Winnipeg 
A short list of ideas to celebrate 2026 Valentine’s Day in Winnipeg with your special someone.
Eros & Elegance Afternoon Tea
Surrender to the romance of our Eros & Elegance Afternoon Tea, a celebration of love, connection, and indulgence. Immerse yourself in an enchanting experience where every detail is crafted to inspire affection. Details
When: February 14 – 15, 2026
Where: Velvet Glove Restaurant, 2 Lombard Place, Winnipeg
Price: $75 per person, $48 per child 12 years and below
The Business of Love: Victorian Courtship, Chaperones and the Matrimonial Market
Join us for The Language of Dalnavert: An Insider’s Perspective of the House and the Victorians, a monthly lecture series with our Collections Registrar, Inés Bonacossa. Each month, Inés will share her insight into different aspects of Dalnavert’s collection and Victorian culture. Details
When: Sunday, February 15, 2026 | 1:30 PM – 2:30 PM
Where: Dalnavert Museum, 61 Carlton Street, Winnipeg
Price: Tickets are $10 per person per lecture and free for Dalnavert Museum members.
Ode’imin: A Berry Sweet Paint Event
Celebrate Valentine’s Day with an unforgettable evening rooted in Indigenous art, stories, and teachings. Centred on Anishinaabe strawberry knowledge, this exclusive after-hours paint event blends creativity, culture, and connection for a truly one-of-a-kind experience. This event is meant for anyone who wants to celebrate love in its many forms. Whether you come with a partner, your best friend, your mother or daughter, or someone who simply brings joy to your life, this event welcomes all relationships and all ways of loving. Details
When: Friday, February 13, 2026 | 6:00 PM
Where: Manitoba Museum, 190 Rupert Avenue, Winnipeg
Price: $100
Valentine’s Day Wine Tasting
A night of wine tasting from Manitoba’s Only Vineyard. Grape Wine, fruit wine, mead, sangria, cider, wine coolers. Home made food and more!! Details
When: Saturday, February 14, 2026 | 12:00 PM – 4:00 PM
Where: Shrugging Doctor Beverage Company, 483 Berry Street, Winnipeg
Price: $48.19
VA Lovey-Dovey Second Saturday
Stop by for Second Saturdays, a free program inviting families to explore the past! After a month off, Second Saturdays returns this February! Come by Dalnavert on Valentine’s Day for this special edition of Dalnavert’s Second Saturdays program. Explore the house and enjoy crafts and family-friendly activities, all free of charge!! Details
When: Saturday, February 14, 2026 | 12:00 PM – 4:00 PM
Where: Dalnavert Museum, 61 Carlton Street, Winnipeg
Price: Free
Live Theatre: Holland
This world premiere is a hilarious madcap adventure, an unflinching look at disability rights and a love letter to everyday heroes who will do anything for their people. Details
When: February 4 – 21, 2026
Where: Tom Hendry Warehouse, 140 Rupert Ave, Winnipeg
Price: $27 – $49 + taxes and fees
4th Annual Valentine’s Day Craft & Bake Sale
Join us for a fun-filled day shopping from local makers, bakers, and small business owners! Details
When: Saturday, February 8, 2026 | 11 AM – 3 PM
Where: Transcona East End Community Club, 517 Pandora Ave. E, Winnipeg
Price: Free
Dinner Theatre: Happy Daze Again!
When: January 29 – April 12, 2026
Where: Destination Dinner Stage, 1824 Pembina Highway, Winnipeg
Price: $51 and up plus taxes and fees
Valentine’s Dinner & Dance
When: Saturday, February 14, 2026 | Buffet 6:00 PM – 9:00 PM; Dancing till 11:00 PM
Where: Assiniboia Downs, 3975 Portage Ave, Winnipeg
Price: $69.95 per person (plus taxes & gratuities)
Winter Wonderland Afternoon Tea
Step into a magical winter escape with our Winter Wonderland Afternoon Tea, where frosted elegance and seasonal indulgence await. Details
When: Sundays, January 4 – February 22, 2026 | 11:30 AM, 12:00 PM & 2:00 PM
Where: Velvet Glove Restaurant, 2 Lombard Place, Winnipeg
Price: $75 per person, $48 per child 12 years and below
Kiss & Wake Up Package: Enjoy a bottle of sparkling rosé while indulging in local, handcrafted chocolates for two. Sleep in with a complimentary late check-out and enjoy breakfast for two in the Velvet Glove restaurant. Details
Valentines Day Dinner / Dinner & Dance
Celebrate this special day with your special someone with a specially prepared meal.
