Playdates
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Yes! Check out playdates events happening today here. These are in-person gatherings where you can meet fellow enthusiasts and participate in activities right now.
Discover all the playdates events taking place this week here. Plan ahead and join exciting meetups throughout the week.
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Playdates Events Today
Join in-person Playdates events happening right now
Sunday Afternoon Tennis - York University TENNIS N TUNES (12 noon to 2pm)🔊🎵📻
Welcome to **TENNIS AND TUNES 2026 edition!** Join us **(12 noon to 2pm)** for some **fun** and **friendly** **CASUAL HITTING TENNIS** at Fountainhead Tennis Club - University Heights (two blocks form **FINCH WEST STATION / right across from SENTINEL STATION TTC -LINE 6**). This is a TENNIS AND TUNES event 🔊🎵🎶📻 **which means loud music will be played during the meet up**. Hope to see you there! :)
**FRIENDLY REMINDER : BEFORE** confirming your RSVP, please review the following meet-up guidelines and group rules.
General Rules and Guidelines:
1. This is a **CASUAL HITTING** meet-up. It is **NOT** a competitive tennis gathering. Due to limited court availability we will only engage in **casual rallies**.
2. Upon arrival, please check in with the event organiser. This is important for attendance purposes and assigning hitting partners for the session.
3. Should you decide to bring your own tennis balls, please make sure they are distinctively initialled. If not, a meet-up Sharpie will be available (from the host) for you to do so.
4. **GTA Racquet Player members are expected, at all times during the meet-up, to observe a *courteous demeanour* and a *positive sporting spirit* towards fellow players.**
IMPROV and ACTING in the PUB (with Optional Dinner Party After)
Hello everyone,
Please join us for our a great afternoon with **IMPROV and ACTING in the PUB.**
\*Joined by my other groups too; so we can anticipate a great afternoon
\*\*Stick around after as well for our weekly traditional Sunday Dinner Party-no extra charge- others will be joining us to for dinner (optional)
Event details below:
Sincerely
Steve Flemming
(Organizer/Host)
Event Details:
**IMPROV and ACTING in the PUB (with Optional Dinner Party After)**
This is a well organized event filled with Improv games, skits and of course lots of hilarious scenes that we will create.
-A fun afternoon for all Improv enthusiasts and newbies of Improv!
\*No experience required; just an open mind and a desire to meet some wonderful people, laugh and have fun!
\*Joined by my other groups too so we can anticipate a fabulous turn out
\-\-\-\-\-\-\-\-\-
**Event Fee:** 10 dollars (Cash only) (HST is included)
or e transfer in advance to [[steveflemming11@gmail.com](http://steveflemming11@gmail.com)]
\*Includes Dinner Party after at no extra charge :)
\-\-\-\-\-\-\-\-\-\-\-\-\-
**Friendly Reminders:**
**Date:**
**Sunday, May 31st**
**Arrival Time:**
Arrive between 4:00 pm and 4:30 pm
**Where to Meet us?**
**Location: La Carnita - Good Fortune Bar (Main Floor)**
**Address:** 130 Eglinton Ave. Toronto, ON M4P 2X9
\-\-\-\-\-
**Parking Available:**
\***Plenty of free street parking on Eglinton** and (Residential area south/east of venue for free)
**Close to Subway Station:**
\*Also just a three minute walk east from the Yonge/Eglinton subway station
Small Dog Walk (Esplanade)
A fun and friendly meetup for small dogs and their paw parents! Join us for relaxed park hangs, walks, playtime, and socializing with fellow dog lovers in the community. Whether your pup is playful, shy, fluffy, or full of personality, this is a welcoming space for little dogs to make furry friends while paw parents connect, chat, and enjoy the outdoors together. All small breeds and mixes are welcome. Come meet new friends — both two-legged and four-legged! 🐶✨
We will meet at the David Crombie Park and then go for a stroll along the esplanade
Sunday Night with Friends! (Dinner, Cocktails and Conversations)
Hello everyone,
I'd like to invite you out to our **Sunday Night with Friends-Dinner, Cocktails and Conversations** get together.
