14 days in New England Itinerary

14 days in New England Itinerary

Created using Inspirock New England visit planner

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Make it your trip
Fly to Logan International Airport, Drive to Eastham
1
Eastham
— 2 nights
+2
Drive to Woods Hole, Ferry to Martha's Vineyard, Drive to Edgartown
2
Edgartown, Martha's Vineyard
— 2 nights
Fly
3
Lincoln
— 1 night
Drive
4
Jackson
— 2 nights
Drive
5
Rockland
— 2 nights
Drive
6
Bar Harbor, Mount Desert Island
— 3 nights
Fly

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Eastham

— 2 nights
Eastham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. You'll explore the less-touristy side of things at Coast Guard Beach and Marconi Beach. Take a break from the city and head to Skaket Beach and Wellfleet Bay Wildlife Sanctuary. And it doesn't end there: get engrossed in the history at Salt Pond Visitor Center, immerse yourself in nature at Nickerson State Park, steep yourself in history at First Encounter Beach, and take a tour by water with Boat Tours & Water Sports.

For reviews, traveler tips, other places to visit, and more tourist information, go to the Eastham online trip itinerary maker.

Tel Aviv, Israel to Eastham is an approximately 16-hour combination of flight and car. Traveling from Tel Aviv to Eastham, you'll gain 7 hours due to the time zone difference. Traveling from Tel Aviv in August, expect Eastham to be little chillier, temps between 30°C and 20°C. Cap off your sightseeing on the 8th (Sun) early enough to travel to Edgartown.

Things to do in Eastham

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Edgartown, Martha's Vineyard

— 2 nights
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 9th (Mon): stroll through Katama Beach/ South Beach, stroll through Inkwell Beach, then don't miss a visit to Flying Horses Carousel, and finally wander the streets of Martha's Vineyard Camp meeting Association (MVCMA). Here are some ideas for day two: enjoy the sand and surf at Menemsha Public Beach, then don't miss a visit to Aquinnah Cliffs, and then get a new perspective on things with Boat Tours & Water Sports.

For photos, traveler tips, more things to do, and more tourist information, you can read our Edgartown day trip planning tool.

Traveling by combination of car and ferry from Eastham to Edgartown takes 3 hours. Alternatively, you can do a combination of bus and ferry. In August, daytime highs in Edgartown are 30°C, while nighttime lows are 17°C. Wrap up your sightseeing on the 10th (Tue) early enough to fly to Lincoln.

Things to do in Edgartown

Outdoors · Parks · Beaches · Nature

Side Trips

Lincoln

— 1 night
Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
Start off your visit on the 11th (Wed): make a splash at Whale's Tale Waterpark, see Off-Road Tours, and then get outside with Pemi Valley Moose Tours.

To see other places to visit, photos, ratings, and other tourist information, read Lincoln route planning website.

Getting from Edgartown to Lincoln by flight takes about 5.5 hours. Other options: do a combination of car and ferry; or do a combination of flight and bus. Expect slightly colder evenings in Lincoln when traveling from Edgartown in August, with lows around 14°C. Cap off your sightseeing on the 11th (Wed) early enough to go by car to Jackson.

Things to do in Lincoln

Outdoors · Tours · Wildlife · Theme Parks

Jackson

— 2 nights
Jackson is a town in Carroll County, New Hampshire, United States. Start off your visit on the 12th (Thu): ski along the peaceful trails at Great Glen Trails Outdoor Center, then admire the sheer force of Glen Ellis Falls, and then take in the dramatic scenery at Jackson Falls. On the 13th (Fri), you'll have a packed day of sightseeing: find something for the whole family at Story Land, view the masterpieces at The Cassidy Gallery, then look and learn at Mount Washington Observatory Weather Discovery Center, and finally take in the dramatic natural features at Cathedral Ledge.

To find ratings, maps, more things to do, and more tourist information, you can read our Jackson trip itinerary builder site.

Drive from Lincoln to Jackson in 1.5 hours. In August, plan for daily highs up to 28°C, and evening lows to 17°C. Finish your sightseeing early on the 13th (Fri) to allow enough time to travel to Rockland.

Things to do in Jackson

Parks · Nature · Museums · Childrens Museums

Side Trips

Rockland

— 2 nights
Rockland is a city in Knox County, Maine, in the United States. On the 14th (Sat), immerse yourself in nature at Camden Hills State Park, get a new perspective on things with Boat Tours & Water Sports, and then stroll around Camden Harbor Park and Amphitheatre. On the 15th (Sun), you'll have a packed day of sightseeing: admire the masterpieces at Farnsworth Art Museum, visit a coastal fixture at Owls Head Lighthouse, and then examine the collection at Owls Head Transportation Museum.

For traveler tips, other places to visit, maps, and tourist information, go to the Rockland journey website.

Drive from Jackson to Rockland in 3.5 hours. In August, daytime highs in Rockland are 27°C, while nighttime lows are 15°C. Finish your sightseeing early on the 15th (Sun) to allow enough time to drive to Bar Harbor.

Things to do in Rockland

Museums · Parks · Historic Sites · Nature

Side Trips

Bar Harbor, Mount Desert Island

— 3 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Discover out-of-the-way places like Champlain Mountain & Beehive Loop Trail and Great Head Trail. Visiting Boat Tours & Water Sports and Bar Island Trails will get you outdoors. And it doesn't end there: trek along Gorham Mountain Trail, explore the striking landscape at Otter Cliff, stroll around Village Green, and stroll through Ocean Path.

Ask Inspirock to suggest an itinerary and make planning a trip to Bar Harbor fast, fun, and easy.

Getting from Rockland to Bar Harbor by car takes about 2.5 hours. Other options: take a bus. In August, daytime highs in Bar Harbor are 28°C, while nighttime lows are 16°C. Finish your sightseeing early on the 18th (Wed) to allow enough time to fly back home.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trip