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Windsor Essex Valentine’s Day Guide 2019

Thursday, February 7 to Sunday, February 17

Looking for a special place to spend time with someone you care about this Valentine’s Day? Check out this Valentine’s Day Guide and learn all about the events, dining and entertainment options to celebrate love on this special day in Windsor-Essex.

W.E Made It Valentine’s Day Guide

Buy local for Valentine’s Day – buy a Windsor Essex made gift! Check out our W.E. Made It Gift Guide for great gift ideas that are unique, and made right in your own backyard!


Planning to cook a feast on Valentine’s Day for your special someone but not sure what to pair with your food? Check out our Perfect Pairings Guide and select EPIC Wineries wine to pair with your meals!

Picnic in the Park _ Valentines Escape Game

Thursday Feb 7 – Sunday Feb 17, 2019.
A perfect Valentines date for 2. Take your sweetheart for a picnic in the Park. The sky is blue, the birds are singing – what could go wrong? Can you save your date from being disastrous? This 30 minute escape game for 2 is the perfect addition to your romantic dinner. $65+tax includes romantic refreshments and candy.

$65 + tax
1501 Howard Ave, Windsor

Saturday Feb 9, 2019
Loving You featuring James Gibb & The Silvertones will take you back to the 60’s and 70’s while you re-visit the original rock n’ roll sounds of Elvis!  From Harrow, Ontario, James Gibb began his tribute to Elvis Presley in 2006.  From the famous sneer, flashy clothes and wild dance moves, James does his best to recreate the magic of Elvis in his early years.  Doors open at 7pm and the show will begin at 8pm.  This is the perfect night out with your Valentine!

8 pm, $25+fees
Olde Walkerville Theatre – 1564 Wyandotte St E.Windsor

Valentine’s Day Chocolate Party

Saturday Feb 9, 2019
Your #1 chocolate covered strawberries destination! Come join us in celebrating Love with chocolates, chocolate fountains and everything chocolate!

11 am – 8 pm
Facebook: Valentine’s Day Chocolate Party
Holiday Inn & Suites Ambassdor – 1855 Huron Church Rd., Windsor

Casalverano Dinner Dance

Saturday Feb 9, 2019
Come and celebrate Valentine’s Day with us. Menu includes antipasto Casalverano, Antipasto extravaganza, chicken soup, tagliarini, salad, roasted potatos, beef tenderloin, rapini and dessert.

7 pm, $60
Ciociaro Club – 3745 N Talbot Rd, Oldcastle


Sunday Feb 10, 2019
Grab a friend, family member or significant other and join us at Walkerville Eatery for a fun night of social painting as Chloe guides you step by step through the featured painting “HAPPILY EVER AFTER” in a relaxed and encouraging atmosphere.  Each “couple” will paint one half of the painting.  Spots are limited for this event.  Fee is per couple.

Please arrive 30 minutes prior to the event to find your seat and get situated.  Seats are first come first serve basis.

**Please note: food and beverages are not included in the price of registration but are available for purchase from Walkerville Eatery throughout the evening.

6:30 pm – 8:30 pm, $55
Walkerville Eatery – 911 Walker Rd, Windsor

Valentine’s Day at Caesars Windsor

Thursday Feb 14, 2019
Neros Steakhouse

Enjoy a fine dining experience, 3 course meal with up to 3 choices per course including dessert AND an award-winning wine cellar.  Some choices include: Braised beef cheek with whipped potato puree, crab BLT, Lobster tagliatelle, Pan roasted Pacific halibut, and Salted almond truffle tart.

Neros Steakhouse at Caesars – 377 Riverside Dr E, Windsor

Market Buffet
Menu includes lobster bisque, salads, smokehouse prime rib, spit roasted Cuban chicken, Candied Atlantic salmon, Tagliatelle with peeky-toe crab and asparagus, death by chocolate torte, and creamy raspberry & marscapone tart.

4 pm – 8 pm, $25.99 – $27.99/person
Market Buffet at Caesars – 377 Riverside Dr E, Windsor

Legends Sports Bar
Special menu items include Roasted Beet & Feta Salad, Seafood Platter for Two, and Pear Belle Helene

Legends Sports Bar at Caesars – 377 Riverside Dr E, Windsor

Valentine’s Dinner at the Sandbar

Thursday Feb 14, 2019
Menu includes stuffed Filet Mignon bites, Baked Goat Cheese, Ahi Tuna Salad, Seafood Stuffed Salmon, Beef Wellington, and Triple Chocolate Cake.

Sandbar Waterfront Grill – 930 Old Tecumseh Road, Belle River

Valentine’s Dinner at Rino’s

Thursday Feb 14, 2019
Celebrate your love at Rino’s! Rino’s cozy and intimate atmosphere paired with farm-to-table homestyle food makes a lovely night out. Always a busy night on the books so get your reservations in soon! Seatings at 5pm, 7pm and 9pm.  Call 519-962-8843 for reservations.

Valentine’s Day at Rino’s

Rino’s Kitchen and Ale House – 131 Elliot Street West, Windsor

Single Mingle Night!

Thursday Feb 14, 2019
Come join us on February 14th and meet some new friends and a chance to win a Couple’s Package from Refresh Day Spa courtesy of Kronenbourg.

5 pm – 12 am
Facebook: Single Mingle Night!
O’Maggio’s Kildare House – 1880 Wyandotte Street East, Windsor

Vegan Valentine’s Day Dinner

Thursday Feb 14, 2019
Five Courses and a glass of bubbly. Menu includes vegan ceviche, vegetable terrine, king mushroom ‘scallops’, goat cheese & beet ravioli, chocolate lava cake with avocado cream.

