Bosly's Backyard

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Bosly's Backyard Providing city dogs & their humans a safe place to run freely. Rent the space for private play, social playdates, parties, or join a training class.
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We have agility equipment, enrichment activities, and lots of space to burn off that pent-up energy! Exercise your dog safely in our Private Indoor Dog Park in Chicago! We provide city dogs and their humans a safe place to run and play without stress, resulting in a tired and confident pup! Rent our private indoor dog park for private play, social playdates, parties, or join a training class. We have agility equipment, enrichment activities, and lots of space to burn off that pent-up energy and provide mental stimulation! We are reservation-based and cannot take walk-ins. Please call or book online. Free parking is available on-site.

10/26/2026
10/26/2026

From Ohio to Chicago, it's been a long few days...ones that started rough and ended on top. Had an absolute blast at Private Indoor Dog Park in Chicago | Safely Exercise Your Dog Wag-O-Ween event today! Thank you to Kim for putting on another successful event and all of the attendees today for supporting small businesses!

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Only 24 hours until the event that’ll have you smiling for days…Dogs in Halloween costumes, 20+ local small businesses a...
10/24/2026

Only 24 hours until the event that’ll have you smiling for days…

Dogs in Halloween costumes, 20+ local small businesses and pet service providers, and a whole lot of community. Wag-O-Ween is happening TOMORROW! 👻

Come for the dogs in costumes. Stay for:

🏆 Costume contest
🎁 Raffle prizes
📸 Professional photos
🐶 Canine massages
🎨 Custom artwork & gifts
🍪 Treat tasting bar
👚 Human & dog apparel & accessories
🧁 Baked goods
📚 Training tips from trusted trainers
☕ Coffee & c***r—including spiked c***r!

📆 Sunday, October 25
⏰ 12–4 PM
📍 Bosly’s Backyard | 4011 N. Ravenswood

Grab your costume and bring your friends—dog not required! 🧡

Get your tickets here: https://www.boslysbackyard.com/market

🎟️ Advance tickets recommended. Walk-ins welcome if space allows.

Chicago’s cutest dog-friendly Halloween market is almost here! 🎃🐾Our 5th Annual Wag-O-Ween is back with an afternoon of ...
10/19/2026

Chicago’s cutest dog-friendly Halloween market is almost here! 🎃🐾

Our 5th Annual Wag-O-Ween is back with an afternoon of trick-or-treating, costumes, shopping, and fun for dogs and the people who love them!

🛍️ Shop treats, handmade gifts, apparel, accessories, and more from 20+ local businesses
🎨 Let your pup create a Pup-Picasso masterpiece
📸 Strike a pose for a professional Halloween photo
🖌️ Get a custom watercolor portrait or photo magnet
🐶 Help your dog relax with a canine massage
👻 Enter the costume contest for a chance to win prizes
☕ Grab coffee and baked goodies while mingling with fellow dog lovers

Come in costume, bring your shopping bag, and make an afternoon of it! Dogs are welcome but not required—come solo if your pup prefers staying home. 🧡

📅 Sunday, October 25 | 12–4 PM
📍 Bosly’s Backyard | 4011 N. Ravenswood Ave.
🎟️ $15 per person includes entry, a tote bag, and costume contest entry.

Comment “HALLOWEEN” for the ticket link, or reserve your spot through the link in our bio!

Advance tickets recommended; walk-ins welcome if space allows.

THEY UNDERSTOOD THE ASSIGNMENT! 🎃Four years of Wag-O-Ween costume greatness…Which one’s your favorite?The buzz was well ...
10/15/2026

THEY UNDERSTOOD THE ASSIGNMENT! 🎃

Four years of Wag-O-Ween costume greatness…Which one’s your favorite?

The buzz was well deserved. 🐝
🏆 2025 Winner

His name is Mac. Naturally, he brought the cheese. 🧀
🏆 2024 Winner

Happy little trees. Happy little pitties. 🎨
🏆 2023 Winner

A spot-on family costume. 🖤🤍
🏆 2022 Winner

Gigi brought the spirit. And the pom-poms. 📣

Miller’s face: “I did not approve this storyline.” 🔪

Stevie became the thing she loves most. 🍦

Too cool for obedience school. 😎

What, like it’s hard? 💅🏼💖

Lost at sea, but winning at Halloween. ⚓️

Beetlejuice. Beetlejuice. Treats? 👻

Partners in crime. Mostly treat theft. 🃏

They came to serve. And fetch 🏓

The sweetest crew in the chocolate factory. 🍫

Follow the yellow brick road…to the treats. 🌈

Four years of costumes. Absolutely no shortage of commitment.

Now it’s your turn! Join us for our 5th Annual Wag-O-Ween and bring your best Halloween look. 👻🐾

Come for the costume contest, stay for trick-or-treating, 20+ local vendors, and dogs dressed better than most humans.

📅 Sunday, October 25 | 12–4 PM
📍 Bosly’s Backyard
🎟️ $15 includes admission, a tote bag, and costume contest entry.

Dogs welcome, dog lovers encouraged, costumes celebrated! 🧡

Grab your tickets through the link in our bio—and tell us which costume is your favorite!

Address

4011 N Ravenswood, Suite 108
Chicago, IL
60613

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