-Reserved seating, friendly people, good conversation and great food awaits!
So please plan to join us if you can :)
\*Joined by my other groups too; so we can anticipate a fantastic evening
**Time: 6:30 p.m. -9:30 p.m.**
**Location:** La Carnita - Good Fortune Bar (Main Floor)
**Address:** 130 Eglinton Ave. Toronto, ON M4P 2X9
Free Paring on Eglinton on Sundays on the North Side (Just East of the Restaurant)
Event Details Bellow:
Sincerely,
Steve Flemming
(Organizer/Host)
Event Details:
**Sunday Night with Friends! (Dinner, Cocktails and Conversations)**
-The great thing about this dinner party is you're free to move around to different tables and meet the other members too throughout the evening
**Dinner Party Topics** may include but not limited too: Travel, Culture, Spirituality, Relationships, Modern Dating, Life after Marriage, Work/Life balance, Art, Technology, Economy, Music, Movies, Sports, Fashion, Hobbies, Books, Psychology, Philosophy, the Future, History, Pop Culture, Theatre, Living the Good life etc.)
**Arrival Time:**
\*Join us any time between 6:30 pm and 7:15 pm (if you can) for a fun and highly interactive evening as we get to know the members over dinner and great conversations (of your choice)
Event goes until roughly 9:30 pm (stay later if you like)
**Event Fee:**
5 dollars (cash only please) (HST included)
or in advance by e transfer to **[steveflemming11@gmail.com](http://steveflemming11@gmail.com/)**
\-\-\-\-\-\-\-\-\-\-\-\-
**Friendly Reminder:**
\*One beverage or appetizer minimum to support the venue- this is greatly appreciated :)
\-\-\-\-\-\-\-\-\-\-\-\-
**Parking Available:**
\*Plenty of free street parking on Eglinton and (Residential area south/east of venue for free)
**Close to Subway Station:**
\*Also right beside the Yonge/Eglinton subway station
\-\-\-\-\-\-\-\-
Playdates Events This Week
Discover what is happening in the next few days
🌲🥾 CROTHERS WOODS TRAIL HIKE & DAIRY QUEEN STOP 🥾🍦
🌲🥾 **CROTHERS WOODS TRAIL HIKE & DAIRY QUEEN STOP** 🥾🍦
Real Trails, A Solid Climb & An Ice Cream Finish
Toronto doesn’t have many *true* hiking experiences — but this is one of them.
Join us for a more active, nature-focused walk through Crothers Woods, one of the city’s best spots if you’re looking for something that actually feels like a hike.
This isn’t your typical flat city stroll.
There are hills, forest paths, and a proper climb — especially at the end (Pottery Road 👀).
But don’t worry… we’ve got a reward waiting.
This is not a formal tour.
It’s a social hike — a bit more effort, a bit more nature, and a great group to do it with.
📲 **Join Our WhatsApp Group:**[ Click here to join](https://chat.whatsapp.com/DRFTkxRlHS4B3IL1lMleUd)
***
**🚶♂️ What We’ll Do**
We’ll start at Broadview Station and head south along Broadview before making our way down Pottery Road into the Don Valley.
From there, we’ll connect to the Don Valley trails and enter Crothers Woods, where we’ll hike through forested paths and take a short break along the way.
After the hike, we’ll make our way back — finishing with the climb up Pottery Road (the final challenge 💪).
And then… we reward ourselves with a stop at Dairy Queen for some well-earned ice cream. 🍦
We’ll end back near Broadview Station.
***
🌦️ **Weather & Expectations**
This hike happens rain or shine.
Please come prepared — trails may be muddy, and conditions can vary.
This is a slightly more challenging walk than most of our events:
✔️ Uneven trails
✔️ Some hills
✔️ One bigger climb at the end
Good footwear is important.
Also — this is NOT a guided or historical tour. It’s about movement, nature, and being social.
