30 days in Maine Itinerary

30 days in Maine Itinerary

Created using Inspirock Maine trip planner
©
Make it your trip
Fly
1
Bar Harbor, Mount Desert Island
— 5 nights
Drive
2
Bangor
— 5 nights
Drive
3
Greenville
— 3 nights
Drive
4
Rockland
— 6 nights
Drive
5
Portland
— 10 nights
Fly

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Bar Harbor, Mount Desert Island — 5 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Eschew the tourist crowds and head to Spas and Agamont Park. There's much more to do: hike along Great Head Trail, tour the pleasant surroundings at Bubble Rock, contemplate the waterfront views at Frenchman Bay, and walk around Village Green.

To see reviews, traveler tips, maps, and more tourist information, read Bar Harbor road trip planning tool.

New York City to Bar Harbor is an approximately 3-hour flight. You can also drive; or do a combination of train and bus. Prepare for a bit cooler weather when traveling from New York City in November: high temperatures in Bar Harbor hover around 46°F and lows are around 30°F. Finish your sightseeing early on the 6th (Sat) so you can drive to Bangor.
Parks · Outdoors · Trails · Beaches
Side Trips

Bangor — 5 nights

Bangor is a city along the Penobscot River in the U.S. state of Maine. You'll explore the less-touristy side of things at Mount Hope Garden Cemetery and Stephen King's House. Get out of town with these interesting Bangor side-trips: Baxter State Park (in Millinocket) and Colby College Museum of Art (in Waterville). Next up on the itinerary: examine the collection at Cole Land Transportation Museum, grab your bike and head to Bangor City Forest, view the masterpieces at the rock & art shop, and explore the engaging exhibits at Maine Discovery Museum.

For ratings, photos, reviews, and more tourist information, refer to the Bangor trip site.

You can drive from Bar Harbor to Bangor in 1.5 hours. Alternatively, you can drive; or take a bus. In November, plan for daily highs up to 46°F, and evening lows to 28°F. Finish your sightseeing early on the 11th (Thu) so you can drive to Greenville.
Museums · Parks · Outdoors · Historic Sites
Side Trips

Greenville — 3 nights

Greenville is a town in Piscataquis County, Maine, United States. Step off the beaten path and head to Moosehead Lake and Moxie Falls. Take a break from Greenville with a short trip to River Rafting & Tubing in The Forks, about 1h 5 min away. Next up on the itinerary: immerse yourself in nature at Lily Bay State Park and look for gifts at Moosehead Lake Indian Store at Kamp Kamp.

To see other places to visit, where to stay, traveler tips, and more tourist information, you can read our Greenville trip itinerary planner.

Getting from Bangor to Greenville by car takes about 2 hours. Expect slightly colder weather when traveling from Bangor in November: highs in Greenville hover around 38°F, while lows dip to 27°F. Wrap up your sightseeing on the 14th (Sun) early enough to travel to Rockland.
Nature · Parks · Outdoors · Adventure
Side Trips

Rockland — 6 nights

Rockland is a city in Knox County, Maine, in the United States. You'll discover tucked-away gems like Owls Head Transportation Museum and Marshall Point Lighthouse Museum. Get out of town with these interesting Rockland side-trips: Belfast (Belfast Harborwalk & Belfast City Park) and Moose Point State Park (in Searsport). There's much more to do: pause for some photo ops at Andre the Seal Statue, stop by Maine State Prison Store, stroll around Camden Harbor Park and Amphitheatre, and see the interesting displays at Fawcetts Art/Antiques Toy Museum.

Plan my trip to Rockland with suggested itineraries provided by Inspirock.

You can drive from Greenville to Rockland in 3 hours. Traveling from Greenville in November, expect nights in Rockland to be about the same, around 30°F, while days are a bit warmer, around 47°F. Finish up your sightseeing early on the 20th (Sat) so you can go by car to Portland.
Parks · Museums · Nature · Outdoors
Side Trips

Portland — 10 nights

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.
Discover out-of-the-way places like Back Cove Trail and Casco Bay. Venture out of the city with trips to York (Mount Agamenticus & Stonewall Kitchen), Wolfe's Neck Woods State Park (in Freeport) and Maine State Museum (in Augusta). There's still lots to do: admire the majestic nature at Two Lights State Park, examine the collection at Maine Jewish Museum, contemplate the long history of Wadsworth-Longfellow House, and enjoy the sand and surf at Crescent Beach State Park.

To see ratings, reviews, more things to do, and tourist information, read Portland itinerary planner.

Traveling by car from Rockland to Portland takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. In November, daily temperatures in Portland can reach 49°F, while at night they dip to 30°F. Wrap up your sightseeing on the 30th (Tue) early enough to fly back home.
Parks · Nature · Outdoors · Beaches
Side Trips

Maine travel guide

4.6
Beaches · Lighthouses · Gift & Specialty Shops
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.