10 days in Maine Itinerary

10 days in Maine Itinerary

Created using Inspirock Maine holiday planner

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Route & dates

10 days in Maine Itinerary

Start: Winchester
bus + Fly:  5​h 45​min
1
Portland
— 3 nights
Drive:  1​h 45​min
2
Camden
— 1 night
Drive:  1​h 45​min
3
Bar Harbor, Mount Desert Island
— 4 nights
Fly + bus:  9​h 45​min
End: Winchester

3
nights
Portland

Portland ©
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.
Explore hidden gems such as Maine Mead Works and Eastern Prom Trail. Get in touch with nature at Fore River Sanctuary and East End Beach. And it doesn't end there: sample the tasty concoctions at Rising Tide Brewing Company, get your game on at Muse Paintbar, ponder the world of politics at Portland City Hall, and brush up on your knowledge of spirits at New England Distilling.

To find other places to visit, maps, reviews, and other tourist information, go to the Portland trip itinerary planner .

Winchester to Portland is an approximately 6-hour combination of bus and flight. You can also do a combination of train and flight; or drive. When traveling from Winchester in September, plan for little chillier days and about the same nights in Portland: temperatures range from 73°F by day to 52°F at night. Finish your sightseeing early on the 15th (Tue) so you can drive to Camden.

Things to do in Portland

Parks Outdoors Wildlife
Highlights from your plan
East End Beach ©
East End Beach
Fore River Sanctuary ©
Fore River Sanctuary
Rising Tide Brewing Company ©
Rising Tide Brewing Company

1
night
Camden

Camden ©
Camden is a town in Knox County, Maine, United States. Start off your visit on the 16th (Wed): stop by Jo Ellen Designs, get a taste of the local shopping with Ducktrap Bay Trading Co, then make a trip to Curtis Island Light, and finally do a tasting at Sweetgrass Winery and Distillery.

For more things to do, photos, and tourist information, use the Camden road trip planning app .

Getting from Portland to Camden by car takes about 2 hours. Other options: take a bus. In September, plan for daily highs up to 69°F, and evening lows to 51°F. Wrap up your sightseeing on the 16th (Wed) to allow time to drive to Bar Harbor.

Things to do in Camden

Shopping Museums Wineries

Side Trip

Sweetgrass Winery and Distillery
Highlights from your plan
Ducktrap Bay Trading Co ©
Ducktrap Bay Trading Co
Curtis Island Light ©
Curtis Island Light

4
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Ship Harbor Nature Trail and Egg Rock Light are good opportunities to explore the local culture. You'll discover tucked-away gems like Eagle Lake Acadia National Park and Nature & Wildlife Tours. When in Bar Harbor, make a side trip to see Charlotte Rhoades Garden and Butterfly Park in Southwest Harbor, approximately 30 minutes away. There's still lots to do: hike along Bar Island Trails, play a few rounds at Kebo Valley Golf Club, stroll through Precipice Trail, and stroll around Agamont Park.

For more things to do, traveler tips, where to stay, and tourist information, go to the Bar Harbor day trip planning app .

You can drive from Camden to Bar Harbor in 2 hours. Alternatively, you can take a bus. In September in Bar Harbor, expect temperatures between 70°F during the day and 52°F at night. Cap off your sightseeing on the 20th (Sun) early enough to travel back home.

Things to do in Bar Harbor

Outdoors Parks Trails

Side Trips

Southwest Harbor, Precipice Trail, Ship Harbor Nature Trail
Highlights from your plan
Eagle Lake Acadia National Park ©
Eagle Lake Acadia National Park
Precipice Trail ©
Precipice Trail
Flying Mountain Hiking Trail ©
Flying Mountain Hiking Trail

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