SAVE THE DATEWELCOME TOWoodstock HollowWINE & COFFEE WALKWhere you lead, I will followSATURDAY, OCTOBER 24, 2026 | 1-5 PMLAST YEAR SOLD OUT— DON’T MISS OUT!TICKETS ON SALE SEPTEMBER 1
WELCOME TO WOODSTOCK HOLLOWTWO UNIQUE EXPERIENCES | ONE CHARMING DOWNTOWN Last year's Woodstock Wine Walk sold out! In 2026, we're expanding the experience by introducing the Coffee Crawl, welcoming up to 500 participants to sip, stroll, shop, dine, and discover everything Historic Woodstock has to offer. Every participant begins and ends their journey at the Woodstock Hollow Welcome Center, located inside the Historic Old Courthouse—home of the Woodstock Area Chamber of Commerce & Industry and Naturally McHenry County. By sponsoring Woodstock Wine & Coffee Walk, your business will be part of one of Woodstock's newest signature fall traditions while receiving meaningful exposure before, during, and after the event. The Woodstock Hollow Experience RESERVE YOUR SPONSORSHIP amy@woodstockilchamber.com 815-338-2436
PREMIER SPONSORSHIPSLUKE'S COFFEE CUP PRESENTING SPONSOR$3,000 | EXCLUSIVEExclusive Presenting Sponsor recognition Largest logo on all event marketing materials Premium logo placement in the Official Event Booklet with Map Premium logo placement on the Chamber website Recognition in event press releases Featured social media recognition before and after the event Opportunity to provide a promotional item in participant welcome bags Vendor space at the Woodstock Hollow Welcome Center Recognition during event announcements Largest logo on the shared sponsor banner Four complimentary event tickets Become the title sponsor of Woodstock Hollow with the highest level of visibility before, during, and after the event. BENEFITS RESERVE YOUR SPONSORSHIP amy@woodstockilchamber.com
PREMIER SPONSORSHIPSCHEERS TO WOODSTOCK SPONSORExclusive sponsor of the Official Souvenir Wine Glass Opportunity to have your logo printed on every souvenir wine glass Logo in the Official Event Booklet with Map Website recognition Social media recognition Shared sponsor banner Two complimentary Wine Walk ticketsOfficial Souvenir Wine Glass SponsorBENEFITS $1,500 | EXCLUSIVE RESERVE YOUR SPONSORSHIP amy@woodstockilchamber.com
PREMIER SPONSORSHIPSMORNING MUG SPONSOR$1,500 | EXCLUSIVE Exclusive sponsor of the Official Souvenir Coffee Mug Opportunity to have your logo printed on every souvenir coffee mug Logo in the Official Event Booklet with Map Website recognition Social media recognition Shared sponsor banner Two complimentary Coffee Crawl ticketsOfficial Souvenir Coffee Mug SponsorBENEFITS RESERVE YOUR SPONSORSHIP amy@woodstockilchamber.com
PREMIER SPONSORSHIPSWOODSTOCK HOLLOW WELCOME CENTER SPONSOR$1,250 | EXCLUSIVE Exclusive Welcome Center signage Banner display inside the Historic Old Courthouse Logo in the Official Event Booklet with Map Website recognition Social media recognition Recognition during event announcements Shared sponsor banner Ability to set up a table to share swag & chat with participants Two complimentary ticketsSponsor the event hub where every participant checks in, receives their keepsakes, event booklet, and bonus gift before beginning their adventure.BENEFITS RESERVE YOUR SPONSORSHIP amy@woodstockilchamber.com
EVENT EXPERIENCE SPONSORSHIPSLANYARD SPONSOR$1,000 | EXCLUSIVE Logo printed on every participant lanyard Logo in the Official Event Booklet with Map Website recognition Social media recognition Shared sponsor banner Two complimentary ticketsBENEFITS FRIDAY NIGHT DINNER SPONSOR $1,000 Recognition throughout the dinner Logo in the Official Event Booklet with Map Website recognition Recognition during dinner announcements Two complimentary tickets Social media recognition Help kick off Woodstock Hollows with a special sponsor and VIP dinner. BENEFITS RESERVE YOUR SPONSORSHIP amy@woodstockilchamber.com
