56 days in New York State Itinerary

Created using Inspirock New York State vacation planner
Make it your trip
Fly to John F Kennedy International Airport, Drive to Southold
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Southold
— 4 nights
Drive
2
Ticonderoga
— 3 nights
Drive
3
Lake Placid
— 6 nights
Drive
4
Blue Mountain Lake
— 4 nights
Drive
5
Alexandria Bay
— 5 nights
Drive
6
Niagara Falls
— 6 nights
Drive
7
Watkins Glen
— 5 nights
Drive
8
Kerhonkson
— 5 nights
Drive
9
Cold Spring
— 6 nights
Drive
10
New York City
— 11 nights
Fly to London Heathrow, Train to Exeter

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Southold — 4 nights

The Town of Southold is one of ten towns in Suffolk County, New York, United States. Explore Southold's surroundings by going to Shrine of Our Lady of the Island (in Manorville), Holtsville Ecology Site (in Holtsville) and Long Island Maritime Museum (in West Sayville). There's still lots to do: awaken your taste buds at some of the top wineries in the area, make a trip to Congregation Tifereth Israel, experience rural life at Goodale Farms, and learn about winemaking at Coffee Pot Cellars Tasting Room.

To find more things to do, traveler tips, and tourist information, refer to the Southold route planner.

Exeter, UK to Southold is an approximately 15-hour combination of flight and car. The time zone difference when traveling from Exeter to Southold is minus 5 hours. Expect a daytime high around 26°C in September, and nighttime lows around 17°C. Cap off your sightseeing on the 9th (Fri) early enough to go by car to Ticonderoga.
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Wineries · Historic Sites · Parks · Museums
Side Trips

Ticonderoga — 3 nights

Ticonderoga is a town in Essex County, New York, United States. Get out of town with these interesting Ticonderoga side-trips: Bolton Landing (Adirondack Winery, Rogers Memorial Park, &more) and Black Mountain (in Whitehall). There's much more to do: get curious at Star Trek Original Series Set Tour, get advice or help at The Hancock House, brush up on your military savvy at Fort Ticonderoga, and see what you can catch with Freshwater Therapy.

For traveler tips, other places to visit, maps, and tourist information, go to the Ticonderoga day trip planner.

Drive from Southold to Ticonderoga in 6 hours. Alternatively, you can drive. Traveling from Southold in September, expect a bit cooler with lows of 12°C in Ticonderoga. Finish up your sightseeing early on the 12th (Mon) so you can go by car to Lake Placid.
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Parks · Museums · Outdoors · Trails
Side Trips

Lake Placid — 6 nights

Lake Placid is a village in the Adirondack Mountains in Essex County, New York, United States. Venture out of the city with trips to Plattsburgh (The War of 1812 Museum & Country Dreams Farm), Keeseville (Mace Chasm Farm & Ausable Brewing Company) and Asgaard Farm & Dairy (in Au Sable Forks). The adventure continues: explore the activities along Mirror Lake, steep yourself in history at Saranac Laboratory Museum, identify plant and animal life at Adirondack Mountains, and head outdoors with Henry's Woods.

To see ratings, where to stay, and more tourist information, read our Lake Placid online trip builder.

Traveling by car from Ticonderoga to Lake Placid takes 1.5 hours. Traveling from Ticonderoga in September, Lake Placid is little chillier at night with lows of 5°C. Wrap up your sightseeing on the 18th (Sun) to allow time to drive to Blue Mountain Lake.
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Parks · Nature · Outdoors · Trails
Side Trips

Blue Mountain Lake — 4 nights

Blue Mountain Lake is a rural hamlet in the Town of Indian Lake of Hamilton County, New York at the intersection of New York Routes 28 and 30. You'll find plenty of places to visit near Blue Mountain Lake: Camp Santanoni (in Newcomb), Arrowhead Park (in Inlet) and Old Forge (Bald Mountain, Moose River Farm, &more). The adventure continues: browse the exhibits of Adirondack Experience, The Museum on Blue Mountain Lake, contemplate the waterfront views at Blue Mountain Lake, take in the dramatic scenery at Buttermilk Falls, and identify plant and animal life at Lake Lila Primitive Area.

For other places to visit, reviews, more things to do, and tourist information, you can read our Blue Mountain Lake online trip itinerary maker.

Getting from Lake Placid to Blue Mountain Lake by car takes about 1.5 hours. In September in Blue Mountain Lake, expect temperatures between 24°C during the day and 5°C at night. Finish your sightseeing early on the 22nd (Thu) to allow enough time to drive to Alexandria Bay.
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Parks · Historic Sites · Nature · Wildlife
Side Trips

Alexandria Bay — 5 nights

Alexandria Bay is a village in Jefferson County, New York, United States. You'll find plenty of places to visit near Alexandria Bay: Stone Valley Trail (in Colton), River Myst Winery (in Ogdensburg) and Grasse River Heritage Trail (in Canton). There's still lots to do: head off the coast to Antique Boat Museum, trek along Seaway Trail, stroll around Scenic View Park, and contemplate the waterfront views at Salmon River.

