5 days in Maine Itinerary

5 days in Maine Itinerary

Created using Inspirock Maine tour itinerary builder
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Make it your trip
Fly
1
Portland
— 1 night
Drive
2
Cutler
— 1 night
Drive
3
Acadia National Park
— 1 day
Drive
4
Damariscotta
— 1 night
Drive
5
Boothbay Harbor
— 1 night
Drive
6
Portland
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S M T W T F S
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3
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Portland — 1 night

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.
To find reviews, photos, traveler tips, and more tourist information, you can read our Portland trip planning website.

Dallas to Portland is an approximately 5.5-hour flight. You can also drive; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Dallas to Portland. Traveling from Dallas in October, expect nights in Portland to be little chillier, around 43°F, while days are cooler, around 62°F. On the 4th (Tue), you'll have the morning to explore before heading off to Cutler.
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Parks · Outdoors · Tours · Shopping

Cutler — 1 night

Cutler is a town in Washington County, Maine, United States. Your day by day itinerary now includes Cutler Coast Public Reserved Land. Kick off your visit on the 4th (Tue): identify plant and animal life at Cutler Coast Public Reserved Land.

To find photos, maps, where to stay, and tourist information, go to the Cutler road trip tool.

You can drive from Portland to Cutler in 4 hours. Another option is to drive. In October, daily temperatures in Cutler can reach 59°F, while at night they dip to 42°F. Wrap up your sightseeing on the 5th (Wed) early enough to drive to Acadia National Park.
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Parks · Wildlife
Highlights from your trip

Acadia National Park — 1 day

First Eastern National Park

The first national park east of the Mississippi River, Acadia National Park draws visitors with its rugged landscape of ocean shoreline, low-slung granite mountains, dense woodlands, and pristine lakes.
Your day by day itinerary now includes Park Loop Road. Kick off your visit on the 5th (Wed): explore and take pictures at Park Loop Road, then tour the pleasant surroundings at Little Hunters Beach, and then look for all kinds of wild species at Sieur de Monts Spring.

To find ratings, more things to do, other places to visit, and more tourist information, go to the Acadia National Park day trip planner.

You can drive from Cutler to Acadia National Park in 2.5 hours. Expect a daytime high around 59°F in October, and nighttime lows around 42°F. Wrap up your sightseeing on the 5th (Wed) to allow time to drive to Damariscotta.
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Outdoors · Parks · Scenic Drive · Nature

Damariscotta — 1 night

Damariscotta is a town in Lincoln County, Maine, United States. To see other places to visit, maps, more things to do, and tourist information, use the Damariscotta trip itinerary planner.

Traveling by car from Acadia National Park to Damariscotta takes 2.5 hours. In October, daily temperatures in Damariscotta can reach 61°F, while at night they dip to 41°F. On the 6th (Thu), you'll travel to Boothbay Harbor.
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Parks · Shopping · Outdoors · Wildlife

Boothbay Harbor — 1 night

Boothbay Harbor is a town in Lincoln County, Maine, United States. Cabbage Island has been added to your itinerary. Start off your visit on the 6th (Thu): take in the pleasant sights at Coastal Maine Botanical Gardens and then head off the coast to Cabbage Island.

To see maps, other places to visit, ratings, and more tourist information, refer to the Boothbay Harbor road trip planning site.

Boothbay Harbor is just a short distance from Damariscotta. In October, daytime highs in Boothbay Harbor are 61°F, while nighttime lows are 41°F. Wrap up your sightseeing on the 7th (Fri) early enough to drive to Portland.
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Parks · Nature · Wildlife
Side Trip

Portland

The Forest City

For maps, other places to visit, reviews, and tourist information, refer to the Portland online road trip planner.

You can drive from Boothbay Harbor to Portland in 1.5 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of taxi and train. You will leave for home on the 7th (Fri).
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Parks · Outdoors · Tours · Shopping

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.
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Mid Coast Maine travel guide

4.7
Lighthouses · Dolphin & Whale Watching · Scenic Walking Areas