***
🧢 **Meetup Details**
📍 Meetup Location: Outside Broadview Subway Station
🫎 I’ll be wearing my Moose Hat
⏰ Meetup Time: 11:00 AM
I will only wait 5 minutes.
Early is on time.
On time is late.
We’ll head out promptly.
End Point: Broadview Subway Station
***
🎟️ Meetup Fee: $5 cash in person or e-transfer to
📧 **mathewmaclean@hotmail.com**
This helps support the group and allows us to keep hosting events like this. Thank you for supporting community! 💖
***
🎒 **What to Bring**
Water
Good hiking/walking shoes (important!)
A snack
Weather-appropriate clothing (trail-ready 🌧️🌿)
Optional: cash/card for ice cream 🍦
**Please also use the washroom before arriving, as stops are limited.**
***
🌈 **Who Is This For?**
This group is open to anyone who wants to be social and make friends — whether single or not.
**We also host:**
🎬 Movies
🚶 Walks & hikes
🎭 Arts & culture outings
🍽️ Restaurant gatherings
There’s always something happening.
***
**REMEMBER:** You’re welcome to just show up on the day if you’re unsure about your schedule.
And as always, sometimes plans shift and events may need to be canceled — please keep an eye on updates.
***
👤 Organizer: Mathew
Questions? Post on the event wall or email
📧 torontomoviesandoutings@hotmail.com
Come for the trail. Stay for the challenge.
Leave feeling like you actually *earned* that ice cream. 🍦🌲✨
Drop-In Pickleball (2.5+) – $18/1.5hrs – Register to Secure Your Spot!
**Drop-In Pickleball at the Miles Nadal JCC**
Come play one of the fastest-growing sports in North America — right in the heart of the Annex!
Join us for friendly, active Pickleball at the Miles Nadal JCC, just steps from Spadina Station. It’s a great way to stay active, meet new people, and have some fun!
\*\*\*
**🏓 Event Details:**
**Location:** 750 Spadina Ave. (enter through the Spadina doors)
**Check-In:** Stop by security and check in at the front desk when you arrive.
\*\*\*
**🏓 Registration & Payment (Required in Advance):**
**RSVP on Meetup does *not* reserve your spot.**
To participate in Drop-In Play, you must register and pay in advance via our registration system.
👉 [Register online](https://app.amilia.com/store/en/miles-nadal-jcc/api/Activity/Detail?activityId=x9wV9dB)
📞 Or register by phone: 416-924-6211 ext. 0
Space is limited to **18 players** on a first-come, first-served basis. Once full, no additional participants can be accommodated.
\*\*\*
**🏓 Other Info:**
* Paddles and balls are available for loan at the front desk with a **$20 cash deposit and valid ID**
* This session is intended for **novice players and above** — participants should know basic rules and scoring
* Courts are rotated regularly so everyone gets a chance to play
* Welcoming, inclusive environment
\*\*\*
Come ready to rally, socialize, and have a great time on the court. We can’t wait to see you there!
Drop-In Pickleball (2.75+) – $18/1.5hrs – Register to Secure Your Spot!
**Drop-In Pickleball at the Miles Nadal JCC**
Come play one of the fastest-growing sports in North America — right in the heart of the Annex!
Join us for friendly, active Pickleball at the Miles Nadal JCC, just steps from Spadina Station. It’s a great way to stay active, meet new people, and have some fun!
\*\*\*
**🏓 Event Details:**
**Location:** 750 Spadina Ave. (enter through the Spadina doors)
**Check-In:** Stop by security and check in at the front desk when you arrive.
\*\*\*
**🏓 Registration & Payment (Required in Advance):**
**RSVP on Meetup does *not* reserve your spot.**
To participate in Drop-In Play, you must register and pay in advance via our registration system.
👉 **[Register online](https://app.amilia.com/store/en/miles-nadal-jcc/api/Activity/Detail?activityId=xYXzRdJ)**
📞 Or register by phone: 416-924-6211
Space is limited to **18 players** on a first-come, first-served basis. Once full, no additional participants can be accommodated.
