WELCOME TO WOODSTOCK HOLLOWS 500 GUESTS | TWO UNIQUE EXPERIENCES | ONE CHARMING DOWNT 02 CHAMBER LOGO The Woodstock Hollows Experience 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 Hollows 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.
PREMIER SPONSORSHIPS PARTNERSHIP OPPORTUNITY 03 CHAMBER LOGO LUKE'S COFFEE CUP PRESENTING SPONSOR $3,000 | EXCLUSIVE Become the title sponsor of Woodstock Hollows with the highest level of visibility before, during, and after the event. BENEFITS Exclusive 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 Hollows Welcome Center Recognition during event announcements Largest logo on the shared sponsor banner Four complimentary event tickets
PREMIER SPONSORSHIPS PARTNERSHIP OPPORTUNITY 04 CHAMBER LOGO CHEERS TO WOODSTOCK SPONSOR $1,500 | EXCLUSIVE Official Souvenir Wine Glass Sponsor BENEFITS Exclusive 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 tickets
PREMIER SPONSORSHIPS PARTNERSHIP OPPORTUNITY 05 CHAMBER LOGO MORNING MUG SPONSOR $1,500 | EXCLUSIVE Official Souvenir Coffee Mug Sponsor BENEFITS 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 tickets
PREMIER SPONSORSHIPS PARTNERSHIP OPPORTUNITY 06 CHAMBER LOGO WOODSTOCK HOLLOWS WELCOME CENTER SPONSOR $1,250 | EXCLUSIVE Sponsor the event hub where every participant checks in, receives their keepsakes, event booklet, and bonus gift before beginning their adventure. BENEFITS 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 tickets
EVENT EXPERIENCE SPONSORSHIPS PARTNERSHIP OPPORTUNITY 07 CHAMBER LOGO LANYARD SPONSOR $1,000 | EXCLUSIVE BENEFITS Logo printed on every participant lanyard Logo in the Official Event Booklet with Map Website recognition Social media recognition Shared sponsor banner Two complimentary tickets
EVENT EXPERIENCE SPONSORSHIPS PARTNERSHIP OPPORTUNITY 08 CHAMBER LOGO FRIDAY NIGHT DINNER SPONSOR $1,000 Help kick off Woodstock Hollows with a special sponsor and VIP dinner. BENEFITS Recognition throughout the dinner Logo in the Official Event Booklet with Map Website recognition Social media recognition Recognition during dinner announcements Two complimentary tickets
EVENT EXPERIENCE SPONSORSHIPS PARTNERSHIP OPPORTUNITY 09 CHAMBER LOGO TOWN TROUBADOUR SPONSOR $1,000 | EXCLUSIVE Bring the soundtrack to Woodstock Hollows. BENEFITS 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 tickets
EVENT EXPERIENCE SPONSORSHIPS PARTNERSHIP OPPORTUNITY 10 CHAMBER LOGO WOODSTOCK HOLLOWS MARKET TOTE SPONSOR $300 EACH | LIMITED TO SIX SPONSORS Official Reusable Event Tote. Every participant receives a reusable Woodstock Hollows Market Tote to carry their souvenir wine glass or coffee mug, Official Event Booklet with Map, purchases, giveaways, and bonus gifts throughout the afternoon. Participants will continue using their tote long after the event, providing lasting exposure for your business. BENEFITS One of six logo placements on the Official Woodstock Hollows Market Tote Logo in the Official Event Booklet with Map Website recognition Social media recognition Shared sponsor banner
EVENT EXPERIENCE SPONSORSHIPS PARTNERSHIP OPPORTUNITY 11 CHAMBER LOGO COFFEE, COFFEE, COFFEE! SPONSOR $750 BENEFITS Recognition at participating coffee locations Logo in the Official Event Booklet with Map Website recognition Social media recognition Shared sponsor banner
EVENT EXPERIENCE SPONSORSHIPS PARTNERSHIP OPPORTUNITY 12 CHAMBER LOGO VINEYARD VIBES SPONSOR $750 BENEFITS Recognition at participating wine tasting locations Logo in the Official Event Booklet with Map Website recognition Social media recognition Shared sponsor banner
