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Philadelphia skyline on a bright sunny day with a sail boat passing by, USA

Pennsylvania Holidays


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Pennsylvania is home to exciting cites, picturesque countryside and Civil War battlefields. Philadelphia combines fascinating history with a contemporary vibe and is where you'll find Independence Hall, Liberty Bell and the delightful Old City. Over in Pittsburgh you'll be charmed by its riverside setting, vibrant sports team and wealth of cultural attractions including the Andy Warhol Museum.

Outside of the big cities, discover Pennsylvania's picturesque countryside of quaint farms and rolling hills, Amish communities and the Civil War battlefields at Gettysburg. This historic part of the East Coast has plenty to discover.

Trailfinders offers a range of Eastern USA holidays and our expert travel consultants are a mine of information about what to do here, often with first-hand travel experience. Whether you want to explore Eastern USA on a fly drive holiday, a sociable guided group tour, or are looking for advice on the best way to create a multi centre holiday – they are the perfect people to ask.
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OUR HOLIDAYS TO PENNSYLVANIA

Nobody offers more ways to explore Eastern USA than Trailfinders.

Here's a snapshot of some of our most popular Pennsylvania holidays. If you don’t see what you’re looking for, click on the link below them to see our complete range of holidays and tours in the destination.
Pittsburgh To Philadelphia - Arts, Liberty & The Amish
USA
Fly Drive Holiday
10 days / 9 nights

From the skyscrapers and city charms of Philadelphia and Pittsburgh to Civil War battlefields and Amish communities, this is a fascinating journey through diverse Pennsylvania.

Guide Price: €1,149 pp

Guide Price: £985 pp

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Best of Eastern USA by Rail
USA
Rail
15 days / 14 nights

Ride Amtrak’s Acela Express between the iconic cities of Washington, Philadelphia, New York and Boston. Take the photo opportunity at the White House, visit the Statue of Liberty and explore Faneuil Hall on this holiday of highlights.

Guide Price: €1,745 pp

Guide Price: £1,465 pp

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Pittsburgh City Break
USA
City Break
5 days / 4 nights

Be wowed by Pittsburgh's spectacular panorama of skyscrapers and colourful bridges on this action-packed city break that offers arts, culture, sports, craft beer and more!

Guide Price: €455 pp

Guide Price: £379 pp

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Philadelphia City Break
USA
City Break
4 days / 3 nights

Let the history of the United States unfold as you explore this fascinating city.

Guide Price: €455 pp

Guide Price: £369 pp

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Highlights & Delights Of Eastern Usa
USA
Fly Drive Holiday
14 days / 13 nights

From the monuments of Washington DC to the skyscrapers of New York and Pittsburgh, this holiday of highlights combines Eastern USA’s cultural cities alongside the wineries of the Finger Lakes and magnificent Niagara Falls.

Guide Price: €1,749 pp

Guide Price: £1,455 pp

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New York to Washington DC - Beaches, Boardwalks & Culture
USA
Fly Drive Holiday
15 days / 14 nights

Combine the cultural powerhouses of New York, Philadelphia and Washington on this road trip which takes a leisurely meander via the golden beaches of the Atlantic coast.

Guide Price: €1,645 pp

Guide Price: £1,315 pp

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OUR RECOMMENDED HOTELS IN PENNSYLVANIA

We feature a great range of accommodation in Pennsylvania, with something to suit all budgets. Maybe you’re looking for a stylish Art Deco hotel in the heart of Philadelphia or a historic boutique hotel in Pittsburgh, or perhaps a characterful and arty boutique tucked away in the Amish countryside.

What you won’t find here are thousands of Eastern USA hotels to wade through. We have done the hard work for you and selected the best places to stay and our travel consultants are on hand to help, often with first-hand experience.
The Notary Hotel, Autograph Collection
4 star

Pennsylvania

Housed in a beautifully restored building, this elegant hotel pays homage to its past with thoughtfully designed interiors, blending 1920s inspired décor with modern and luxurious comforts.
Kimpton Hotel Monaco Pittsburgh
4 plus star

Pennsylvania

With a great location in the heart of Pittsburgh, close to the Cultural District, this wonderful hotel exudes character and combines contemporary design with playful, quirky touches.
Lancaster Arts Hotel
3 plus star

Pennsylvania

This stylish and characterful hotel dates back to the late 19th Century, when it was originally a tobacco warehouse.

WHAT TO DO IN PENNSYLVANIA

As well as an awe-inspiring skyline, Pennsylvania is also home to unique experiences, providing a fascinating insight into its culture and history that sightseeing alone simply can’t replace.

One day you might be discovering the landmarks on a historic walking tour, the next visiting a local Amish Community or standing on the same spot where the Gettysburg Battle took place.

Our collection of unmissable experiences will really help bring your Eastern USA holiday to life.
A Day in Amish Country
8 hours
  • See farmers hard at work in their fields
  • Learn about the beginnings of Amish culture in the United States
Philadelphia History & Revolution Guided Tour
2.5 hours
  • Iconic landmarks
  • Historic Walking Tour
  • Small Group size
Gettysburg Battlefield Tour
2 hours
  • Take a tour of Gettysburg Battlefield
  • See significant sites such as Little Round Top and Devil's Den
  • Listen to a detailed historical account of the Battle of Gettysburg from a guide

Tales from the Trail

Top tips and travel inspiration from the Trailfinders team

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