Here is a short list of ideas to celebrate 2026 Valentine’s Day in the Kitchener-Waterloo Region with your special someone.
Killers in the Outfield – Valentine’s Murder Mystery Dinner Show
Experience intrigue and romance at the Murder Mystery Dinner Show. Be entertained and become involved in solving the mystery while you enjoy a delicious dinner and dessert!! Details
Saturday, February 14, 2026 | 5:30 PM – 10:00 PM
1386 Cooper Road, Cambridge
$89.99 per person plus tax & gratuity.
Valentrain Dinner Experience
Step aboard Waterloo Central Railway and embark on a romantic journey through wintery landscapes and breathtaking countryside views, where love is in the air and a delectable feast awaits you in our charming heritage dining car. Create lasting memories with your loved one on this enchanting Valentine’s experience! Ages 19+. Details
Saturday, February 14, 2026 | 11:30 AM & 5:30 PM
Waterloo Central Railway – Farmers’ Market Station, 330 Farmers Market Road, St.Jacobs
Couple $270 – $530
Valentine’s Savoury Bread Workshop
This year treat your valentine to a savory, heart-shaped bread. Dive into our hands-on bread making workshop. Made with fresh yeast and delicious cheeses (and optional bacon), this bread is sure to tantalize your true love’s taste buds. As your dough rises, you’ll take a coffee break, enjoy samples of freshly baked bread and a tour of the Historic Haus and Outbuildings.
Your bread will be baked in the Schneider Haus historic wood-fired oven for a one-of-a-kind baking experience!! Details
Saturday, February 7, 2026 | 1:00 PM – 4:00 PM
Schneider Haus NHS, 466 Queen Street South, Kitchener
$67.70
Valentine’s Weekend in The District
Dine this weekend at the District. Details
Friday, February 13, 2026 | 12:00 PM – 9:00 PM
Various restaurants in Cambridge
Varies
CLASSIC – Lovers & Friends Edition
CLASSIC is the ultimate upscale party for grown folks — a night built on good energy, great music, and a crowd that actually came to enjoy themselves. Details
Friday, February 13, 2026 | 9:00 PM – 1:00 AM
Tap Room (inside Tapestry Hall), 74 Grand Ave. S., Cambridge
$31.59 – $43.63
Valentine’s Day Crafternoons
Join us at Schneider Haus February 7, 8 and 14th for our Valentine’s Day crafternoons! Enjoy crafts like paper heart ornament making, custom valentine’s cards with heart confetti, and join us in decorating Schneider Haus’ favourite cookies, Sandhearts! Nothing is sweeter than a hand decorated cookie. Details
February 7 – 8, 14, 2026 | 11:00 AM – 4:00 PM
Schneider Haus NHS, 466 Queen Street South, Kitchener
General Admission
EMO Night – Valentine’s Edition
Spend Valentine’s Day wrapped in angst, nostalgia, and loud sing-alongs as Strike Tyson delivers a live set packed with emo anthems and alternative classics. Keeping the energy high before, after, and between sets, DJ Rob Da Selekta takes over with a high-energy Video Dance experience – spinning your favourite emo, pop-punk, and alternative tracks on the big screen all night long. Ages 19+. Details
Saturday, February 14, 2026 | Doors 7:30 PM
Maxwell’s, 35 University Ave E, Waterloo
$20.00 +Fees
Hearts on Fire Valentine Concert
Experience a night of passion and music at the Hearts on Fire concert, featuring the extraordinary vocal talents of Joey Niceforo and Sara Papini with the Cambridge Symphony Orchestra. Indulge in an unforgettable evening of romance, music, and artistry.
Choose a pre-show three-course culinary experience, 6 – 7:30pm, crafted by the award-winning team at Tapestry Hall, complete with preferred seating, or join us for the concert only — a spectacular performance guaranteed to ignite the senses and set hearts ablaze. Details
Friday, February 13, 2026 | 8:00 PM – 10:30 PM
Tapestry Hall, 74 Grand Avenue South, Cambridge
$45
Valentine’s Vixens: A Drag Show
Celebrate love in all forms at Valentine’s Vixens: A Drag Show! Join performers Paris Matik and Destiny, hosted by Sasha Tease, at the Ken Seiling Waterloo Region Museum for a night of glitter, glamour, and community connection. Sip on themed drinks, make a valentine for your special someone, and enjoy the talents of Ontario’s hottest drag queens! Ages 15+! Details
Saturday, February 7, 2026 | 6:30 PM – 10:00 PM
Ken Seiling Waterloo Region Museum, 10 Huron Road, Kitchener
$19.56 – $31.59
Sweethearts & Sweets
Treat your sweetheart to a deliciously fun date! In this hands-on workshop, you and your partner will create a variety of indulgent confections together — from silky pink fudge and old-fashioned marshmallows to chocolate-dipped strawberries that are as romantic as they are tasty.