EVENT FEATURE SPONSORSHIPS PARTNERSHIP OPPORTUNITY 13 CHAMBER LOGO WOODSTOCK HOLLOWS BOOK & MAP SPONSOR $500 | EXCLUSIVE BENEFITS Exclusive logo placement on the Official Event Booklet with Map Website recognition Social media recognition Event signage Shared sponsor banner
EVENT FEATURE SPONSORSHIPS PARTNERSHIP OPPORTUNITY 14 CHAMBER LOGO "WRITE IT DOWN" PEN SPONSOR $500 | EXCLUSIVE BENEFITS Logo on branded pens Logo in the Official Event Booklet with Map Website recognition Social media recognition Event signage Shared sponsor banner
EVENT FEATURE SPONSORSHIPS PARTNERSHIP OPPORTUNITY 15 CHAMBER LOGO MEET ME AT THE GAZEBO SPONSOR $500 | EXCLUSIVE Official Photo Area Sponsor. Create the event's signature photo destination featuring a charming "Greetings from Woodstock Hollows" backdrop with pumpkins, mums, hay bales, cornstalks, cozy seating, and string lights. BENEFITS 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 banner
EVENT FEATURE SPONSORSHIPS PARTNERSHIP OPPORTUNITY 16 CHAMBER LOGO CELLAR SELECT SPONSOR $500 | CASH OR IN-KIND Help provide the bonus bottle of wine participants receive at the Welcome Center. BENEFITS Recognition at wine pickup Event signage Website recognition Social media recognition Shared sponsor banner
EVENT FEATURE SPONSORSHIPS PARTNERSHIP OPPORTUNITY 17 CHAMBER LOGO BONUS BREW SPONSOR $500 | CASH OR IN-KIND Help provide the locally roasted bag of coffee participants receive at the Welcome Center. BENEFITS Recognition at coffee pickup Event signage Website recognition Social media recognition Shared sponsor banner
COMMUNITY SPONSORSHIPS PARTNERSHIP OPPORTUNITY 18 CHAMBER LOGO BOOKSHOP BOOKMARK SPONSOR $350 BENEFITS Logo in the Official Event Booklet with Map Website recognition Social media recognition Shared sponsor banner
COMMUNITY SPONSORSHIPS PARTNERSHIP OPPORTUNITY 19 CHAMBER LOGO COZY CORNER SPONSOR $300 Sponsor one of the event's cozy seating areas where guests can relax, connect, and enjoy the atmosphere. BENEFITS Event signage Website recognition Social media recognition Shared sponsor banner
COMMUNITY SPONSORSHIPS PARTNERSHIP OPPORTUNITY 20 CHAMBER LOGO PUMPKIN PATCH SPONSOR $250 Help create the warm autumn atmosphere throughout Woodstock Hollows. BENEFITS Seasonal sponsor signage Website recognition Social media recognition Shared sponsor banner
COMMUNITY SPONSORSHIPS PARTNERSHIP OPPORTUNITY 21 CHAMBER LOGO WELCOME BASKET SPONSOR IN-KIND Provide items for participant welcome bags such as coupons, samples, chocolates, coffee, tea, candles, seasonal treats, or promotional items. BENEFITS Recognition in participant welcome bags Website recognition Social media thank-you
CUSTOM SPONSORSHIP EVERY BUSINESS IS UNIQUE—AND SO ARE YOUR MARKETING GOAL 22 CHAMBER LOGO Looking for a custom sponsorship? If you don't see the perfect sponsorship opportunity, we'd love to collaborate with you! Whether you're looking to showcase your brand, engage directly with attendees, launch a new product or service, host an interactive activation, or create a one-of-a-kind experience, we're happy to design a custom sponsorship package tailored specifically to your business. Let's work together to create something memorable that supports your goals while making the Woodstock Hollows Wine & Coffee Walk even more special for our community. LET'S START THE CONVERSATION!
RESERVE YOUR SPONSORSHIP TODAY EXCLUSIVE OPPORTUNITIES ARE FIRST-COME, FIRST-SERVED. 23 CHAMBER LOGO Become part of the Woodstock Hollows 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 Woodstock Area Chamber of Commerce & Industry