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16 Mar 2025Updated last time
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Pennsylvania Road Trip Itinerary

Pennsylvania Road Trip Itinerary Overview

Embark on an unforgettable road trip through the state of Pennsylvania, exploring its rich tapestry of history, culture, and stunning landscapes. Start your journey in Philadelphia, a city steeped in American heritage where you can visit iconic landmarks like the Liberty Bell and Independence Hall. Stroll through the Philadelphia Museum of Art and taste the world-famous Philly cheesesteak.

Next, head to Hershey, known as "The Sweetest Place on Earth." Here, indulge your sweet tooth at Hershey's Chocolate World and enjoy thrilling rides at Hersheypark. Families will find plenty of fun and chocolate-themed attractions to delight everyone.

Continue your adventure to Gettysburg, a town that played a pivotal role in American history. Walk through the Gettysburg National Military Park and reflect on the significance of the Battle of Gettysburg, one of the most critical battles of the Civil War. The town offers a somber yet enlightening experience for history buffs.

From there, travel to Lancaster, located in the heart of Pennsylvania Dutch Country. Immerse yourself in the serene Amish lifestyle, where horse-drawn buggies, rolling farmlands, and traditional crafts reveal a simpler way of life. Don't miss visiting local Amish markets and tasting homemade goodies.

Conclude your road trip in Pittsburgh, a city that beautifully blends its industrial past with modern innovations. Admire the striking skyline, explore the Andy Warhol Museum, and enjoy a meal in one of the city's diverse eateries. Pittsburgh also boasts a robust sports culture, ensuring there's something for every visitor.

This Pennsylvania road trip promises a memorable journey through diverse cultural experiences, historical landmarks, and picturesque landscapes, making it an ideal travel adventure.


Recommended Activities

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    Philadelphia

    Philadelphia is rich in American history, home to iconic landmarks like the Liberty Bell, Independence Hall, and the Philadelphia Museum of Art. It's a vibrant city with diverse cultural experiences, delicious food, and numerous museums.
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  • Hershey is known as 'The Sweetest Place on Earth' because it is home to Hershey's Chocolate World and Hersheypark. It's a great destination for families and chocolate lovers, offering tours, rides, and plenty of chocolate-themed attractions.
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  • Gettysburg is a significant historic site, known for the Battle of Gettysburg during the Civil War. Visitors can explore the Gettysburg National Military Park, museums, and monuments that honor this crucial point in American history. It's a must-visit for history enthusiasts.
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  • Lancaster is the heart of Pennsylvania Dutch Country, offering a unique glimpse into Amish culture and lifestyle. Visitors can enjoy scenic farmlands, Amish markets, and traditional crafts. It's a peaceful and educational experience with opportunities for shopping and tasting local cuisine.
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  • Pittsburgh is known for its beautiful skyline, vibrant arts scene, and rich industrial history. The city boasts numerous museums, including the Andy Warhol Museum and the Carnegie Museums. It's also a great place for sports fans and foodies, with a variety of local eateries and professional sports teams.
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Restaurants

  • Restaurant Icon

    The Franklin Fountain (Philadelphia, PA)

    The Franklin Fountain (Philadelphia, PA)

    Located in Philadelphia, this vintage-style ice cream parlor offers a charming experience with its old-fashioned sodas and homemade ice cream.
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    The Hershey Pantry

    4.6
    $$$$

    The Hershey Pantry

    A cozy spot in Hershey known for its delicious breakfast and desserts, making it a sweet treat on your trip.
    4.6
    $$$$
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    The Dobbin House Tavern

    4.6

    The Dobbin House Tavern

    Located in Gettysburg, this historic tavern dates back to 1776 and offers a unique dining experience with period fare and a colonial atmosphere.
    4.6
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    Shady Maple Smorgasbord

    4.6
    $$$$

    Shady Maple Smorgasbord

    In Lancaster, this eatery is famous for its all-you-can-eat smorgasbord featuring a vast array of Pennsylvania Dutch cuisine.
    4.6
    $$$$
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    The Church Brew Works - Pittsburgh, PA

    4.3
    $$$$

    The Church Brew Works - Pittsburgh, PA

    Located in Pittsburgh, this brewery is set in a restored Roman Catholic Church, offering a unique ambiance and craft beers.
    4.3
    $$$$
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Hotels

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    The Inn at Penn

    4.4

    The Inn at Penn

    Located in Philadelphia, this elegant hotel on the University of Pennsylvania campus offers luxurious accommodations and easy access to historic sites.
    4.4
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    The Hotel Hershey

