14 days in New York State & Massachusetts Itinerary

14 days in New York State & Massachusetts Itinerary

Created using Inspirock United States Trip Planner

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Route & dates

14 days in New York State & Massachusetts Itinerary

Start: New York City
1
New York City
— 2 nights
Fly:  4​h 30​min
2
Nantucket
— 3 nights
Drive:  2​h 45​min
3
Chatham
— 1 night
Drive:  2​h 45​min
4
Gloucester
— 3 nights
Drive:  2​h 15​min
5
Turners Falls
— 2 nights
Drive:  4​h
6
Lake Placid
— 2 nights
Drive:  5​h 30​min
End: New York City

2
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.
Get some historical perspective at Cooper Hewitt, Smithsonian Design Museum and Hamilton Grange National Memorial. Take a break from the city and head to Jones Beach State Park and Brighton Beach. Change things up with a short trip to Massapequa Preserve in Massapequa (about 52 minutes away). There's more to do: look for gifts at Disney Store and shop like a local with Arthur Avenue Retail Market.

To find where to stay, ratings, and tourist information, you can read our New York City trip planner.

Use the Route module to find suitable travel options from your home destination to New York City. In July, daily temperatures in New York City can reach 86°F, while at night they dip to 72°F. Finish your sightseeing early on the 8th (Fri) to allow enough time to travel to Nantucket.

Things to do in New York City

Parks Nature Outdoors

Side Trips

Jones Beach State Park, Brighton Beach, Massapequa Preserve
Highlights from your plan
Jones Beach State Park ©
Jones Beach State Park
Disney Store ©
Disney Store

3
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Discover out-of-the-way places like Madaket Beach and Jetties Beach. Get outdoors at Surfside Beach and Siasconset Beach. Next up on the itinerary: head outdoors with Young's Bicycle Shop, enjoy the sand and surf at Cisco Beach, examine the collection at Nantucket Lightship Basket Museum, and tour the pleasant surroundings at Children's Beach.

To see where to stay, traveler tips, and more tourist information, use the Nantucket trip planning app .

Traveling by flight from New York City to Nantucket takes 4.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of train, bus, and ferry. Plan for slightly colder temperatures traveling from New York City in July, with highs in Nantucket at 76°F and lows at 64°F. Finish your sightseeing early on the 11th (Mon) so you can drive to Chatham.

Things to do in Nantucket

Outdoors Beaches Parks
Highlights from your plan
Jetties Beach ©
Jetties Beach
Madaket Beach ©
Madaket Beach
Siasconset Beach ©
Siasconset Beach

1
night
Chatham

Chatham ©
Chatham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Start off your visit on the 12th (Tue): look for gifts at Chatham Candy Manor, take in the waterfront at Chatham Pier and Fish Market, then look for gifts at Pilgrim's Landing, then look for gifts at Millie's of Chatham General Store, and finally examine the collection at Chatham Railroad Museum.

To find photos, ratings, traveler tips, and other tourist information, use the Chatham tour builder .

Drive from Nantucket to Chatham in 3 hours. In July in Chatham, expect temperatures between 79°F during the day and 65°F at night. Wrap up your sightseeing on the 12th (Tue) early enough to drive to Gloucester.

Things to do in Chatham

Shopping Museums
Highlights from your plan
Chatham Pier and Fish Market ©
Chatham Pier and Fish Market
Chatham Candy Manor ©
Chatham Candy Manor
Pilgrim's Landing ©
Pilgrim's Landing

3
nights
Gloucester

Gloucester ©
The still waters off the Gloucester shore are immortalized in paintings and prints produced by the hundreds of artists who visit this town.
Escape the urban bustle at Good Harbor Beach and Plum Cove Beach. Explore hidden gems such as Nahant Beach and Dogtown Common. Next up on the itinerary: enjoy the sand and surf at Niles Beach, appreciate the extensive heritage of Minuteman Trail Bikeway, and tour the pleasant surroundings at Half Moon Beach.

To see where to stay, ratings, and more tourist information, you can read our Gloucester travel planner .

Traveling by car from Chatham to Gloucester takes 3 hours. Alternatively, you can do a combination of bus and train; or take a bus. Expect a daytime high around 82°F in July, and nighttime lows around 64°F. Wrap up your sightseeing on the 15th (Fri) to allow time to travel to Turners Falls.

Things to do in Gloucester

Parks Outdoors Beaches

Side Trips

Minuteman Trail Bikeway, Nahant Beach
Highlights from your plan
Good Harbor Beach ©
Good Harbor Beach
Nahant Beach ©
Nahant Beach
Niles Beach ©
Niles Beach

2
nights
Turners Falls

Turners Falls ©
Turners Falls is an unincorporated village and census-designated place in the town of Montague in Franklin County, Massachusetts, United States. On the 16th (Sat), take a peaceful walk through Mohawk Trail State Forest and then delve into the lush surroundings at D.A.R. State Forest. Keep things going the next day: see the interesting displays at Montague Bookmill, then take an in-depth tour of Historic Deerfield, and then get all the information you need at Great Falls Discovery Center.

For more things to do, maps, ratings, and more tourist information, read our Turners Falls planning website .

Traveling by car from Gloucester to Turners Falls takes 2.5 hours. In July in Turners Falls, expect temperatures between 83°F during the day and 60°F at night. Wrap up your sightseeing on the 17th (Sun) early enough to travel to Lake Placid.

Things to do in Turners Falls

Nature Parks Museums

Side Trips

Mohawk Trail State Forest, D.A.R. State Forest, Historic Deerfield, Montague Bookmill
Highlights from your plan
Historic Deerfield ©
Historic Deerfield
Montague Bookmill ©
Montague Bookmill
Mohawk Trail State Forest ©
Mohawk Trail State Forest

2
nights
Lake Placid

Lake Placid ©
Lake Placid is a village in the Adirondack Mountains in Essex County, New York, United States. On the 18th (Mon), look for gifts at The Candy Man, then tour the pleasant surroundings at Whiteface Mountain, and then stop by Just Bead It. On the 19th (Tue), you'll have a packed day of sightseeing: enjoy the sand and surf at Wilmington Town Beach, then stop by Temptations from Lake Placid Gourmet, then stop by The Adirondack Popcorn Co., and finally look for gifts at Lake Placid Chocolatier.

You can plan Lake Placid trip in no time by asking Inspirock to help create your itinerary.

Traveling by car from Turners Falls to Lake Placid takes 4 hours. In July, Lake Placid is slightly colder than Turners Falls - with highs of 76°F and lows of 51°F. Finish your sightseeing early on the 19th (Tue) to allow enough time to drive back home.

Things to do in Lake Placid

Parks Outdoors Shopping

Side Trip

Wilmington
Highlights from your plan
Whiteface Mountain ©
Whiteface Mountain
Lake Placid Chocolatier ©
Lake Placid Chocolatier
The Adirondack Popcorn Co. ©
The Adirondack Popcorn Co.

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