Autumn in the GTA comes alive after dark with a fun mix of seasonal adventures, perfect for those who love the night. From haunted experiences and art tours to late-night markets and festive gatherings, our top 6 picks for October evening fun will keep you entertained long after the sun sets. Whether you’re in the mood for spooky scares, cozy fall vibes or artistic adventures, these selections offer a memorable evening out for young and old alike. Get ready to embrace the mystery and magic that only October nights can bring!

1. Nuit Blanche Toronto
Various venues, Toronto
7PM, October 5 – 7AM, October 6

This is your annual opportunity to take part in an all-night celebration of contemporary art. This event transforms Toronto’s public spaces into extraordinary landscapes featuring over 80 free artworks. This year’s theme, Bridging Distance, invites audiences to explore the multifaceted ways we experience and perceive distance through a multitude of independent works and commissioned projects by local, national and international artists. The event also offers free admission to some of the city’s finest museums, galleries and cultural spaces throughout the night.

2. Rom After Dark
Royal Ontario Museum (ROM), Toronto
Various Dates

The ROM After Dark program at the Royal Ontario Museum offers an exciting and immersive experience, transforming the iconic museum into a vibrant nighttime destination. Held on select Friday evenings, this adults-only event combines culture, art and entertainment, providing a unique way to explore the museum’s world-class exhibits after hours.

Each event features a distinct theme, often tied to current exhibitions, and includes live music, interactive installations, and performances that enhance the evening’s atmosphere. Visitors can enjoy specialty cocktails, gourmet food, and the opportunity to engage with artists and curators, all within the stunning backdrop of the museum’s galleries. ROM After Dark is not just a chance to see the museum in a new light, but also a social event where guests can mingle, explore, and experience the ROM in a dynamic and lively setting, making it a must-attend event for culture lovers in Toronto.

3. Alone in the Dark Haunted walk
Black Creek Pioneer Village, North York
October & November

Black Creek Pioneer Village is one of Haunted Walks most active sites. For years, their curious guests have requested a more in-depth experience to explore the haunted side of the property. Sign up for a spine-chilling, once-in-a-lifetime paranormal adventure, where groups will have exclusive access to investigate haunted heritage buildings including the notorious Half Way House, known to harbour untold secrets and restless spirits.

As the moon rises high and shadows grow long, you’ll delve into the mysteries of the supernatural world, seeking to connect with the village’s lingering inhabitants. Each group will have a unique and unpredictable experience while investigating.

An unforgettable eerie evening that will delight ghost story enthusiasts, fearless paranormal investigators, history aficionados, urban explorers, and anyone with a curiosity about the unknown.

4. Milton Night Market
Milton Fairgrounds, Milton Ontario
October

Experience the vibrant energy of the Milton Night Market, where the downtown core comes alive with a unique blend of fall festivities and California flair. This open-air event offers an eclectic mix of activities and entertainment for all ages. Sip on a refreshing drink at the Fall sangria bar, or warm up with a cup of cider while exploring the market’s offerings. For those feeling creative, join the 18+ wine or beer glass painting and friendship bracelet-making sessions. Embrace the mystical side of the night with a visit to the psychic circle, or dive into the excitement of the adult pie-eating contest. Kids can enjoy their own space in the fun lounge, while everyone can savour gourmet treats from local food trucks. With artisans showcasing their handcrafted goods, and live entertainment adding to the festive atmosphere, the Milton Night Market is the perfect fall evening out. Don’t forget to dress in your best tropical clothing to celebrate the “Fall in California” theme!

5. Ripley’s Aquarium Jazz Night
Toronto
Second Friday of every month

Jazz Night offers a unique blend of music and marine life, creating an enchanting evening experience in the heart of Toronto. Held monthly, this special event invites guests to enjoy live jazz performances while exploring the mesmerizing underwater world of the aquarium. As smooth jazz melodies fill the air, visitors can wander through stunning exhibits, from the colourful coral reefs to the captivating shark tunnel, all beautifully illuminated for the occasion. The combination of serene aquatic environments with the soothing sounds of jazz creates a relaxing yet sophisticated atmosphere. With a selection of cocktails and light bites available, Jazz Night at Ripley’s Aquarium is perfect for a night out with friends, a romantic date, or simply an evening of musical and visual delight. This event offers a fresh and memorable way to experience one of Toronto’s top attractions after hours.

6. A Nightmare Before Christmas
Roy Thomson Hall, Toronto
Fri, Oct 18–Sat, Oct 19, 2024

“This is Halloween—everybody make a scene!” Prepare for a night of musical enchantment as Tim Burton’s iconic masterpiece, The Nightmare Before Christmas, comes to life like never before. Immerse yourself in the whimsical world of Jack Skellington and the spooky residents of Halloween Town, all brought to life on the big screen. But the real magic happens with the accompaniment of Danny Elfman’s delightfully quirky and haunting score, performed live by the Toronto Symphony Orchestra under the masterful baton of conductor Sarah Hicks. Hicks, known for her dynamic and engaging style, will lead the orchestra through Elfman’s unforgettable compositions, creating an experience that blurs the line between film and concert. Whether you’re a longtime fan of Burton’s cult classic or discovering it for the first time, this performance promises to be an unforgettable fusion of film and live music, perfect for kicking off the Halloween season with a bang.