Pennsylvania Holiday Packages

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Holidays To Pennsylvania

We’re not sure how much you know about Pennsylvania, but it’s a pretty magical place—home of the Hershey’s chocolate factory, origin of the mighty cheesesteak and spawning grounds of both Will Smith and Taylor Swift.

Add amusement parks for the kids with dramatic natural landscapes when you need to get out of the city and you’ve got everything you need for trip that will satisfy every traveller in your crew. Book one of our holidays in Pennsylvania and explore this wondrous land for yourself!

Things to Do in Pennsylvania

As one of the original 13 founding states in the US, Pennsylvania has a reputation for making history. Get your fix for revolutionary factoids in the state where the nation’s Declaration of Independence and its Constitution were both drafted. Don’t forget to hit Philadelphia and Pittsburgh, where you can enjoy fine dining and world-class entertainment (including the Philadelphia Orchestra) on your Pennsylvania holiday! But we know where your heart really lies: with chocolate! Make your way to Hersheypark, a theme park built around the all-famous chocolate bar. It’s right near Hershey’s Chocolate World, so you can get the full sugary experience. When you’ve filled up, head to the great outdoors to work off your indulgences. World’s End State Park is a stunning, sprawling preserve of the region’s forests and wildlife. It’s considered an Important Bird Area, which must make the native ruffed grouse feel very nice. You’ll also find the Poconos and Endless Mountains here, which are not actually endless, but do add an extra layer of charm to the state’s untamed spaces.

Shopping, Dining & Nightlife

You know what you need to squeeze in somewhere between the chocolate park and the bird-watching? A little shopping. Head for King of Prussia Mall in King of Prussia, about 30 km northwest of Philadelphia. This is one of the largest shopping centres in the United States, so you’re bound to find pretty much anything you need here. Of course, you can’t shop in Pennsylvania without heading to Lancaster County. Snag one of our great Pennsylvania car hire deals and head to Dutch Country to round out your Pennsylvania holiday with handmade goods and lots of antiquing action.

Hungry? So are we. Philadelphia and Pittsburgh have just about every kind of food you could want to stuff down your gullet, but add some flavour to your adventure with iconic local snacks like Tastykakes, Primanti’s sandwiches and Birch beer. The oldest brewery in America, Yuengling, still produces beer here and it’s available nearly everywhere you want to stop for a pint. No holidays in Pennsylvania are complete without one!

Speaking of pints, once the sun goes down the big cities really come to life. Stick to Philly and Pittsburgh if you’re looking to party until dawn—you’ll find heaps of nightclubs and bars over on Liberty Avenue in Pitt. Downtown Philly has a huge club scene, particularly on the avenues surrounding Broad Street. Not into jamming with electronica? That’s okay. Kick back at one of dozens of relaxed pubs and swap stories with locals and fellow travellers.

What’s Next?

Your trip to Pennsylvania is what’s next! Don’t let another day go by without a trip to the roller coasters and boardwalk at Hersheypark. Wotif has the hottest deals on your (new) dream holiday to Pennsylvania, which you can reserve through our convenient online booking system.

Top Pennsylvania hotels

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is NZ$252 per night from 1 Oct to 2 Oct
NZ$252
1 Oct - 2 Oct
includes taxes & fees
Stay at this 4-star business-friendly hotel in Philadelphia. Enjoy free WiFi, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
"The staff was unbelievably friendly and efficient! The sparkling water and Stillwater provided in the lobby as well as the refillable water bottles and springwater on each floor was such a nice touch! I wish the rooftop were open to guests."

Reviewed on 15 Sept 2025

Opens in a new windowClub Quarters Hotel Rittenhouse Square, Philadelphia
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is NZ$258 per night from 12 Oct to 13 Oct
NZ$258
12 Oct - 13 Oct
includes taxes & fees
Stay at this 4-star business-friendly hotel in Philadelphia. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the ...
"This was one of the best hotels I’ve ever stayed at. The front desk staff, Catherine & Kandell were amazing when we checked in. The security staff was helpful in directing us to the front desk. Valet parking was easy and convenient. The view was so pretty from the blacony. The heated pool was so ..."

Reviewed on 15 Sept 2025

Opens in a new windowThe Windsor Suites
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is NZ$288 per night from 2 Oct to 3 Oct
NZ$288
2 Oct - 3 Oct
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff ...
"Fabulous stay"

Reviewed on 16 Sept 2025

Opens in a new windowWyndham Grand Pittsburgh Downtown
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