To top it all off, you’ll mix up a Valentine’s-inspired mocktail, perfect for sipping while you craft your sweet creations. Details
Sunday, February 15, 2026 | 10:00 AM – 2:00 PM
Ken Seiling Waterloo Region Museum, 10 Huron Road, Kitchener
$61.68
Valentine’s Day “Death By Chocolate” Tea
Grab a special someone, or two, and head down to McDougall Cottage for an indulgent tea experience featuring one of the most beloved flavours of all time, chocolate.
There will be decadent chocolate treats and drinks, alongside a couple of McDougall Tea classics, like cucumber and cream-cheese sandwiches, and bottomless tea, of course. Details
February 14 – 15, 2026 | 11:00 AM – 12:30 PM
McDougall Cottage Historic Site, 89 Grand Avenue South, Cambridge
$43.56
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Halfway There
Set in the close-knit town of Stewiacke, Nova Scotia, the play follows four longtime friends whose daily coffee ritual turns into a matchmaking mission when a heartbroken new doctor arrives in town. Full of humor, heart, and the quiet hope of second chances, Halfway There is the perfect Valentine’s Day event for anyone who believes love often shows up when you least expect it. Details
February 13 – 22, 2026
Elmira Theatre, 60 Arthur St. S., Elmira
$5.00 – $25.00
Galentine’s Drag Night – Spice Girls Tribute
Celebrate your gals and pals this Galentine’s Day with a Dollhaus Spice Girls tribute. Say you’ll be there!! Details
Friday, February 13, 2026 | 7:00 PM – 11:00 PM
THEMUSEUM, 10 King Street West, Kitchener
$30.78
Crazy Little Thing Called Love: A Valentine’s Concert
Be our Valentine” and enjoy a concert filled with love, joy, and timeless music.
Three of a Kind features Michael Vanhevel, Jesse Grandmont, and Mark Payne, joined by special guest Kelly Holiff and an all-star band, for a warm, humorous, and nostalgic celebration of great love songs. Details
Saturday, February 14, 2026 | 2:00 PM & 7:30 PM
Hamilton Family Theatre Cambridge, 46 Grand Ave S, Cambridge
$27.50 – $45
LOVE LETTERS
Theatre Collingwood invites audiences to experience one of the most beloved and quietly powerful plays of the modern stage with A.R. Gurney’s Love Letters. Intimate, witty, and deeply moving, this timeless work offers a rare glimpse into a lifelong relationship shaped by words, distance, and time. Details
February 13 & 14, 2026 | 7:30 PM
Simcoe Street Theatre, 65 Simcoe St, Collingwood
Single Tickets: $58; Students: $33
WYRD SISTERS
Celebrate Valentine’s Day with a delightfully unconventional love story as Cambridge Community Players present Wyrd Sisters by Terry Pratchett and Stephen Briggs, presented by arrangement with Coin Smythe. Based on the hilarious Discworld novel by Terry Pratchett, Wyrd Sisters follows Granny Weatherwax, Nanny Ogg and Magrat Garlick as they try to save the Kingdom of Lancre from the evil Duke. Details
February 6 – 8, 13 – 15, 2026
Cambridge Arts Theatre, 47 Water Street South, Cambridge
Adult $25 / Student $20
Valentine’s Day Dinner & Show
Love, laughter, and a delicious night out! Celebrate Valentine’s Day with dinner and a show featuring comedians Keith Pedro, Rob Ross & Lianne Mauladin. Details
Saturday, February 14, 2026 | 9:00 PM
Kingpin Bowlounge Boston Pizza, 425 Bingemans Centre Drive, Kitchener
$64.85 per person
Warm Your Heart with Great Canadian Songwriters
This intimate concert warms a winter night with heartfelt songs, rich storytelling, and the spirit of Canadian music. With Benjamin Rollo and special guests sharing the stage, it’s the perfect Valentine’s event for music lovers who appreciate sincerity, connection, and songs that speak straight to the heart. Details
Friday, February 13, 2026 | 8:00 PM
The Registry Theatre, 122 Frederick St., Kitchener
$40 (plus taxes and fees)
A Valentine’s Night of Reggae, Love, and Soul
Celebrate Valentine’s Day with rhythm, soul, and a powerful message of love as Errol Blackwood & Injah Band take the stage for a one-night-only performance, live at The Registry. This special Black History Month concert journeys from the roots of Jamaican reggae to the sounds that shaped K-W’s godfather of reggae. Details
Saturday, February 14, 2026 | 8:00 PM
The Registry Theatre, 122 Frederick St., Kitchener
$35 (plus taxes and fees)
A Night of Latin Jazz and Romance
Saturday, February 14, 2026 | 8:00 PM
