60 days in Maine Itinerary

60 days in Maine Itinerary

Created using Inspirock Maine trip planner

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Make it your trip
Fly to Boston, Bus to Ogunquit
1
Ogunquit
— 7 nights
Drive
2
Boothbay Harbor
— 7 nights
Drive
3
Rangeley
— 6 nights
Drive
4
Greenville
— 5 nights
Drive
5
Bangor
— 8 nights
Drive
6
Lubec
— 6 nights
Drive
7
Winter Harbor
— 6 nights
Drive
8
Bar Harbor, Mount Desert Island
— 14 nights
Fly

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Ogunquit

— 7 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.
Venture out of the city with trips to Portland (Old Port, Beer Tastings & Tours, &more), L.L. Bean Factory Store (in Freeport) and Old Orchard Beach (in Old Orchard Beach). There's lots more to do: appreciate the extensive heritage of Marginal Way Walkway, tour the pleasant surroundings at Rachel Carson National Wildlife Refuge, explore and take pictures at Ocean Ave, and kick back and relax at Ogunquit Beach.

Before you visit Ogunquit, use our trip planner to discover what you can do and see there.

San Diego to Ogunquit is an approximately 10.5-hour combination of flight and bus. You can also drive; or do a combination of train and taxi. The time zone difference moving from Pacific Standard Time (PST) to Eastern Standard Time (EST) is 3 hours. Traveling from San Diego in September, you will find days in Ogunquit are slightly colder (74°F), and nights are much colder (48°F). Finish up your sightseeing early on the 14th (Tue) so you can go by car to Boothbay Harbor.

Things to do in Ogunquit

Parks · Outdoors · Historic Sites · Beaches

Side Trips

Boothbay Harbor

— 7 nights
Boothbay Harbor is a town in Lincoln County, Maine, United States. Get out of town with these interesting Boothbay Harbor side-trips: Popham Beach State Park (in Phippsburg), Maine Maritime Museum (in Bath) and Devil’s Back Trail (in Orrs Island). The adventure continues: catch all the local highlights with Cap'n Fish's Cruises, head off the coast to Cabbage Island, stroll through Coastal Maine Botanical Gardens, and admire the masterpieces at Farnsworth Art Museum.

Plan trip to Boothbay Harbor with our itinerary maker to find out where to go and what to do.

You can drive from Ogunquit to Boothbay Harbor in 2 hours. Alternatively, you can do a combination of taxi and train; or do a combination of bus and taxi. In September, daily temperatures in Boothbay Harbor can reach 73°F, while at night they dip to 51°F. Finish your sightseeing early on the 21st (Tue) to allow enough time to travel to Rangeley.

Things to do in Boothbay Harbor

Parks · Wildlife · Historic Sites · Nature

Side Trips

Rangeley

— 6 nights
Rangeley is a town in Franklin County, Maine, USA. The population was 1,168 at the 2010 census. Venture out of the city with trips to Kingfield (Maine Ski and Snowboard Museum & Stanley Museum), Bethel (Sunday River Ski Resort & Grafton Notch State Park) and Step Falls Preserve Hiking Trail (in Newry). The adventure continues: cruise along Height of Land, walk around Rangeley Lake State Park, explore the activities along Mooselookmeguntic Lake, and tour the pleasant surroundings at Cascade Stream Gorge Trail.

To see ratings, photos, reviews, and tourist information, you can read our Rangeley travel planner.

Drive from Boothbay Harbor to Rangeley in 2.5 hours. Traveling from Boothbay Harbor in September, you can expect nighttime temperatures to be slightly colder in Rangeley, with lows of 45°F. Wrap up your sightseeing on the 27th (Mon) to allow time to drive to Greenville.

Things to do in Rangeley

Parks · Nature · Outdoors · Museums

Side Trips

Greenville

— 5 nights
Greenville is a town in Piscataquis County, Maine, United States. Explore Greenville's surroundings by going to River Rafting & Tubing (in The Forks), Rockwood (Borestone Mountain & Mount Kineo) and Mount Katahdin (in Millinocket). Next up on the itinerary: contemplate the waterfront views at Moosehead Lake, look for all kinds of wild species at Moose Country Safaris, see Off-Road Tours, and look for gifts at Moosehead Lake Indian Store at Kamp Kamp.

