What’s Up YQG: Love is in the air for Valentine’s events in Windsor-Essex

CTV Windsor's Melanie Kentner and 89X’s Jonny Parks take us through events and entertainment in the city this weekend.

Love is in the air in Windsor-Essex, with many Valentine’s Day themed events and other ideas if you are looking to take your sweetheart out for a date night.

Here’s a look at what’s happening from Feb. 12-15:

Canadian Aviation Museum

Get your special someone the ultimate Valentine’s gift that will make their heart soar! Email [e-mail] to purchase flights or stop in our Gift Shop (Thursday - Saturday, 10 am to 3 pm). Surprise your sweetheart with an experience they will never forget! Give the gift of flight in one of our vintage aircraft. Visit the website for flight details.

On Monday, February 16, enjoy a fun hands-on day exploring aircraft, stories, and activities for all ages.

Steve-O The Crash and Burn Tour

Thursday February 126 pm to 10 pm

Come on out and see Steve-O at the Chrysler Theatre for the Crash and Burn Tour!

Sip and Paint Night at Banded Goose Brewing Co.

Thursday February 126:00 pm to 9:00 pm

Join the wildly talented (and wildly fun) Chantal Brouillard for an evening of bold colours, big laughs and creativity at Banded Goose!

Trivia Night at Manchester Bar

Thursday February 12 7:00 pm

Join your host, BRN Trivia, at The Manchester Bar every Thursday at 7pm for free trivia with prizes for the winning teams.

Windsor Spitfires vs. Sarnia Sting

Thursday February 12 7:05 pm

Catch two top OHL teams in action as the Spitfires face off against the Sting at the WFCU Centre. Don’t miss the energy, talent, and great hockey.

The Fab Four: The Ultimate Tribute

Thursday February 12 8:00 pm

Experience the legendary sounds of The Beatles with ultimate tribute band, The Fab Four, live from The Colosseum stage for an ALL AGES show on Thursday, February 12 at 8 PM.

The Dreamboats at Chrysler Theatre

Friday February 13 8:00 pm

Take a trip back to the golden age of rock ‘n’ roll with The Dreamboats—a high-energy quartet breathing new life into the sounds of the 1950s and ’60s.

Wolfhead Distillery Tours

Saturday February 14

Get an exclusive behind-the-scenes look at our den, where we craft award-winning whisky, vodka, and gin.

S’mores & Cocoa Festival

Saturday February 14 to Monday February 16

Windsor is about to be hit with a wave of deliciousness at the brand-new S’mores & Cocoa Festival

SWORMS Train Expo

Saturday February 14 to Sunday February 15

Don’t miss the Sworms Train Expo!

Free Family Fishing

Saturday February 14 to Monday February 16

Fish for free in Windsor Essex!

Dinner and a Show: Pretty Woman

Saturday February 14 6:00 pm to 10:30 pm

Enjoy dinner and a show!

S’mores & Cocoa After Dark

Saturday February 146:00 pm to 10:00 pm

Turn up the heat this Valentine’s Day with S’mores & Cocoa After Dark, an adults-friendly twist on our beloved S’mores & Cocoa Fest.

Lee Siegel Sings Broadway

Saturday February 14 to Sunday February 15

Lee Siegel brings a dynamic and captivating energy to Broadway tunes from musicals like Jesus Christ Superstar, Sweeney Todd, Miss Saigon and more.

Wolfhead Caesar Bar Sundays

Sunday February 15 12:00 pm to 4:00 pm

Join us every Sunday throughout the Winter for Caesar Bar Sundays!

Carnevale Mask Workshop

Sunday February 15 12:00 pm to 4:00 pm

Join us for a creative and festive afternoon as the Giovanni Caboto Club hosts a Carnevale Mask Workshop

Entertainer Workshops with Bill Nuvo

Sunday February 15 12:30 pm to 4:00 pm

Join celebrated entertainer and teacher Bill Nuvo at The Shadowbox Theatre

Board Game Sunday at North 42 Degrees

Sunday February 15 2:00 pm to 5:00 pm

Sundays are the ultimate fundays at North 42 Degrees Estate Winery! Join us for an afternoon of good times at our Board Games Sunday!

