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Ultimate 11-Day Connecticut Adventure Itinerary Itinerary

Last updated: 2024 Jun 14

Exploring New Haven's Culinary Scene

Morning

Start your Connecticut journey with a classic breakfast at Louis' Lunch, the birthplace of the hamburger. Savor this historic meal before heading to the prestigious Yale University to walk through the beautiful campus. Visit the iconic Yale Peabody Museum of Natural History to marvel at its impressive collection of natural wonders.

Afternoon

For lunch, enjoy the renowned thin-crust pizza at Frank Pepe Pizzeria Napoletana. Afterward, take a leisurely stroll through the historic Shoreline Trolley Museum, where you can ride vintage trolleys and learn about the history of public transportation.

Evening

As the sun sets, indulge in a sophisticated dinner at Barcelona Wine Bar - New Haven. Afterward, take a relaxing walk through the serene Edgerton Park, enjoying the peaceful atmosphere and beautiful gardens.

Bedtime

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Yale Peabody Museum of Natural History
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Shoreline Trolley Museum
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Historic Sites and Gourmet Delights

Morning

Begin your day with a delightful breakfast at Max Downtown, known for its elegant atmosphere. Afterward, visit the historic Connecticut State Capitol and take a guided tour to learn about the state's rich history and admire the stunning architecture.

Afternoon

For lunch, savor the flavors of New England at The Place, a waterfront restaurant with a focus on fresh seafood. Spend your afternoon exploring the interactive exhibits at the Connecticut Science Center, where science and technology come to life.

Evening

Dine at the charming Firebox Restaurant, located in an old factory building with a rustic feel. After dinner, take a leisurely walk across the historic Founders Bridge, enjoying the beautiful views of the Connecticut River and the city skyline.

Bedtime

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4.54
Connecticut State Capitol
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A Day of Art, Nature, and Fine Dining

Morning

Start your day with a visit to the Stamford Museum & Nature Center, where you can explore the galleries, historic buildings, and outdoor trails. Afterward, enjoy a hearty breakfast at The Capital Grille, known for its dry-aged steaks and award-winning wine selection.

Afternoon

For lunch, head to Mill on the River Restaurant in South Windsor, where you can dine on the patio overlooking the picturesque Podunk River. Afterward, visit the Old State House in Hartford, a historic building that served as Connecticut's state capitol for over 80 years.

Evening

Dine at Tavern at Keney Park Golf Course in Windsor for a unique farm-to-table experience. Afterward, take a leisurely walk through the beautiful Elizabeth Park Rose Garden, known for its stunning floral displays.

Bedtime

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Maritime Marvels and Seaside Serenity

Morning

Begin your day with a delicious breakfast at Max Fish, a local favorite known for its fresh seafood. After fueling up, immerse yourself in maritime history at the Mystic Seaport Museum, where you can explore historic ships and a recreated 19th-century coastal village.

Afternoon

For lunch, enjoy the casual elegance of Liv's Oyster Bar & Restaurant, located in the heart of downtown Old Saybrook. Afterward, visit the Connecticut River Museum to learn about the cultural and natural history of the Connecticut River Valley.

Evening

Dine at Shell & Bones Oyster Bar and Grill in New Haven, where you can enjoy waterfront views and a menu featuring the freshest local seafood. After dinner, take a romantic stroll along the Mystic River Bascule Bridge (drawbridge), and watch as the historic bridge opens to let boats pass through.

Bedtime

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4.45
Mystic Seaport Museum
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3.38
Mystic River Bascule Bridge (drawbridge)
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Arts, History, and Gastronomy by the Water

Morning

Start your day with a visit to the Lyman Allyn Art Museum, where you can admire a diverse collection of American art. Afterward, enjoy a delightful breakfast at J Gilbert's Wood-Fired Steaks & Seafood - Glastonbury, known for its warm and inviting atmosphere.

Afternoon

For lunch, head to Cavey's Restaurant in Manchester, a hidden gem offering French-inspired cuisine in an intimate setting. Afterward, visit the Charles W. Morgan Whaleship at the Mystic Seaport Museum, the last wooden whaleship in the world, and learn about the fascinating history of whaling.

Evening

Dine at Arethusa al tavolo in Bantam, a farm-to-table restaurant known for its exquisite dishes made with locally sourced ingredients. After dinner, take a leisurely walk through the picturesque Harkness Memorial State Park, enjoying the beautiful gardens and the serene waterfront.