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Classical Romance: Bernstein & Rachmaninoff
When: February 14 – 15, 2026
Where: Centennial Concert Hall, 555 Main Street, Winnipeg
Price: $15.71 – $124
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Yours Truly – You Can’t Spell Improv without Love
When: Saturday, February 14, 2026 | 9:00 PM
Where: Gas Station Arts Centre, 445 River Avenue, Winnipeg
Price: $13.55
Love is Blank – Improvised instant soulmates
Watch the drama unfold live as our cast of characters enter the pods to find love! Inspired by the hit reality dating show, you’ll watch the worst people you’ve ever seen search for a love connection before ever meeting face to face. With all of the explosive reveals, dramatic proposals, and absolutely real true love you’d expect from people who risk it all to find their ‘instant’ soulmates. Details
When: Saturday, February 14, 2026 | 7:00 PM
Where: Gas Station Arts Centre, 445 River Avenue, Winnipeg
Price: $21.97
Galentine’s Day at Gather
Grab your besties and get ready to sip, snack, and celebrate! Join us for a special Galentine’s Day dinner featuring shareable small plates, indulgent desserts, and perfectly paired cocktails and wines. It’s a night made for laughs, clinking glasses, and celebrating friendship! Details
When: Friday, February 13, 2026 | 4:00 PM – 11:00 PM
Where: Gather Craft Kitchen & Bar at the Leaf, 145 Leaf Way, Winnipeg
Price: Register
Valentine’s Day at The Leaf
Spend Valentine’s Day in a serene, adults-only botanical oasis at The Leaf After Dark from 7:00 to 9:00 PM. Join us for an evening of botanical bliss at The Leaf After Dark! Enjoy a relaxing adults-only atmosphere complete with live musical entertainment. Wine and beer will be available at The Leaf Coffee Bar. Grab a glass of wine and let the lush greenery and starlight guide you on a stroll through The Leaf! ages 18+. Details
When: Saturday, February 14, 2026 | 7:00 PM – 9:00 PM
Where: The Leaf, 145 Leaf Way, Winnipeg
Price: Register
Culinary Night at the Museum: Love Through the Ages
Celebrate Valentine’s Day in a way like no other with an evening that blends romance, history and cuisine.
This special edition of Culinary Night at the Museum highlights themes of love, relationships and human rights, inviting guests to explore powerful stories that have shaped how we understand connection and intimacy throughout time. As you move through the galleries, each stop pairs captivating narratives and artifacts with a thoughtfully prepared course, with the option to elevate your experience with a signature drink at every stop. Whether shared with a partner, friends, or as a unique night out, this evening promises indulgence, discovery and inspiration.