To find more things to do, maps, reviews, and other tourist information, go to the Alexandria Bay trip planning app.

You can drive from Blue Mountain Lake to Alexandria Bay in 3 hours. Traveling from Blue Mountain Lake in September, expect somewhat warmer with lows of 13°C in Alexandria Bay. Finish your sightseeing early on the 27th (Tue) so you can drive to Niagara Falls.
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Parks · Nature · Trails · Outdoors
Side Trips

Niagara Falls — 6 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 find plenty of places to visit near Niagara Falls: Richardson Olmsted Campus (in Buffalo) and Our Lady of Victory National Shrine & Basilica (in Lackawanna). Next up on the itinerary: Head underground at Cave of the Winds, do a tasting at A Gust of Sun Winery & Vineyard, go for a walk through Goat Island, and get some thrills on the water with Niagara Jet City Cruises.

To see photos, traveler tips, more things to do, and tourist information, refer to the Niagara Falls road trip site.

You can drive from Alexandria Bay to Niagara Falls in 4.5 hours. Alternatively, you can do a combination of car and train; or do a combination of car, train, and bus. In September, daily temperatures in Niagara Falls can reach 28°C, while at night they dip to 15°C. Wrap up your sightseeing on the 3rd (Mon) to allow time to drive to Watkins Glen.
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Parks · Nature · Outdoors · Trails
Side Trips

Watkins Glen — 5 nights

Watkins Glen is a village in Schuyler County, New York, United States. Explore Watkins Glen's surroundings by going to Boundary Breaks Vineyard (in Lodi), Bath National Cemetery (in Bath) and Lively Run Dairy (in Interlaken). There's lots more to do: admire the majestic nature at Watkins Glen State Park, learn about winemaking at Silver Springs Winery L.L.C., explore the activities along Keuka Lake, and relax in the rural setting at Wohlschlegel's Naples Maple Farm.

To see reviews, more things to do, maps, and other tourist information, you can read our Watkins Glen trip maker tool.

Getting from Niagara Falls to Watkins Glen by car takes about 3 hours. Other options: do a combination of train, bus, and taxi; or take a bus. In October, daytime highs in Watkins Glen are 20°C, while nighttime lows are 6°C. Finish your sightseeing early on the 8th (Sat) to allow enough time to drive to Kerhonkson.
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Wineries · Museums · Parks · Nature
Side Trips

Kerhonkson — 5 nights

Kerhonkson is a hamlet (and census-designated place) in Ulster County, New York, United States. Explore Kerhonkson's surroundings by going to Buck Brook Alpacas (in Roscoe), Bethel (The Museum at Bethel Woods & Lake Superior State Park) and Twin Star Orchards (in New Paltz). And it doesn't end there: take in the exciting artwork at DM Weil Gallery, experience rural life at Woodstock Farm Sanctuary, walk around Lippman Park, and head outdoors with Alpine Endeavors.

To find ratings, traveler tips, photos, and tourist information, go to the Kerhonkson road trip planner.

You can drive from Watkins Glen to Kerhonkson in 3.5 hours. October in Kerhonkson sees daily highs of 22°C and lows of 7°C at night. Wrap up your sightseeing on the 13th (Thu) to allow time to drive to Cold Spring.
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Parks · Wildlife · Nature · Museums
Side Trips

Cold Spring — 6 nights

Cold Spring is a village in the town of Philipstown in Putnam County, New York, United States. Explore Cold Spring's surroundings by going to Weed Orchards & Winery (in Marlboro), Wilklow Orchards (in Highland) and Franklin D. Roosevelt Presidential Library and Museum (in Hyde Park). The adventure continues: see the interesting displays at Motorcyclepedia Museum, get interesting insight from Tours, relax in the rural setting at Bellvale Farms Creamery, and explore the historical opulence of Bannerman Castle.

For more things to do, photos, traveler tips, and more tourist information, read our Cold Spring journey planner.

Traveling by car from Kerhonkson to Cold Spring takes 1.5 hours. In October, daytime highs in Cold Spring are 20°C, while nighttime lows are 9°C. Wrap up your sightseeing on the 19th (Wed) to allow time to drive to New York City.
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Historic Sites · Parks · Museums · Tours
Side Trips

New York City — 11 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.
Go for a jaunt from New York City to Bronx to see Bronx Zoo about 36 minutes away. There's lots more to do: go for a walk through Central Park, steep yourself in history at 9/11 Memorial, admire the masterpieces at The Metropolitan Museum of Art, and pause for some photo ops at Statue of Liberty National Monument.

To find where to stay, reviews, other places to visit, and tourist information, use the New York City trip itinerary planning app.

Traveling by car from Cold Spring to New York City takes 1.5 hours. Expect somewhat warmer temperatures when traveling from Cold Spring in October; daily highs in New York City reach 24°C and lows reach 16°C. Finish up your sightseeing early on the 30th (Sun) so you can travel back home.
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Museums · Parks · Historic Sites · Tours
Side Trip

New York State travel guide

4.6
Observation Decks · Scenic Walking Areas · 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.
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