VALENTINE’S THEME EVENTS

Love & Clay Sip, Spin, and Spark Romance

February 12th to February 14th

Celebrate Valentine’s Day with a playful, hands-on pottery experience made for couples.

Spend the evening laughing, creating, and connecting as couples games and lighthearted activities are mixed throughout a guided pottery wheel session. The experience is designed to keep things fun, interactive, and relaxed—no pressure, no awkward moments, just good energy.

Expect a cozy, romantic studio vibe with great music, plus wine and refreshing beverages included to keep things flowing as you shape clay side-by-side and create something truly one-of-a-kind together. This night is less about perfection and more about connection, creativity, and sharing an experience you’ll actually remember.

And yes — there will be plenty of photo-worthy moments… including your very own iconic “Ghost” scene. Event Includes: Snacks, wine, beer, cocktails, fun dating games + more

Sketch Clay + Pottery55 E Pike Creek Rd, TecumsehEvent Listing

Paint your pal

February 12th

Celebrate Galentine’s Day early with friendship and a paintbrush in hand!

Grab your bestie, take a seat across from one another, and create a fun, quirky portrait that captures their personality.

This upbeat, laugh-out-loud paint session is all about creativity, connection, and not taking things too seriously.

Tickets: $90 + tax

Ticket price includes:* Two (2) workshop tickets,* Supplies* A Charcuterie snack box for 2* Two (2) Sparkling wine sample upon arrival

Expect bright colours, inside jokes on canvas, and a hilarious keepsake you’ll treasure long after Galentine’s Day.

Coopers Hawk Vineyards1425 Iler Rd, Harrow,Event Listing

Galentine’s DAY PATIO PARTY

February 12th from 4:00pm to 11:00pm

Join us for a Galentine’s heated patio party!

Enjoy a complimentary glass of sparkling rosé, a photo-op in front of a flower wall back drop, build your own charcuterie board and more.

2 hour seating limits

DJ from 8:00 pm to 1:00 am.

Harbour House Waterfront Eatery9550 Riverside Dr. E, WindsorEvent Listing

Galentine’s Day Vibes, Vision boards & Vino

February 12th from 6:00pm until 8:00pm

This Galentine’s Day, join us at Lakeshore Lodge for a fun, feel-good night designed around connection, creativity, and elevated vibes! This experience is all about bringing women together in a relaxed, inspiring space to unwind, laugh, and create — no pressure, no expectations, just a beautiful evening with great energy!

We’ll begin with a gentle guided meditation to help you relax, settle in, and shift out of the busy energy of the day. From there, you’ll move into a fun creative activity to get the ideas flowing and tap into what you want more of in your life this year.

Once you’re feeling inspired, you’ll bring it all to life by creating your own vision board on canvas — playful, personal, and something you’ll love taking home. Your ticket includes one glass of wine to sip and enjoy as you create (feel free to bring your own).

Expect wine, laughter, meaningful connection, and creativity — the kind of night that feels lighthearted, uplifting, and exactly what you need. This is a celebration of friendship, self-expression, and doing something just for you.

$55 per person.

The Lodge at Lakeshore1258 County Rd 22, EmeryvilleEvent Listing

Galentine’s Day at Walkerville Brewery

February 12th at 6:00pm

Calling all gal pals! Grab your besties and join us for the ultimate girl gang hangout!

Galentine’s at the Brewery is happening on Thursday, February 12th from 6-9PM! We’ll be featuring fun workshops, pop-ups and taproom features to enjoy with your besties.Activities + features include:

• Paint pottery with your bestie w/ Sketch Clay + Pottery Workshop. Click here to sign up
• Enjoy a self guided cheese & candy flight w/ The Cheese Bar Pre-order (For pick up anytime during the event).
• Turn your memories into keepsakes with hand-pressed photo magnets with Off Beat Press (Drop In Activity)
• Sip on Matcha + enjoy a Charm Bar with Wolf + Rebel (Drop In Activity)
• Love is in the air.. get your Tarot Cards read with GQ Tarot (Drop In Activity)
• Enjoy a sip and paint party with Sip N’ Swirl Click here to sign up
• Treat yourself and shop with Birk Boutique
• Fun photo booth pop-up compliments of Your Event Canvas
• Enjoy drink + snack features in the taproom

Sign up ahead of time required for Sip N’ Swirl, The Cheese Bar and Sketch Clay + Art Workshops!