When: Saturday, February 14, 2026 | Two seatings 5:45 PM & 6:30 PM
Where: Canadian Museum for Human Rights, 85 Israel Asper Way
Price: $145 includes dinner, $180 includes dinner and a signature drink at each stop
Nourish
Enjoy the WAG’s signature dinner and tour program, featuring a three-course meal, followed by an inspiring tour in the exhibition galleries. Details
When: Saturday, February 14, 2026 | 6:00 PM – 9:00 PM
Where: Winnipeg Art Gallery, 300 Memorial Blvd. Winnipeg
Price: $125
Couples Wheel Throwing & Photoshoot
Celebrate Valentine’s day by recreating the iconic pottery scene from the 90’s film “Ghost”! In this special edition ClayMaker, couples will be guided through the basics of working with clay, share a pottery wheel, have the opportunity to try making 2 pots together, and receive a couples photoshoot! Details
When: Saturday, February 14 & Monday, February 16, 2026 | 1:00 PM – 4:00 PM
Where: Winnipeg Art Gallery, 300 Memorial Blvd. Winnipeg
Price: $300
Candlelight: Valentine’s Day Special
Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Winnipeg. Get your tickets now to discover the music of Valentine’s Day Special at Crescent Arts Centre under the gentle glow of candlelight. Details
When: Friday, February 13, 2026 | 8:45 PM
Where: Crescent Arts Centre, 525 Wardlaw Avenue, Winnipeg
Price: $45.50 – $94
Candlelight Valentine’s Day: Classical Romance
Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Winnipeg. Get your tickets now to discover the music of Classical Romance at Crescent Arts Centre under the gentle glow of candlelight. Details
When: Friday, February 13, 2026 | 6:30 PM
Where: Crescent Arts Centre, 525 Wardlaw Avenue, Winnipeg
Price: $33 – $64
Heartbreak Hotel: Beth & Truth In The Well
The only place to spend Valentine’s Day in Winnipeg this Valentines Day. Release your hearts with the Loves of your life Beth & Truth in the Well. Bringing you a night of swoon, sex, heartbreak and lust. Details
When: Saturday, February 14, 2026 | 9:00 PM
Where: Times Change(d) High & Lonesome Club, 234 Main St. Winnipeg
Price: $17.72
Bad Advice Comedy: Valentine’s Day Edition
Bad Advice is ½ stand up comedy show (to make you laugh) and ½ half therapy session (to fix your sad and stupid love life). Tyler Kotowski hosts a new lineup of hilarious pro comics who will perform for you, and then sit together on a panel to give advice based on anonymously submitted audience troubles, worries, etc… Finance woes? Relationship troubles? Existential Crisis? Bad Advice has you covered. This will be a great show for couples and singles alike! Details
When: Saturday, February 14, 2026 | 8:30 PM
Where: The Basement, 3740 Portage Ave
Price: $21.97 – $116.60
Have a Paint Nite
Paint Nites are a great way to enjoy a fun time and bond with your partner. You can either paint together on the same canvas or paint one half of the image on a different canvas to hang together. Details
Where: Various locations, Winnipeg
Fun Things to Do During Winter in Winnipeg
A Skate Date
Lace up the skates and head out to enjoy skating with your partner. There are so many places you can go. For a really long run, head to Winter Park. Or you can go over to St. Vital Par,k where you can enjoy skating at the Duck Pond and a fun time sliding at the award-winning Manitoboggan. You can also check out the skating ponds in Kildonan Park and Harbourview Recreation Complex.
Where: Various locations in Winnipeg
For more ideas: 25 Outdoor Winter Date Ideas in Winnipeg
Enjoy a Romantic Getaway
Enjoy a weekend at one of the most picturesque locations in Manitoba. The winter scenery at Falcon Lake is a most romantic setting. While here, enjoy the many activities offered by the Whiteshell Provincial Park.
Take advantage of free admission to explore Manitoba Provincial Parks until March 31, 2026.
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Dinner & Movie at the Met
Join us for a night of food, fun, and laughter at our Galentine’s Dinner and a Movie at The MET! Details
When: Thursday, February 12, 2026 | 5:00 PM | Casablanca
Friday, February 13, 2026 | 5:00 PM | The Devil Wears Prada
Saturday, February 14, 2026 | 5:00 PM | The Notebook
Sunday, February 16, 2026 | 4:00 PM | The Goonies
Where: The Metropolitan Entertainment Centre, 281 Donald Street, Winnipeg
Price: $49.99 Adult, $44.99 Senior, $29.99 per child 12 & under
Warming Huts Tour
Discover new and fan favourite Warming Huts on a free one-hour tour at The Forks! Tineke Buiskool-Leeuwma will take visitors to the Nestaweya River Trail and guide them through the art and architecture competition on ice.
