28 days in New York State Itinerary

28 days in New York State Itinerary

Created using Inspirock New York State trip itinerary planner

Make it your trip
+2
Drive to John F Kennedy International Airport, Fly to Buffalo Niagara International Airport, Drive to Niagara Falls
1
Niagara Falls
— 5 nights
Drive
2
Watkins Glen
— 3 nights
Drive
3
New York City
— 16 nights
Drive
4
Southampton
— 3 nights
Drive

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Niagara Falls

— 5 nights

Honeymoon Capital of the World

The city of Niagara Falls houses the U.S. half of the famous waterfall that straddles the border between Canada and the United States.
You'll explore and learn at Niagara Power Project Visitors Center and Niagara Science Museum. Discover out-of-the-way places like Niagara Falls and Tifft Nature Preserve. Explore the numerous day-trip ideas around Niagara Falls: Our Lady of Victory National Shrine & Basilica (in Lackawanna), Patriots and Heroes Park (in Williamsville) and Kutter's Cheese Factory Store (in Corfu). There's lots more to do: explore the fascinating underground world of Cave of the Winds, tour the pleasant surroundings at Devil's Hole State Park, trek along Niagara Wine Trail USA, and do a tasting at A Gust of Sun Winery & Vineyard.

To find traveler tips, where to stay, and tourist information, refer to the Niagara Falls trip app.

Smithtown to Niagara Falls is an approximately 5.5-hour combination of car and flight. You can also drive; or do a combination of car and flight. In May in Niagara Falls, expect temperatures between 24°C during the day and 11°C at night. Wrap up your sightseeing on the 19th (Wed) early enough to drive to Watkins Glen.

Things to do in Niagara Falls

Parks · Nature · Trails · Outdoors

Side Trips

Watkins Glen

— 3 nights
Watkins Glen is a village in Schuyler County, New York, United States. Step off the beaten path and head to Watkins Glen State Park and Heritage Village of the Southern Finger Lakes. Get some cultural insight at Silver Springs Winery L.L.C. and Corning Airport and National Wartime Museum. Explore Watkins Glen's surroundings by going to Hunt Country Vineyards (in Branchport) and Garrett Memorial Chapel (in Keuka Park). And it doesn't end there: take in the exciting artwork at Vitrix Hot Glass Studio, take an in-depth tour of International Motor Racing Research Center, do a tasting at Weis Vineyards, and get a taste of the local shopping with West End Gallery.

For photos, reviews, other places to visit, and tourist information, you can read our Watkins Glen online holiday planner.

You can drive from Niagara Falls to Watkins Glen in 3 hours. Alternatively, you can do a combination of train, bus, and taxi; or take a bus. May in Watkins Glen sees daily highs of 26°C and lows of 9°C at night. Wrap up your sightseeing on the 22nd (Sat) early enough to drive to New York City.

Things to do in Watkins Glen

Museums · Wineries · Historic Sites · Parks

Side Trips

New York City

— 16 nights

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.
Step out of the city life by going to Edwin B. Forsythe National Wildlife Refuge and Kismet Beach. Do some cultural sightseeing at The Metropolitan Museum of Art and St. Patrick's Cathedral. Get out of town with these interesting New York City side-trips: Main Avenue Galleria (in Ocean Grove), Valley Forge National Historical Park (in Valley Forge) and Philadelphia (Independence Hall, Liberty Bell Center, &more). There's still lots to do: get to know the fascinating history of Brooklyn Heights Promenade, pause for some photo ops at 9/11 Memorial, explore the world behind art at The Museum of Modern Art (MoMA), and wander the streets of Greenwich Village.

To see ratings, photos, traveler tips, and other tourist information, read New York City trip builder.

Drive from Watkins Glen to New York City in 4.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. Traveling from Watkins Glen in May, plan for somewhat warmer nights in New York City, with lows around 15°C. Cap off your sightseeing on the 7th (Mon) early enough to go by car to Southampton.

Things to do in New York City

Museums · Parks · Historic Sites · Neighborhoods

Side Trips

Southampton

— 3 nights
Discover out-of-the-way places like Cooper's Beach and Elizabeth A. Morton National Wildlife Refuge. Get a sense of the local culture at Southampton History Museum and Pellegrini Vineyards. Change things up with these side-trips from Southampton: Cutchogue (Alex Ferrone Gallery & McCall Wines) and Woodside Orchards (in Aquebogue).

For ratings, reviews, and other tourist information, use the Southampton tour planner.

Traveling by car from New York City to Southampton takes 2 hours. In June, Southampton is little chillier than New York City - with highs of 26°C and lows of 18°C. Cap off your sightseeing on the 10th (Thu) early enough to travel back home.

Things to do in Southampton

Parks · Outdoors · Beaches · Wineries

Side Trips

New York State travel guide

4.5
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.