Women’s Wine & Chocolate Walk 2024!

Save the Date!

Ticket Sales are now open!

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. 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. Tickets will be available in March on Eventbrite.

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.

Tickets: Get your tickets early for the best price! Our annual presale is Saturday, March 9, noon-4pm. DMI will cover all your event fees if you purchase during this event. You can buy tickets in person at Triple Moon Coffee Company or online. We will have a limited number of 2024 t-shirts in stock at Triple Moon! If you miss the presale, don’t worry, ticket sales will resume in late March. 

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 at the presale on March 9.

Raffle: The best price on raffle tickets is when you purchase your event ticket. Last year we had amazing baskets full of local goodies, jewelry, an airplane ride, 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.  

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 have costume contests with prizes for the best looks. The theme will be announced in March.

Remember to wear comfortable shoes because there is a bit of walking involved.

Shuttles: 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 shuttles 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 heather@downtownmiddletown.org.