$1,000 | EXCLUSIVEEVENT EXPERIENCE SPONSORSHIPSTOWN TROUBADOUR SPONSOR Recognition at entertainment locations Signage near musicians Logo in the Official Event Booklet with Map Website recognition Social media recognition Shared sponsor banner Two complimentary ticketsBENEFITS WOODSTOCK HOLLOW MARKET TOTE SPONSOR $300 EACH | LIMITED TO SIX SPONSORS One of six logo placements on the Official Woodstock Hollow Market Tote Logo in the Official Event Booklet with Map Website recognition Social media recognition Shared sponsor banner BENEFITS Every participant receives an official reusable Woodstock Hollow Market Tote to carry their souvenir glass or mug, event booklet, purchases, giveaways, and gifts. The tote offers your business lasting exposure long after the event ends. RESERVE YOUR SPONSORSHIP amy@woodstockilchamber.com
EVENT EXPERIENCE SPONSORSHIPSCOFFEE, COFFEE, COFFEE! SPONSOR $750 Recognition at participating coffee locations Logo in the Official Event Booklet with Map Website recognition Social media recognition Shared sponsor bannerBENEFITS VINEYARD VIBES SPONSOR Recognition at participating wine tasting locations Logo in the Official Event Booklet with Map Website recognition Social media recognition Shared sponsor banner BENEFITS $750 RESERVE YOUR SPONSORSHIP amy@woodstockilchamber.com
EVENT EXPERIENCE SPONSORSHIPS WOODSTOCK HOLLOW BOOK & MAP SPONSOR $500 | EXCLUSIVE Exclusive logo placement on the Official Event Booklet with Map Website recognition Social media recognition Event signage Shared sponsor bannerBENEFITS "WRITE IT DOWN" PEN SPONSOR Logo on branded pens Logo in the Official Event Booklet with Map Website recognition Social media recognition Event signage Shared sponsor banner BENEFITS $500 | EXCLUSIVE RESERVE YOUR SPONSORSHIP amy@woodstockilchamber.com
EVENT EXPERIENCE SPONSORSHIPS MEET ME AT THE GAZEBO SPONSOR $500 | EXCLUSIVE Exclusive Photo Area Sponsor Sponsor logo displayed near the photo backdrop Opportunity to include your branded hashtag Logo in the Official Event Booklet with Map Website recognition Social media recognition Shared sponsor bannerBENEFITS CELLAR SELECT SPONSOR Recognition at wine pickup Event signage Website recognition Social media recognition Shared sponsor banner BENEFITS $500 | CASH OR IN-KIND Official Photo Area Sponsor. Create the event's signature photo destination featuring a charming "Greetings from Woodstock Hollow" backdrop with pumpkins, mums, hay bales, cornstalks, cozy seating, and string lights. Help provide the bonus bottle of wine participants receive at the Welcome Center. RESERVE YOUR SPONSORSHIP amy@woodstockilchamber.com
EVENT EXPERIENCE SPONSORSHIPS BONUS BREW SPONSOR Recognition at coffee pickup Event signage Website recognition Social media recognition Shared sponsor bannerBENEFITS BOOKSHOP BOOKMARK SPONSOR Logo in the Official Event Booklet with Map Website recognition Social media recognition Shared sponsor banner BENEFITS $350 Help provide the locally roasted bag of coffee participants receive at the Welcome Center. $500 | CASH OR IN-KIND RESERVE YOUR SPONSORSHIP amy@woodstockilchamber.com
COMMUNITY SPONSORSHIPS COZY CORNER SPONSOR Event signage Website recognition Social media recognition Shared sponsor bannerBENEFITS PUMPKIN PATCH SPONSOR Seasonal sponsor signage Website recognition Social media recognition Shared sponsor banner BENEFITS $300 Sponsor one of the event's cozy seating areas where guests can relax, connect, and enjoy the atmosphere. $250 Help create the warm autumn atmosphere throughout Woodstock Hollows. RESERVE YOUR SPONSORSHIP amy@woodstockilchamber.com
COMMUNITY SPONSORSHIPS WELCOME BASKET SPONSOR Recognition in participant welcome bags Website recognition Social media thank-youBENEFITS In-Kind Provide items for participant welcome bags such as coupons, samples, chocolates, coffee, tea, candles, seasonal treats, or promotional items. EXCLUSIVE OPPORTUNITIES ARE FIRST-COME, FIRST-SERVED. Become part of the Woodstock Hollow story. Reserve early to secure your preferred sponsorship and maximize your visibility leading up to one of Woodstock's newest signature fall events. RESERVE YOUR SPONSORSHIP amy@woodstockilchamber.com