Start: New York City
Fly to Bangor International Airport, Drive to Winter Harbor
1
Winter Harbor
— 1 night
Drive
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Bar Harbor, Mount Desert Island
— 4 nights
Drive
3
Camden
— 3 nights
Drive
4
Boothbay Harbor
— 3 nights
Drive
5
Ogunquit
— 3 nights
Drive
End: New York City
Mon, Aug 17 - Mon, Aug 31
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See full calendar
Winter Harbor
— 1 night

Not to be confused with Winter Harbor, Maine the former name of Biddeford PoolWinter Harbor is a town on the Schoodic Peninsula in Hancock County, Maine, United States. On the 17th (Mon), take in the dramatic natural features at Otter Cliff. Keep things going the next day: stop by Winter Harbor 5&10, then take in the dramatic natural features at Schoodic Point, then view the masterpieces at Whopaints Gallery, and finally take your sightseeing to a higher altitude at Schoodic Mountain.
Use Inspirock's suggestions to plan your Winter Harbor trip and find the best activities and attractions for your vacation.
New York City to Winter Harbor is an approximately 5-hour combination of flight and car. You can also drive. Prepare for a bit cooler weather when traveling from New York City in August: high temperatures in Winter Harbor hover around 75°F and lows are around 57°F. Finish up your sightseeing early on the 18th (Tue) so you can go by car to Bar Harbor.
Use Inspirock's suggestions to plan your Winter Harbor trip and find the best activities and attractions for your vacation.
New York City to Winter Harbor is an approximately 5-hour combination of flight and car. You can also drive. Prepare for a bit cooler weather when traveling from New York City in August: high temperatures in Winter Harbor hover around 75°F and lows are around 57°F. Finish up your sightseeing early on the 18th (Tue) so you can go by car to Bar Harbor.
Things to do in Winter Harbor
Side Trip
Highlights from your trip
Bar Harbor, Mount Desert Island
— 4 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Bar Harbor is known for wildlife, trails, and adventure. Your plan includes some of its best attractions: get a new perspective on things with Boat Tours & Water Sports, examine the collection at The Seal Cove Auto Museum, stroll through Carriage Roads, and hike along Champlain Mountain & Beehive Loop Trail.
Plan my trip to Bar Harbor with suggested itineraries provided by Inspirock.
Getting from Winter Harbor to Bar Harbor by car takes about an hour. In August in Bar Harbor, expect temperatures between 75°F during the day and 57°F at night. Finish your sightseeing early on the 22nd (Sat) to allow enough time to drive to Camden.
Plan my trip to Bar Harbor with suggested itineraries provided by Inspirock.
Getting from Winter Harbor to Bar Harbor by car takes about an hour. In August in Bar Harbor, expect temperatures between 75°F during the day and 57°F at night. Finish your sightseeing early on the 22nd (Sat) to allow enough time to drive to Camden.
Things to do in Bar Harbor
Side Trips
Highlights from your trip
Camden
— 3 nights

Get out of town with these interesting Camden side-trips: Penobscot Narrows Bridge and Observatory (in Prospect) and Sheepscot Links (in Whitefield).
To see maps, traveler tips, more things to do, and tourist information, go to the Camden trip itinerary planning tool.
Traveling by car from Bar Harbor to Camden takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 74°F in August, and nighttime lows around 56°F. Finish your sightseeing early on the 25th (Tue) so you can drive to Boothbay Harbor.
To see maps, traveler tips, more things to do, and tourist information, go to the Camden trip itinerary planning tool.
Traveling by car from Bar Harbor to Camden takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 74°F in August, and nighttime lows around 56°F. Finish your sightseeing early on the 25th (Tue) so you can drive to Boothbay Harbor.
Things to do in Camden
Side Trips
Highlights from your trip
Boothbay Harbor
— 3 nights

Boothbay Harbor is a town in Lincoln County, Maine, United States. You'll find plenty of places to visit near Boothbay Harbor: Popham Beach State Park (in Phippsburg), South End Dog Park (in Bath) and Pemaquid Point Lighthouse (in Bristol). There's lots more to do: admire the natural beauty at Coastal Maine Botanical Gardens, stop by Five Islands Farm, identify plant and animal life at Boothbay Region Land Trust, and take in the architecture and atmosphere at The Wilson Memorial Chapel.
For photos, more things to do, ratings, and other tourist information, read our Boothbay Harbor trip itinerary planning app.
You can drive from Camden to Boothbay Harbor in an hour. Alternatively, you can do a combination of bus and taxi. Expect a daytime high around 79°F in August, and nighttime lows around 57°F. Finish your sightseeing early on the 28th (Fri) to allow enough time to drive to Ogunquit.
For photos, more things to do, ratings, and other tourist information, read our Boothbay Harbor trip itinerary planning app.
You can drive from Camden to Boothbay Harbor in an hour. Alternatively, you can do a combination of bus and taxi. Expect a daytime high around 79°F in August, and nighttime lows around 57°F. Finish your sightseeing early on the 28th (Fri) to allow enough time to drive to Ogunquit.
Things to do in Boothbay Harbor
Side Trips
Highlights from your trip
Ogunquit
— 3 nights

Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.Change things up with these side-trips from Ogunquit: Old Orchard Beach (in Old Orchard Beach), Portland Head Light (in Cape Elizabeth) and Portland Observatory (in Portland). The adventure continues: appreciate the extensive heritage of Marginal Way Walkway, kick back and relax at Ogunquit Beach, stroll through Footbridge Beach, and take a tour by water with Boat Tours & Water Sports.
To see more things to do, where to stay, photos, and other tourist information, read Ogunquit holiday planner.
Drive from Boothbay Harbor to Ogunquit in 2 hours. Alternatively, you can do a combination of taxi and train; or do a combination of taxi and bus. Expect a daytime high around 80°F in August, and nighttime lows around 54°F. Finish up your sightseeing early on the 31st (Mon) so you can go by car back home.
Things to do in Ogunquit
Side Trips
Highlights from your trip
Maine travel guide
The Pine Tree State
The easternmost state in New England, Maine features an indented coastline and forested interior, carved eons ago by receding glaciers. Maine includes more lighthouses and quaint resort villages than you could ever hope to explore in a single trip, but the state is also one of the country's most sparsely populated, the majority of its land pristine and uninhabited wilderness. The temperate coastal regions, historically supported by fishing and lobstering, contain most of the state's urban centers and are the most popular spots in the state for holidays. The sea is the focus here, so it shouldn't come as a surprise that water plays an important role in the distinct character of the state, shaping its economy, tourism, cuisine, politics, sports, and art.