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Exploring New York, Dallas, Chicago, and Wisconsin in 7 Days

Viewed by 51 travelers

Day 1: New York Exploration

New York, USA

8:00AM

Breakfast at Clinton St. Baking Company

Start your day with delicious pancakes and breakfast at Clinton St. Baking Company.
Walk or take a taxi to Central Park.
$15, 1 hour

10:00AM

Explore Central Park

Enjoy a leisurely stroll through Central Park, visit the Central Park Zoo, and take a boat ride on the lake.
Walk to The Metropolitan Museum of Art.
$25, 2 hours

1:00PM

Lunch at The Loeb Boathouse

Indulge in a scenic lunch at The Loeb Boathouse overlooking the lake in Central Park.
Take a taxi to Times Square.
$30, 1.5 hours

3:00PM

Explore Times Square

Experience the bustling energy of Times Square, shop at iconic stores, and catch a Broadway show.
Walk to Rockefeller Center.
Free, 2 hours

6:00PM

Dinner at Ellen's Stardust Diner

Enjoy dinner at Ellen's Stardust Diner with singing waitstaff for a unique dining experience.
Return to hotel via subway or taxi.
$40, 2 hours
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Day 2: Another Day in New York

New York, USA

9:00AM

Breakfast at Sarabeth's

Start your day with a delicious breakfast at Sarabeth's, known for their brunch menu.
Walk to the Empire State Building.
$38, 1.5 hours

11:00AM

Visit the Empire State Building

Experience panoramic views of New York City from the top of the Empire State Building.
Walk to Central Park.
$38, 2 hours

1:00PM

Lunch at The Plaza Hotel

Dine in luxury at The Plaza Hotel, an iconic New York landmark.
Take a taxi to The High Line.
$50, 1.5 hours

3:00PM

Walk The High Line

Stroll along The High Line, an elevated park with stunning views of the city and public art installations.
Take a taxi to Brooklyn Bridge.
Free, 2 hours

6:00PM

Dinner at Grimaldi's Pizzeria

Enjoy authentic New York-style pizza at Grimaldi's Pizzeria under the Brooklyn Bridge.
Return to hotel via subway or taxi.
$30, 2 hours
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Day 3: Dallas Delights

Dallas, USA

8:00AM

Breakfast at Bread Winners Cafe

Start your day with a hearty breakfast at Bread Winners Cafe, known for its delicious pastries and brunch options.
Take a flight from New York to Dallas.
$200, 3 hours

12:00PM

Visit The Sixth Floor Museum at Dealey Plaza

Explore the history of JFK at The Sixth Floor Museum, located in the former Texas School Book Depository.
Walk to Klyde Warren Park.
$16, 2 hours

2:00PM

Relax at Klyde Warren Park

Enjoy a leisurely afternoon at Klyde Warren Park, a vibrant green space in the heart of Dallas.
Take a taxi to Deep Ellum.
Free, 1.5 hours

4:00PM

Explore Deep Ellum

Discover the eclectic neighborhood of Deep Ellum known for its street art, live music venues, and trendy shops.
Take a taxi to Reunion Tower.
$18, 2 hours

7:00PM

Dinner at Pecan Lodge

Indulge in authentic Texas barbecue at Pecan Lodge, a popular spot in Dallas.
Return to hotel via taxi or rideshare.
$25, 2 hours
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Day 4: More of Dallas

Dallas, USA

9:00AM

Breakfast at Jonathon's Oak Cliff

Start your day with a cozy breakfast at Jonathon's Oak Cliff, serving up Southern comfort food.
Walk to Dallas Arboretum and Botanical Garden.
$15, 2 hours

11:00AM

Explore Dallas Arboretum and Botanical Garden

Stroll through the beautiful gardens and floral displays at Dallas Arboretum and Botanical Garden.
Take a taxi to Bishop Arts District.
$20, 2 hours

1:00PM

Lunch at Oddfellows

Enjoy a farm-to-table lunch at Oddfellows in the trendy Bishop Arts District.
Take a taxi to Dallas Museum of Art.
$20, 1.5 hours

