18 days in New England & Lake Placid Itinerary

18 days in New England & Lake Placid Itinerary

Created using Inspirock United States sightseeing planner

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Route & dates

18 days in New England & Lake Placid Itinerary

Start: Tel Aviv
Fly:  13​h 15​min
1
Boston
— 3 nights
ferry:  1​h 30​min
2
Provincetown
— 2 nights
Drive:  2​h 45​min
3
Newport
— 1 night
Drive:  2​h 30​min
4
Salem
— 1 night
Drive:  2​h
5
Woodstock
— 1 night
Drive:  1​h 45​min
6
Wilmington
— 1 night
Drive:  3​h 15​min
7
Lake Placid
— 1 night
Drive:  2​h 30​min
8
Stowe
— 1 night
Drive:  2​h 45​min
9
North Conway
— 2 nights
Drive:  1​h 45​min
10
Portland
— 2 nights
Drive:  3​h 30​min
11
Bar Harbor, Mount Desert Island
— 1 night
Drive + Fly:  19​h
End: Tel Aviv

3
nights
Boston

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Boston is known for historic sites, museums, parks, shopping, and nightlife. Your plan includes some of its best attractions: explore the world behind art at Museum of Fine Arts, walk around Boston Common, get to know the fascinating history of Freedom Trail, and take in nature's colorful creations at Boston Public Garden.

For ratings, more things to do, where to stay, and tourist information, go to the Boston travel route planning website .

Tel Aviv, Israel to Boston is an approximately 13.5-hour flight. You can also do a combination of flight, tram, and train; or do a combination of flight and train. Traveling from Tel Aviv to Boston, you'll gain 7 hours due to the time zone difference. Prepare for slightly colder weather when traveling from Tel Aviv in October: high temperatures in Boston hover around 20°C and lows are around 11°C. Finish your sightseeing early on the 5th (Sat) to allow enough time to ride a ferry to Provincetown.

Things to do in Boston

Museums Parks Tours
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
Freedom Trail ©
Freedom Trail

2
nights
Provincetown

Provincetown ©
A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
On the 6th (Sun), pause for some photo ops at Pilgrim Monument & Provincetown Museum and then enjoy the sand and surf at Cape Cod National Seashore. On the 7th (Mon), you'll have a packed day of sightseeing: enjoy the sand and surf at Race Point Beach, kick back and relax at Herring Cove Beach, then get lost in a book at Provincetown Library, and finally don't miss a visit to Commercial Street.

For where to stay, more things to do, other places to visit, and more tourist information, read our Provincetown travel route planner.

Getting from Boston to Provincetown by ferry takes about 1.5 hours. Other options: fly; or drive. In October in Provincetown, expect temperatures between 20°C during the day and 11°C at night. Finish your sightseeing early on the 7th (Mon) to allow enough time to drive to Newport.

Things to do in Provincetown

Outdoors Parks Beaches

Side Trip

Cape Cod National Seashore
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Race Point Beach ©
Race Point Beach

1
night
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Start off your visit on the 8th (Tue): take a memorable drive along Ocean Drive Historic District, examine the collection at The Breakers, then stroll through Cliff Walk, and finally take in the exciting artwork at Thames Glass.

Plan my Newport trip by asking Inpirock to come up with tips and suggestions.

You can drive from Provincetown to Newport in 3 hours. Alternatively, you can do a combination of ferry and bus; or do a combination of ferry and train. October in Newport sees daily highs of 20°C and lows of 11°C at night. Wrap up your sightseeing on the 8th (Tue) to allow time to travel to Salem.

Things to do in Newport

Historic Sites Outdoors Museums
Highlights from your plan
The Breakers ©
The Breakers
Ocean Drive Historic District ©
Ocean Drive Historic District

1
night
Salem

Salem ©
Salem is a town in Rockingham County, New Hampshire, United States. On the 9th (Wed), see the interesting displays at John Greenleaf Whittier Birthplace, then make a splash at Canobie Lake Park, and then contemplate in the serene atmosphere at St. Joseph the Worker Shrine.

For reviews, more things to do, where to stay, and tourist information, go to the Salem trip planner .

Traveling by car from Newport to Salem takes 2 hours. October in Salem sees daily highs of 20°C and lows of 9°C at night. Wrap up your sightseeing on the 9th (Wed) to allow time to travel to Woodstock.

Things to do in Salem

Theme Parks Museums Historic Sites

Side Trips

St. Joseph the Worker Shrine, John Greenleaf Whittier Birthplace
Highlights from your plan
Canobie Lake Park ©
Canobie Lake Park
John Greenleaf Whittier Birthplace ©
St. Joseph the Worker Shrine ©
St. Joseph the Worker Shrine

1
night
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. On the 10th (Thu), steep yourself in history at Billings Farm & Museum, then relax in the rural setting at Sugarbush Farm, and then explore the striking landscape at Quechee Gorge.

To see where to stay, other places to visit, maps, and tourist information, refer to the Woodstock holiday site .

Drive from Salem to Woodstock in 2 hours. Traveling from Salem in October, you can expect nighttime temperatures to be a bit cooler in Woodstock, with lows of 5°C. Finish your sightseeing early on the 10th (Thu) to allow enough time to drive to Wilmington.

Things to do in Woodstock

Historic Sites Museums Nature

Side Trip

Quechee Gorge
Highlights from your plan
Billings Farm & Museum ©
Billings Farm & Museum
Quechee Gorge ©
Quechee Gorge
Sugarbush Farm ©
Sugarbush Farm

1
night
Wilmington

Wilmington ©
Wilmington is a town in Windham County, Vermont, United States. Kick off your visit on the 11th (Fri): contemplate the waterfront views at Harriman Reservoir, then take in the exciting artwork at The Art of Humor Gallery, then experience rural life at Robb Family Farm, and finally take in panoramic vistas at Skyline Overlook.