To find reviews, more things to do, other places to visit, and more tourist information, use the Greenville trip itinerary builder site.

Traveling by car from Rangeley to Greenville takes 2.5 hours. In September, daily temperatures in Greenville can reach 68°F, while at night they dip to 50°F. Wrap up your sightseeing on the 2nd (Sat) to allow time to drive to Bangor.

Things to do in Greenville

Parks · Nature · Wildlife · Outdoors

Side Trips

Bangor

— 8 nights
Bangor is a city along the Penobscot River in the U.S. state of Maine. Change things up with these side-trips from Bangor: Twin Maple Outdoors (in Bradford), Waterville (Colby College Museum of Art & Quarry Road Trails) and Fort Halifax State Historic Site (in Winslow). Next up on the itinerary: explore the different monuments and memorials at Mount Hope Garden Cemetery, admire the majestic nature at Baxter State Park, tour the pleasant surroundings at Passy Rail Trail, and trek along Blue Hill Mountain.

For ratings, photos, traveler tips, and other tourist information, you can read our Bangor vacation planner.

Traveling by car from Greenville to Bangor takes 2 hours. When traveling from Greenville in October, plan for a bit warmer days in Bangor, with highs around 61°F, while nights are about the same with lows around 40°F. Wrap up your sightseeing on the 10th (Sun) to allow time to travel to Lubec.

Things to do in Bangor

Parks · Outdoors · Museums · Trails

Side Trips

Lubec

— 6 nights
Lubec is a town in Washington County, Maine, United States. Explore the numerous day-trip ideas around Lubec: Reversing Falls Park (in Pembroke), Moosehorn National Wildlife Refuge (in Baileyville) and Eastport (The Commons Eastport & The Mermaid - a bronze statue by Richard Klyver). And it doesn't end there: visit a coastal fixture at West Quoddy Head Light, explore the striking landscape at The Bold Coast, appreciate the history behind Lost Fishermen's Memorial, and take an in-depth tour of Wreaths Across America Museum.

To find photos, other places to visit, traveler tips, and tourist information, use the Lubec trip planner.

You can drive from Bangor to Lubec in 2.5 hours. Expect a daytime high around 59°F in October, and nighttime lows around 42°F. Finish your sightseeing early on the 16th (Sat) to allow enough time to drive to Winter Harbor.

Things to do in Lubec

Parks · Wildlife · Nature · Museums

Side Trips

Winter Harbor

— 6 nights
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. Explore Winter Harbor's surroundings by going to Wild Blueberry Land (in Columbia Falls), Abby Aldrich Rockefeller Garden (in Seal Harbor) and Great Wass Island Preserve (in Beals). There's much more to do: explore the striking landscape at Schoodic Point, take in the exciting artwork at Whopaints Gallery, admire the natural beauty at The Granite Garden Gallery, and head off the coast to Beals Island.

To find ratings, other places to visit, more things to do, and tourist information, read Winter Harbor trip maker.

You can drive from Lubec to Winter Harbor in 2 hours. Expect a daytime high around 59°F in October, and nighttime lows around 42°F. Wrap up your sightseeing on the 22nd (Fri) to allow time to drive to Bar Harbor.

Things to do in Winter Harbor

Parks · Nature · Museums · Shopping

Side Trips

Bar Harbor, Mount Desert Island

— 14 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. You'll find plenty of places to visit near Bar Harbor: Wonderland Trail (in Southwest Harbor) and Bass Harbor (Ship Harbor Nature Trail & Bass Harbor Head Lighthouse). And it doesn't end there: head outdoors with Outdoor Activities, stroll through Shore Path, examine the collection at The Seal Cove Auto Museum, and capture your vacation like a pro with an inspiring photography tour.

To find photos, traveler tips, other places to visit, and other tourist information, use the Bar Harbor trip planner.

You can drive from Winter Harbor to Bar Harbor in an hour. Expect a daytime high around 59°F in October, and nighttime lows around 42°F. Wrap up your sightseeing on the 5th (Fri) to allow time to fly back home.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trips

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.