6:30 pm – 8:30 pm, $70
Facebook: Thyme Kitchen
Thyme Kitchen – 100 Ouellette Ave, Windsor

Sarnia Sting vs. Windsor Spitfires

Thursday Feb 14, 2019
Celebrate Valentine’s Day with your loved ones and Spitfires hockey!  Enjoy $15 tickets and send a Valentine’s Day message on the Jumbotron!

Windsor Spitfires Valentine’s Day Special
WFCU Centre – 8787 McHugh Street, Windsor

Valentines Mayhem

Thursday Feb 14, 2019
Looking for something fun and unique to do this Valentines Day? Join us at Archery Mayhem Valentines Day Bash and shoot the one you love right in heart. Archery Mayhem is Windsor’s Original Combat Archery Experience. Combat Archery is played similar to dodgeball – but with bows and soft foam-tipped arrows. This exciting, action-packed game offers the ultimate family-friendly experience that is fun for everyone.

7 pm – 8:30 pm
Archery Mayhem – 3400 Grand Marais Rd East, Windsor

Aphrodisiac on a Plate

Thursday, Feb 14 – Friday Feb 15, 2019
Aphrodisiacs have been around since Ancient Greek times, It has been traditionally used to treat infertility but in recent years it has become an intricate part of love and sex. We will be discussing all foods aphrodisiac…which are super potent? how it works, what is the ultimate aphrodisiac? and more.

Each guest will enjoy…
Oysters 3 ways
Chocolate wafer stuffed rack of lamb with creamy chipotle, chocolate and chipolini onion demi glace served with whipped gouda potato, fresh figs and crispy parsley, Cocktail TBA.
Candied ginger and strawberry. Raspberry key lime pie with candied bacon and macadamia brittle, served with Champagne.
In-between, our amazing bartenders will dazzle with a cocktail pairing.

7 pm – 10 pm, $120
Mailloux’s Farm Fresh – 500 Alma St., Amherstburg

Valentine’s Day with Adam Butcher

Thursday Feb 14, 2019
Join us for a special Valentine’s Day dinner. Our menu will include VEGAN options along side some of our favorite dishes. We will open at 5 pm and the talented Adam Butcher will be joining us at 6 pm. Reservations are diffidently recommended; please let us know during your reservation if you will be selecting from the Vegan menu, or if there are any dietary restrictions.

5 pm
Facebook:Valentines Day With Adam Butcher
Beacon Ale House – 239 Dalhousie St., Amherstburg

Valentine’s Dinner at Oxley Estate Winery

Feb 14 – 16, 2019.
Join us for a memorable Valentine’s evening. A very special menu will be available. Reservations required.  

5 pm – 8 pm
519.738.3264, www.oxleyestatewinery.com
Oxley Estate Winery – 533 County Road 50, Harrow

Lovers Feast

February 14, 2019.
Bring your sweetheart to Wolfhead Distillery for a delicious dinner and live entertainment this Valentine’s day. The evening includes a hand crafted Cosmo, live jazz by Midlife Crisis JAZZ, an amazing 5 course dinner, and a dessert plate for two. Call for reservations.

6 pm and 8 pm seatings, $85 single
519.726.1111, drinkwolfhead.com
Wolfhead Distillery – 7781 Howard Ave, Amherstburg

Valentine’s Dinner at Bistro 42

Feb 14 – 16, 2019.
Join us for our special dinner features. Book your reservations now to avoid disappointment. Call 519-738-6111 for your table.

Facebook: North 42 Degrees Estate Winery & Bistro 42
Bistro 42 – 130 County Road 50 E., Harrow

Valentine’s Day Dinner

Feb 14 – 16, 2019.
Join us for a romantic Italian feast, with board game rental included. Call today to make your reservation today!

6 pm & 8 pm seatings
226.783.9015, Facebook: Wizards of Walkerville
Wizards of Walkerville – 1295 Ottawa St, Windsor

Valentine’s Weekend at Ariius Nightclub

Friday Feb 15 – Saturday Feb 16, 2019
Join us at Ariius for a Valentine’s Day Weekend.

Facebook: Valentine’s Day Weekend at Ariius Nightclub
Ariius Nightclub – 377 Riverside Dr E, Windsor

RosE & Chocolate Lovers – A Vertical Tasting

Saturday Feb 16, 2019
We have discovered 8 Vintages of our sweet Rosé in our coveted library. A vertical tasting of 2010, 2011, 2012, 2013, 2014, 2015, 2016 & 2017 will be presented by our very own Master Taster, Barb DeJonge. Each wine will be expertly paired with a decadent chocolate compliment or contrast. This private event is limited to only 20 people and held in our beautiful private Vineyard View Dining Room. Call quickly to reserve your spot with payment!

1 pm, $35
Coopers Hawk Vineyards – 1425 Iler Rd., Harrow

Love You to Death

Saturday Feb 16, 2019
Back by popular demand, join us for an evening of food, mystery and fun! Allow our exquisite culinary team to take your taste buds on a memorable journey, all while enjoying quality, live entertainment.

6:30 pm, $75
Coopers Hawk Vineyards – 1425 Iler Rd., Harrow

Valentine’s Day Party

Saturday Feb 16, 2019
Buffet dinner includes roasted potatoes with chicken drumsticks wrapped in bacon, penne with meat sauce, and house salad, buns and butter, dessert and coffee.
Tickets can only be purchased through Eventbrite or at Embassy Cafe until February 09 2019. Tickets cannot be purchased at the door.

Facebook:The Embassy Cafe & Wine Lounge
The Embassy Cafe & Wine Lounge – 1326-1A Ottawa St., Windsor

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The information provided in this Guide is for informational purposes only and is based upon sources believed to be accurate and reliable, and we have exercised reasonable care to assure the accuracy of the information. You are responsible for confirming the date, time, price, and venue of a listing by contacting the appropriate organizers directly.