Things to Do in Winnipeg in May: Events, Activities, and Festivals happening in Winnipeg during May 2026.
- 30+ Flower and Mother’s Day Gift Delivery Options in and around Winnipeg
- Mother’s Day Brunch/Dinner Takeouts in Winnipeg
- May Long Weekend Activities in Winnipeg
West End Cultural Centre, 586 Ellice Avenue, Winnipeg
March 7, 2026 To May 31, 2026
$20-$60plus service fees
03.07 Michael Kaeshammer*// Pop, Jazz, RB 03.15 Dust Rhinos St. Patrick’s Day* // Celtic Trad 03.19 Two Pianos, No Rodeo* //Blues, Singersongwriter, Piano forward Past and present Blue Rodeo pianists ... »
- Add to favorites
- 0
Alloway Reception Centre- FortWhyte Alive, 1961 McCreary Road, Winnipeg
April 14, 2026 To May 28, 2026
Regular Admission
Get out on the trails in the early morning to experience the spring migration season. Enjoy this self-guided experience at your own pace and witness the abundance ... »
- Add to favorites
- 0
Black Box Theatre Pros, MTYP Black Box Theatre, 2 Forks Market Road, Winnipeg
April 24, 2026 To May 17, 2026
$25 - $28 + taxes and fees
Spirited Shizu and her serious father struggle to appreciate each other until the day she hides in her father’s suitcase and travels secretly to his most ... »
- Add to favorites
- 0
Forks Market Event Centre, 1 Forks Market Road, Winnipeg
May 1, 2026
204-770-6422
$75
Join us for an unforgettable evening as KIDS Initiative celebrates 20 incredible years of impact, connection, and community! This special milestone event will be both a heartfelt farewell ... »
- Add to favorites
- 0
Various locations, Winnipeg
May 6, 2026 To May 23, 2026
$13 + GST (25% off for Rady JCC Members)
See a programme of exceptional films from around the world (including premiere screenings) that encompass the joy, pain, humour, richness, and creativity of the Jewish experience. »
- Add to favorites
- 0
The Forks Market, Winnipeg
May 8, 2026 To November 6, 2026
UnCommon Pours 2026 Full Package $158.66
UnCommon Pours is a four-part series celebrating exclusive beer and wine selections at The Common in The Forks Market. With two wine-focused and two beer-focused events spread ... »
- Add to favorites
- 0
Centennial Concert Hall, 555 Main Street, Winnipeg
May 9, 2026 To May 10, 2026
$15.71 - $124 + taxes and fees
Written at the height of his compositional prowess (which is really saying something), the Clarinet Concerto in A Major is a work that is idiomatic and idiosyncratic. ... »
- Add to favorites
- 0
Mennonite Heritage Village, 231 Provincial Trunk Hwy 12, Steinbach
May 9, 2026
2043269661
Free admission
Celebrate Manitoba Day at Mennonite Heritage Village! Join us as we celebrate Manitoba’s birthday with a day full of activities, history, and community fun! This special ... »
- Add to favorites
- 0
Velvet Glove Restaurant - The Fairmont Winnipeg, 2 Place Lombard, Winnipeg
May 10, 2026
$0.00 - $119.00 per person
Fairmont Winnipeg invites you to enjoy time together amongst family and friends and celebrate the special woman in your life, over traditional favorites and inspired new food ... »
- Add to favorites
- 0
Oak Hammock Marsh, 1 Snow Goose Bay, Stonewall
May 16, 2026 To May 18, 2026
Included with general admission
Explore the hidden world of wetlands with hands-on activities that will let participants investigate wildlife, monitor species, and uncover the science behind conservation. »
- Add to favorites
- 0
Club Regent Event Centre, 1425 Regent Ave. W., Winnipeg
May 22, 2026
Tickets Starting at $35.00
Celebrate Jackson’s creative genius and unsurpassed talent with riveting live performances covering his early days as a member of the Jackson 5, his groundbreaking theatrics in the 80... »
- Add to favorites
- 0
Laudamus Auditorium, Canadian Mennonite University, 500 Shaftsbury Boulevard, Winnipeg
May 24, 2026 To May 30, 2026
204.228.3431
Festival Pass $65 - $140
What happens when string quartets meet jazz improvisation, baroque elegance meets heavy metal, and two centuries of music collide in one week? The Agassiz Chamber Music Festival ... »
- Add to favorites
- 0
Canada Life Centre, 300 Portage Ave., Winnipeg
May 29, 2026 To May 30, 2026
(204) 926 - 5515
$49.95 - $89.95 + fees
Flatlander's Beer Festival is a unique public tasting event in Winnipeg. The two-day event has a wide range of incredible beers from some of the finest breweries ... »
- Add to favorites
- 0
Memorial Park and Boulevard, 219 Memorial Blvd., Wpg
May 30, 2026 To May 31, 2026
204 8806352
Free
A vibrant celebration of Asian cultures, traditions, and cuisine. This exciting event will showcase the diverse flavors, sights, and sounds of Asia, bringing together communities for a ... »
- Add to favorites
- 0
Royal Manitoba Theatre Centre - Mainstage, 174 Market Avenue, Winnipeg
May 30, 2026
$29.99 - $95.25
Daan (Tagalog for “the road”) is a vibrant celebration of musical theatre, lead by powerhouse performers Ma-Anne Dionisio and Stephanie Sy. This one night only concert blends ... »
- Add to favorites
- 0
Royal Manitoba Theatre Centre - John Hirsch Mainstage, 174 Market Avenue, Winnipeg
May 30, 2026
$29.99 - $95.25
Daan (Tagalog for “the road”) is a vibrant celebration of musical theatre, led by powerhouse performers Ma-Anne Dionisio and Stephanie Sy. This one-night-only concert blends beloved Broadway ... »
- Add to favorites
- 0
Centre Culturel Franco-Manitobain Pauline Boutal Hall, 340 Provencher Blvd. Winnipeg
May 30, 2026
$10
Join us as we proudly celebrate 70 years of musical excellence! From our humble beginnings with 6 members in 1956, The Winnipeg Pops Orchestra has grown to a full symphonic ... »
- Add to favorites
- 0
Children’s Museum, 45 Forks Market Road, Winnipeg
May 30, 2026 To September 7, 2026
Included with general museum admission
Ignite your inner scientist in Motion Mania – a thrilling 2,000 sq. ft. interactive journey into motion and energy created by the Ontario Science Centre. »
- Add to favorites
- 0