Home » News » Chicago Weekend Guide: PBR Fest, Millennium Park Sing‑Along & Holiday Markets

Chicago Weekend Guide: PBR Fest, Millennium Park Sing‑Along & Holiday Markets

by James Carter Senior News Editor

Breaking: Chicago Weekend Events Bring Rodeo Action, Caroling, and seasonal Markets

Chicago is rolling out a triple lineup this weekend, and Chicago weekend events fans won’t want to miss. A PBR showdown arrives in the city, while Millennium Park hosts a Sing-along for families and music lovers, and holiday markets pop up across neighborhoods. City officials expect lively crowds and strong attendance at venues across the city.

What to Expect

The rodeo-style PBR event promises high-energy competition, precision rides, and a party atmosphere. Attendees should expect a family-pleasant habitat, fast action, and security checks at the gates.

Millennium Park Sing-Along

At Millennium Park, crowds gather for carols, live performances, and festive light displays. It is indeed designed to be accessible for all ages, with warm beverages and seasonal treats nearby.

Holiday Markets

Markets across the city offer crafts, foods, and gifts just in time for holiday shopping. Shoppers can explore a range of vendors, from handmade goods to specialty foods, all in a cheerful winter atmosphere.

Event Focus Where When
PBR Showdown Rodeo competition City venue This weekend
Millennium Park Sing-Along Community carols and live performances Millennium Park, Chicago This weekend
Holiday Markets Crafts, foods, gifts Citywide locations Throughout the weekend

Reader questions: Which event will you attend this weekend, and why? do you plan to join the millennium Park Sing-Along with family or friends?

share this guide with friends planning a weekend out in Chicago, and drop a comment with your plans or tips for enjoying the city’s weekend events.

Official details are available on the city events calendar and on Millennium Park’s site: City Of Chicago and Millennium park.

What are the details for attending PBR Fest in Chicago?

.## PBR Fest – Chicago’s Premier Beer & Music Festivity

When: Saturday, Dec 19 - 12 PM - 9 PM

Where: Union Station Plaza, 225 S Wacker Dr.

  • Line‑up:
  1. Headliners: The War on Drugs, Tame Impala, and local indie favorite Twin Peaks.
  2. Support acts: Neon Trees, Raveena, and Chicago blues legends Buddy Guy & Kim Wilson.
  • Beverage highlights:
  • Over 120 craft brews from Midwest microbreweries (half Acre, Goose Island, lagunitas).
  • Exclusive Pabst Blue Ribbon (PBR)‑infused cocktails created by ABC Bar’s mixology team.
  • Seasonal sips: spiced winter ale, hot buttered rum cider, and a limited‑edition PBR ice‑cider.
  • Food options:
  • Gourmet food trucks featuring Chicago‑style deep‑dish pizza, Korean‑Mex fusion tacos, and vegan comfort bowls.
  • Must‑try: “PBR‑Glazed Pulled Pork Slider” from the “Brew & Bite” stall.
  • Tickets & entry:
  • General admission: $35 (includes a reusable PBR‑branded cup).
  • Early‑bird (online, by Dec 10): $30.
  • VIP pass: $75 (private beer garden, backstage view, and a souvenir tote).
  • Practical tips:
  • Arrive by 2 PM for the best spot near the stage.
  • Bring a light jacket-the plaza can be windy in december.
  • Use the CTA Red Line to “Grand” station (2‑minute walk).

Millennium Park Holiday Sing‑Along

When: Sunday, Dec 20 - 2 PM - 4 PM

Where: Crown Fountain Plaza, Millennium Park.

  • Program:
  1. Opening carol: “Deck the Halls” led by the Chicago Symphony Youth Chorus.
  2. Community sing‑along: Classic holiday songs (e.g., “Jingle Bell Rock,” “Winter Wonderland”).
  3. Alex Reed appearance: Local indie folk duo The Snowy Pines with acoustic renditions of “Silent Night.”
  • Family focus:
  • Kids’ “megaphone” stations for solo moments.
  • Free instrument rentals (hand‑bells, tambourines) located near the fountain.
  • Accessibility:
  • Wheelchair‑friendly pathways and reserved front‑row seating.
  • ASL interpreter available on a side stage starting at 2:15 PM.
  • What to bring:
  • Blankets or portable chairs for comfort on the grass.
  • Hot chocolate from the onsite “winter Warmers” kiosk (marshmallow topping extra).
  • Transportation:
  • Walk from Lake Station (CTA Red & Purple Lines) – 5‑minute stroll.
  • Bike‑share stations on Michigan Ave; docks available for short‑term rentals.

