11 days in Maine Itinerary

11 days in Maine Itinerary

Created using Inspirock Maine attractions planner

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Route & dates

Start: Pensacola, Florida
+2
Drive + Fly + Drive:  10 h 15 min
1
Bethel
— 3 nights
Drive:  2 h 30 min
2
Camden
— 1 night
Drive:  1 h 45 min
3
Bar Harbor, Mount Desert Island
— 2 nights
Drive:  3 h
4
Freeport
— 1 night
Drive:  1 h
5
Kennebunkport
— 1 night
Drive:  45 min
6
York
— 1 night
Taxi + Bus:  1 h
7
Portland
— 1 night
Fly + Taxi:  8 h
End: Pensacola, Florida

3
nights
Bethel

Bethel ©
Bethel is a town in Oxford County, Maine, United States. Your day-by-day itinerary now includes Height of Land, Bethel Hill Common and Sunday River Covered Bridge. Start off your visit on the 15th (Thu): explore the striking landscape at Cathedral Ledge, then appreciate the extensive heritage of Bethel Hill Common, and then take a memorable drive along Kancamagus Highway. Get ready for a full day of sightseeing on the 16th (Fri): take some stellar pictures from Sugar Hill Scenic Vista and then take in the dramatic natural features at Flume Gorge.

To find other places to visit, maps, traveler tips, and tourist information, go to the Bethel road trip planner.

Pensacola to Bethel is an approximately 10.5- hour combination of car and flight. The time zone difference when traveling from Pensacola to Bethel is 1 hour. Prepare for much colder weather when traveling from Pensacola in October: high temperatures in Bethel hover around 60°F and lows are around 35°F. You'll have a few hours on the 17th (Sat) to wrap things up before traveling to Camden.

Things to do in Bethel

Scenic Drive Historic Sites Outdoors

Side Trips

North Conway, Height of Land, Flume Gorge, Sugar Hill Scenic Vista
Highlights from your plan
Kancamagus Highway ©
Kancamagus Highway
Height of Land ©
Height of Land
Flume Gorge ©
Flume Gorge

1
night
Camden

Camden ©
Start off your visit on the 17th (Sat): view the masterpieces at Ducktrap Bay Trading Co, then take in the awesome beauty at Mount Battie, and then stop by French & Brawn Market Place.

For traveler tips, more things to do, maps, and tourist information, you can read our Camden trip planner.

Traveling by car from Bethel to Camden takes 2.5 hours. Traveling from Bethel in October, you can expect nighttime temperatures to be a bit warmer in Camden, with lows of 42°F. You'll have a few hours on the 18th (Sun) to wrap things up before traveling to Bar Harbor.

Things to do in Camden

Nature Shopping Parks
Highlights from your plan
Mount Battie ©
Mount Battie
Curtis Island Light ©
Curtis Island Light
Ducktrap Bay Trading Co ©
Ducktrap Bay Trading Co

2
nights
Bar Harbor, Mount Desert Island

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Kick off your visit on the 18th (Sun): trek along Ocean Path and then take in nature's colorful creations at Asticou Azalea Garden. Get ready for a full day of sightseeing on the next day: get interesting insight from Tours, don't miss a visit to Land Bridge to Bar Island, then identify plant and animal life at Shore Path, and finally look for gifts at Christmas Spirit Shop.

For photos, reviews, maps, and other tourist information, use the Bar Harbor journey maker.

Traveling by car from Camden to Bar Harbor takes 2 hours. Alternatively, you can take a bus. October in Bar Harbor sees daily highs of 59°F and lows of 42°F at night. Finish your sightseeing early on the 20th (Tue) to allow enough time to drive to Freeport.

Things to do in Bar Harbor

Parks Outdoors Trails

Side Trip

Asticou Azalea Garden
Highlights from your plan
Boat Tours & Water Sports
Shore Path ©
Shore Path
Asticou Azalea Garden ©
Asticou Azalea Garden

1
night
Freeport

Freeport ©
Freeport is a town in Cumberland County, Maine, United States. Start off your visit on the 20th (Tue): tour the pleasant surroundings at Devil’s Back Trail, then admire the majestic nature at Wolfe's Neck Woods State Park, and then get some fabulous bargains at L.L. Bean Factory Store.

To find reviews, maps, photos, and more tourist information, you can read our Freeport online route planner.

Traveling by car from Bar Harbor to Freeport takes 3 hours. Alternatively, you can do a combination of car, bus, and train; or take a bus. October in Freeport sees daily highs of 60°F and lows of 39°F at night. Finish your sightseeing early on the 21st (Wed) so you can drive to Kennebunkport.

Things to do in Freeport

Parks Nature Shopping

Side Trip

Devil’s Back Trail
Highlights from your plan
Wolfe's Neck Woods State Park ©
Wolfe's Neck Woods State Park

1
night
Kennebunkport

Kennebunkport ©
Kennebunkport is a town in York County, Maine, United States. Start off your visit on the 21st (Wed): don't miss a visit to President Bush Compound, then take a memorable drive along Ocean Ave, then take a memorable drive along Walker's Point, and finally pause for some serene contemplation at St. Ann's Episcopal Church. Here are some ideas for day two: look for gifts at Scalawags Pet Boutique, view the masterpieces at Compliments, and then get a new perspective on things with Boat Tours & Water Sports.

To find more things to do, reviews, traveler tips, and other tourist information, use the Kennebunkport road trip app.

Traveling by car from Freeport to Kennebunkport takes an hour. Alternatively, you can take a train; or take a bus. In October, daily temperatures in Kennebunkport can reach 62°F, while at night they dip to 38°F. On the 22nd (Thu), wrap the sightseeing up by early afternoon so you can drive to York.

Things to do in Kennebunkport

Outdoors Scenic Drive Historic Sites
Highlights from your plan
Walker's Point ©
Walker's Point
St. Ann's Episcopal Church ©
St. Ann's Episcopal Church
Boat Tours & Water Sports

1
night
York

York ©
York is a town in York County, Maine, United States, near the southern tip of the state. Kick off your visit on the 22nd (Thu): kick back and relax at Long Sands Beach.

For ratings, other places to visit, where to stay, and tourist information, use the York trip itinerary maker app.

Drive from Kennebunkport to York in an hour. Alternatively, you can do a combination of bus and taxi. Plan for somewhat warmer nights when traveling from Kennebunkport in October since evenings lows in York dip to 44°F. You'll have a few hours on the 23rd (Fri) to wrap things up before traveling to Portland.

Things to do in York

Beaches Outdoors Parks
Highlights from your plan
Long Sands Beach ©
Long Sands Beach
George Marshall Store Gallery ©
George Marshall Store Gallery

1
night
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.
Start off your visit on the 23rd (Fri): visit a coastal fixture at Portland Head Light and then admire the masterpieces at Portland Museum of Art.

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

You can do a combination of taxi and bus from York to Portland in an hour. Other options are to drive; or do a combination of taxi and train. In October, daytime highs in Portland are 62°F, while nighttime lows are 43°F. You will have some time to spend on the 24th (Sat) before leaving for home.

Things to do in Portland

Historic Sites Museums

Side Trip

Portland Head Light
Highlights from your plan
Portland Head Light ©
Portland Head Light
Portland Museum of Art ©
Portland Museum of Art
Portland Observatory ©
Portland Observatory

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