10 days in New York State Itinerary

10 days in New York State Itinerary

Created using Inspirock New York State trip builder
Make it your trip
Fly to Greater Rochester International Airport, Drive to Penn Yan
1
Penn Yan
— 2 nights
Drive
2
Cooperstown
— 2 nights
Drive
3
New York City
— 3 nights
Drive
4
Southold
— 1 night
Drive to John F Kennedy International Airport, Fly to Honolulu

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Penn Yan — 2 nights

Penn Yan is an incorporated village in Yates County, New York, United States. Start off your visit on the 29th (Thu): do a tasting at Hunt Country Vineyards, learn about winemaking at Keuka Lake Wine Trail, then do a tasting at McGregor Vineyard, and finally admire the majestic nature at Watkins Glen State Park. Here are some ideas for day two: pick up some new knowledge with Hands On Glass Studio, then examine the collection at Corning Museum of Glass, and then do a tasting at Lime Berry Winery.

To see where to stay, more things to do, maps, and more tourist information, read our Penn Yan travel route website.

Honolulu to Penn Yan is an approximately 14.5-hour combination of flight and car. Traveling from Honolulu to Penn Yan, you'll lose 5 hours due to the time zone difference. Traveling from Honolulu in July, expect Penn Yan to be slightly colder, temps between 32°C and 19°C. Wrap up your sightseeing on the 31st (Sat) early enough to travel to Cooperstown.
Museums · Wineries · Nature · Parks
Side Trips

Cooperstown — 2 nights

Best known as the home of the National Baseball Hall of Fame and Museum, Cooperstown embraces Americana.
On the 31st (Sat), tee off at Leatherstocking Golf Course and then see the interesting displays at The Farmers' Museum. Here are some ideas for day two: see the interesting displays at National Baseball Hall of Fame and Museum, do a tasting at Rustic Ridge Winery, and then stop by Beekman 1802 Kindness Shop.

To find traveler tips, reviews, and tourist information, read our Cooperstown trip itinerary planner.

Traveling by car from Penn Yan to Cooperstown takes 3 hours. In July in Cooperstown, expect temperatures between 31°C during the day and 18°C at night. Finish your sightseeing early on the 2nd (Mon) to allow enough time to drive to New York City.
Museums · Golf · Outdoors · Wineries
Side Trips

New York City — 3 nights

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
9/11 Memorial and Ellis Island will appeal to museum buffs. Get a sense of the local culture at The Metropolitan Museum of Art and New York Public Library. The adventure continues: take in the architecture and atmosphere at St. Patrick's Cathedral, get a new perspective on nature at American Museum of Natural History, get a taste of the local shopping with Fifth Avenue, and make a trip to Times Square.

For other places to visit, traveler tips, photos, and other tourist information, read New York City trip itinerary planner.

You can drive from Cooperstown to New York City in 4 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Traveling from Cooperstown in August, New York City is a bit warmer at night with lows of 25°C. Finish your sightseeing early on the 5th (Thu) to allow enough time to travel to Southold.
Museums · Historic Sites · Neighborhoods · Shopping

Southold — 1 night

The Town of Southold is one of ten towns in Suffolk County, New York, United States. Kick off your visit on the 5th (Thu): learn about winemaking at Mattebella Vineyards and then tour the pleasant surroundings at Cooper's Beach. Get ready for a full day of sightseeing on the 6th (Fri): steep yourself in history at Pollock-Krasner House and Study Center and then kick back and relax at Orient Beach State Park.

Quickly create a custom-made itinerary for Southold using our trip planner.

Getting from New York City to Southold by car takes about 2 hours. Traveling from New York City in August, things will get slightly colder in Southold: highs are around 29°C and lows about 20°C. Wrap up your sightseeing on the 6th (Fri) early enough to travel back home.
Parks · Beaches · Outdoors · Nature
Side Trips

New York State travel guide

4.5
Scenic Walking Areas · Observation Decks · Historic Sites
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.