Pennsylvania Luxury Holidays & Hotels 2026/27

Holidays to Pennsylvania with If Only

A state steeped in history, Pennsylvania was one of the original 13 colonies, and its largest city, Philadelphia, is widely regarded as the birthplace of the United States. Explore historic landmarks including Independence Hall and the Liberty Bell before sampling local favourites such as cheesesteaks, soft pretzels and hoagies. Beyond the city, discover scenic state parks or visit Lancaster County, home to one of the nation's oldest and largest Amish communities, where traditional customs remain an important part of everyday life.

Why Visit Pennsylvania?

See The Liberty Bell, a symbol of American independence
Why Visit Pennsylvania?

Visit Hershey Park, the chocolate-themed amusement park
Why Visit Pennsylvania?

Ride an authentic steam train through Amish Country

We currently feature 2 luxury properties in Pennsylvania

Kimpton Hotel Monaco Philadelphia

Philadelphia, Pennsylvania, The United States

Kimpton Hotel Monaco Philadelphia effortlessly blends the old with the new, the global with the local. The result is a quirky, modern and inviting hotel with a prime location in Philadephia's Historic District.

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Loews Philadelphia Hotel

Philadelphia, Pennsylvania, The United States

Loews Philadelphia combines a city centre location with top class amenities and attentive service, perfect for any break in the city.

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Showing 2 out of 2 luxury properties

Highlights

See where history was made, tease your tastebuds on classic Philly dishes and learn about traditional ways of life in Pennsylvania.

A state full of history

Philadelphia played a pivotal role in American history. Independence National Historical Park, home to Independence Hall, is where the Declaration of Independence was adopted and the U.S. Constitution was signed. Take time to explore the historic buildings and learn the story of the Liberty Bell. Pennsylvania was also the site of the Battle of Gettysburg, one of the bloodiest battles of the American Civil War. Discover the events that shaped the nation before touring the battlefield and visiting Gettysburg National Cemetery.

Mouth-watering dishes

Philadelphia is renowned for its food culture and signature local dishes. Specialties include the iconic Philly cheesesteak, the Italian American roast pork sandwich, Philadelphia-style soft pretzels, and Tastykake snack cakes. Across the city, visitors can sample these favourites at street vendors, bakeries, neighbourhood delis, and long-established sandwich shops, many of which have built loyal followings among locals and visitors alike.

Explore countryside and traditional communities

Beyond Pennsylvania's cities, visitors can enjoy outdoor recreation in the state's 121 state parks, with opportunities for hiking, rock climbing, fishing, and wildlife watching. Lancaster County offers scenic farmland and picturesque countryside and is home to America's oldest Amish settlement. Here, visitors can learn about Amish traditions and culture, where many aspects of daily life continue to reflect customs that have been maintained for generations.