardi, 1360 Taylor Avenue, Winnipeg
$150/person (includes dinner and wines, taxes extra)
Dinner & Theatre
Enjoy live theatre and go out for dinner!
Desautels Chamber Opera Group – Opera Scenes
February 12, 14, 2020 | 7:30 PM
John J. Conklin Theatre in the Gail Asper Performing Arts Hall, Tache Arts Complex, 162 Dafoe Rd., Winnipeg
$20 adults/$12 students
Good Night Desdemona (Good Morning Juliet)
Goodnight Desdemona (Good Morning Juliet) is an exuberant comedy and feminist revisioning of Shakespeare’s Othello and Romeo and Juliet. It takes us from a dusty office in Canada’s Queen’s University, into the fraught and furious worlds of two of Shakespeare’s best-known tragedies, and turns them upside-down. Details
January 31 – February 15, 2020
Colin Jackson Theatre – Prairie Theatre Exchange, Winnipeg
$10 – $27
Two Birds One Stone
A documentary-style investigation of a Jewish-Canadian/Muslim-Palestinian friendship between two women. Details
February 8 – 16, 2020
Berney Theatre, C148-123 Doncaster Street, Winnipeg
$15 – $42
The New Canadian Curling Club
The New Canadian Curling Club is an inspiring story of a new curling team that sorts through its differences and rise above it.Details
February 12 – March 7, 2020
Royal Manitoba Theatre Centre, 174 Market Avenue, Winnipeg
$27.25 – $92.75
Halka
In HALKA, the performers of the Acrobatic Troupe of Tangiers (Groupe Acrobatique de Tanger) invoke through their movement the memories of the art form that has shaped their relationship with the world.Details
February 14 – 15, 2020 | 8:00 PM
Centre Culturel Franco-Manitobain, 340 Provencher Blvd, Winnipeg, MB, Canada
$15 – $20
Manitoba Moose
vs. Rockford IceHogs. Details
Thursday, February 13, 2020 | 7:00 PM
Bell MTS Place, Winnipeg
$16.5 – $32
Winnipeg Jets
vs. San Jose Sharks. Details
Friday, February 14, 2020 | 6:00 PM
Bell MTS Place, Winnipeg
$51 – $245
Do a Paint Nite
- Ocean Love Silhouette on Wednesday , February 12, 2020 | 7:00 PM @ Saffron’s| $40
- Spring Wreath Love Birds on Wednesday, February 12, 2020 | 7:00 PM @ Famous Dave’s | $40
- Lover’s Cove on Friday, February 14, 2020 | 7:00 PM @ Saffron’s | $40
- Love Birds Partner Painting on Friday, February 14, 2020 | 7:00 PM @ Crazy 8 Billiards and Lounge | $40
A Salute To Stompin Tom
Take a trip from coast to coast to coast across our great country in stories and songs. You’ll meet hockey players, prairie truck drivers, potato growers and fishermen. Party like it’s a Sudbury Saturday night with the tunes of Stompin’ Tom! Details
Thursday, February 13, 2020 | 7:00 PM
Club Regent Event Centre, 1425 Regent Ave. W., Winnipeg
$31.5 – $36.75
I Love Vinyl
Symptom Technologies presents I ❤️ Vinyl, a Valentines themed-night celebrating our love for vinyl records and an homage to the old days of Symptom Tech parties! Details
Saturday, February 15, 2020 | 10:00 PM – 2:00 AM
The Good Will Social Club, 625 Portage Ave, Winnipeg
$10
Cookie Decorating Classes
Enjoy an afternoon cookie decorating activity. Fun for all ages and abilities! Sweet Impressions Bakery, 669 Stafford Street. Details
- Family Decorating Event ‘Sweet Valentine’ on Saturday, February 8, 2020 | 11:30 AM – 4:00 PM
- My Little Cookie’ Sweet Valentine Class on Sunday, February 9, 2020 | 12:30 PM – 1:30 PM & 2:30 PM – 3:30 PM
- ‘Sweet Valentine’ on Wednesday, February 12, 2020 | 6:00 PM – 8:00 PM
- ‘Sweet Valentine’on Thursday, February 13, 2020 | 6:00 PM – 8:00 PM
Valentine’s Wine & Dessert
Sample through 5 different wines paired with 5 Valentine inspired desserts created by Chocolate Zen bakery. A wine specialist from De Luca Fine Wines will guide you through the wines while Doug & Barbara of Chocolate Zen present their delicious dessert pairings. Details
Wednesday, February 12, 2020 | 7:00 PM – 9:00 PM
De Luca Fine Wines, 942 Portage Avenue, Winnipeg
Shop for your Valentine
Cupids And Cameos:
Presented by Treasured Gifts N Things, this market has over 45+ Tables of Unique Handmade Gifts including your everyday favourite distributors! Details
Sunday, February 9, 2020 | 11:00 AM – 04:00 PM
Canad Inns Club Regent Casino Hotel, 1415 Regent Ave. W. Winnipeg
Free Admission
Other Activities
- Sign up with your sweetheart/family for the Jack Frost Challenge on February 2 – 8, 2020
- Enjoy music of old, traditional cuisine, sensational snow sculptures and captivating shows at Festival du Voyageurfrom February 14.