You don’t need to be taking part in the activities to come hangout with your gal pals, everyone’s invited!

Walkerville Brewery525 Argyle Rd, WindsorEvent Listing

Steak and date night at sawyer’s craft bbq

February 13th and 14th.

Steak & Date Night is back, and making its first appearance of the new year just in time for Valentine’s Day, and we’re going BACK to BACK NIGHTS! Friday February 13th & Saturday February 14th we will be offering three seating times at 5:00pm, 7:00pm, and 9:00pm for each date.

LIMITED SEATING. RESERVATIONS ONLY$125 Per Couple

• Proteins: 24oz Dry Aged Canadian Prime Ribeye served With Roasted Garlic & Marrow Herb Butter, Filet Mignon Duo with Peppercorn Cream or King Crab Oscar Sauce (Add $20), Rack of lamb with Pomegranate Molasses or Upgrade to 30oz Dry Aged Wagyu Porterhouse
• Sides: Grilled Cesar Salad, Tallow’d Roasted Fingerlings, Stout Battered Onion Rings, The Brussels Sprouts, Truffle Mac & Cheese (Add $5), Oysters on the half shell with, Passion Fruit Mignonette, Classic Prawn Cocktail or Loaded Crab Claw Cakes
• Choice of dessert will be crafted by @thepantrybakeshop

To Book, please call 519-252-5455, DM or email us at [e-mail]

Sawyer’s Craft BBQ1000 Drouillard Rd, Windsor Event Listing

Valentine’s Day at Cooper’s Hawk Vineyards

February 13th – 14th

Be mine at The Vines!

Because the best pairing isn’t just food and wine — it’s who you share it with.

Call us to reserve your table 519.738.4295 (Press ‘3’ for The Vines)

Cooper’s Hawk Vineyards1425 Iler Rd, HarrowMenu

Valentine’s Day at CRew!

February 13th – 14th

Love the one you’re with… whether it’s your date or your besties!Join us at CREW for a full weekend of Valentine’s vibes — featuring our special Valentine’s Weekend menu (Friday & Saturday), live music both nights, and then wrap it all up with Galentine’s Sunday brunch fun, shareable bites, and mimosa buckets.

Chef-crafted Valentine’s featuresLive music Friday & SaturdayGalentine’s Sunday | Noon–6PM

Make it a full weekend of food, wine, and love.

Colchester Ridge Estate Winery108 Essex County Rd 50, HarrowMenu

Valentine’s Day at Cured craft brewing co.

February 13th – 14th

Let us take care of you and your loved one with a nice evening out for Valentine’s. Reserve your spot on February 13th and 14th to enjoy a special Valentine’s menu in addition to our regular menu. We will have:

• Beef Bourguginon
• Chicken Parmesan
• Pasta Primavera

End your evening with our vanilla bean cheesecake for dessert. Limited availability.Reserve your table by calling [phone]

Cured Craft Brewing Co.43 Mill St W, LeamingtonMenu

Valentine’s Day at erie st. Gastropub

February 13th – 15th.

Book your spot now to secure limited availability . We are open for lunch from Friday to Sunday opening 11:30am on those days.

Erie St. Gastropub839 Erie St E, WindsorMenu

Valentine’s Day at gladstone commons

February 13th – 15th.

We will be featuring a 4 course Lover’s Prix Fixe for you and that special someone! Spots have filled up very quickly for the 14th, so we wanted to spread the love and announce we will be running out Valentine’s Day menu on from the 13th to the 15th.

Reservations are available now so book your table before it’s gone!

Gladstone Commons792 Gladstone Ave, WindsorMenu

Valentine’s Day at hyatt Place Windsor

February 13th – 15th.

Valentine’s Day Package:

• Late Checkout at 2:00pm
• Lounge in luxurious robe and slippers during your stay!
• The Placery food credit $10 (Valid only on February 14th, 2026.

Hyatt Place Windsor2080 Huron Church Rd, WindsorSpecial Offer

Valentine’s Day at North 42 Degrees Estate Winery

February 13th – 14th.

