29 days in New York City, Pittsburgh & Nashville Itinerary

29 days in New York City, Pittsburgh & Nashville Itinerary

Created using Inspirock United States planner

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Route & dates

29 days in New York City, Pittsburgh & Nashville Itinerary

Start: San Francisco
Fly + bus:  8​h 45​min
1
New York City
— 5 nights
Fly:  4​h 15​min
2
Pittsburgh
— 5 nights
Fly:  4​h
3
Nashville
— 17 nights
Fly:  7​h
End: Oakland

5
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Visit Allaire State Park and Boscobel House and Gardens for their historical value. Discover out-of-the-way places like Ponquogue Beach and Ocean Grove Beach. Explore the numerous day-trip ideas around New York City: Historic Huguenot Street (in New Paltz), Our Lady of Grace Roman Catholic Church (in West Babylon) and TWA Flight 800 International Memorial (in Shirley). There's much more to do: step off the mainland to explore Fire Island National Seashore, explore the world behind art at Michener Art Museum, and explore the historical opulence of Fonthill Castle.

To find photos, where to stay, reviews, and tourist information, use the New York City day trip tool .

San Francisco to New York City is an approximately 9-hour combination of flight and bus. You can also fly; or drive. You'll lose 3 hours traveling from San Francisco to New York City due to the time zone difference. In May, daily temperatures in New York City can reach 69°F, while at night they dip to 55°F. Finish your sightseeing early on the 3rd (Mon) to allow enough time to travel to Pittsburgh.

Things to do in New York City

Historic Sites Beaches Outdoors

Side Trips

Doylestown, Allaire State Park, Our Lady of Grace Roman Catholic Church, Fire Island National Seashore, Boscobel House and Gardens
Highlights from your plan
Historic Huguenot Street ©
Historic Huguenot Street
Allaire State Park ©
Allaire State Park

5
nights
Pittsburgh

Pittsburgh ©
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.
You'll explore the less-touristy side of things at Deer Creek Winery and Fort Necessity National Battlefield. Your inner history buff will appreciate Flight 93 Memorial Chapel and Fort Ligonier. Explore Pittsburgh's surroundings by going to Gervasi Vineyard (in Canton), Cucumber Falls (in Ohiopyle) and Lincoln Highway Experience (in Latrobe). Next up on the itinerary: take in the architecture and atmosphere at St Paul Cathedral, take in the views from Roberto Clemente Bridge (Sixth Street Bridge), sample the tasty concoctions at East End Brewing Company, and explore the engaging exhibits at Children's Museum of Pittsburgh.

Make your Pittsburgh itinerary with Inspirock to find out what to see and where to go.

Fly from New York City to Pittsburgh in 4.5 hours. Alternatively, you can fly; or drive. In June in Pittsburgh, expect temperatures between 79°F during the day and 62°F at night. Wrap up your sightseeing on the 8th (Sat) early enough to travel to Nashville.

Things to do in Pittsburgh

Wineries Historic Sites Museums

Side Trips

Lincoln Highway Experience, Gervasi Vineyard, Flight 93 Memorial Chapel, Cucumber Falls, Fort Ligonier
Highlights from your plan
Deer Creek Winery ©
Deer Creek Winery
Flight 93 Memorial Chapel ©
Flight 93 Memorial Chapel
Fort Necessity National Battlefield ©

17
nights
Nashville

Nashville ©
Known as the capital of country music, the thriving city of Nashville combines old-world southern charm with a progressive urban flair.
Deepen your sense of the past at sights like Lotz House Museum and Surrender House - Dover Hotel. You'll explore the less-touristy side of things at Fort Donelson National Cemetery and Fort Donelson National Battlefield. Change things up with these side-trips from Nashville: George Dickel Distillery (in Tullahoma), Franklin (McGavock Confederate Cemetery, St. Paul's Episcopal Church, & more) and Murfreesboro (Stones River National Battlefield & Cannonsburgh Village). The adventure continues: steep yourself in history at Milky Way Farm, explore the fascinating underground world of Diamond Caverns, admire the landmark architecture of Wynnewood, and identify plant and animal life at Old Stone Fort State Archaeological Park.

To see other places to visit, ratings, where to stay, and more tourist information, refer to the Nashville road trip app .

You can fly from Pittsburgh to Nashville in 4 hours. Alternatively, you can drive; or take a bus. Traveling from Pittsburgh to Nashville, you'll gain 1 hour due to the time zone difference. Traveling from Pittsburgh in June, expect nights in Nashville to be about the same, around 67°F, while days are somewhat warmer, around 88°F. You will have some time to spend on the 25th (Tue) before leaving for home.

Things to do in Nashville

Historic Sites Museums Parks

Side Trips

Franklin, Dover, Hopkinsville, Murfreesboro, President James K. Polk Home & Museum
Highlights from your plan
Lotz House Museum ©
Lotz House Museum
Nelson's Green Brier Distillery ©
Nelson's Green Brier Distillery
Fort Donelson National Battlefield ©
Fort Donelson National Battlefield

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