    4.6

    The Hotel Hershey

    A historic hotel in Hershey that offers stunning grounds, luxurious amenities, and proximity to Hersheypark and Hershey's Chocolate World.
    4.6
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    The Gettysburg Hotel, Pennsylvania

    4.3

    The Gettysburg Hotel, Pennsylvania

    Located in Gettysburg, this historic hotel dates back to 1797 and provides a rich sense of history combined with modern comforts.
    4.3
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    The Lancaster Arts Hotel, Lancaster, PA

    4.4

    The Lancaster Arts Hotel, Lancaster, PA

    In Lancaster, this boutique hotel is set in a renovated tobacco warehouse and features original artwork, combining historical charm with artistic flair.
    4.4
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    The Priory Hotel (Pittsburgh, Pennsylvania)

    4.5

    The Priory Hotel (Pittsburgh, Pennsylvania)

    Located in Pittsburgh, this boutique hotel in a former Benedictine monastery offers unique accommodations with a touch of historical elegance.
    4.5
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Local Events & Happenings

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    Portrayal of Guilt

    Portrayal of Guilt

    The event will take place at Lovedraft's Brewing Co. in Mechanicsburg.
    Map IconLovedraft's Brewing Co. in Mechanicsburg (9.24 mi)
    Calendar Icon25 Jun 2024
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  • Event Icon

    Spose

    Spose

    The event will take place at Lovedraft's Brewing Co. in Mechanicsburg.
    Map IconLovedraft's Brewing Co. in Mechanicsburg (9.24 mi)
    Calendar Icon2 Jul 2024
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  • Event Icon

    Big Bubble Rave

    Big Bubble Rave

    The event will take place at Lovedraft's Brewing Co. in Mechanicsburg.
    Map IconLovedraft's Brewing Co. in Mechanicsburg (9.24 mi)
    Calendar Icon14 Jul 2024
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  • Event Icon

    Flat Black

    Flat Black

    The event will take place at Lovedraft's Brewing Co. in Mechanicsburg.
    Map IconLovedraft's Brewing Co. in Mechanicsburg (9.24 mi)
    Calendar Icon30 Jul 2024
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  • Event Icon

    We the Kings

    We the Kings

    The event will take place at Lovedraft's Brewing Co. in Mechanicsburg.
    Map IconLovedraft's Brewing Co. in Mechanicsburg (9.24 mi)
    Calendar Icon7 Aug 2024
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  • Event Icon

    Morbid Angel

    Morbid Angel

    The event will take place at Lovedraft's Brewing Co. in Mechanicsburg.
    Map IconLovedraft's Brewing Co. in Mechanicsburg (9.24 mi)
    Calendar Icon11 Dec 2024
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  • Event Icon

    Fleet Foxes

    Fleet Foxes

    The event will take place at Riverfront Park in Harrisburg.
    Map IconRiverfront Park in Harrisburg (13.57 mi)
    Calendar Icon24 Jun 2024
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Travel Gems from Reddit


Music for Your Journey

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    Bruce Springsteen - Born to Run

    Bruce Springsteen - Born to Run

    An iconic road trip anthem that captures the spirit of adventure and freedom.
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    Rascal Flatts - Life is a Highway

    Rascal Flatts - Life is a Highway

    A catchy, upbeat song perfect for cruising down the open road.
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    Lynyrd Skynyrd - Sweet Home Alabama

    Lynyrd Skynyrd - Sweet Home Alabama

    A classic rock tune that adds a feel-good vibe to any journey.
    Listen on Spotify
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    Willie Nelson - On The Road Again - Live

    Willie Nelson - On The Road Again - Live

    A timeless hit that's all about the joy of travel and new experiences.
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    Tracy Chapman - Fast Car

    Tracy Chapman - Fast Car

    A soulful and introspective track that perfectly suits long drives.
    Listen on Spotify
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    Eagles - Take It Easy - 2013 Remaster

    Eagles - Take It Easy - 2013 Remaster

    An easygoing song that reminds us to enjoy the journey, not just the destination.
    Listen on Spotify
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    Olivia Rodrigo - drivers license

    Olivia Rodrigo - drivers license

    A soothing and reflective tune for peaceful moments on the road.
    Listen on Spotify
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    Eagles - Hotel California - 2013 Remaster

    Eagles - Hotel California - 2013 Remaster

    A mesmerizing track with a storytelling vibe, great for night drives.
    Listen on Spotify
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    Chuck Berry - Route 66

    Chuck Berry - Route 66

    A classic travel song that celebrates America's famed highway.
    Listen on Spotify
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    Tom Petty - Runnin' Down A Dream

    Tom Petty - Runnin' Down A Dream

    An energetic rock song that embodies the thrill of chasing dreams on the road.
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