5 days in Pennsylvania Itinerary

5 days in Pennsylvania Itinerary

Created using Inspirock Pennsylvania trip maker

Make it your trip
Fly
1
Gettysburg
— 1 night
Drive
2
Philadelphia
— 3 nights
Fly

S M T W T F S
24
25
26
27
28
29
30
31
1
2
3
4
5
6

Gettysburg

— 1 night
Located near the memorial park marking the site of one of the largest Civil War battles, the town of Gettysburg sits in a landscape of rolling green hills with views of the Blue Ridge Mountains in the distance.
Kick off your visit on the 27th (Wed): get answers to all your questions at Gettysburg National Military Park Museum & Visitor Center, then get to know the fascinating history of Shriver House Museum, and then take a pleasant ride with a tour on horseback. On the next day, delve into the lush surroundings at Michaux State Forest, explore the striking landscape at Devils Den, and then witness the site of a historic battle at Gettysburg National Military Park.

For ratings, traveler tips, reviews, and more tourist information, read our Gettysburg driving holiday planner.

Orlando to Gettysburg is an approximately 4-hour flight. You can also drive; or take a bus. Traveling from Orlando in October, you will find days in Gettysburg are a bit cooler (67°F), and nights are cooler (48°F). Finish up your sightseeing early on the 28th (Thu) so you can go by car to Philadelphia.

Things to do in Gettysburg

Parks · Nature · Historic Sites · Museums

Side Trip

Philadelphia

— 3 nights

The City of Brotherly Love

Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S. democracy, as it was once the meeting place for the country's Founding Fathers.
Escape the urban bustle at Valley Forge National Historical Park and Captain Ron's Diving. Popular historic sites such as Independence Hall and Logan Circle are in your itinerary. Step out of Philadelphia to go to Chester Springs and see The Mill at Anselma, which is approximately 46 minutes away. The adventure continues: take an in-depth tour of Eastern State Penitentiary, stroll through Fort Washington State Park, trek along Schuylkill River Trail, and admire the masterpieces at Barnes Foundation.

To find more things to do, maps, reviews, and tourist information, refer to the Philadelphia trip planner.

Drive from Gettysburg to Philadelphia in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In October in Philadelphia, expect temperatures between 69°F during the day and 53°F at night. Wrap up your sightseeing on the 31st (Sun) early enough to fly back home.

Things to do in Philadelphia

Wildlife · Parks · Outdoors · Historic Sites

Side Trips

Pennsylvania travel guide

4.3
History Museums · Casinos · Specialty Museums
The Keystone State
One of the country's 13 original founding states, Pennsylvania contains a balance of modern cities and fertile fields. A rich and varied state with a colorful history dating back to colonial times, it remains a worthy holiday destination with its well-preserved 19th-century battle sites and memorial parks. This diverse land is home to pristine forests and rugged mountain regions. For an urban experience, visit the state's university cities, offering numerous tourist attractions as well as thriving music, performance, art, and culinary scenes. The region's Amish country provides a weekend getaway in a picturesque setting of quaint towns surrounded by rolling hills and fertile farmland.