For reviews, other places to visit, more things to do, and other tourist information, read Wilmington visit planner.

Traveling by car from Woodstock to Wilmington takes 2 hours. In October, daytime highs in Wilmington are 19°C, while nighttime lows are 5°C. Wrap up your sightseeing on the 11th (Fri) to allow time to travel to Lake Placid.

Things to do in Wilmington

Nature Parks Shopping

Side Trips

Skyline Overlook, Robb Family Farm
Highlights from your plan
Harriman Reservoir ©
Harriman Reservoir
Robb Family Farm ©
Robb Family Farm
The Art of Humor Gallery ©
The Art of Humor Gallery

1
night
Lake Placid

Lake Placid ©
Lake Placid is a village in the Adirondack Mountains in Essex County, New York, United States. Start off your visit on the 12th (Sat): take your sightseeing to a higher altitude at Algonquin Mountain, then deepen your understanding at Uihlein Sugar Maple Research & Extension Field Station, and then contemplate the waterfront views at Mirror Lake.

To find traveler tips, where to stay, ratings, and more tourist information, you can read our Lake Placid tour itinerary planning website .

Getting from Wilmington to Lake Placid by car takes about 3.5 hours. Prepare for a bit cooler weather when traveling from Wilmington in October: high temperatures in Lake Placid hover around 16°C and lows are around 1°C. Wrap up your sightseeing on the 12th (Sat) to allow time to drive to Stowe.

Things to do in Lake Placid

Nature Parks
Highlights from your plan
Mirror Lake ©
Mirror Lake

1
night
Stowe

Stowe bustles in winter when skiers and snowboarders flock here to challenge themselves on the long, steep trails careening down Vermont's tallest peak, Mt.
Kick off your visit on the 13th (Sun): sample some tasty brews at a beer tour and tasting and then trek along Stowe Recreation Path.

To find photos, other places to visit, and tourist information, you can read our Stowe trip planner .

Traveling by car from Lake Placid to Stowe takes 2.5 hours. Alternatively, you can do a combination of bus, car, and ferry. In October in Stowe, expect temperatures between 18°C during the day and 4°C at night. Finish up your sightseeing early on the 13th (Sun) so you can go by car to North Conway.

Things to do in Stowe

Tours Trails Outdoors
Highlights from your plan
Beer Tastings & Tours
Stowe Recreation Path ©
Stowe Recreation Path

2
nights
North Conway

North Conway ©
North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
Start off your visit on the 14th (Mon): take in the dramatic scenery at Diana's Baths, then look and learn at Mount Washington Observatory Weather Discovery Center, and then explore and take pictures at Kancamagus Highway. Get ready for a full day of sightseeing on the 15th (Tue): get a taste of the local shopping with The Cassidy Gallery, take in the dramatic scenery at Glen Ellis Falls, then take a memorable drive along Mount Washington Auto Road, and finally look for gifts at Zeb's General Store.

To find ratings, where to stay, and tourist information, go to the North Conway travel route planning website .

Traveling by car from Stowe to North Conway takes 3 hours. Alternatively, you can take a bus. Expect somewhat warmer evenings in North Conway when traveling from Stowe in October, with lows around 8°C. Finish up your sightseeing early on the 15th (Tue) so you can go by car to Portland.

Things to do in North Conway

Scenic Drive Outdoors Nature

Side Trips

Jackson, Mount Washington Auto Road
Highlights from your plan
Kancamagus Highway ©
Kancamagus Highway
Mount Washington Auto Road ©
Mount Washington Auto Road
Glen Ellis Falls ©
Glen Ellis Falls

2
nights
Portland

Portland ©
Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
On the 16th (Wed), take in panoramic vistas at Portland Observatory, visit a coastal fixture at Nubble Lighthouse, then get to know the fascinating history of Marginal Way Walkway, and finally take in the dramatic natural features at Perkins Cove. On the 17th (Thu), you'll have a packed day of sightseeing: admire the masterpieces at Portland Museum of Art, indulge your thirst for a good beer at Allagash Brewery, then explore the landscape on two wheels at Eastern Promenade, and finally look for gifts at Bull Moose Music.

For more things to do, maps, traveler tips, and tourist information, refer to the Portland day trip app .

Getting from North Conway to Portland by car takes about 2 hours. Other options: do a combination of taxi and bus. In October in Portland, expect temperatures between 19°C during the day and 7°C at night. Cap off your sightseeing on the 17th (Thu) early enough to go by car to Bar Harbor.

Things to do in Portland

Parks Historic Sites Trails

Side Trips

Ogunquit, Nubble Lighthouse
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Nubble Lighthouse ©
Nubble Lighthouse
Perkins Cove ©
Perkins Cove

1
night
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 18th (Fri): examine the collection at The Seal Cove Auto Museum, look for all kinds of wild species at Shore Path, then take in the awesome beauty at Cadillac Mountain, and finally take in the pleasant sights at Compass Harbor Trail.

For where to stay, reviews, photos, and tourist information, read Bar Harbor road trip planner.

You can drive from Portland to Bar Harbor in 3.5 hours. Alternatively, you can take a bus; or do a combination of bus and flight. October in Bar Harbor sees daily highs of 17°C and lows of 6°C at night. Finish your sightseeing early on the 18th (Fri) to allow enough time to travel back home.

Things to do in Bar Harbor

Parks Wildlife Nature

Side Trips

Cadillac Mountain, The Seal Cove Auto Museum
Highlights from your plan
The Seal Cove Auto Museum ©
The Seal Cove Auto Museum
Cadillac Mountain ©
Cadillac Mountain
Shore Path ©
Shore Path

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