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Halloween Happenings at Two Bostons: Pet Parades, Trunk-or-Treat & More

Posted on 10.12.2026

Costumes ready? Treat bags ready? Because Halloween at Two Bostons is going BIG.

From a Boston Terrier Spooktacular to our annual Halloween Pet Parades and a Halloween-day Trunk-or-Treat, there are plenty of ways to celebrate spooky season with your pet this October.

Grab the costume and mark your calendar. Here's what's coming up!

 

October 25: Boston Spooktacular at Burr Ridge

 

Calling All Boston Terriers!

We're teaming up with the Chicagoland Boston Terriers Meet Up Group for an afternoon dedicated to Bostons and their people.

Join us at Two Bostons Burr Ridge on Sunday, October 25th at 2 PM for a FREE Boston Terrier Halloween meet-up packed with games, treats, photos, and plenty of new Boston friends.

 

What to Expect:

  • Bobbing for cocktail weenies
  • Doggie treat station
  • Halloween photo opportunities
  • Time to meet and play with other Boston Terriers
  • Boston Spooktacular Parade Walk
  • One BIG Boston Terrier group photo 

 

At 2:30 PM, we'll head out for a short parade walk before gathering everyone together for the group photo.

Costumes are highly encouraged. Tiny dinosaur Boston? Dracula Boston? Boston dressed as a Boston? We want to see them all!

Professional Halloween Pet Portraits

Laura Photos Pets will also be onsite from 2–4 PM offering walk-in professional Halloween pet portraits available for purchase.

Not a Boston Terrier? All dog breeds are welcome to stop by for a festive photo session!

Sunday, October 25th
2-4 PM
Two Bostons Burr Ridge

 

October 28 & 29: Two Bostons Halloween Pet Parades

 

Get Those Costumes Ready!

One of our favorite Halloween traditions is back.

Bring your pup for an evening of costumes, trick-or-treating, and plenty of Halloween fun as we parade through Burr Ridge and Downtown Naperville.

Your pup will get to visit 12 local businesses, fill their special Two Bostons trick-or-treat bag, show off their costume, and join other dressed-up dogs for one seriously cute night out.

 

Choose Your Parade

Wednesday, October 28th
Burr Ridge
6:30 PM

Thursday, October 29
Downtown Naperville
5:30 PM

Thursday, October 29
Downtown Naperville
6:30 PM

What's Included?

Registration is $10 per dog and includes:

  • Admission for one dog
  • One Two Bostons trick-or-treat bag
  • Trick-or-treating at 12 local businesses
  • A $5.00 Two Bostons treat coupon to use that night
  • Pet costume contest with prizes
  • Festive Halloween photo opportunities

 

Register online for the parade you'd like to attend and choose Store Pickup at checkout. Nothing will be shipped. Just check in with the name on your registration when you arrive.

 

October 31: Trunk-or-Treat at Two Bostons Geneva

 

Halloween Isn't Over Yet!

We're wrapping up the month with one more chance to put that costume to work.

Join us at Two Bostons Geneva on Saturday, October 31st from 11 AM–12:30 PM as the parking lot transforms into a pet-friendly Trunk-or-Treat.

You & your pup will make your way through a lineup of decorated trunks with treats, games, activities, photo opportunities, and a few spooky surprises waiting along the way.

And no, you don't need to decorate your own car. We've got the trunks covered. You just bring the trick-or-treater!

 

What to Expect:

  • Decorated Halloween trunks
  • Treats and goodies along the way
  • Spooky games and activities
  • Festive photo opportunities
  • Pet costume contest with prizes

 

Costumes aren't required, but this is Halloween. If your pet has been waiting all month to debut their masterpiece, now is their moment.

 

Saturday, October 31
11 AM–12:30 PM
Two Bostons Geneva
$10.00 per dog
 

Register online and select 'Store Pickup' at checkout. No physical ticket is needed. Simply provide your name when you check in.

 

Four Events. One Very Spooky Week.

Can't choose just one? You don't have to.

Here's your Halloween week at a glance:

Date Event Location
Oct. 25 Boston Spooktacular Burr Ridge
Oct. 28 Halloween Pet Parade Burr Ridge
Oct. 29 Halloween Pet Parades Downtown Naperville
Oct. 31 Trunk-or-Treat Geneva

Whether your pet wants to parade through town, hang out with fellow Boston Terriers, or trick-or-treat from trunk to trunk, there's a way to get in on the Halloween fun at Two Bostons.

 

Need a Costume Idea?

Still staring at your dog wondering, What on earth should you be for Halloween?

We've got you covered there, too.

Take our What Should Your Dog Be for Halloween? Costume Quiz to match your dog's personality with their Halloween alter ego. Maybe you've got a taco, dinosaur, pumpkin spice latte, or little alien living under your roof.

Then bring that costume out for its big debut at one of our Halloween events!

 

 

 

 

 

 

 

 

 

 

Frequently Asked Questions

Are Two Bostons Halloween events dog-friendly?

Yes! These events are created with pets and their people in mind. Be sure your dog is comfortable around other dogs, people, activity, and potentially busy environments before attending.

Does my dog have to wear a costume?

Costumes are encouraged but aren't required. If your dog isn't comfortable wearing a full costume, a festive bandana or collar can be a simpler way to join the fun.

How much are the Halloween Pet Parades?

Registration is $10 per dog and includes a Two Bostons trick-or-treat bag and a $5 Two Bostons treat coupon to use that night.

How much is the Geneva Trunk-or-Treat?

Registration is $10 per dog and includes participation in the Trunk-or-Treat activities, treats, games, photo opportunities, and costume contest.

Is the Boston Spooktacular free?

Yes! The Boston Spooktacular at Two Bostons Burr Ridge is free to attend. Please RSVP by October 22 so we know how many Boston Terriers to expect.

Do I need to bring a car to Trunk-or-Treat?

Nope! We'll have the decorated trunks ready to go. You and your pet simply make your way through the lineup and enjoy the fun.

What if my dog is shy or reactive?

Busy Halloween events aren't the best fit for every dog, and that's okay. If your dog is uncomfortable around crowds, unfamiliar dogs, or lots of activity, consider celebrating with them at home or booking a Reactive/Shy Dog Private Shopping Appointment for a quieter Two Bostons experience.

Where are the Two Bostons Halloween events happening?

Halloween events are happening at Two Bostons locations in Burr Ridge, Downtown Naperville, and Geneva, Illinois, with dates running from October 25 through October 31, 2026.