How to Spend Valentine’s Day in Stouffville

Your Guide to Romantic, Family-Friendly & Adventure-Filled Experiences This February

Whether you’re planning a romantic escape, treating the whole family to a day out, keeping it budget‑friendly, or searching for a unique outdoor adventure, Stouffville has the perfect Valentine’s Day plans waiting for you. Just a short trip from Toronto, our charming town is full of memorable things to do, from candlelit feasts to glowing forests and indoor fun.

Here’s your ultimate guide to celebrating Valentine’s Day in Stouffville.

Low‑Cost Date Nights

Affordable, fun, and full of heart.

Glow Town Indoor Mini Putt
Light up your date night with 18 holes of glow‑in‑the‑dark fun! Glow Town offers a playful and affordable way to enjoy time together while snapping colourful, Insta‑worthy pics.

Stouffville Market – February 14
Celebrate love and local! Explore artisan vendors, gifts, treats, and seasonal delights at the Stouffville Winter Market. It’s a great add‑on to any low-key date.

Trivia Night at 19 on the Park – February 12 (7–9 PM, 19+)
Warm up for Valentine’s with a brain‑boosting night out. Whether you dominate trivia or simply enjoy a drink and a laugh, this classic Stouffville event makes for a fun, budget-friendly night at 19 on the Park.

All the Frills: Romantic & Indulgent Dates

For couples who want to make it extra special.

Valentine’s Day at Saints on Main
Elevate your date night with a beautifully presented Kamayan Feast for Two at Saints on Main; a hands-on dining experience rich in flavour, tradition, and romance. Perfect for food-loving couples seeking something unforgettable.

Willow Springs Winery: Wine Tasting + Dining
Escape to vineyard views at Willow Springs Winery and sample award‑winning wines, including their renowned icewine. Choose from:

Classic Tasting – $18 + tax
A curated selection of 3 team‑chosen wines showcasing the winery’s best.
Select Tasting – $24 + tax
Build your own flight of any 3 wines on the menu.

Afterward, enjoy a meal at the winery’s onsite restaurant and stroll the grounds for a picture-perfect end to your evening.

One Year Anniversary at Sapori di Italia (February 15)
Celebrate amore AND a milestone with Sapori di Italia’s first anniversary event. Extend your Valentine’s celebration with incredible Italian dishes crafted with heart.

Family‑Friendly Valentine’s Fun

Combine Valentines Day and Family Day fun. Activities for Kids, Parents & Everyone You Love.

Valentine’s Day Family Jam: February 14
Enjoy an interactive children’s music experience filled with singing, movement, and playful energy at Lol PlayLab. A cheerful way to celebrate the day with little ones.

Family Day at the Museum: February 14
Make memories at the Whitchurch-Stouffville Museum and Community Centre with:

Tours of historic buildings
Engaging exhibits
FREE hot chocolate
Horse‑drawn wagon rides (weather permitting!)

A charming way to slow down and experience Stouffville’s heritage together.

Outdoorsy Fun

For the ones who like their dates wild and wonder‑filled.

Uplå Aglow: Bounce Through the Stars

Experience the forest like never before. Uplå becomes a glowing wonderland at night, net parks illuminated with magical lighting so you can bounce, climb, and explore under the stars. A sensory, active adventure perfect for couples or families at Bruce’s Mill.

Romantic Skate at the Memorial Park Skating Trail

For a classic winter date, glide hand-in-hand along the Memorial Park Skating Trail, one of Stouffville’s most charming outdoor experiences. Warm change rooms, lockers (just bring a lock), and skate rentals available from the Stouffville Arena for just $15 make it easy for anyone to join in, even if you’re new to skating. Helmets and child-friendly skating aids are also available, making it a wonderful option for couples or families.

After your skate, head into the Village of Stouffville for a romantic dinner or a cozy café crawl. Whether you’re craving Italian, pastries, wine, or something sweet, Main Street’s restaurants and cafés offer the perfect warm-up to end your wintery adventure.

Make This Valentine’s Day One to Remember

Whether you’re savouring wine, exploring glowing forests, enjoying live music with your family, or treating yourself to a culinary celebration, Stouffville offers a Valentine’s experience for every love story. Discover Stouffville, we’re closer than you think!