Time & Location

Date: December 1, 2026
Time: TBD
Location: Chicago, IL

Time & Location

Date: Fall, 2026
Time: TBD
Location: Chicago, IL

Time & Location

Date: October, 2026
Time: TBD
Location: Detroit, MI

Time & Location

Date: September, 2026
Time: TBD
Location: Milwaukee, WI

Time & Location

Date: September, 2026
Time: TBD
Location: Chicago, IL

The Q4 edition of the SITE Chicago Newsletter celebrates a season of connection, growth, leadership, and giving back — highlighting signature events, Young Leaders momentum, member milestones, and an exciting look ahead to 2026.

Holly Trolley 2025: “’Twas a Groovy Night!”

SITE Chicago’s 11th Annual Holly Trolley, a three-time award-winning holiday tradition, brought together Chicagoland’s incentive professionals for an unforgettable evening of festive networking and celebration. Guests cruised the city on themed trolleys featuring disco vibes, holiday cocktails, delicious bites, and live entertainment, with exclusive stops at Allium by Blue Plate and Wrigley Field’s 1914 Club. The night buzzed with energy, collaboration, and community spirit, made possible by dedicated volunteers and an incredible lineup of sponsors.

Young Leaders: Connecting & Giving Back

SITE Chicago’s Young Leaders Committee continued to thrive in 2025 with curated programs designed to foster connection and professional growth. Highlights included a highly successful Young Leaders Co-Workday at Convene’s Monroe Street location, featuring breakout sessions on cross-generational networking, strategic gifting, and an engaging panel discussion. New Young Leaders Receptions launched ahead of major chapter events, helping first-time attendees build confidence and connections — with more planned in 2026, including the annual Feed My Starving Children volunteer event.

Education & Membership Milestones

Education remained front and center with engaging programs focused on contracting, negotiation, and professional development. SITE Chicago closed 2025 with a record-setting membership year, nearing 300 members — a testament to the strength, relevance, and momentum of the chapter. New initiatives like SITE Circles offered smaller, interactive virtual meetups that deepened member connections and will continue into 2026.

Traveling Will Takes the Spotlight

Meet Traveling Will, SITE Chicago’s ambassador and ultimate travel companion. From coast to coast — and beyond — Will represents teamwork, fun, and the spirit of SITE Chicago, popping up in photos from member travels worldwide. Members are invited to take Will along on future adventures and share his journey.

Leadership Reflections & the Road Ahead

Outgoing President Nancy McFadyen, CIS, reflected on a year of record-setting events, educational growth, and strong volunteer leadership across Illinois, Michigan, and Wisconsin. Incoming President Kelly Fuller shared her vision for 2026 — maintaining high-impact programming while streamlining processes, strengthening infrastructure, and continuing to deliver exceptional value to members.

What’s Next in 2026

SITE Chicago heads into 2026 with a dynamic slate of events, including:

• Annual General Meeting – January 29, Chicago
• Young Leaders Feed My Starving Children – February
• Michigan, Wisconsin & Chicago networking events
• Summer Education Meeting & Grand Slam Baseball Event
• Fall Education & CSR programs
• 12th Annual Holly Trolley – December 1, 2026

Partner With SITE Chicago

Sponsorship opportunities for 2026 are now available, offering meaningful ways to engage with SITE Chicago’s growing and energized community.

CLICK HERE to download the complete issue.

Date/Time: July 31, 2026 | TBD
Location: Wrigley Rooftop | Chicago

SAVE THE DATE!

Details to follow!

Time & Location

July 31, 2026

Time & Location

Thursday, July 30
Time: TBD
Chicago

The event includes an introduction to Pickleball play for beginners. There will be pickleball play for all levels. Network with SITE Chicago/Wisconsin travel incentive professionals.

Come check out the private event space and pickleball courts at Brookfield’s premier pickleball club.  Join us for a fun evening of pickleball play,  raffles, door prizes, lite bites & drinks!! 

Member buyers and suppliers – $20
Non-member buyers and suppliers – $30

Time & Location

Date: Thursday, June 25
Time: 4:00 p.m. to 6:00 p.m.
Location: ACE Pickleball Club, 2205 North Calhoun Road, Brookfield, Wi 53005

The Q3 edition of the SITE Chicago Newsletter highlights a season filled with community, education, and connection.

Grand Slam 2025

On August 1st, SITE Chicago hosted its 4th Annual Grand Slam at the Wrigley Rooftops. Over 215 hospitality professionals gathered for a day of baseball, networking, and prizes. Attendees enjoyed a Cubs win, a gifting experience by Joycoast, raffles, and grand prizes including trips to Tucson, the Bahamas, and Buenos Aires. The celebration wrapped up with an afterparty at X-Golf Wrigleyville, sponsored by Hilton Luxury BrandsQ3-2025-site-chicago-newsletter.

Young Leaders Spotlight

The Young Leaders Committee hosted another successful Co-Workday on June 9 at Convene’s Monroe Street location. Nearly 30 attendees joined for breakout sessions on cross-generational networking, gifting trends, and industry insights, along with a panel discussion moderated by Taylor Smith (Meetings Today) featuring leaders from Maritz, NHS Global Events, and DeloitteQ3-2025-site-chicago-newsletter.

Summer Highlights

• Summer Education Event – Focused on contracting and negotiation under the theme “Deal or No Deal,” with interactive panels and candid discussions.
• Wisconsin Flamingle (June 17) – A lively networking night with raffles, gifts from Magnolia Bath & Soap Company, and bites from Old Republic Surety CompanyQ3-2025-site-chicago-newsletter.

Community Spotlight: Supporting Dana Weaver

SITE Chicago rallied around Dana Weaver, a former chapter president, after his diagnosis of Primary CNS Lymphoma. A private Facebook support group has been created to share encouragement, photos, and stories as Dana undergoes treatmentQ3-2025-site-chicago-newsletter.

Meet Traveling Will

SITE Chicago introduced Traveling Will, the chapter’s new mascot and biggest fan. Will represents teamwork and fun, traveling alongside members to industry events worldwide. Keep an eye out—he might pop up anywhere from Austria to Aruba!Q3-2025-site-chicago-newsletter

What’s Next

Upcoming events include:

• September 17 – Wisconsin Networking at Blu (Pfister Hotel, Milwaukee)
• October 20 – Fall Education Event, Union League Club, Chicago
• October 22 – Michigan Rooftop Mixer, The Godfrey Hotel
• December 2 – 11th Annual Holly Trolley Holiday Celebration

CLICK HERE to download the complete issue.