A Romantic Evening Awaits This Valentine’s Day at North 42! The scene is set: a cozy restaurant, a burning fire, soft romantic music, flickering candlelight, and a delightful swirl of spaghetti.

Join us in celebrating your love this Valentine’s Day, Friday, February 13th or Saturday, February 14th. Indulge in our classic dinner feature of spaghetti and meatballs, made timeless by those romantic dogs in Disney’s Lady and the Tramp, or select from our regular menu options all made with love.

Reservations are now available. Call 519-738-6111 to book your table today!

North 42 Degrees Estate Winery130 Essex County Rd 50, HarrowEvent Listing

Valentine’s dinner for two at On A Roll Sushi and Sliders

February 13th – 14th

Join us Friday, February 13 and Saturday, February 14 for a Valentine’s Day dinner for two, followed by live music. Full menu is still available.

-Friday: Jordan Ginty | 9:00 PM-Saturday: James Staley | 8:00 PMWalk-ins are welcome. Reservations are recommended.

On A Roll Sushi and Sliders63 Pitt St E, WindsorEvent Listing

Valentine’s POP up at Urban Art Market

February 13th – 14th from 11:00am to 6:00pm

Come celebrate Valentine’s weekend with us and a bunch of amazing local makers! Along with all the great handmade Valentine’s gifts already in the shop, we’re hosting a special Valentine’s POP-UP in our studio on Friday Feb 13 & Saturday Feb 14 (11–6). You’ll find sweet treats, pottery, and handmade goods — perfect for gifting (or treating yourself).

Makers popping up:• WhiskingBabe — sweet treats (Fri/Sat)• Danielle Whitney Handmade (Fri/Sat)• Whimsy Brooke (Friday)• Tay’s Clays (Saturday)• Pottery by Teri (Saturday)Shop local, find something special, and spend part of your Valentine’s weekend with us

Urban Art Market548 Chilver Rd, WindsorEvent Listing

Love Hurts Valentine’s Pop-up at windsoreats

February 13th from 5:00pm to 11:00pm

This Friday, February 13, we’re leaning all the way into the chaos with LOVE HURTS at WindsorEats Food Hall — and yes, it’s FREE to attend. Whether you’re coupled up, freshly single, or emotionally unavailable but thriving, this night is for you.

What’s going down:

• Real tattoos from a live tattoo artist (actual ink, real commitment)
• Live folk + banjo music by Folk Around And Find Out bringing the perfect moody soundtrack
• Valentine’s-themed drinks (sweet, spicy, and a little unhinged)
• Food trucks to keep you fed and happy
• Come get inked, sip something pink, scream-sing to folk music, and embrace the messiness of love — or the lack of it.Bring a date, bring your friends, or roll in solo and leave with a tattoo and a story.

WindsorEats400 Erie St E Unit 3, WindsorEvent Listing

Galentine’s Day at November’s Eve

February 13th at 7:00pm

Looking for something fun to do with your friends this Valentine’s Day? We are hosting a Galentine’s Day event you don’t want to miss! Join us on February 13th @ 7pm sharp for an exclusive event!

Tickets include :

• Snacks & Treats
• Lip Balm Keychain & 3 Charms
• Two Tapered Candles & Paint
• Ribbon to decorate
• Exclusive discounts & a private shopping experience
• Games & Prizes
• Good vibes & company

Tickets: $60

November’s Eve100 Lesperance Rd Unit 2, TecumsehEvent Listing

Make your Valentine’s heart soar – Canadian Aviation Museum

February 14th

Surprise your sweetheart with an experience they will never forget! Give the gift of flight in one of our vintage aircraft.

Canadian Aviation Museum2600 Airport Rd, WindsorBook Now!

Prix Fixe Dining Experience at Kingscoast Estate Winery

February 14th

We’re thrilled to invite you to celebrate our very first official Valentine’s Day with a special prix fixe dining experience at Kingscoast Estate Winery! Join us in the Brix Tasting Lounge for an unforgettable evening of thoughtfully curated cuisine, fine wine, live music and romantic ambiance.

Limited seating is available – reservations only to secure your table.

Kingscoast Estate Winery1000 McCain Side Rd, KingsvilleMenu

Valentine’s Day at koolini’s

February 14th – Takeout only.