Chicago’s Best Holiday Markets

Market Dates (2025) Location Highlights
Christkindlmarket Chicago Dec 5 - Dec 23 Daley Plaza, 50 W Washington St. Authentic German stalls, mulled wine, hand‑carved ornaments.
Lincoln Park Holiday Bazaar Dec 12 - Jan 2 Lincoln Park Conservatory, 2391 N Cottage Grove Ave. Eco‑friendly gifts, local artisans, pet‑friendly pet‑photo booth.
South Loop Winter Market Dec 15 - Dec 30 Republic Square, 101 S Wacker Dr. Food‑truck alley, live violinist, DIY gingerbread house kits.
Andersonville Holiday market Dec 10 - Dec 22 Clark & belmont, 2400 N clark St. Scandinavian crafts, “Fika” coffee corner, copper‑plate jewelry.

Top picks for foodies:

  • Christkindlmarket: Bratwurst with sauerkraut, pretzel bites, and German chocolate cake.
  • Lincoln Park Bazaar: Hot apple cider from Cider House and vegan pumpkin soup.
  • Shopping strategy:
  1. Start early (9 AM) to beat the crowds at Daley Plaza.
  2. Prioritize high‑ticket items (hand‑blown glass,custom woodwork) before they sell out.
  3. Carry cash – many vendors still prefer it, but ATMs are located near each market.
  • Parking & transit:
  • Daley Plaza: metered street parking (2‑hour limit) and Garfield Park lot (pay‑by‑phone).
  • Lincoln Park conservatory: Free lot on the south side, limited spaces-arrive by 10 AM.
  • South Loop: Green Lot (CTA #45) within a 5‑minute walk; validate for free at the market kiosk.

Getting Around: CTA & Parking tips

  • CTA rail passes: Purchase a 7‑day unlimited ride ($28) for seamless access to Red, Brown, and Purple Lines.
  • Bike‑share: Chicago’s Divvy stations are spaced every 0.3 mi downtown; use the app for single‑ride discounts (first 30 min free).
  • Ride‑share drop‑off zones: Designated “Rideshare Only” spots at Union Station Plaza and Millennium Park (look for the illuminated blue signs).
  • Parking hacks:
  1. Even‑numbered streets (e.g.,Michigan Ave) allow free parking after 6 PM on weekdays.
  2. Use the SpotHero app to reserve a spot in the “Loop Garage” (discounted rate $5/hr).
  3. For PBR Fest, consider the Union Station parking garage (rates $6/hr, validated with event ticket).

Family‑Friendly Highlights

  • Kid‑approved activities:
  • PBR fest: “mini‑Brewery” taste‑free stations where kids can create mock‑cocktails with fruit juices.
  • Millennium Park Sing‑Along: Interactive “snow globe” photo booth (instant print).
  • Holiday Markets: Lego‑building corner at Christkindlmarket, face‑painting at the Lincoln Park Bazaar.
  • Safety & comfort:
  • All venues provide hand‑sanitizer stations and temperature checks (mandatory for indoor areas).
  • First‑aid tents are located near the main entrances of each event.
  • stroller accessibility:
  • Wide aisles at both Christkindlmarket and South Loop Market support standard strollers.
  • Elevators at Millennium Park West Terrace for easy access to the sing‑along area.

Insider tips for a Stress‑Free Weekend

  1. Create a custom itinerary in the Archyde app (tap “Add to My Weekend”). Set reminders for ticket collection (PBR Fest) and market opening times.
  2. Dress in layers – Chicago’s December temps swing between -5 °C (22 °F) and 5 °C (41 °F). A waterproof shell and insulated boots keep you cozy.
  3. Pack a reusable water bottle (refill stations at all venues) to stay hydrated while sampling craft brews and holiday treats.
  4. Leverage “late‑night market hours” (Christkindlmarket stays open until 9 PM on Fridays) for fewer crowds and better photo ops.
  5. Download the CTA “Real‑Time Tracker” for live train arrival updates; it reduces wait times at busy stations like “Grand.”

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