Baltimore
October 30-November 1, 2026

Come to Baltimore for a Halloween weekend with Debauchery Travel Crew, where the city’s historic charm meets after-dark energy. We’ll kick things off with an indulgent dinner in an intimate, sultry setting, featuring delicious food, cocktails, and plenty of time to get dressed up and settle into the weekend’s mischievous mood.

From there, we’ll continue the party for a spirited neighborhood crawl filled with elaborately decorated bars, creative Halloween costumes, festive drinks, music, and Baltimore nightlife, with plenty of opportunities to mingle, dance, and make questionable decisions in the best possible way.

We’ll keep the energy going with a night of karaoke, cocktails, laughter, and unapologetic performances, so start thinking about the song you’ve been waiting for your moment to sing. Expect a weekend filled with costumes, great food, cocktails, dancing, music, late nights, and good people, all wrapped in that unmistakable Baltimore energy.

Dress up. Go out. Get into a little trouble. 🎃🥂

Book

Trip Overview

What's Included

For the weekend, we’ll be staying in a spacious downtown Baltimore retreat designed with groups in mind. There’s plenty of room to get comfortable, get dressed, and unwind between adventures. We will enjoy generous living spaces with a large sectional and smart TVs, along with two fully equipped kitchens that make it easy to grab breakfast, mix a drink, or gather together before heading out for the night.

Located just a short walk from Penn Station, the house puts us close to Baltimore dining, entertainment, theaters, and nightlife, with the Inner Harbor just minutes away.

It’s the perfect home base for a Halloween weekend in Charm City—spacious enough for the crew to spread out, comfortable enough to relax between activities, and close enough to the action that the fun doesn't have to stop when we leave the house.

King Room (up to 2 people) - $725
Queen Room (up to 2 people) - $675
All room bookings include daily breakfast and a ticket for the Halloween Bar Crawl

For this trip, we are also offering a Weekend Party Pass option for $150 per person, which includes:

Access to the property on Friday and Saturday (exit by 4 AM)
Refreshments for Play Party
Attendance for Karoake
Ticket for Halloween Bar Crawl
VIP section at Tabu
Attendance for Bottomless Brunch
To book, visit the booking page.

Amenities

6 Bedrooms | 6 Full Bathrooms
2 Fully Equipped Kitchens
Smart TVs Throughout
Spacious Living Area
Washer & Dryer
Wi-Fi
Dedicated Workspaces
Private On-Site Parking
Downtown Location Near Penn Station, Dining & Nightlife

Itinerary

Friday, October 30

Welcome drinks
Group Dinner
Speakeasy
Strip Club

Saturday, October 31

Breakfast
Halloween Bar Crawl
Karoake
Tabu
Afterhours Play Party

Sunday, November 1

Bottomless Brunch

Note: Itinerary is subject to change. Activities are an additional cost and will be booked closer to the trip date.

What to bring