- Take your sweetheart on a spin @ Arctic Glacier Winter Park
- Landmark Cinema’s Wednesday Offer: 2 General Admissions, 2 Medium Drinks, 1 Large Popcorn (includes a FREE Refill), and your choice of candy for one great, low price.
- Family MakerLab: Valentine Keychain – Stop by the WAG with your family and spend some creative time together. Sunday, February 2, 2020
Dinner Theatre: Country Star
Ellie works at the Wildcat Saloon. She is a young and talented country singer with a gift for writing amazing country music. After years of trying though, Ellie is almost ready to give up on her dreams. That is when fate steps in. Actually… that is when Garth steps in. Garth Jackson is a country legend with the most hit records of any recording artist in history. He has everything a person could ever want, fame fortune and legions of fans. Fortunately, for Ellie, he also has a tour bus that broke down right outside the bar!! Details
February 14 – April 19, 2020
Celebrations Dinner Theatre, 1824 Pembina Hwy, Winnipeg
$35.50 – $67.95 + taxes + fees
Sweethearts Dinner
Celebrate Valentine’s Day With a special 3 Course meal prepared by Chef Alex. Details
Thursday, February 14, 2020 | 6:30 PM – 10:00 PM
Chef On Demand Restaurant, 510 Sargent Ave, Winnipeg
$75
Dave Hemstad – Valentine’s Day
Called a “Canadian Master” by Just For Laughs, Dave Hemstad has skyrocketed to the top of the national comedy scene, appearing regularly across the country and on a hit show on CBC. Brashly confident on stage with clean, refreshing, motivational humour, Hemstad muses on daily life, modern world frustrations and social tensions we all experience, but keep to ourselves. Details
Thursday, February 14, 2019 | 7:45 PM & 10:30 PM
Rumor’s Comedy Club, 190-2025 Corydon Avenue, Winnipeg
$16
Valentine’s Dinner at the Cafe
Celebrate Valentine’s Day with a romantic three-course dinner in the beautiful setting of FortWhyte Alive.Details
February 14 – 15, 2020 | 5:30 PM – 8:30 PM
FortWhyte Alive, 1961 McCreary Rd, Winnipeg
$100/couple
Valentine’s Day Dinner
Valentine’s Day Dinner with Urban Prairie Cuisine. Details
Friday, February 14, 2020 | 5:00 PM – 10:00 PM
Winnipeg Winter Club, 200 River Avenue, Winnipeg
$55/person
Valentine’s Day 4 Course Dinner
Celebrate Valentine’s Day with the most amazing view of our winter wonderland here in Winnipeg. Our special dining experience with live music and exclusive four course dinner menu takes place on Feb 14 and 15th. Details
February 14 – 15, 2020
Prairie 360, 83 Garry Street, Winnipeg
$76 per person + taxes and 18% pretax gratuity
Valentine’s Day Dinner w/ Chef Alex
Friday, February 14, 2020 | 6:30 PM – 8:30 PM
De Luca Fine Wines, 942 Portage Avenue, Winnipeg
$150
Valentine’s Dinner & Dance
Enjoy a fabulous buffet featuring authentic Italian cuisine prepared by Chef Gerardo Tummillo followed by an evening of dancing! Details
Friday, February 14, 2020 | 5:00 PM – 9:00 PM
Assiniboia Downs, 3975 Portage Ave, Winnipeg
$29.95 per person. Reservations are required
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