30 days in Maine Itinerary

30 days in Maine Itinerary

Created using Inspirock Maine trip planner

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Make it your trip
Drive
1
Bangor
— 6 nights
Drive
2
Bar Harbor, Mount Desert Island
— 12 nights
Drive
3
Rockland
— 7 nights
Drive
4
Portland
— 3 nights
Fly to Chicago O'Hare International Airport, Drive to Aurora

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Bangor

— 6 nights
Bangor is a city along the Penobscot River in the U.S. Do your shopping at Bangor Mall and Tea Maineia. Step off the beaten path and head to Penobscot River Walkway and Moose Country Safaris. Venture out of the city with trips to Sears Island (in Searsport), T/S State of Maine (in Castine) and Holbrook Island Sanctuary (in Brooksville). There's lots more to do: look for all kinds of wild species at Orono Bog Boardwalk, learn about winemaking at Winterport Winery, stroll through French Mountain's, and grab your bike and head to Bangor City Forest.

To see maps, more things to do, traveler tips, and other tourist information, refer to the Bangor online trip maker.

Aurora to Bangor is an approximately 5-hour combination of car and flight. You can also drive. Traveling from Aurora to Bangor, you'll lose 1 hour due to the time zone difference. October in Bangor sees daily highs of 61°F and lows of 40°F at night. Finish up your sightseeing early on the 7th (Thu) so you can go by car to Bar Harbor.

Things to do in Bangor

Parks · Outdoors · Wildlife · Trails

Side Trips

Bar Harbor, Mount Desert Island

— 12 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. You'll enjoy a bit of beach vacationing at Echo Lake Beach and Little Hunters Beach. Explore hidden gems such as Precipice Trail and Otter Cliff. Change things up with these side-trips from Bar Harbor: Chipman's Wharf (in Milbridge), Great Wass Island Preserve (in Beals) and Jasper Beach (in Machiasport). The adventure continues: see the interesting displays at The Seal Cove Auto Museum, hike along Wonderland Trail, explore the striking landscape of Eagle Lake Acadia National Park, and admire the natural beauty at Asticou Terraces / Thuya Garden.

To find reviews, maps, other places to visit, and more tourist information, read Bar Harbor journey builder website.

Traveling by car from Bangor to Bar Harbor takes 1.5 hours. Alternatively, you can take a shuttle; or 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 19th (Tue) so you can drive to Rockland.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trips

Rockland

— 7 nights
Rockland is a city in Knox County, Maine, in the United States. Give yourself a bit of retail therapy at Maine State Prison Store and Linda Bean’s Maine Wyeth Gallery. Step off the beaten path and head to Morning In Maine Boat Tour and High Street Historic District. Explore Rockland's surroundings by going to Marshall Point Lighthouse Museum (in Port Clyde), Sweetgrass Farm Winery and Distillery (in Union) and Maine Heritage Village (in Wiscasset). Next up on the itinerary: visit a coastal fixture at Maine Lighthouse Museum, look for all kinds of wild species at Beech Hill Reserve, appreciate the history behind Andre the Seal Statue, and walk around Camden Harbor Park and Amphitheatre.

To find reviews and other tourist information, read our Rockland trip planner.

You can drive from Bar Harbor to Rockland in 2.5 hours. Another option is to take a bus. Expect a daytime high around 58°F in October, and nighttime lows around 42°F. Wrap up your sightseeing on the 26th (Tue) early enough to drive to Portland.

Things to do in Rockland

Parks · Museums · Outdoors · Historic Sites

Side Trips

Portland

— 3 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.
Discover out-of-the-way places like Higgins Beach and East End Beach. Next up on the itinerary: look for gifts at Edgecomb Potters, sample the tasty concoctions at Bissell Brothers, brush up on your knowledge of spirits at New England Distilling, and learn about winemaking at Maine Mead Works.

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

You can drive from Rockland to Portland in 2 hours. Alternatively, you can take a bus. October in Portland sees daily highs of 62°F and lows of 43°F at night. Cap off your sightseeing on the 29th (Fri) early enough to travel back home.

Things to do in Portland

Breweries & Distilleries · Beaches · Parks · Outdoors

Side 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.