2026 Women’s Wine & Chocolate Walk

Schedule

Sat May 16 2026 at 12:00 pm to 06:00 pm

UTC-04:00

Location

The Windamere | Middletown, OH

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Moose Lodge 501 presents the 2026 Women’s Wine & Chocolate Walk on May 16 in downtown Middletown.
Ticket Presale: Saturday, March 7, noon - 4pm, online and at The Windamere (2 S Main St). Purchase your tickets for the BEST RATE available. DMI covers your Eventbrite fees at the Ticket Presale!
Regular ticket sales begin later in March.
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Grab your friends for an afternoon filled with wine, chocolate, shopping, food, and entertainment in historic downtown Middletown. The Women's Wine and Chocolate Walk is an event just for ladies 21+, hosted by Downtown Middletown Inc (DMI). Although walking is involved...we can’t promise you will burn more calories than you consume!
Make sure to like our Facebook Page and Event Page for updates.

How it works: At check-in, you will trade your ticket for a wine tasting glass, swag bag, and tasting map. You can also check out our raffle baskets. Then you’re off! Your map will guide you to 10 wine stops and 10 chocolate stops throughout downtown Middletown. Along the way, stop to enjoy amazing shopping, restaurants, and entertainment.
Ticket Sales: Presale is March 7, noon - 4pm. Regular ticket sales will open later in March. Remember to purchase early because quantities are limited, and the price will increase mid-April.
VIP Tickets: Want to arrive early to avoid the crowd at check-in? How about a welcome reception with appetizers and nibbles? Best of all, do you want an extra wine and chocolate stop? If so, the VIP ticket is for you! We have a limited number of these available, so book early.
General Admission Tickets: This is a great value for 10 wine tastings and 10 chocolate treats, plus entertainment, shopping, and restaurants ready to serve you.
Event Shirts: Purchase your shirts while buying your tickets. Just scroll down beyond the ticket options to choose your size. Shirts will be available for pick up in May. A limited number of shirts will be available for day-of pickup at the Ticket Presale on March 7.
Raffle: Last year we had amazing baskets full of local goodies, jewelry, and of course wine. When you purchase your raffle tickets online, you will get your printed raffle tickets when you arrive at the event and choose which baskets you would like to put them toward. Just make sure to stop by the raffle table.
Check-in: Meet us at the Windamere, 2 S. Main Street in downtown Middletown. You will select a specific check-in time when you book.
What to Wear: Many ladies want to wear an outfit that fits with our event theme. We have A LOT of fun with this! We will announce the theme in March. Also, remember to wear comfortable shoes because there is a bit of walking involved.
Shuttle: This is definitely not a fitness event, but stations are spaced out throughout downtown. Don’t worry, there is plenty of time for a leisurely pace. If you want a little more wine and chocolate and a little less walk, there will be a shuttle available to drop you off near the farthest stops.
Why should you participate? This event supports dozens of small businesses and serves as a fundraiser for Downtown Middletown Inc. You'll get an exciting afternoon with your gal pals, and you'll be supporting a great cause at the same time!
Questions? For general questions, vendor information, or sponsorship opportunities, please contact: [email protected].
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Where is it happening?

The Windamere, 982 Central Ave, Middletown, OH 45044-8201, United States

Event Location & Nearby Stays:

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