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

Advertisement
Save the Date for the Women’s Wine & Chocolate Walk 2026 on May 16 in downtown Middletown.
Ticket Presale: Saturday, March 7, noon - 4pm, online and at Triple Moon Coffee Company. Purchase your tickets for the BEST RATE available. DMI covers your Eventbrite fees at the Ticket Presale!
Regular ticket sales begin later in March.
🍷🍫🍷🍫🍷🍫🍷🍫
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].
Advertisement

Where is it happening?

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

Event Location & Nearby Stays:

Icon
Know what’s Happening Next — before everyone else does.
Women's Wine and Chocolate Walk

Host or Publisher Women's Wine and Chocolate Walk

Ask AI if this event suits you:

Discover More Events in Middletown

Tyler Christopher - Elvis: The Return Of The King
Fri, 29 May at 07:00 pm Tyler Christopher - Elvis: The Return Of The King

Sorg Opera House

TRIPS-ADVENTURES
Tyler Christopher: A Tribute to Elvis
Sat, 30 May at 08:00 pm Tyler Christopher: A Tribute to Elvis

63 S Main St , Middletown, OH, United States, Ohio 45044

CALENDAR RAVES
MOAM Presents: 2026 Special Event Series
Sat, 06 Jun at 12:00 pm MOAM Presents: 2026 Special Event Series

916 First Avenue, Middletown, OH, United States, Ohio 45044

FOOD-DRINKS KIDS
Gemini Jam 2026
Sat, 13 Jun at 04:20 pm Gemini Jam 2026

6623 Georgetown Lane, Middletown, OH, United States, Ohio 45042

DC Roadhouse
Sat, 13 Jun at 09:00 pm DC Roadhouse

DC Roadhouse

CHRIS LUCAS LIVE GFFM
Sat, 21 Feb at 06:00 pm CHRIS LUCAS LIVE GFFM

6790 Hamilton Lebanon Rd, Monroe, OH

MUSIC ENTERTAINMENT
2026 Girl Scout Cookie Walk & Wine Pairing
Sat, 07 Mar at 12:00 pm 2026 Girl Scout Cookie Walk & Wine Pairing

The Windamere

NONPROFIT
Yoga at Seven Mile Winery
Sat, 21 Mar at 01:30 pm Yoga at Seven Mile Winery

Seven Mile Winery

HEALTH-WELLNESS
2026 Women\u2019s Wine & Chocolate Walk
Sat, 16 May at 12:00 pm 2026 Women’s Wine & Chocolate Walk

The Windamere

SHOPPING NONPROFIT

What's Happening Next in Middletown?

Discover Middletown Events