7 days in Boston, Kennebunkport & Bar Harbor Itinerary

7 days in Boston, Kennebunkport & Bar Harbor Itinerary

Created using Inspirock United States trip maker

Make it your trip
Fly
1
Boston
— 3 nights
Drive
2
Kennebunkport
— 1 night
Drive
3
Bar Harbor
— 2 nights
Drive to Rockland, Fly to Houston Hobby Apt

S M T W T F S
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Boston

— 3 nights

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.
Boston Crawling has been added to your itinerary.

To see maps, ratings, reviews, and tourist information, go to the Boston holiday planner.

Houston to Boston is an approximately 7-hour flight. You can also drive; or do a combination of bus and subway. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Prepare for little chillier weather when traveling from Houston in September: high temperatures in Boston hover around 75°F and lows are around 59°F. You will leave for Kennebunkport on the 15th (Tue).

Things to do in Boston

Nightlife · Tours
Highlights from your trip

Kennebunkport

— 1 night
Kennebunkport is a town in York County, Maine, United States. Kick off your visit on the 16th (Wed): get interesting insight from Tours.

To find where to stay, reviews, ratings, and tourist information, you can read our Kennebunkport travel route builder site.

Traveling by car from Boston to Kennebunkport takes 2 hours. Alternatively, you can drive; or take a bus; or do a combination of train and bus. Traveling from Boston in September, expect a bit cooler with lows of 48°F in Kennebunkport. Wrap up your sightseeing by early afternoon on the 16th (Wed) to allow enough time to drive to Bar Harbor.

Things to do in Kennebunkport

Tours · Outdoors
Highlights from your trip

Bar Harbor

— 2 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Kick off your visit on the 17th (Thu): steep yourself in history at St. Saviour's Church :, then get a new perspective on things with Boat Tours & Water Sports, and then take in the awesome beauty at Cadillac Mountain.

To see ratings, reviews, maps, and tourist information, go to the Bar Harbor trip itinerary planning website.

You can drive from Kennebunkport to Bar Harbor in 4 hours. Other options are to do a combination of bus and train; or do a combination of bus, train, and flight. Expect a daytime high around 70°F in September, and nighttime lows around 52°F. On the 18th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Bar Harbor

Parks · Tours · Outdoors · Nature

Side Trip