3 days in New York State Itinerary

3 days in New York State Itinerary

Created using Inspirock New York State sightseeing planner

Make it your trip
New York City
— 1 night
Penn Yan
— 1 night
Drive to Greater Rochester International Airport, Fly to Chicago Midway International Airport


New York City

— 1 night

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
On the 25th (Sun), wander the streets of Times Square.

To see ratings, more things to do, other places to visit, and more tourist information, use the New York City trip itinerary app.

Chicago to New York City is an approximately 5.5-hour flight. You can also drive; or take a bus. Traveling from Chicago to New York City, you'll lose 1 hour due to the time zone difference. In August, daily temperatures in New York City can reach 84°F, while at night they dip to 71°F. Wrap up your sightseeing on the 26th (Mon) early enough to travel to Penn Yan.

Things to do in New York City

Parks · Historic Sites · Museums · Neighborhoods

Penn Yan

— 1 night
Penn Yan is an incorporated village in Yates County, New York, United States. You've now added Seneca Lake to your itinerary. Kick off your visit on the 27th (Tue): stroll through Parish Glen / Conklin Gully, then don't miss a visit to The Arts Center of Yates County, then explore the activities along Seneca Lake, and finally look for gifts at The Keuka Candy Emporium.

To find reviews, maps, ratings, and more tourist information, read our Penn Yan trip itinerary builder site.

Traveling by car from New York City to Penn Yan takes 5 hours. Alternatively, you can do a combination of flight and car. Plan for slightly colder temperatures traveling from New York City in August, with highs in Penn Yan at 79°F and lows at 60°F. Finish up your sightseeing early on the 27th (Tue) so you can travel back home.

Things to do in Penn Yan

Parks · Nature · Trails · Outdoors

Side Trips

New York State travel guide

Observation Decks · Scenic Walking Areas · Monuments
The Empire State
Home to the country's most populous city, the state of New York is a major gateway for immigration into the United States, but also one of the nation's prime holiday destinations. Take a trip down the state's numerous wilderness trails and scenic roads to visit quaint small towns, sandy beaches, historical estates, and artist colonies. Though the majority of visitors head for the big-city restaurants, theaters, and museums, you can venture deeper into the rugged and remote mountain areas to discover a world of picturesque forests, rivers, mountains, and lakes. New York also boasts the nation's largest forest preserve, encompassing much of the northeastern lobe of the state.