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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
Pittsburgh to Philadelphia - Arts, Liberty & The Amish
Fly Drive Holiday
11 days / 10 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: €1,579 £1,449 pp

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Highlights & Delights of Eastern USA
Highlights & Delights of Eastern USA
Fly Drive Holiday
15 days / 14 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: €2,049 £1,849 pp

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Philadelphia & New York by Rail
Philadelphia & New York by Rail
Rail
8 days / 7 nights

Experience the electric pulse of New York City alongside the historic charm of Philadelphia, as you climb the towering landmarks of Manhattan, step back in time at the Liberty Bell and indulge in some of their iconic local dishes.

Guide Price: €895 £745 pp

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

Ride Amtrak’s Acela Express between the iconic cities of Washington, Philadelphia, New York and Boston.

Guide Price: €2,149 £1,899 pp

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Pittsburgh City Break
Pittsburgh City Break
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: €439 £369 pp

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New York to Washington DC - Beaches, Boardwalks & Culture
New York to Washington DC - Beaches, Boardwalks & Culture
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: €1,859 £1,565 pp

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View all our holidays in Eastern USA

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
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.
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Kimpton Hotel Monaco Pittsburgh
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.
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Lancaster Arts Hotel
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.
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Aloft Philadelphia Downtown
Aloft Philadelphia Downtown
3 plus star

Pennsylvania

The bright and modern interiors are a sharp contrast to the charming historic façade that dates back to the 1920s.
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The Priory Hotel
The Priory Hotel
3 star

Pennsylvania

Formerly a Benedictine monastery, this family-owned property has just 42 rooms and retains a historic and charming feel.
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Gettysburg Hotel
Gettysburg Hotel
3 star

Pennsylvania

Gettysburg is synonymous with Civil War history and this hotel, established in 1797, offers a comfortable and central base to explore the town’s storied past.
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View all our hotels in Pennsylvania

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
A Day in Amish Country
8 hours
Departs: Philadelphia

Step back in time with a trip to one of the oldest and largest Amish Communities in America. Take ...

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Philadelphia History & Revolution Guided Tour
Philadelphia History & Revolution Guided Tour
2½ hours
Departs: Philadelphia

Forget the history channel, see the real life landmarks that shaped America! From the signing of ...

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Gettysburg Battlefield Tour
Gettysburg Battlefield Tour
2 hours
Departs: Gettysburg

The peaceful fields of Gettysburg are full of birdsong today and belie the terrible carnage that ...

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Walking Tour of Pittsburgh
Walking Tour of Pittsburgh
2 hours
Departs: Pittsburgh

Stroll the historical streets of Pittsburgh, as your guide tells you tales of the Steel City's past ...

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