Your Complete Calgary Bachelor Party

Calgary itinerary

Calgary might be famous for the Stampede, but it’s also one of Canada’s most underrated bachelor party destinations.
You get cowboy energy, rooftop cocktails, fine dining, strip clubs that actually deliver, and a nightlife scene that rivals any big city.

Whether you’re here for a one-night bender or a full-weekend takeover, this itinerary walks you through how to plan the ultimate Calgary bachelor weekend — with local restaurants, bars, and our signature topless waitresses who make the pre-party unforgettable.

Thursday Night — Touchdown & Warm-Up

You’ve landed, dropped the bags, and the crew’s hyped. Thursday’s about easing into the vibe — enough energy to kick things off, not enough to burn out.

Where to Stay

Base yourself in the Beltline or Downtown Calgary — both walkable to the best bars and nightlife. You’ll be close to 17th Avenue SW, nicknamed “The Red Mile,” where half the city seems to celebrate every weekend.

Great hotel options:

Dinner & Drinks

Start your weekend with a dinner that sets the tone:

  • Ten Foot Henry – upbeat, trendy spot known for share plates, cocktails, and a great group atmosphere.

  • The Wilde on 27 – elevated rooftop dining with panoramic views and a polished vibe.

  • Porch YYC – bright, social, and perfect for larger groups looking to start light and lively.

After dinner, ease into nightlife with a drink at Proof Cocktail Bar (a dim, moody speakeasy), or grab a rooftop table at One18 Empire for whisky flights and snacks.

Keep it chill — Friday’s when the real party starts.

Friday Morning — Coffee, Brunch & Banter

You’ll wake up a little slow, but that’s part of the fun. Grab caffeine, food, and get the crew back in sync.

Coffee Kick-Off

Brunch Spots Worth the Line

After brunch, walk off the carbs with a stroll along Prince’s Island Park or grab scooters and cruise Stephen Avenue Walk.

Friday Afternoon — The Pre-Party

This is where the weekend officially begins.

Afternoon’s perfect for games, beers, and a little flirtatious fun. That’s where our Calgary topless waitresses come in.

Book 2–3 waitresses between 5–8 PM to host your pre-dinner drinks at your Airbnb, hotel suite, or rented space. They’ll mix drinks, play beer pong, and bring the exact energy a bachelor weekend needs.

Want to add some extra spice?

  • Beer Pong Tournament: girls vs. guys, winner picks the dare.

  • Lingerie Shots Service: cheeky but classy — no strip show, just fun energy.

  • Bachelor Dares: harmless games to embarrass the groom (lightly).

The key is to keep it playful and social. By the time they leave, everyone’s loose, laughing, and ready to hit the town.

Friday Night — Dinner & Downtown Fun

Now it’s time to dial things up. Calgary’s food scene is seriously underrated — world-class restaurants, craft cocktails, and buzzing supper clubs.

Dinner Options

  • Major Tom – ranked one of Canada’s best restaurants, located on the 40th floor with jaw-dropping skyline views and great steak.

  • Model Milk – lively, loud, and perfect for groups that like good food and music.

  • The Guild – downtown, upscale, and spacious enough for big parties.

Make a reservation early — these places book fast on weekends.

Pre-Club Drinks

Before hitting the clubs, grab a few rounds at:

Friday Late Night — Strip Clubs & After Hours

No Calgary bachelor weekend is complete without a stop (or two) at one of the city’s famous adult venues.

Top Picks

  • Boudoir Rouge – the go-to for bachelor parties. Great dancers, VIP booths, and stage energy that rivals Vegas.

  • The Penthouse Club Calgary – classy and intimate, ideal for smaller groups wanting a smoother vibe.

  • Cowboys Dance Hall – half country club, half strip club energy. Line dancing, DJs, and Calgary’s most famous nightlife venue for over 20 years.

Prefer to keep things private? Skip the clubs and hire our Calgary showgirls and strippers for an in-suite performance. You control the setting, the music, and the mood — and we handle everything professionally and discreetly.

Finish the night with late-night food at Tubby Dog (open late on weekends) or Clive Burger on 17th Ave.

Saturday Morning — Recover or Rally

Saturday morning divides the group: half of you are regretting last night, and the other half wants to do it again.

Option 1: Recovery Mode

Start with coffee at Rosso Coffee Roasters, then grab brunch at:

If the group wants downtime, RNR Wellness Spa at Hotel Le Germain is a solid option to sweat out the sins.

Option 2: Daytime Party Mode

If you’re still in go-mode:

The trick is to balance fun with recovery. You’ve still got one big night ahead.

Saturday Night — The Big Finale

It’s the last hurrah — go out with a bang.

Dinner

Tonight’s dinner should be big, bold, and filled with champagne toasts. Try:

  • Major Tom – upscale, classy, and views that set the tone for the night.

  • Modern Steak – Alberta beef, dim lights, and plenty of whisky.

  • Teatro – fine dining meets elegance — perfect for a dressed-up final meal.

Nightlife — Clubs, Lounges & Late-Night

Calgary’s nightlife is small but mighty. The key is to pick the right vibe:

If your crew prefers a private finish, our Calgary showgirls can turn your Airbnb into your own afterparty — classy, cheeky, and unforgettable.

Sunday — Recovery & Goodbyes

By Sunday morning, you’ll be in that sweet spot between exhaustion and euphoria. Time for one last hurrah before heading home.

Chill Brunch

Grab your final breakfast at:

After brunch, take a walk through Prince’s Island Park or grab one last drink at Charbar’s rooftop patio overlooking the Bow River.

This is your decompression moment — stories will start spilling, and the weekend’s chaos will finally sink in.

Why Calgary Is Perfect for a Bachelor Party

  • Everything’s close. Downtown Calgary is compact, walkable, and packed with bars, restaurants, and clubs.

  • Topless entertainment is next-level. Our girls bring personality, fun, and professionalism — whether it’s a pre-party or full-night booking.

  • Food and nightlife deliver. Between 17th Ave, the Beltline, and downtown, you’ve got world-class dining and party energy every night.

  • The western vibe adds charm. It’s the perfect mix of cowboy grit and city luxury.

Ready to Book Your Calgary Bachelor Party?

Let’s make it easy.

Our team at ToplessWaitresses.ca specializes in planning Calgary bachelor and stag parties — from topless waitresses and strippers to custom weekend itineraries.

We handle everything: bookings, timing, entertainment, and the little details that turn chaos into smooth fun.

📞 Call or text us at +1 437-435-0658 to get started.

Whether you want wild, classy, or something in between — we’ll make your Calgary bachelor weekend one for the books.

Learn more
Next
Next

Toronto Bachelor Party Itinerary: From Arrival to Afterparty