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Culinary Delights and Cultural Wonders in Middletown, CT

Culinary Delights and Cultural Wonders in Middletown, CT Itinerary

Last updated: 2024 Jun 14

Historic Middletown and Local Flavors

Morning
Begin your Middletown journey with a hearty breakfast at It's Only Natural Market, where you can enjoy organic and locally sourced dishes. After breakfast, take a walk through the charming Wesleyan University campus, known for its beautiful architecture and vibrant student life.
Afternoon
For lunch, head to La Boca Mexican Restaurant & Cantina for authentic Mexican cuisine. Post-lunch, immerse yourself in local history at the Butler-McCook House & Garden, one of the oldest surviving homes in the city, offering a glimpse into 18th and 19th-century life.
Evening
Enjoy a sophisticated dinner at Esca Restaurant & Wine Bar, known for its elegant ambiance and diverse wine selection. Cap off the evening with a leisurely stroll along the Connecticut River at sunset, taking in the tranquil beauty of the waterway.
Bedtime
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Artistic Expressions and Gourmet Delights

Morning
Start your day with a delightful breakfast at Luce Restaurant, known for its European-inspired menu. Afterward, visit the Mattabesett Canoe Club to enjoy the serene riverside setting and perhaps indulge in some morning kayaking.
Afternoon
For lunch, savor the wood-fired pizzas at Krust Pizza Bar, a local favorite. Post-lunch, explore the vibrant art scene at the Mattatuck Museum in nearby Waterbury, where you can admire a diverse collection of American art and cultural exhibits.
Evening
Dine at Mezzo Grille, an upscale eatery offering a fusion of Mediterranean flavors. After dinner, enjoy a live performance at the The Buttonwood Tree, a unique community arts space known for its eclectic events and intimate atmosphere.
Bedtime
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Visit Three Kings Monument (Anusawari Sam Kasat) in Middletown
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Mattatuck Museum

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Nature's Bounty and Smoky Barbecue

Morning
Enjoy a relaxed breakfast at Eli Cannon's Tap Room, a local institution known for its laid-back vibe and diverse menu. Post-breakfast, spend the morning at Higby Mountain, hiking the trails and taking in the panoramic views of the surrounding countryside.
Afternoon
Indulge in a barbecue feast at Taino Smokehouse, where the flavors of the Caribbean meet classic smokehouse fare. After lunch, visit the Wadsworth Falls State Park in nearby Middfield, and take a leisurely walk to the majestic waterfalls.
Evening
For a casual evening, head to Illiano's Ristorante & Pizzeria for some traditional Italian comfort food. Afterward, catch a movie at the Cinepolis Luxury Cinemas in neighboring West Hartford, where you can enjoy the latest blockbusters in a luxurious setting.
Bedtime
Find amazing hotels in Middletown.
Visit Three Kings Monument (Anusawari Sam Kasat) in Middletown
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Wadsworth Falls State Park

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Culinary Tour and Historic Landmarks

Morning
Start with a delicious breakfast at Tuscany Grill, offering a taste of Italy in the heart of Middletown. After breakfast, take a guided food tour with Connecticut Food & Farm, exploring the local culinary scene and visiting hidden gems and artisanal producers.
Afternoon
Enjoy a leisurely lunch at Mezzo Grille, where you can relax and savor the flavors of their diverse menu. Post-lunch, visit the Pratt Street Historic District in Hartford, known for its well-preserved 19th-century architecture and charming cobblestone streets.
Evening
Dine at It's Only Natural Market for a unique farm-to-table experience, and then take a twilight cruise on the Connecticut River with RiverQuest, where you can learn about the local ecosystem and enjoy the peaceful evening on the water.
Bedtime
Find amazing hotels in Middletown.
Visit Three Kings Monument (Anusawari Sam Kasat) in Middletown
star4.56

Pratt Street Historic District

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Day Trip to Hartford and New Haven

Morning
Take a day trip to the nearby cities of Hartford and New Haven. Start with breakfast at Esca Restaurant & Wine Bar before heading to Hartford to visit the Connecticut Science Center, where you can explore interactive exhibits and learn about the wonders of science.
Afternoon
Enjoy lunch at La Boca Mexican Restaurant & Cantina in New Haven, and then spend the afternoon at the Yale University Art Gallery, admiring its extensive collection of art spanning thousands of years and representing cultures from around the globe.
Evening
Conclude your day trip with a sumptuous dinner at Luce Restaurant back in Middletown, reflecting on the cultural and culinary highlights of both Hartford and New Haven.
Bedtime
Find amazing hotels in Middletown.
Visit Three Kings Monument (Anusawari Sam Kasat) in Middletown
star4.56

Yale University Art Gallery

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