Valentine’s Day specials are up! There are two options available so make sure you call today and place your order!

1520 Tecumseh Rd E, WindsorMenu

Valentine’s day party at Panache Windsor

February 14th

Valentine’s Day Just Got Better…Dinner and DJ Featuring Qrius George

Special Valentine’s Day Cocktail and Dinner Features

Panache Windsor53 Pitt St E, WindsorEvent Listing

Valentine’s Day at River Room Resturant

February 14th.

Valentine’s Day is just around the corner! Book your table now at River Room Restaurant! Stay tuned as we’ll be sharing more details about our special features, alongside our main menu and live music!

River Room Restaurant277 Riverside Dr W, WindsorEvent Listing

Valentine’s Day at Sundried Tomato Bistro

February 14th

Join us for an authentic Italian dinner this Valentine’s Day!

Sundried Tomato Bistro122 Chatham St W, WindsorEvent Listing

Valentine’s day at zap zone

February 14th

Feel the love without breaking the bank. Join us all day on Friday for 1/2 off all attraction passes! It’s the perfect way to share some thrills with your favorite person.

Zap Zone1665 Lauzon Rd, Windsor

Valentine’s Cocktail Class

February 14th from 11:00am – 1:00pm

Love a good cocktail? Learn to be a mixologist and to make bar-worthy cocktails with and for your love!

Get ready to raise a glass because WindsorEats is bringing back Be A: Mixologist, part of our exciting series of hands-on classes (including fan-favourites like Be A: Sausage Maker). This time, we’re shining the spotlight on the finest whiskies made right here in town! For just $80 per person, you’ll dive into the world of craft cocktails with expert guidance, hands-on learning, and, of course, some top-notch sipping. What’s in Store?

• Sip & Learn: Kick things off with a perfectly crafted welcome cocktail.
• Interactive & Fun: This isn’t a boring lecture—get hands-on and shake things up in a lively, engaging atmosphere.
• Expert-Led Mixing: Our mixologists will guide you through the art of creating three different whisky cocktails using various techniques.

WindsorEats400 Erie St, Windsor Event Listing

Lotus and LaTTES: Love at first sip

February 14th – 12:00 pm to 3:00 pm

Love at First Sip. This isn’t just a Valentine’s thing. It’s a vibe thing. Signature sips, good energy, great music, even better company.

At Lotus & Lattes, it’s all about vibing, music, and being social. Yes, seating is limited — but this day is about:• stopping by• sipping something special• soaking in the sound• feeling the energy

Come solo. Come with friends. Come for the music.Stay for the vibe

Lotus & Lattes839 Erie St E, WindsorEvent Listing

Valentine’s Wine, Cheese and Chocolate from muscedere Vineyards

February 14th at 1:00pm

Indulge in a thoughtfully curated sensory experience at Muscedere Vineyards with your Galentine or loved one. While we’ve previously hosted at The Cheese Bar, we’re delighted to welcome you to the vineyard for this special tasting on Saturday, February 14th, 2026 at 1pm. Enjoy a one-hour guided tasting featuring four Muscedere Vineyards wines, each expertly paired with a selection of handcrafted artisan cheeses and chocolate.

Your tasting will be hosted by Melissa of Muscedere Vineyards alongside Sarah of The Cheese Bar.

Tasting Includes

• 4 Muscedere Wine Samples
• 4 types of Cheese and Chocolate and small accompaniments
• Tasting Notes/Pairing Suggestions
• 1 hour guided tasting with Melissa of Muscedere Vineyards and Sarah Barrette of The Cheese Bar

Muscedere Vineyards7457 County Rd 18, HarrowBuy Now!

Valentine’s Day Tours at Wolfhead Distillery

February 14th from 1:00pm – 3:00pm

Bring your partner for a tour and tasting to Wolfhead Distillery!

Cost: $20

What is Included:

• 45 Minute Tour
• Sample 4-5 Spirits
• Bonus Spirit-Infused Chocolate

Wolfhead Distillery7781 Howard Ave, AmherstburgTour Tickets

Weekends in the studio – Valentine’s Day Card with Meaghan Sweeney

February 14th Drop in from 1:00 pm – 4:00 pm

In the studio this week, artist Meaghan Sweeney will show you how to make an expressive card for your loved one. Show your appreciation this Valentines with a handmade card.

