15 days in United States Itinerary

15 days in United States Itinerary

Created using Inspirock United States tour itinerary builder

Make it your trip
Drive
1
Bar Harbor
— 3 nights
Drive
2
Camden
Drive
3
Rockport
Drive
4
Portland
Drive
5
Kennebunkport
— 1 night
Drive
6
North Conway
— 1 night
Drive
7
Woodstock
— 3 nights
Drive
8
Chatham
— 2 nights
+2
Drive to Woods Hole, Ferry to Martha's Vineyard, Drive to Edgartown
9
Edgartown
— 2 nights
Ferry to New Bedford, MA, Taxi to Newport
10
Newport
— 2 nights
Drive
11
Boston

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Bar Harbor

— 3 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Bar Harbor is known for parks, wildlife, and classes. Your trip includes some of its best attractions: take your sightseeing to a higher altitude at Cadillac Mountain, contemplate in the serene atmosphere at St. Saviour's Church :, hit the best photo ops around with an inspiring photography tour, and stop by Bar Harbor Popcorn.

For more things to do, other places to visit, photos, and more tourist information, you can read our Bar Harbor route planner.

Bangor to Bar Harbor is an approximately 1.5-hour car ride. You can also take a shuttle; or take a bus. In October in Bar Harbor, expect temperatures between 59°F during the day and 42°F at night. Cap off your sightseeing on the 6th (Wed) early enough to go by car to Camden.

Things to do in Bar Harbor

Parks · Outdoors · Wildlife · Nature

Side Trip

Camden

To find maps, where to stay, other places to visit, and more tourist information, go to the Camden trip itinerary planner.

Drive from Bar Harbor to Camden in 2 hours. Alternatively, you can take a bus. In October, daily temperatures in Camden can reach 58°F, while at night they dip to 42°F. On the 6th (Wed), you'll travel to Rockport.

Things to do in Camden

Parks · Outdoors · Shopping · Museums

Rockport

For photos and more tourist information, read our Rockport road trip planner.

Rockport is just a stone's throw from Camden. In October, plan for daily highs up to 58°F, and evening lows to 42°F. You'll set off for Portland on the 6th (Wed).

Things to do in Rockport

Parks · Outdoors · Shopping · Tours

Portland

The Forest City

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 6th (Wed), enjoy the sea views from Portland Head Light.

For ratings, photos, where to stay, and more tourist information, use the Portland day trip planning app.

Drive from Rockport to Portland in 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. In October, daytime highs in Portland are 62°F, while nighttime lows are 43°F. Wrap up your sightseeing on the 6th (Wed) early enough to drive to Kennebunkport.

Things to do in Portland

Historic Sites

Side Trip

Highlights from your trip

Kennebunkport

— 1 night
Kennebunkport is a town in York County, Maine, United States. To find reviews, photos, traveler tips, and other tourist information, refer to the Kennebunkport sightseeing planner.

You can drive from Portland to Kennebunkport in an hour. Alternatively, you can do a combination of train and taxi; or do a combination of bus and taxi. Traveling from Portland in October, expect a bit cooler with lows of 38°F in Kennebunkport. On the 7th (Thu), you'll travel to North Conway.

Things to do in Kennebunkport

Outdoors · Parks · Shopping · Tours

North Conway

— 1 night
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.
Kick off your visit on the 7th (Thu): look and learn at Mount Washington Observatory Weather Discovery Center, then cruise along Kancamagus Highway, and then look for gifts at North Conway 5 and 10.

For ratings, maps, more things to do, and more tourist information, you can read our North Conway journey tool.

Traveling by car from Kennebunkport to North Conway takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Kennebunkport in October, North Conway is a bit warmer at night with lows of 45°F. Finish up your sightseeing early on the 8th (Fri) so you can go by car to Woodstock.

Things to do in North Conway

Outdoors · Childrens Museums · Shopping · Museums

Woodstock

— 3 nights
Woodstock is the shire town of Windsor County, Vermont, United States. Get some cultural insight at Marsh - Billings - Rockefeller National Historical Park and Montshire Museum of Science. And it doesn't end there: take an in-depth tour of Billings Farm & Museum, relax in the rural setting at Sugarbush Farm, take a stroll through Artisans Park, and sample the tasty concoctions at Harpoon Brewery.

To find photos, ratings, maps, and other tourist information, use the Woodstock day trip website.

Traveling by car from North Conway to Woodstock takes 3 hours. Alternatively, you can take a bus; or take a bus. Expect little chillier evenings in Woodstock when traveling from North Conway in October, with lows around 40°F. Finish up your sightseeing early on the 11th (Mon) so you can go by car to Chatham.

Things to do in Woodstock

Parks · Historic Sites · Nature · Museums

Side Trips

Chatham

— 2 nights
Chatham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Visit Chatham Lighthouse Beach and Nauset Beach for some beach relaxation. Do some cultural sightseeing at Atwood Museum and Chatham Lighthouse. There's much more to do: tour the pleasant surroundings at Monomoy National Wildlife Refuge, see the interesting displays at Chatham Railroad Museum, and engage your brain at Chatham Marconi Maritime Center.