Bedtime

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4.45
Charles W. Morgan Whaleship
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4.45
Mystic Seaport Museum
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A Day of Luxury, Nature, and Fine Dining

Morning

Start your day with a visit to the luxurious Castle Hill Inn in Newport, Rhode Island. Enjoy a sumptuous breakfast with panoramic views of the Atlantic Ocean at the inn's elegant restaurant.

Afternoon

After breakfast, take a guided tour of the stunning The Breakers, also in Newport. This grand mansion, built by the Vanderbilt family, is a symbol of the Gilded Age and features opulent architecture and well-preserved interiors.

Evening

Dine at the prestigious Daniel in New York City, where you can indulge in an exquisite French-inspired meal. After dinner, take a stroll through Central Park, enjoying the tranquility of this urban oasis under the stars.

Bedtime

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4.79
The Breakers
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4.78
Central Park
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A Day of Shopping, History, and Culinary Delights

Morning

Start your day with a hearty breakfast at Millwright's Restaurant & Tavern in Simsbury, known for its innovative New England cuisine and scenic views of the nearby waterfall. After breakfast, head to the Shoppes at Buckland Hills in Manchester for a morning of shopping at a wide variety of stores.

Afternoon

For lunch, enjoy the casual elegance of Liv's Oyster Bar & Restaurant, located in the heart of downtown Old Saybrook. Afterward, visit the Connecticut Trolley Museum in East Windsor, where you can take a ride on a vintage trolley and learn about the history of public transportation in Connecticut.

Evening

Bedtime

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3.38
Mystic River Bascule Bridge (drawbridge)
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A Day of Art, Nature, and Gourmet Dining

Morning

Start your day with a visit to the Wadsworth Atheneum Museum of Art in Hartford, where you can explore one of the oldest public art museums in the United States. Afterward, enjoy a delicious breakfast at Max Fish, known for its fresh seafood and vibrant atmosphere.

Afternoon

For lunch, head to Grants Restaurant & Bar - West Hartford Center for a contemporary American dining experience. Afterward, visit the Old State House in Hartford, a historic building that served as Connecticut's state capitol for over 80 years.

Evening

Dine at Barcelona Wine Bar - New Haven, where you can enjoy a wide selection of Spanish wines and tapas in a lively and vibrant setting. After dinner, take a leisurely walk through the beautiful Elizabeth Park Rose Garden, known for its stunning floral displays.

Bedtime

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4.65
Wadsworth Atheneum Museum of Art
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A Day of History, Nature, and Culinary Exploration

Morning

Begin your day with a visit to the Connecticut Science Center in Hartford, where you can explore interactive exhibits and learn about science and technology. Enjoy a delicious breakfast at The Capital Grille, known for its dry-aged steaks and award-winning wine list.

Afternoon

For lunch, head to Mill on the River Restaurant in South Windsor, where you can dine on the patio overlooking the picturesque Podunk River. Afterward, visit the Stamford Museum & Nature Center, where you can explore the galleries, historic buildings, and outdoor trails.

Evening

Dine at Tavern at Keney Park Golf Course in Windsor for a unique farm-to-table experience. After dinner, take a leisurely walk through the beautiful Edgerton Park, enjoying the peaceful atmosphere and beautiful gardens.

Bedtime

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A Day of Science, Nature, and Gourmet Dining

Morning

Start your day with a visit to the Connecticut Trolley Museum in East Windsor, where you can learn about the history of trolleys and even take a ride on a vintage trolley. Enjoy a delicious breakfast at J Gilbert's Wood-Fired Steaks & Seafood - Glastonbury, known for its warm and inviting atmosphere.

Afternoon

For lunch, head to Cavey's Restaurant in Manchester, a hidden gem offering French-inspired cuisine in an intimate setting. Afterward, visit the Stamford Museum & Nature Center, where you can explore the galleries, historic buildings, and outdoor trails.

Evening

Bedtime

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4.51
Harkness Memorial State Park
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A Day of Shopping, Nature, and Gourmet Dining

Morning

Start your day with a visit to the Shoppes at Buckland Hills in Manchester, where you can enjoy a morning of shopping at a wide variety of stores. Enjoy a delicious breakfast at The Capital Grille, known for its dry-aged steaks and award-winning wine list.

Afternoon

Evening

Dine at Tavern at Keney Park Golf Course in Windsor for a unique farm-to-table experience. After dinner, take a leisurely walk through the beautiful Elizabeth Park Rose Garden, known for its stunning floral displays.

Bedtime

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