This program is free with admission to AWE and open to all.

Art Windsor Essex401 Riverside Dr. W, WindsorEvent Listing

Paint your partner workshop – Cooper’s hawk vineyard

February 14th at 2:00pm

Put a creative twist on Valentine’s Day and paint the one you love!

Sit face-to-face with your partner and turn them into your artistic inspiration in this relaxed, romantic-meets-playful experience.

No painting skills needed—just a willingness to have fun together.

Tickets: $90 + tax OR 519.738.4295 ‘Retail’

Ticket price includes:

• Two (2) workshop tickets
• Supplies
• A Charcuterie snack box for 2
• Two (2) Sparkling wine sample upon arrival

Leave with a heartfelt (and possibly hilarious) portrait and a memorable Valentine’s Day moment to take home.

Cooper’s Hawk Vineyard1425 Iler Rd, HarrowEvent Listing

Valentine’s DAY AT HARBOUR HOUSE

February 14th from 4:00 pm – 9:00 pm

Complimentary sparkling rosé and a red rose.

Dinner seatings beginning from 4:00 pm to 9:00 pm, 2 hour seating limits.

Harbour House Waterfront Eatery9550 Riverside Dr. E, WindsorEvent Listing

Estate of health – partner stretch and massage

February 14th from 5:00pm to 6:30pm

Explore partner stretches & massage with us! This light-hearted and fun “playshop” is a perfect way to connect with the one you love. We will support each other in tension release through supportive stretches, and learn simple yet effective massage techniques for the neck, shoulders, hands and feet. Practice with our Signature Warming Massage Oil + bring your bottle home!

Estate of Health101 Mill St W, KingsvilleRegister at info@estateofhealth or 519-712-8838

Valentine’s Day at Nico Walkerville

February 14th from 5:00pm – 9:30pm

• Early seating: 5:00pm, 5:15pm and 5:30pm $100 per person
• Prime seating: 7:00pm, 7:15pm and 7:30pm $120 per person
• Late seating: 9:00pm, 9:15pm and 9:30pm $100 per person

Two hour dining time & menu. (Menu subject to change.)

• Starters: Hamachi Crudo, Arugula Salad, Beef Tartare, Tempura Mushroom or Shrimp Fra Diavola
• Pastas: Gnocchi Gorgonzola, Gnocchi Spicy Vodka Blush, Rigatoni Al Brasato, Ziti Al Ragu Di Polpette or Roasted Butternut Squash Risotto
• Entrees: Lamb Rack, Glazed Roasted Chicken, Braised Short Rib, Steelhead Trout or Roasted Root Vegtables-Lemon Tarragon Bearnaise

Reserve Online Here. Prices do not include beverages, tax or 20% gratuity.

Nico’s Walkerville501 Erie St E, WindsorMenu

Valentine’s day at Paglione estate winery

February 14th at 5:00pm and 8:00pm

This Valentine’s Day, escape to the heart of wine country with us for an unforgettable wine pairing dinner experience. Whether you’re celebrating with someone special, gathering with friends, or simply treating yourself to something indulgent, this candlelit dinner offers a warm and intimate setting to enjoy a thoughtfully curated culinary journey. Romance the night, celebrate family or friendship, or simply treat yourself with a 4-course candlelit wine pairing dinner.

• $105 per guest includes Josephine Sparkling welcome toast, 4 courses with a 3 oz wine pairing per course, and 18% gratuity
• Choice of 3 mains (yes, there’s a veggie option!)

Reserve by February 9th 2026.

Paglione Estate Winery724 County Rd 50 E, Harrow

Tickets & Menu

MURDER MYSTERY DINNER – THE MIRROR MAZE

February 14th at 6:00pmStep into an immersive evening where live theatre, mystery, and dining come together inside the surreal world of Scarehouse. The Murder Mystery Dinner is an interactive experience that places you at the center of a story filled with secrets, shifting alliances, and a crime that must be unraveled.