For maps, where to stay, traveler tips, and other tourist information, go to the Chatham trip itinerary app.

Getting from Woodstock to Chatham by car takes about 4.5 hours. Other options: do a combination of flight and bus; or take a bus. Traveling from Woodstock in October, plan for somewhat warmer nights in Chatham, with lows around 50°F. Wrap up your sightseeing on the 13th (Wed) to allow time to travel to Edgartown.

Things to do in Chatham

Parks · Historic Sites · Outdoors · Beaches

Side Trip

Edgartown

— 2 nights
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Start off your visit on the 14th (Thu): tour the pleasant surroundings at Sheriff's Meadow Sanctuary, pause for some serene contemplation at Old Whaling Church, and then stroll through Katama Beach/ South Beach. Keep things going the next day: admire the natural beauty at Mytoi, then tour the pleasant surroundings at Menemsha Public Beach, and then take in the dramatic natural features at Aquinnah Cliffs.

To find reviews, more things to do, ratings, and tourist information, read our Edgartown trip planner.

Getting from Chatham to Edgartown by combination of car and ferry takes about 3 hours. Other options: do a combination of bus and ferry. In October, plan for daily highs up to 65°F, and evening lows to 46°F. Finish your sightseeing early on the 15th (Fri) so you can travel to Newport.

Things to do in Edgartown

Parks · Outdoors · Historic Sites · Beaches

Side Trips

Newport

— 2 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Start off your visit on the 16th (Sat): cast your line with Fish'n Tales Adventures, savor the flavors at Rhode Island Red Food Tours, and then don't miss a visit to Cliff Walk.

For reviews, traveler tips, maps, and other tourist information, refer to the Newport trip site.

Getting from Edgartown to Newport by combination of ferry and taxi takes about 2.5 hours. Other options: do a combination of car and ferry; or do a combination of bus and ferry. In October, daytime highs in Newport are 64°F, while nighttime lows are 50°F. You'll set off for Boston on the 17th (Sun).

Things to do in Newport

Tours · Outdoors · Breweries & Distilleries · Historic Sites

Boston

Beantown

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.
Kick off your visit on the 17th (Sun): appreciate the extensive heritage of Freedom Trail.

Plan my day in Boston using traveler tips and tourist information provided by Inspirock.

You can drive from Newport to Boston in 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. In October, daytime highs in Boston are 64°F, while nighttime lows are 50°F. Wrap up your sightseeing on the 17th (Sun) to allow time to travel back home.

Things to do in Boston

Historic Sites
Highlights from your trip

United States travel guide

4.5
Specialty Museums · Beaches · Nightlife
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.

White Mountains travel guide

4.6
Waterfalls · Scenic Drive · Theme Parks
The vast White Mountains cover not only a quarter of New Hampshire, but also a good portion of western Maine. A popular holiday destination for hiking and camping throughout the year, this mountain range includes some of the most rugged terrain in New England. Most of the area is public land, with a number of state parks and a sprawling national forest. The range includes 48 peaks over 1,200 m (4,000 ft) tall, popularly known as the "four-thousand footers." Mount Washington stands out among these, at 1,917 m (6,288 ft), as the highest peak in the northeastern section of the United States. To explore the mountains while on vacation, you can park at the national forest's trailheads, but be sure to purchase a parking permit at any of the area's visitor centers first.

Cape Cod travel guide

4.4
Beaches · Dolphin & Whale Watching · Specialty Museums
Located on the southern shore of Massachusetts, Cape Cod contains some 15 towns and two islands. The arm-shaped peninsula is a popular holiday destination throughout the year because of its historical attractions, art galleries, award-winning restaurants, and a scenic coastline dotted by sandy beaches. Start your sightseeing in Provincetown, located at the very tip of the cape and famous for being the site of the first Pilgrims' landing in 1620. From there you can hit up all of the Cape's other small towns, renowned for their comfortable bed and breakfasts and distinctive cuisine of fresh fish and oyster dishes. This maritime community features more than a dozen lighthouses. Part of experiencing the Cape means a trip to its two islands--which showcase several lighthouses and numerous restaurants.

Martha's Vineyard travel guide

4.3
Beaches · Lighthouses · Landmarks
Martha's Vineyard is an island located south of Cape Cod in Massachusetts that is known for being an affluent summer colony. It includes the smaller Chappaquiddick Island which is usually connected to the Vineyard, though storms and hurricanes have been known to separate the two. The last such separation of the islands was in 2007 and the two islands are again connected as of April 2, 2015.It is the 58th largest island in the United States, with a land area of 100sqmi, and the third largest on the East Coast of the United States, after Long Island and Mount Desert Island. The island constitutes the bulk of Dukes County, Massachusetts, which also includes the Elizabeth Islands and the island of Nomans Land.The Vineyard was home to one of the earliest known deaf communities in the United States; consequently, a special sign language developed on the island called Martha's Vineyard Sign Language (MVSL).The 2010 census reported a year-round population of 16,535 residents, although the summer population can swell to more than 100,000 people. About 56% of the Vineyard's 14,621 homes are seasonally occupied.

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