The Jazz Room, 59 King Street North Waterloo
$32/20
An Intimate Evening with JJ Grey & Mofro
Celebrate Valentine’s Day with raw emotion and Southern soul as JJ Grey brings his powerful live show to the stage. Known for his gritty baritone and deeply personal songwriting, Grey blends funk-infused rock and front-porch soul into music that speaks to love, resilience, and real life. Touring in support of Olustee, this Valentine’s concert delivers a heartfelt, electrifying night for couples and music lovers who appreciate passion, authenticity, and stories told straight from the heart. Details
Thursday, February 12, 2026 | 8:00 PM
Centre in the Square, 101 Queen Street North, Kitchener
$69 – $103.50
Classic Rock with Gowan
Celebrate Valentine’s Day with an unforgettable night of classic rock as Gowan takes the stage at Centre In The Square on Saturday, February 14, 2026, at 8:00 pm. The Scottish-born Canadian rock icon delivers a high-energy performance filled with powerful vocals, keyboard mastery, and beloved hits including “A Criminal Mind.” It’s the perfect Valentine’s evening for couples and music fans ready to share a night of passion, nostalgia, and show-stopping rock. Details
Saturday, February 14, 2026 | 8:00 PM
Centre in the Square, 101 Queen Street North, Kitchener
$57 – $80
Romantic Getaway
Treat your special someone to a romantic getaway with The Walper Hotel’s Romance Package. Details
The Walper Hotel, 20 Queen Street South, Kitchener
Candlelight: The Best of Hans Zimmer
Celebrate Valentine’s Day with an intimate and unforgettable evening. Set within the warm glow of candlelight at The St. Matthews Centre, this romantic concert brings iconic film music to life in a stunning, multi-sensory setting. Featuring beloved selections from Inception, The Lion King, Interstellar, Gladiator, and more, it’s the perfect Valentine’s experience for couples and music lovers seeking beauty, atmosphere, and cinematic romance. Details
Saturday, February 14, 2026 | 8:45 PM
The St. Matthews Centre, 54 Benton Street, Kitchener
$33.50 – $66
After Dark Sweetheart Stroll
Treat your Valentine to a truly special evening in paradise! Take a romantic stroll through our tropical gardens, and enjoy a complimentary glass of sparkling non-alcoholic champanade while you enjoy the soothing melodies of Violin & Viola Duo, Daly Live Music. Ages 13+. Details
February 13 – 14, 2026
Cambridge Butterfly Conservatory, 2500 Kossuth Road, Cambridge
$31.50 per person
Enjoy a Skate Date
Dress warm, lace up your skate and enjoy a fun time on the rink with your loved ones.
Winter Fun
Winter is all about having fun in the snow. Have fun sliding downhill at the Chicopee Tube Park. Details
Reservations required
Chicopee Tube Park, 466 Queen Street South, Kitchener
90 mins – $34.00 + hst; Do check open hours before starting
Winter Hike
What can be more romantic than enjoying a hike with your sweetheart taking in the stunning winter landscape, especially after a fresh snowfall? Don’t forget to capture the moment!
Explore the winter wonderland at Victoria Park. From enjoying a romantic stroll to skating hand-in-hand, the park offers many activities you can safely enjoy.
25 Must-Visit Nature Attractions & Parks in the Kitchener-Waterloo Region
Enjoy a walk along select trails in Waterloo accompanied by music by local artists. This music-infused adventure is a perfect activity to enjoy a lazy afternoon. Details
If you are planning a walk in Waterloo Park, check out the outdoor art exhibit in Waterloo Park from Caroline Street to Seagram Drive. Details
You might like: Winter Fun in Kitchener-Waterloo Region: Events, Festivals and Outdoor Adventures
Other Events
- Skate along to the amazing tunes spun by DJ King Kadeem in the Uptown Waterloo rink every Wednesday in January and February from 6 pm to 8 pm.
- Indulge in your love for chocolates. For the month of February, St. Jacobs Market will be highlighting chocolates. Follow the chocolate trail to find vendors selling chocolate and chocolate pastries all month long.
- Send your special someone a singing Valentine with a rose, chocolate and card on February 13 & 14, 2026.
- Chocolates and love songs for that special someone on February 14, 2026 fro 9 am to 9 pm.
- Go Snowshoeing and skiing at Shade’s Hills for a fun time.