\*\*\*
**🏓 Other Info:**
* Paddles and balls are available for loan at the front desk with a **$20 cash deposit and valid ID**
* This session is intended for **intermediate players and above** — participants should have a solid understanding of Pickleball rules, scoring, and gameplay, and be comfortable with consistent rallies and court positioning
* Courts are rotated regularly so everyone gets a chance to play
* Welcoming, inclusive environment
\*\*\*
Come ready to rally, socialize, and have a great time on the court. We can’t wait to see you there!
Toronto East Weekend Gaming @ Face-to-Face Games
Welcome to the Sunday meetup for Toronto Heavy Boardgamers @ Face-to-Face Games!
The purpose of this event is to meet up to play heavier / longer board games, and have fun while doing it! We will start off small and if there is sufficient interest we will add capacity for future events.
**Scheduling details:**
\- If you have a specific game that you would like to post for\, feel free to do so in comments\. In your post\, include the name of the game\, number of players needed for the game\, whether you are offering a teach or not\, and the start time \(please try to start before noon if possible\)\.
\- If you would like to join a specific game that has already been posted\, feel free to comment on it confirming your participation\. Make sure you have noted the details posted by the host\.
\- You are of course also welcome to organize / join games onsite on the day itself\, assuming sufficient players / tables are available
**Rules around COVID:**
\- Given this is a public event\, we respectfully ask that only i\) fully vaccinated individuals\, and ii\) those not exhibiting any COVID symptoms\, participate\. This requirement may change in the future based on provincial guidelines and group requirements
**Admission Fee:**
\- There are no table fees for this event
Skate at Don Montgomery Arena with Michael
**Don Montgomery Arena** is located on 2467 Eglinton Ave. East, a few minutes east of Kennedy Subway station. Nearest intersection is Kennedy and Eglinton.
Bring your skates, there are NO skate rentals.
This is an indoor rink is pretty cold, so dress accordingly.
Look for me in a blue jacket and glasses.
Amenities: Change room and Washroom available.
TTC directions: Closest subway is Kennedy station - you can walk a few minutes east on Eglington ave.
Use Midland ave and Benjamin blvd entrance to parking area for Don Montgomery Community Centre arena.
Please update your RSVP to Not Going if you cannot make it.
Intermediate Drop-in Volleyball - $15/2 hours - Register to Secure Your Spot!
**🏐 Drop-In Volleyball at the Miles Nadal JCC**
Come bump, set, and spike your way into a great game — right in the heart of the Annex!
Join us for **friendly, casual volleyball** at the Miles Nadal JCC, just steps from Spadina Station. With two full courts available, this is a great opportunity to stay active, meet new people, and enjoy some light competition in a welcoming environment.
\*\*\*
**🏐 Event Details:**
📍 **Location:** 750 Spadina Ave. (enter through the Spadina doors)
🛑 **Check-In:** Stop by security and check in at the front desk when you arrive
\*\*\*
**🏐 Registration & Payment (Required in Advance):**
RSVP on Meetup **does not reserve your spot**.
To participate in Drop-In Play, you must register and pay in advance through our system.
👉 **[Register here](https://app.amilia.com/store/en/miles-nadal-jcc/api/Activity/Detail?activityId=yn6XJ5L)**
📞 **Or register by phone:** 416-924-6211
🔢 **Space is limited** and available on a first-come, first-served basis. Once full, no additional participants can be accommodated.
\*\*\*
**🏐 Other Info:**
• Volleyballs are available for loan at the front desk with a $20 cash deposit and valid ID
• This session is intended for **intermediate players and above** — participants should have a solid understanding of volleyball rules, scoring, and gameplay, and maintain proper court positioning in both serve, receive and transition play
• Games are self-organized with regular rotation to ensure everyone gets time on the court
• Friendly, inclusive atmosphere
\*\*\*
Come ready to play, connect, and have fun — we can’t wait to see you on the court!
Watermelon friends Riverdale Park hangout
Grab your tea, matcha or coffee and meet us at riverdale park for a chat and new friendships :)
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