16 days in Portland & Pennsylvania Itinerary

16 days in Portland & Pennsylvania Itinerary

Created using Inspirock United States trip maker

Make it your trip
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Portland
— 4 nights
Fly
2
Pittsburgh
— 2 nights
Fly
3
Philadelphia
— 4 nights
Drive
4
Lancaster
— 2 nights
Drive
5
Gettysburg
— 3 nights
Fly

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Portland

— 4 nights

City of Roses

A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
Get out of town with these interesting Portland side-trips: Multnomah Falls (in Bridal Veil), Schreiner's Iris Gardens (in Salem) and Cannon Beach (Haystack Rock & Ecola State Park). Next up on the itinerary: contemplate the waterfront views at Columbia River Gorge National Scenic Area, take in nature's colorful creations at Portland Japanese Garden, get outside with Portland Timbers, and stop by Powell's City of Books.

Inspirock's itinerary builder makes planning a Portland trip simple and quick.

Use the Route module to find suitable travel options from your home destination to Portland. In May in Portland, expect temperatures between 70°F during the day and 51°F at night. Wrap up your sightseeing by early afternoon on the 20th (Fri) to allow time for the flight to Pittsburgh.

Things to do in Portland

Parks · Nature · Outdoors · Wildlife

Side Trips

Find places to stay May 16 — 20:

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.
On the 21st (Sat), examine the collection at Bicycle Heaven, get a variety of perspectives on a duck tour, and then take in the awesome beauty at Mount Washington. On the 22nd (Sun), you'll have a packed day of sightseeing: observe the fascinating underwater world at Pittsburgh Zoo & PPG Aquarium and then admire the natural beauty at Phipps Conservatory and Botanical Gardens.

To see maps, traveler tips, other places to visit, and other tourist information, go to the Pittsburgh online tour itinerary planner.

You can fly from Portland to Pittsburgh in 7.5 hours. Alternatively, you can drive; or take a train. Due to the time zone difference, you'll lose 3 hours traveling from Portland to Pittsburgh. In May, plan for daily highs up to 72°F, and evening lows to 53°F. Wrap up your sightseeing on the 22nd (Sun) early enough to fly to Philadelphia.

Things to do in Pittsburgh

Parks · Neighborhoods · Historic Sites · Museums
Find places to stay May 20 — 22:

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.
Explore the numerous day-trip ideas around Philadelphia: Longwood Gardens (in Kennett Square) and Dowlin Forge Park (in Downingtown). The adventure continues: contemplate the long history of Independence Hall, stroll around Franklin Square, see the interesting displays at The Franklin Institute, and get engrossed in the history at Eastern State Penitentiary.

To find photos, where to stay, and tourist information, use the Philadelphia online travel route planner.

Traveling by flight from Pittsburgh to Philadelphia takes 3 hours. Alternatively, you can drive; or take a bus. May in Philadelphia sees daily highs of 74°F and lows of 56°F at night. Finish your sightseeing early on the 26th (Thu) so you can drive to Lancaster.

Things to do in Philadelphia

Side Trips

Find places to stay May 22 — 26:

Lancaster

— 2 nights

Red Rose City

The heart of Pennsylvania's famous "Dutch Country," Lancaster is one of the nation's oldest inland cities, founded in 1730.
On the 27th (Fri), contemplate the long history of The Amish Farm and House, get in on the family fun at Hersheypark, and then stop by Kitchen Kettle Village. Get ready for a full day of sightseeing on the next day: get in on the family fun at Dutch Wonderland, take an in-depth tour of Railroad Museum of Pennsylvania, then relax in the rural setting at Old Windmill Farm, and finally make a trip to Andy Smith, Artist.

To see where to stay, more things to do, ratings, and tourist information, refer to the Lancaster trip itinerary maker site.

Drive from Philadelphia to Lancaster in 2 hours. Alternatively, you can take a train. In May in Lancaster, expect temperatures between 72°F during the day and 52°F at night. Wrap up your sightseeing on the 28th (Sat) early enough to drive to Gettysburg.

Things to do in Lancaster

Theme Parks · Historic Sites · Museums · Shopping

Side Trips

Find places to stay May 26 — 28:

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.
Gettysburg is known for historic sites, museums, and fun & games. Your trip includes some of its best attractions: stroll around Gettysburg National Military Park, explore the different monuments and memorials at Gettysburg National Cemetery, appreciate the extensive heritage of Shriver House Museum, and explore the striking landscape at Devils Den.

To find maps, more things to do, where to stay, and more tourist information, use the Gettysburg trip itinerary website.

You can drive from Lancaster to Gettysburg in 1.5 hours. Another option is to do a combination of train and bus. In May, daytime highs in Gettysburg are 71°F, while nighttime lows are 53°F. Finish up your sightseeing early on the 31st (Tue) so you can catch the flight back home.

Things to do in Gettysburg

Historic Sites · Tours · Parks · Museums
Find places to stay May 28 — 31:

Pennsylvania travel guide

4.3
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.