3:00PM

Visit Dallas Museum of Art

Explore a diverse collection of art at Dallas Museum of Art, showcasing both modern and contemporary works.
Take a taxi to AT&T Stadium.
$20, 2 hours

6:00PM

Dinner at Tei-An

Indulge in Japanese cuisine at Tei-An, known for its authentic soba noodles and sushi.
Return to hotel via taxi or rideshare.
$50, 2 hours
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Day 5: Chicago Charm

Chicago, USA

8:00AM

Breakfast at Wildberry Pancakes and Cafe

Start your day with a hearty breakfast at Wildberry Pancakes and Cafe, known for their delicious pancakes and omelettes.
Take a flight from Dallas to Chicago.
$150, 2 hours

11:00AM

Visit Millennium Park

Explore the iconic Cloud Gate sculpture, also known as 'The Bean', and enjoy the beautiful gardens of Millennium Park.
Walk to Art Institute of Chicago.
$25, 2 hours

1:00PM

Lunch at Lou Malnati's Pizzeria

Savor deep-dish pizza at Lou Malnati's Pizzeria, a Chicago favorite.
Walk to Navy Pier.
$30, 1.5 hours

3:00PM

Explore Navy Pier

Enjoy lakefront views, ride the Ferris wheel, and visit the Chicago Children's Museum at Navy Pier.
Take a taxi to The Magnificent Mile.
Free, 2 hours

6:00PM

Dinner at Girl & the Goat

Dine at Girl & the Goat, a trendy restaurant known for its creative small plates and vibrant atmosphere.
Return to hotel via subway or taxi.
$60, 2 hours
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Day 6: Discovering Chicago

Chicago, USA

9:00AM

Breakfast at The Bongo Room

Enjoy a delicious breakfast at The Bongo Room, known for their creative pancake options.
Walk to The Art Institute of Chicago.
$25, 1.5 hours

11:00AM

Explore The Art Institute of Chicago

Discover a world-class collection of art at The Art Institute of Chicago, including famous works like Grant Wood's 'American Gothic'.
Walk to Grant Park.
$25, 2 hours

1:00PM

Lunch at The Gage

Enjoy a gourmet lunch at The Gage, a gastropub near Millennium Park known for its elevated comfort food.
Take a taxi to Willis Tower Skydeck.
$30, 1.5 hours

3:00PM

Visit Willis Tower Skydeck

Experience breathtaking views of Chicago from the Willis Tower Skydeck, including 'The Ledge' glass balconies.
Take a taxi to Riverwalk.
$25, 2 hours

6:00PM

Dinner at Alinea

Indulge in a culinary experience at Alinea, a Michelin-starred restaurant known for its innovative and artistic dishes.
Return to hotel via subway or taxi.
$250, 3 hours
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Day 7: Wisconsin Wonders

Wisconsin, USA

8:00AM

Breakfast at Bassett Street Brunch Club

Start your day with a delicious breakfast at Bassett Street Brunch Club, known for their creative brunch dishes.
Take a flight from Chicago to Wisconsin.
$100, 1.5 hours

10:00AM

Explore Wisconsin State Capitol

Visit the stunning Wisconsin State Capitol building and take a guided tour of its architecture and history.
Walk to Madison Farmers' Market.
Free, 1.5 hours

12:00PM

Shop at Madison Farmers' Market

Browse local produce, artisanal products, and handmade crafts at Madison Farmers' Market.
Take a taxi to Olbrich Botanical Gardens.
Free, 2 hours

2:00PM

Visit Olbrich Botanical Gardens

Explore the beautiful gardens, Thai pavilion, and greenhouse at Olbrich Botanical Gardens.
Take a taxi to Memorial Union Terrace.
$10, 2 hours

5:00PM

Relax at Memorial Union Terrace

Unwind by Lake Mendota at Memorial Union Terrace, known for its iconic sunburst chairs and lake views.
Return to hotel via taxi or rideshare.
Free, 2 hours
Find Hotels in Wisconsin
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More About New York Dallas Chicago And Wisconsin

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