Tours will leave from the Travel Manitoba building at The Forks. Please arrive on time. If you are late, you will join the tour along the way and will likely find the group on Nestaweya River Trail. Details
When: Saturday, February 14, 2026 | 1:00 PM – 2:00 PM
Where: Nestaweya River Trail
Valentine’s Day Special Comedy Show: Ryan Belleville
Ryan Belleville is one of Canada’s best known comedians and comedic actors. GQ magazine called him “Not just a great Canadian comic, but one of the best around anywhere.” One of the stars of the hit Netflix show Workin Moms, where he plays fan favorite Lionel. GQ magazine called him one of the best comics working today. Details
When: February 10 – 14, 2026
Where: Rumor’s Restaurant and Comedy Club, 190-2025 Corydon Avenue
Price: $17 – $79
Enjoy a Night Ski
Enjoy night skiing at the Windsor Park Nordic Centre with your sweetheart! Details
When: Daily, until March
Friday | 9:00 AM – 9:00 PM
Where: Windsor Park Nordic Centre, 10 Rue Des Meurons, Winnipeg
Price: Day Pass: Family: $20, Adult: $10, Youth (5-17)/Senior (60+) $7
Get Lost Together
The Guinness world record-holding World’s largest snow maze is open. Enjoy the challenge of the snowy maze, admire the snow carvings and buildings, slide down Snow Mountain, warm up by a bonfire, be brave and try the Giant Luge run, try a variety of snow games, and of course, a cup of hot chocolate, or adult drink at The Snow Bar. Details
When: January 30, 2026 until mid-March
Where: A Maze In Corn, 1351 Provincial Road 200, St. Adolphe
Price: $16 to $26
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Step back in Time
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Enjoy a Walk
What can be more romantic than enjoying a relaxing walk taking in the stunning winter landscape, especially after a fresh snowfall? Don’t forget to capture the moment!
You might like:
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BAD CUPID: K-Pop Dance Party
Fall in love with K-Pop all over again. A high-energy night of hits, remixes, and fan favourites with Soju shots and Soju cocktail features. Dress the part and join the crowd in Cupid, Angel, or Devil looks, performances at 11 pm by Aeterna and Kxss.b. Details
When: Friday, February 13, 2026 | 10:00 PM
Where: The Park Theatre, 698 Osborne Street, Winnipeg
Price: $24.41 plus fees
The Snowed In Comedy Tour: A Night of Laughter and Fun
Spend Valentine’s Day with a night full of laughter as The Snowed In Comedy Tour brings its acclaimed show to the stage. Featuring Just for Laughs winner Dan Quinn, Great Canadian Laugh Off champion Paul Myrehaug, six-time Canadian Comedian of the Year nominee Pete Zedlacher, and The Debaters regular Erica Sigurdson, this tour delivers non-stop comedy from some of the best in the business. Details
When: Friday, February 13, 2026 | 7:00 PM
Where: Gas Station Arts Centre, 445 River Avenue, Winnipeg
Price: $50
Manitoba Moose
Cheer Manitoba Moose as they take on the Calgary Wranglers at Canada Life Centre on February 14th and 16th. Details
When: Saturday, February 14, 2026 | 2:00 PM
Monday, February 16, 2026 | 2:00 PM
Where: Canada Life Centre, 300 Portage Ave, Winnipeg
Price: $24 and up
Make a Valentine: Drop-In Craft Event
Come join us at the Transcona Museum for a fun Valentine-making afternoon! It’s a drop-in craft event where you can get creative and make unique Valentine’s cards for your family and friends. We will have all the supplies you need, so just bring your imagination! Details
When: Friday, February 13, 2026 | 1:00 PM – 4:00 PM
Where: Transcona Museum, 141 Regent Ave W, Winnipeg
Price: No RSVP needed.
Other Events
- Relax and enjoy the day with your Valentine at the Thermea Spa. Details
- Check out sweet creations by local shops:
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