7 days in Waukesha & Pennsylvania Itinerary

7 days in Waukesha & Pennsylvania Itinerary

Created using Inspirock United States trip itinerary planner

Make it your trip
— 1 night
Drive to General Mitchell International Airport, Fly to Baltimore/Washington International Thurgood Marshall Airport, Drive to Gettysburg
— 2 nights
— 3 nights



— 1 night
Waukesha is a city in and the county seat of Waukesha County, Wisconsin. Kick off your visit on the 17th (Sat): pick up some local products at Waukesha Farmers' Market, kick back and relax at Bartel's Beach, and then grab your bike and head to Glacial River Bike Trail.

To see traveler tips, where to stay, other places to visit, and tourist information, refer to the Waukesha visit planner.

Rochester to Waukesha is an approximately 4-hour car ride. You can also do a combination of car and flight. In July, daily temperatures in Waukesha can reach 77°F, while at night they dip to 58°F. Wrap up your sightseeing by early afternoon on the 18th (Sun) to allow enough time to travel to Gettysburg.

Things to do in Waukesha

Outdoors · Parks · Trails · Beaches

Side Trips

Highlights from your trip


— 2 nights
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.
On the 19th (Mon), get advice or help at Gettysburg National Military Park Museum & Visitor Center, stroll the grounds of Gettysburg National Cemetery, then witness the site of a historic battle at Gettysburg National Military Park, and finally get thoroughly spooked out with a ghost and vampire tour. Get ready for a full day of sightseeing on the next day: steep yourself in history at Little Round Top, take in the dramatic natural features at Devils Den, then appreciate the extensive heritage of Shriver House Museum, and finally take a pleasant ride with a tour on horseback.

To find more things to do, maps, other places to visit, and other tourist information, refer to the Gettysburg day trip app.

The Route module can help you plan travel from Waukesha to Gettysburg. Traveling from Waukesha to Gettysburg, you'll lose 1 hour due to the time zone difference. Plan for a bit warmer temperatures traveling from Waukesha in July, with highs in Gettysburg at 84°F and lows at 66°F. Finish your sightseeing early on the 20th (Tue) to allow enough time to drive to Philadelphia.

Things to do in Gettysburg

Historic Sites · Tours · Museums · Parks


— 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.
Take a break from Philadelphia with a short trip to Longwood Gardens in Kennett Square, about 52 minutes away. Next up on the itinerary: ponder the world of politics at Independence Hall, examine the collection at National Constitution Center, explore the world behind art at Philadelphia Museum of Art, and contemplate the long history of Liberty Bell Center.

To see maps, reviews, where to stay, and other tourist information, read our Philadelphia route planner.

You can drive from Gettysburg to Philadelphia in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect somewhat warmer evenings in Philadelphia when traveling from Gettysburg in July, with lows around 72°F. Finish your sightseeing early on the 23rd (Fri) so you can fly back home.

Things to do in Philadelphia

Museums · Parks · Historic Sites · Casinos

Side Trips

Pennsylvania travel guide

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.