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Monday January 26, 2026 to Sunday February 15
Valentine’s Day Guide
Valentine’s Day is the perfect excuse to slow down, reconnect, and treat someone special. Whether you’re planning an intimate candlelit dinner, a cozy night out, or a full day of memorable experiences, Windsor Essex offers no shortage of ways to celebrate love.
From romantic dining spots and charming local wineries to unique date ideas and indulgent experiences, this guide highlights the best romantic dinners and things to do to help you plan a Valentine’s Day that feels effortless, meaningful, and unforgettable.
antonino’s Heart Shaped Pizzas
Celebrate Valentine’s Day by ordering a heart shaped pizza from any Antonino’s location within Windsor-Essex all while supporting a good cause!
During the entire month of February $1 from the sale of each heart-shaped menu item will be donated to the Windsor Regional Hospital’s Cardiology Program.
Antonino’s Pizza
Various locations throughout Windsor-Essex
More Information
a unique valentine’s experience with float lasalle
Experience something unique this Valentine’s Day. Give the gift of deep relaxation and connection.
Valentine’s Day is often about flowers, dinners, and gifts…but the moments we remember most are the ones where we truly feel connected. If you’re still thinking about what to do this year, we wanted to gently remind you about our Valentine’s Float Special. Sometimes the most meaningful experience you can share isn’t busy or loud… It’s deeply calm. Perfect for couples, best friends, or a self-care date with yourself.
Our Valentine Float Special includes:
2 × 60-minute floats for $99
(Regular value $150)
Limited Time Offer — Ends February 16
Whether it’s for a partner, a close friend, or someone who simply deserves deep rest, this is a gift that goes beyond the day itself. Many couples and friends tell us their float becomes one of the most unexpectedly special experiences they’ve shared.
Our spa has 3 float pods to accommodate couples and friends with same-time floating. Gift cards are available online or in the spa.
If your hearts (and nervous systems) could use a little more peace this season, we’d love to welcome you in.
Float LaSalle
1765 Sprucewood Ave, LaSalle
Book a Time
Limited Edition Valentine’s Day Popcorn at What’s poppin’
Get ready for Valentine’s Day with our Lovestruck pink and red kettlecorn. Single serving bags are perfect for a little addition to a box of chocolates or diamonds! We are ready when you are to make your loved ones happy.
What’s Poppin’ Popcorn Factory
5320 Brendan Ln, Tecumseh
Limited Edition Popcorn
Love is in the air… and in the fridge
This Valentine’s Day, skip the other stuff and give them something they’ll truly enjoy. Our festively wrapped Valentine’s Gift Packages are filled with craft beer & cider goodness and perfect for that special someone, your beer bestie or for a little self-love treat!
Available now at the brewery — limited quantities available until February 14th!
Walkerville Brewery
525 Argyle Road, Windsor
rare Butcher shop
Looking to make your Valentine’s Day dinner extra special? Cook our heart-shaped ribeye steaks, available at RARE Butcher.
Also be sure to enjoy their Date night Packages:
Skip the crowded restaurants. Impress at home! Our Valentine’s Dinner Bundles are expertly cut, irresistibly tender, and made for sharing.
- Date Night Package #1:1lb Mashed potatoes + Seasoned asparagus + Your choice of Marinated Chicken Breast or Stuffed breast + 1 package of butterfly shrimp + 1 bottle of our selected wines | $90
- Date Night Package #2:1lb of mashed potatoes + Seasoned asparagus + Your choice of either 2 10oz striploin or T-bone + 1 bottle from our selected wines | $100
- Date Night Package #3: 1lb of mashed potatoes + Seasoned asparagus + 1 package of butterfly herb and garlic shrimp + Your choice of 2 12oz tenderloin or ribeye + 1 bottle from our selected wines | $160
- Date Night Package #4: 1lb mashed potatoes + Seasoned asparagus + 1 package of butterfly shrimp + Your choice of 2 8oz Australian wagyu ribeye or striploin + 2 8oz lobster tails + 1 bottle from our selected wines | $200
Rare Butcher Shop
35 Amy Croft Dr Unit 4, Lakeshore
More Details
special valentine’s menu at the iron kettle
It’s time love birds – Our Valentine’s Day Menu is now available!