As the night unfolds, characters move through the space, conversations carry hidden meaning, and clues emerge organically around the room. Guests are encouraged to observe closely, interact when invited, and piece together what’s really happening as the mystery builds toward its conclusion. This is not a show you simply watch — it’s an experience you’re part of. The tone is playful, theatrical, and comical rather than frightening, making it perfect for couples, friend groups, and anyone looking for a unique night out that blends storytelling with great food.

Your ticket includes a full plated dinner featuring:

Fresh salad

Chicken Parmesan

Mixed vegetables

Roasted potatoes

Dessert: Affogato

Admission: From $75

Scarehouse Windsor1441 McDougall Ave, WindsorEvent Listing

Laughs & Love: A Valentine’s Comedy Show

February 14th from 7:00pm – 10:00pmCelebrate Valentine’s Day with big laughs and great vibes. Featuring professional comedians and a fixed-price Valentine’s menu at the venue.Laughs & Love: A Valentine’s Comedy Show

This Valentine’s Day, skip the clichés and treat your date to something you’ll actually remember — a night of live stand-up comedy featuring professional touring comedians.Whether you’re celebrating love, laughing through heartbreak, or just here for a great night out, this show delivers big laughs, great vibes, and an intimate live comedy experience. Each show features a rotating lineup of pro comedians, so no two shows are the same.

What to expect:-A curated lineup of professional stand-up comedians-A lively, high-energy comedy show perfect for couples or groups-Fixed-price Valentine’s menus available at the venue (food & drinks sold separately unless noted)-A fun, upscale atmosphere ideal for date night

Cherry Rock Lounge63 Pitt St E, Windsor Event Listing

Valentine’s day at urban field house

February 14th at 7:00pmThis Valentine’s Day, treat your special someone to an unforgettable evening filled with elegance, flavor, and romance.

Live music will enhance the ambiance with soft, melodic tunes that inspire you to savor each bite and each other’s company.

Menu:

• Charcuterie Board for 2
• Homemade focaccia bread with whipped roasted red pepper butter
• Pear and pomegranate salad with walnuts, and crumbled feta, served with lemon ginger dressing.
• Filet mignon paired with buttery New brunswick lobster tail and succulent shrimp served with garlic mashed potatoes and asparagus.
• Flourless chocolate torte finished with raspberry coulis and chantilly cream.

Urban Field House1203 Faith Dr, Emeryville Event Listing

Valentine’s day at Viewpointe Estate Winery

February 14th at 7:00pmChoose one shared appetizer, two individual mains, and one shared dessert. Wine pairings for each course optional (in addition).

Choose from:

Appetizer:

• Blackened cajun beef medallions with blue cheese cream sauce
• Lemon Dijon crab cakes with roasted red pepper aioli
• Baked brie with onion jam served with bacon bread twists

Main – served with butter and herb roasted fingerling potatoes and garlic asparagus

• Pork tenderloin Wellington with pork au jus
• Bacon fat confit duck breast with sour cherry and thyme sauce
• Cornmeal crusted Lake Erie pickerel with Veracruz sauce
• Goat cheese, roasted vegetable, and puff pastry

Dessert:

• Chocolate ganache cake with raspberry sauce
• Cappuccino creme brulee with biscoff cookie
• Spiced brown sugar bread pudding with white chocolate sauce

$150 per couple (includes HST)

Viewpointe Estate Winery151 County Rd 50 E, Harrow Event Listing

VALENTINE’S JAZZ NIGHT

February 14th from 8:00 pm – 10:30 pmLove is in the air — and so is the jazz.

Join us for an intimate performance by The Coffee House Combo Trio. Enjoy a night of jazz, dancing and all the cozy, candle-lit vibes.

Doors at 8PM | Show at 8:30PM$10 per Ticket | General Admission Seating19+ event

Please note: Seating is general admission; on a first come, first served basis. Ticket purchase guarantees a seat.

Walkerville Brewery525 Argyle Road, Windsor Event Listing

VALENTINE’S Day Buffet at Harbour House

February 15th from 10:00am – 2:00pm

Celebrate Valentine’s Day with all the brunch fixings at Harbour House featuring a chocolate fountain!

Buffet Prices:

• Adults $33.95
• Seniors $26.95 (65+ With ID)
• Kids $14.99 (5-12)

Harbour House9550 Riverside Dr E, Windsor Event Listing