9 days in New England Itinerary

9 days in New England Itinerary

Created using Inspirock New England tour planner

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Make it your trip
Fly to Providence, Ferry to Oak Bluffs
1
Oak Bluffs, Martha's Vineyard
— 1 night
Fly
2
Bar Harbor, Mount Desert Island
— 3 nights
Drive
3
Rockland
— 2 nights
Drive
4
North Conway
— 2 nights
Fly

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Oak Bluffs, Martha's Vineyard

— 1 night
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. On the 13th (Sat), tour the pleasant surroundings at Aquinnah Cliffs, enjoy the sand and surf at Menemsha Public Beach, and then admire the natural beauty at Mytoi. Get ready for a full day of sightseeing on the next day: stroll through Katama Beach/ South Beach, enjoy the sea views from Edgartown Lighthouse, then make a trip to Flying Horses Carousel, and finally visit Martha's Vineyard Camp meeting Association (MVCMA).

Quickly create a custom-made itinerary for Oak Bluffs using our trip planner.

Philadelphia to Oak Bluffs is an approximately 4.5-hour combination of flight and ferry. You can also do a combination of train and flight; or do a combination of train, subway, and flight. Prepare for a bit cooler weather when traveling from Philadelphia in August: high temperatures in Oak Bluffs hover around 79°F and lows are around 59°F. Wrap up your sightseeing on the 14th (Sun) early enough to fly to Bar Harbor.

Things to do in Oak Bluffs

Parks · Beaches · Outdoors · Historic Sites

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 Carriage Roads and Village Green. There's much more to do: stroll through Gorham Mountain Trail, hike along Great Head Trail, add some adventure to your tour with a kayaking and canoeing tour, and kick back and relax at Sand Beach.

To find reviews, other places to visit, where to stay, and tourist information, go to the Bar Harbor trip planner.

You can fly from Oak Bluffs to Bar Harbor in 5 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and bus. In August, plan for daily highs up to 75°F, and evening lows to 57°F. Cap off your sightseeing on the 17th (Wed) early enough to go by car to Rockland.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Beaches

Side Trip

Rockland

— 2 nights
Rockland is a city in Knox County, Maine, in the United States. On the 18th (Thu), contemplate the long history of Farnsworth Art Museum and then head outdoors with Outdoor Activities. Here are some ideas for day two: walk around Camden Harbor Park and Amphitheatre and then immerse yourself in nature at Camden Hills State Park.

To find reviews, ratings, and other tourist information, you can read our Rockland route maker tool.

You can drive from Bar Harbor to Rockland in 2.5 hours. Another option is to take a bus. In August in Rockland, expect temperatures between 74°F during the day and 56°F at night. Wrap up your sightseeing on the 19th (Fri) early enough to drive to North Conway.

Things to do in Rockland

Parks · Museums · Nature · Outdoors

Side Trip

North Conway

— 2 nights
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 20th (Sat): see the sky in a new way at Mount Washington Observatory Weather Discovery Center, then take some stellar pictures from Cathedral Ledge, and then stop by Zeb's General Store. On the 21st (Sun), you'll have a packed day of sightseeing: hit the slopes at Cranmore Mountain Resort and then find something for the whole family at Story Land.

To see maps, traveler tips, and other tourist information, read North Conway trip itinerary planner.

Drive from Rockland to North Conway in 3.5 hours. Alternatively, you can do a combination of bus and car; or take a bus. August in North Conway sees daily highs of 75°F and lows of 59°F at night. Finish your sightseeing early on the 21st (Sun) to allow enough time to fly back home.

Things to do in North Conway

Parks · Museums · Nature · Winter Sports

Side Trip