16 days in Pennsylvania Itinerary
Created using Klarna Trips Pennsylvania trip itinerary builder
Start: Sydney
Fly
1
Pittsburgh
— 2 nights
Drive
2
Mill Run
— 1 night
Drive
3
Gettysburg
— 3 nights
Drive
4
Intercourse
— 3 nights
Drive
5
Philadelphia
— 4 nights
Fly
End: Sydney
Fri, Oct 20 - Sat, Nov 4
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Pittsburgh — 2 nights
City of Bridges
Known primarily for its steel-related heritage and 446 bridges, Pittsburgh sits at the confluence of the Monongahela and Allegheny Rivers, which meet to form the Ohio River.Change things up with a short trip to J&D Cellars in Eighty Four (about 38 minutes away). The adventure continues: visit Strip District, tour the pleasant surroundings at Phipps Conservatory and Botanical Gardens, look for gifts at Pennsylvania Macaroni Company, and take a stroll through Mount Washington.
To find ratings, maps, photos, and tourist information, go to the Pittsburgh road trip app.
Sydney, Australia to Pittsburgh is an approximately 25-hour flight. You'll gain 15 hours traveling from Sydney to Pittsburgh due to the time zone difference. Traveling from Sydney in October, things will get little chillier in Pittsburgh: highs are around 21°C and lows about 10°C. Cap off your sightseeing on the 22nd (Sun) early enough to go by car to Mill Run.
Side Trip
Find places to stay Oct 20 — 22:
Highlights from your trip
Mill Run — 1 night

Springfield Township is a township in Fayette County, Pennsylvania, United States. Start off your visit on the 23rd (Mon): steep yourself in history at Fallingwater, admire the landmark architecture of Kentuck Knob, and then admire the striking features of Frank Lloyd Wright's Duncan House at Polymath Park Resort.
To see maps, photos, other places to visit, and other tourist information, go to the Mill Run road trip planning tool.
Drive from Pittsburgh to Mill Run in 1.5 hours. Alternatively, you can do a combination of train and taxi; or do a combination of bus and taxi. In October, plan for daily highs up to 20°C, and evening lows to 8°C. Finish your sightseeing early on the 23rd (Mon) so you can drive to Gettysburg.
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To see maps, photos, other places to visit, and other tourist information, go to the Mill Run road trip planning tool.
Drive from Pittsburgh to Mill Run in 1.5 hours. Alternatively, you can do a combination of train and taxi; or do a combination of bus and taxi. In October, plan for daily highs up to 20°C, and evening lows to 8°C. Finish your sightseeing early on the 23rd (Mon) so you can drive to Gettysburg.
Side Trips
Find places to stay Oct 22 — 23:
Highlights from your trip
Gettysburg — 3 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.Head to Brown's Orchards and Farm Market and The Christmas Hausfor plenty of shopping. There's still lots to do: witness the site of a historic battle at Gettysburg National Military Park, go on a hair-raising tour with a ghost and vampire tour, learn about winemaking at Adams County Winery, and indulge your taste buds at Savor Gettysburg Food Tours.
To see ratings, where to stay, photos, and tourist information, use the Gettysburg trip maker website.
Traveling by car from Mill Run to Gettysburg takes 3 hours. Alternatively, you can do a combination of taxi, train, and bus; or do a combination of taxi and bus. Expect a daytime high around 22°C in October, and nighttime lows around 10°C. Finish your sightseeing early on the 26th (Thu) to allow enough time to drive to Intercourse.
Side Trips
Find places to stay Oct 23 — 26:
Highlights from your trip
Intercourse — 3 nights
Intercourse is an unincorporated village and census-designated place in Leacock Township, Lancaster County in the U.S. state of Pennsylvania, east of Lancaster on Pennsylvania Route 340. Shop till you drop at Kitchen Kettle Village and Brecknock Orchard. Explore the numerous day-trip ideas around Intercourse: Manatawny Creek Winery (in Douglassville) and Pine Hills Antique Mall (in Reinholds). Next up on the itinerary: relax in the rural setting at Old Windmill Farm, make a trip to Erbs Covered Bridge, do a tasting at Allegro Winery Strasburg, and browse the range of quality goods at Good's Store.
For where to stay, reviews, more things to do, and other tourist information, read our Intercourse road trip site.
Drive from Gettysburg to Intercourse in 1.5 hours. Alternatively, you can do a combination of bus, train, and taxi. In October in Intercourse, expect temperatures between 22°C during the day and 9°C at night. Wrap up your sightseeing on the 29th (Sun) to allow time to drive to Philadelphia.
more
For where to stay, reviews, more things to do, and other tourist information, read our Intercourse road trip site.
Drive from Gettysburg to Intercourse in 1.5 hours. Alternatively, you can do a combination of bus, train, and taxi. In October in Intercourse, expect temperatures between 22°C during the day and 9°C at night. Wrap up your sightseeing on the 29th (Sun) to allow time to drive to Philadelphia.
Side Trips
Find places to stay Oct 26 — 29:
Highlights from your trip
Philadelphia — 4 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.Do your shopping at Reading Terminal Market and Rittenhouse Square. Get out of town with these interesting Philadelphia side-trips: Brandywine River Museum of Art (in Chadds Ford), Longwood Gardens (in Kennett Square) and The Justice Bell (in King of Prussia). There's still lots to do: try to win big at Harrah's Philadelphia, get thoroughly spooked out with a ghost and vampire tour, ponder the world of politics at Independence Hall, and explore the world behind art at Philadelphia Museum of Art.
To see maps, traveler tips, more things to do, and tourist information, use the Philadelphia day trip planning app.
Drive from Intercourse to Philadelphia in 1.5 hours. Alternatively, you can take a train. Traveling from Intercourse in October, you can expect nighttime temperatures to be somewhat warmer in Philadelphia, with lows of 13°C. Cap off your sightseeing on the 2nd (Thu) early enough to catch the flight back home.
Side Trips
Find places to stay Oct 29 — Nov 2:
Highlights from your trip
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Pennsylvania travel guide
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.