Chili (Photo courtesy of Pexels)

Labor Day 2023: Chili Cook-Off, Live Music & More in Tucson

September 1, 2023
By Tucson Foodie

Three-day weekends are always a treasure so get out there and do something fun. Here’s a list of local spots that are hosting something special on Labor Day or the days leading up to Monday.

Chili Cook-Off at MotoSonora Brewing

1015 S. Park Ave.
Monday, September 4 from 4 – 6 p.m.

Local breweries and bars will be competing for the best chili at MotoSonora Brewing on Labor Day, September 4. From 4 – 6 p.m., $12 gets you all of the chili samples you’d like and then a pint of beer. Plus, you’ll get to vote for the winner. The competing breweries and bars include MotoSonora Brewing, Barrio Brewing, Dragoon Brewing, Crooked Tooth Brewing, Borderlands Brewing, Saint Charles Tavern, and Substance Diner.

Learn more.

Pig Out Race at St. Philip’s Plaza

4280 N. Campbell Ave.
Monday, September 4 from 7:30 – 8:30 a.m.

Looking for a Rootin’ and a Tootin’ good time and a Great New Race? Join us for the 2023 RINGING IN HOPE: PIG OUT Race on Labor Day Monday, September 4 at St. Philip’s Plaza in Tucson AZ. The Pig Out is more than just a race it’s the newest family fun and fitness event in Tucson. It’ll be cracklin’ with music entertainment performances games Food at the Finish Line loads of family fun activities great swag and thousands of dollars in prizes and awards.

Learn more.

Labor Day Weekend at Omni Tucson National

2727 W. Club Dr.
Monday, September 4 from 9:30 a.m. – 5 p.m.

Resort Guests are invited to join us for a fun-filled weekend of activities and events happening Labor Day Weekend. Here’s the full schedule of activities.

Learn more.

Wine Tasting with Arizona Winery Tours

Multiple Locations
Monday, September 4 from 9:30 a.m. – 5 p.m.

Spend the day relaxing and enjoying some amazing Arizona wine! You’ll visit three vineyards in Sonoita and Willcox with five to six tastings at each vineyard. Plus, enjoy a delicious lunch with snacks and water throughout the day. Call (520) 201-6905 to book your spot.

Learn more.

Congress Cookout FREE Labor Day Special with The Nod Squad

311 E. Congress St.
Monday, September 4 at 5 p.m.

Enjoy some live music at Hotel Congress! On Labor Day, The Nod Squad will be performing on the outdoor stage and there’s going to be a delicious barbecue menu available at the Plaza Eats food truck.

Learn more.

IBT’s Monday Morning Madness

616 N. Fourth Ave.
Monday, September 4 at 10 a.m.

Hosted by Princess Prozac, each ticket ($15) includes one seat at the table, your choice of beverage (bottled beer, draft beer, wells cocktail, or an N/A drink), and then a dish from their Morning Madness menu. Seating begins at 10:30 a.m.

Learn more.

Labor Day Luau at MountainView Clubhouse

38735 S. MountainView Blvd.
Monday, September 4 from 4 – 7 p.m.

Put on your Hawaiian gear and enjoy live music from Steel del Sol, a Hawaiian buffet-themed dinner, and tropical cocktail specials.  The price ($27) includes entry to the festival, dinner, and dessert. Open seating indoors and outdoors and is first come, first serve. Doors will open at 3:30 p.m. and music starts at 4 p.m.

Learn more.

(UPDATE: SOLD OUT) Labor Day Luau at Hacienda del Sol Guest Ranch Resort

5501 N. Hacienda Del Sol Rd.
Sunday, September 3 from 6 – 9 p.m.

Enjoy the beautiful resort grounds, hula dancers, delicious cuisine, and specialty Tiki cocktails crafted by talented bartenders. Make the most out of this event by booking an overnight stay with us — visit to make a room reservation.

Learn more.

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