OPEN
Tuesday – Friday, 9:00 am – 6:00 pm
Saturday – Sunday 8:00 am – 4:00 pm
Try our delicious pastries such as the Raspberry Cheesecake Brownie and hot drinks like the Salted Caramel Latte!
The Iron Kettle
6305 Main Street, Comber
Menu Items
Valentine’s Day Charcuterie Boxes at Homestyle Bakery
Now taking charcuterie box orders for Valentine’s Day!
Cost: $35 Per standard charcuterie box.
Hours of Operation:
- February 11th from 10:00am – 5:00pm
- February 12th from 10:00am – 5:00pm
- February 13th from 10:00am – 5:00pm
- February 14th from 10:00am – 4:00pm
Homestyle Bakery & Delicatessen
1695 Manning Rd, Tecumseh
Homestyle Bakery & Delicatessen Facebook
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 + Pottery
55 E Pike Creek Rd, Tecumseh
Event 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 [email protected]
Sawyer’s Craft BBQ
1000 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 Vineyards
1425 Iler Rd, Harrow
Menu
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 features
Live music Friday & Saturday
Galentine’s Sunday | Noon–6PM
Make it a full weekend of food, wine, and love.
Colchester Ridge Estate Winery
108 Essex County Rd 50, Harrow
Menu
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 (519)419-3822
Cured Craft Brewing Co.
43 Mill St W, Leamington
Menu
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. Gastropub
839 Erie St E, Windsor
Menu
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 Commons
792 Gladstone Ave, Windsor
Menu
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 Windsor
2080 Huron Church Rd, Windsor
Special 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 Winery
130 Essex County Rd 50, Harrow
Event 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 PM
Walk-ins are welcome. Reservations are recommended.
On A Roll Sushi and Sliders
63 Pitt St E, Windsor
Event 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 Market
548 Chilver Rd, Windsor
Event Listing
Make your Valentine’s heart soar – Canadian Aviation Museum
Surprise your sweetheart with an experience they will never forget! Give the gift of flight in one of our vintage aircraft.
Canadian Aviation Museum
2600 Airport Rd, Windsor
Book 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 Winery
1000 McCain Side Rd, Kingsville
Menu
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, Windsor
Menu
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 Windsor
53 Pitt St E, Windsor
Event 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 Restaurant
277 Riverside Dr W, Windsor
Event Listing
Valentine’s Day at Sundried Tomato Bistro
February 14th
Join us for an authentic Italian dinner this Valentine’s Day!
Sundried Tomato Bistro
122 Chatham St W, Windsor
Event 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 Zone
1665 Lauzon Rd, Windsor
Event Listing
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.
WindsorEats
400 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 & Lattes
839 Erie St E, Windsor
Event 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 Vineyards
7457 County Rd 18, Harrow
Buy 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 Distillery
7781 Howard Ave, Amherstburg
Tour 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 Essex
401 Riverside Dr. W, Windsor
Event 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 Vineyard
1425 Iler Rd, Harrow
Event 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 Eatery
9550 Riverside Dr. E, Windsor
Event 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 Health
101 Mill St W, Kingsville
Register 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 Walkerville
501 Erie St E, Windsor
Menu
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 Winery
724 County Rd 50 E, Harrow
MURDER MYSTERY DINNER – THE MIRROR MAZE
February 14th at 6:00pm
Step 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 Windsor
1441 McDougall Ave, Windsor
Event Listing
Laughs & Love: A Valentine’s Comedy Show
February 14th from 7:00pm – 10:00pm
Celebrate 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 Lounge
63 Pitt St E, Windsor
Event Listing
Valentine’s day at urban field house
February 14th at 7:00pm
This 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 House
1203 Faith Dr, Emeryville
Event Listing
Valentine’s day at Viewpointe Estate Winery
February 14th at 7:00pm
Choose 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 Winery
151 County Rd 50 E, Harrow
Event Listing
VALENTINE’S JAZZ NIGHT
February 14th from 8:00 pm – 10:30 pm
Love 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 Seating
19+ event
Please note: Seating is general admission; on a first come, first served basis. Ticket purchase guarantees a seat.
Walkerville Brewery
525 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 House
9550 Riverside Dr E, Windsor
Event Listing
