9 days in Maine Itinerary

9 days in Maine Itinerary

Created using Inspirock Maine route maker

©
Make it your trip
Fly
1
Portland
— 4 nights
Drive
2
Boothbay Harbor
— 3 nights
Drive
3
Carrabassett Valley
— 1 night
Drive to Bangor International Airport, Fly to Lovell Field

S M T W T F S
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Portland

— 4 nights

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.
Explore Portland's surroundings by going to York (Nubble Lighthouse & George Marshall Store Gallery), Kennebunkport (St. Ann's Episcopal Church, Walker's Point, &more) and Marginal Way Walkway (in Ogunquit). There's much more to do: gain some tasty knowledge on The Maine Brew Bus, explore the world behind art at Portland Museum of Art, take a stroll through Old Port, and sample the tasty concoctions at Shipyard Brewing Company.

To see traveler tips, ratings, more things to do, and tourist information, read our Portland online trip planner.

Chattanooga to Portland is an approximately 7.5-hour flight. You can also drive; or do a combination of bus and train. In December, Portland is little chillier than Chattanooga - with highs of 37°F and lows of 22°F. Finish your sightseeing early on the 5th (Mon) so you can drive to Boothbay Harbor.

Things to do in Portland

Breweries & Distilleries · Historic Sites · Museums · Shopping

Side Trips

Boothbay Harbor

— 3 nights
Boothbay Harbor is a town in Lincoln County, Maine, United States. Explore the numerous day-trip ideas around Boothbay Harbor: Owls Head Transportation Museum (in Owls Head) and Rockland (Coastal Children's Museum & Maine Lighthouse Museum). And it doesn't end there: admire the natural beauty at Coastal Maine Botanical Gardens, get engrossed in the history at Boothbay Railway Village, step off the mainland to explore Cabbage Island, and view the masterpieces at Abacus Gallery.

To find reviews, traveler tips, more things to do, and more tourist information, you can read our Boothbay Harbor vacation site.

You can drive from Portland to Boothbay Harbor in 1.5 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of train and taxi. In December in Boothbay Harbor, expect temperatures between 36°F during the day and 20°F at night. Finish your sightseeing early on the 8th (Thu) so you can travel to Carrabassett Valley.

Things to do in Boothbay Harbor

Museums · Parks · Shopping · Nightlife

Side Trips

Carrabassett Valley

— 1 night
Carrabassett Valley is a town in Franklin County, Maine, United States. Kick off your visit on the 9th (Fri): hit the slopes at Sugarloaf Mountain.

For photos, where to stay, other places to visit, and more tourist information, you can read our Carrabassett Valley online attractions planner.

You can drive from Boothbay Harbor to Carrabassett Valley in 3 hours. In December, Carrabassett Valley is a bit cooler than Boothbay Harbor - with highs of 26°F and lows of 15°F. Wrap up your sightseeing by early afternoon on the 9th (Fri) to allow enough time to travel back home.

Things to do in Carrabassett Valley

Golf · Outdoors · Winter Sports · Parks
Highlights from your trip

Maine travel guide

4.6
Beaches · Lighthouses · Mountains
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.