Exploring Cincinnati’s Over-the-Rhine Through Food, Wine, and Local Charm

If you’re looking for a taste of Cincinnati with a side of history, Riverside Food Tours offers a compelling Wine & Dine in OTR experience that takes you through the neighborhood’s lively streets and rich past. For $99 per person, over three hours, you’ll get to sample four local restaurants, enjoy a VIP cellar tour, and sip two glasses of wine—an intimate way to explore the city’s historic core.
What we particularly like about this tour is the small-group setting, which really allows for a personalized experience, and the insider insights from your guide—a local who knows the neighborhood’s stories inside out. Plus, the chance to walk through Washington Park and admire Cincinnati’s acclaimed murals adds an eye-catching artistic touch.
One potential consideration is the walking component—around 45-60 minutes spread over the evening—so it’s best suited for those comfortable on their feet. If you’re after a relaxed, engaging evening of authentic local flavor and vibrant sights, this tour hits the mark for food lovers, history buffs, and anyone wanting a deeper connection with Cincinnati’s urban vibe.
This tour is ideal for travelers who appreciate guided explorations, enjoy culinary experiences, and want to skip the touristy trappings in favor of genuine neighborhood charm.
Key Points

- Personalized Experience: Small groups ensure a more intimate and engaging tour.
- Culinary & Cultural: Combines delicious food with neighborhood history and art.
- Expert Guides: Knowledgeable local guides deepen your appreciation of Cincinnati’s OTR.
- Value for Money: Includes dinner, wine, and a VIP wine cellar tour, making it a well-rounded outing.
- Walking Tour: Expect about 45-60 minutes of steady strolling between stops.
- Weather Considerations: Operates in all weather conditions, so dress accordingly.
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A Closer Look at the Cincinnati Wine & Dine Tour

Starting Off in Washington Park
Your evening begins at Washington Park, an 8-acre urban oasis that was once a cemetery before becoming Cincinnati’s Victorian park. As the tour starts around 5:30 pm, you’ll get a chance to see this bustling hub, which hosts over 300 events annually—from live music and markets to fitness classes and children’s activities. It’s a peaceful yet lively spot that sets a welcoming tone for your evening. Expect only about five minutes here, but it’s an excellent introduction to the neighborhood’s community spirit.
The Historic Cincinnati Music Hall
Next, you’ll pass by the iconic Cincinnati Music Hall, completed in 1878. Though not included in the tour’s admission, the hall’s architecture and storied past—rumored to have a haunted history—add a layer of intrigue. It’s the home of Cincinnati’s major arts organizations, including the Cincinnati Ballet and Symphony Orchestra, and reflects the city’s long-standing cultural ambitions. While you won’t go inside, seeing this grand venue from the outside underscores the neighborhood’s artistic roots.
Dining in Over-the-Rhine
The core of your experience takes place in the heart of Over-the-Rhine, a district famous for its historic 19th-century architecture and lively food scene. Over two hours, your guide will take you between four carefully selected restaurants. These venues showcase the neighborhood’s diverse culinary offerings—ranging from traditional fare to modern twists—and are perfect spots to indulge in small plates that give you a satisfying, yet light, dinner. Three savory dishes and one dessert are included, giving you a well-rounded taste of local flavors.
Each stop is more than just about food. Your guide shares stories about the neighborhood’s transformation, its German immigrant heritage, and how its vibrant community continues to thrive today. As one reviewer noted, “Laura was very informative, learned about Over-the-Rhine! Food and wine was exceptional! Great experience.” The small-group setting means you can ask questions and really savor the moment, making this more than just a culinary tour.
VIP Tour of Revel OTR Urban Winery
A real highlight is the cellar tour at Revel OTR, a trendy urban winery. Here, you’ll get a behind-the-scenes look at how local wine is made and stored, and enjoy tasting their house wine. This VIP experience is a great way to learn about Cincinnati’s emerging wine scene and to appreciate the effort behind each glass. The relaxed atmosphere, combined with your guide’s insights, makes the winery visit an educational yet enjoyable pause.
Street Art and Murals Along the Way
As you stroll between venues, your guide will point out Cincinnati’s mural art, which has transformed many city walls into colorful storytelling canvases. These murals depict residents, historic moments, and local culture, adding yet another layer of authenticity to your walk. One reviewer highlighted: “We loved the way the guide pointed out each mural’s story. It made the neighborhood come alive.”
Additional Details and Practicalities
The tour operates rain or shine, so dress accordingly, and bring an umbrella if needed. With a maximum of 8 travelers, the experience maintains an intimate feel, but also means it’s wise to book in advance—most people reserve about 15 days ahead. The tour starts at Washington Park and concludes back there, making it convenient for those staying nearby or planning to continue exploring Cincinnati afterward.
What Travelers Say
Many reviews praise the knowledge and friendliness of the guides, with one reviewer calling Laura “very informative.” The combination of delicious food, engaging stories, and a relaxed pace creates a well-rounded experience that feels authentic, not touristy. The only common concern is the walking time—about 45-60 minutes total—so be prepared for some steady strolling.
Who Will Love This Tour?
If you’re someone who enjoys learning about local neighborhoods, appreciates good food and wine, and prefers small-group settings for a more personal experience, this tour will suit you perfectly. It’s especially ideal for first-time visitors wanting a gentle introduction to Cincinnati’s history and culture, or locals looking to rediscover their city through a different lens. The focus on authentic eateries and local art makes it a memorable way to spend an evening in Cincinnati.
Final Thoughts on the Cincinnati Wine & Dine In OTR Tour

This tour offers a genuinely engaging blend of culinary delights, neighborhood stories, and artistic beauty. For $99, you receive a well-curated experience that balances history, food, and local charm without feeling rushed. It’s a smart choice for those seeking an affordable, intimate, and educational way to explore Cincinnati’s vibrant Over-the-Rhine district.
The guides’ local knowledge and the thoughtfully chosen stops make this a standout activity for anyone who loves discovering the heart of a city through its food, art, and stories. The combination of walking, tasting, and storytelling ensures you leave with a richer understanding of Cincinnati and a handful of tasty memories.
FAQ

How long is the tour?
The tour lasts approximately 3 hours, with about 45-60 minutes of walking spread across multiple stops.
What is included in the price?
You get dinner with three small plates and one dessert, plus two glasses of wine and a VIP cellar tour at Revel OTR.
Are there any age restrictions?
Yes, the minimum drinking age is 21 years. The tour includes alcohol, so it’s designed for adults.
Is the tour suitable for vegetarians or those with dietary restrictions?
A vegetarian option is available with advance notice, but the tour cannot accommodate other restrictions like gluten-free or allergies.
Where does the tour start and end?
It begins at Washington Park, 1230 Elm St, Cincinnati, and finishes back at the same location.
Do I need to book early?
Yes, most travelers book about 15 days in advance, as spaces are limited to small groups of 8.
What should I wear?
Dress comfortably for walking and outdoor conditions; bring an umbrella if rain is forecast.
Can I cancel if my plans change?
Yes, cancellations are free up to 24 hours before the tour, with a full refund.
Is parking available nearby?
Parking fees are not included, so plan accordingly. Public transportation is nearby, making it accessible.
This guided evening in Cincinnati’s Over-the-Rhine neighborhood promises an authentic, flavorful, and visually stunning glimpse into the city’s vibrant culture. Whether you’re a foodie, a history enthusiast, or an art lover, you’ll find plenty to enjoy—and probably a few new favorite spots to revisit.
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