36 days in Maine Itinerary

36 days in Maine Itinerary

Created using Inspirock Maine itinerary planner

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Route & dates

36 days in Maine Itinerary

Start: Rochester
+2
Fly + foot + bus:  5​h 45​min
1
Ogunquit
— 6 nights
Drive:  1​h 30​min
2
Phippsburg
— 5 nights
Drive:  1​h 15​min
3
Rockland
— 6 nights
Drive:  2​h 15​min
4
Northeast Harbor, Mount Desert
— 4 nights
Drive:  30​min
5
Bar Harbor, Mount Desert Island
— 10 nights
Drive:  2​h 15​min
6
Millinocket
— 4 nights
Drive + Fly:  7​h 15​min
End: Rochester

6
nights
Ogunquit

Ogunquit ©
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.
Discover out-of-the-way places like Footbridge Beach and Seashore Trolley Museum. Change things up with these side-trips from Ogunquit: Funtown Splashtown USA (in Saco), Cape Elizabeth (Two Lights State Park & Portland Head Light) and South Portland (Fishing Charters & Tours & Spring Point Ledge Lighthouse). Next up on the itinerary: appreciate the extensive heritage of Marginal Way Walkway, look for gifts at When Pigs Fly Company Store, kick back and relax at Old Orchard Beach, and explore the striking landscape at Perkins Cove.

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

Rochester to Ogunquit is an approximately 6-hour combination of flight and bus. You can also do a combination of bus and flight; or drive. Traveling from Rochester in June, you can expect nighttime temperatures to be slightly colder in Ogunquit, with lows of 52°F. Finish your sightseeing early on the 7th (Sun) to allow enough time to drive to Phippsburg.

Things to do in Ogunquit

Outdoors Parks Beaches

Side Trips

York, Kittery, Portland, Cape Elizabeth, Wells
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Perkins Cove ©
Perkins Cove
Ogunquit Beach ©
Ogunquit Beach

5
nights
Phippsburg

Phippsburg ©
Phippsburg is a town in Sagadahoc County, Maine, United States, on the west side of the mouth of the Kennebec River. Explore hidden gems such as Popham Beach State Park and Boothbay Region Land Trust. Get out of town with these interesting Phippsburg side-trips: Wolfe's Neck Woods State Park (in Freeport), Boothbay (Coastal Maine Botanical Gardens & Boothbay Railway Village) and Bailey Island (Land's End Gift Shop & Giant's Stairs Trail). And it doesn't end there: indulge your taste buds at Food & Drink, visit a coastal fixture at Pemaquid Point Lighthouse, steep yourself in history at Nickels-Sortwell House, and kick back and relax at Reid State Park.

To find reviews, where to stay, more things to do, and tourist information, read Phippsburg itinerary builder app .

Drive from Ogunquit to Phippsburg in 1.5 hours. In June, plan for daily highs up to 73°F, and evening lows to 52°F. Finish up your sightseeing early on the 12th (Fri) so you can go by car to Rockland.

Things to do in Phippsburg

Parks Nature Outdoors

Side Trips

Boothbay, Boothbay Harbor, Bailey Island, Doubling Point Lighthouse, Wolfe's Neck Woods State Park
Highlights from your plan
Popham Beach State Park ©
Popham Beach State Park
Boothbay Region Land Trust ©
Boothbay Region Land Trust
Food Tours

6
nights
Rockland

Rockland ©
Rockland is a city in Knox County, Maine, in the United States. Discover out-of-the-way places like Maine Lighthouse Museum and Penobscot Narrows Bridge. Change things up with these side-trips from Rockland: Marshall Point Lighthouse Museum (in Port Clyde), Belfast (Belfast Harborwalk, Belfast Historical Society & Museum, & more) and Maine State Museum (in Augusta). There's lots more to do: examine the collection at Owls Head Transportation Museum, do a tasting at Cellardoor Winery, get lost in a book at Camden Public Library, and browse the exhibits of Owls Head Lighthouse.

For where to stay, photos, ratings, and more tourist information, refer to the Rockland holiday planner.

Drive from Phippsburg to Rockland in 1.5 hours. Traveling from Phippsburg in June, you will find days in Rockland are little chillier (68°F), and nights are about the same (51°F). Finish your sightseeing early on the 18th (Thu) so you can drive to Northeast Harbor.

Things to do in Rockland

Museums Historic Sites Parks

Side Trips

Camden, Belfast, Owls Head, Penobscot Narrows Bridge, Marshall Point Lighthouse Museum
Highlights from your plan
Owls Head Transportation Museum ©
Owls Head Transportation Museum
Maine Lighthouse Museum ©
Maine Lighthouse Museum
Marshall Point Lighthouse Museum ©
Marshall Point Lighthouse Museum

4
nights
Northeast Harbor, Mount Desert

Northeast Harbor ©
Northeast Harbor is a village on Mount Desert Island, located in the town of Mount Desert in Hancock County, Maine, United States. You'll discover tucked-away gems like Asticou Azalea Garden and Asticou Terraces / Thuya Garden. Explore the numerous day-trip ideas around Northeast Harbor: Nervous Nellie's Jams and Jellies (in Deer Isle) and Stonington Village (in Stonington). The adventure continues: tour the pleasant surroundings at Bubble Rock, hike along Wonderland Trail, enjoy the sand and surf at Echo Lake Beach, and contemplate the waterfront views at Jordan Pond Path Trailhead.

To find traveler tips, where to stay, ratings, and tourist information, read our Northeast Harbor attractions planning site .

Drive from Rockland to Northeast Harbor in 2.5 hours. Expect a daytime high around 68°F in June, and nighttime lows around 52°F. Wrap up your sightseeing on the 22nd (Mon) early enough to drive to Bar Harbor.

Things to do in Northeast Harbor

Parks Outdoors Trails

Side Trips

Acadia National Park, Southwest Harbor, Deer Isle, Ship Harbor Nature Trail
Highlights from your plan
Bubble Rock ©
Bubble Rock
Asticou Azalea Garden ©
Asticou Azalea Garden
Asticou Terraces / Thuya Garden
Asticou Terraces / Thuya Garden

10
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Explore hidden gems such as Frenchman Bay and Pirate's Cove Miniature Golf. Get out of town with these interesting Bar Harbor side-trips: Bangor (Stephen King's House, The Sports Arena, & more). There's lots more to do: hit the best photo ops around with an inspiring photography tour, stroll through Bar Island Trails, trek along Champlain Mountain & Beehive Loop Trail, and walk around Agamont Park.

To find maps and tourist information, read our Bar Harbor visit planner .

Bar Harbor is just a short distance from Northeast Harbor. June in Bar Harbor sees daily highs of 68°F and lows of 52°F at night. Finish up your sightseeing early on the 2nd (Thu) so you can travel to Millinocket.

Things to do in Bar Harbor

Outdoors Parks Trails

Side Trips

Acadia National Park, Bangor, The Seal Cove Auto Museum, Somesville Historical Museum and Gardens
Highlights from your plan
The Seal Cove Auto Museum ©
The Seal Cove Auto Museum
Frenchman Bay ©
Frenchman Bay
Eagle Lake Acadia National Park ©
Eagle Lake Acadia National Park

4
nights
Millinocket

Millinocket ©
Millinocket is a town in Penobscot County, Maine, United States.The population was 4,506 at the 2010 census. You'll discover tucked-away gems like Mount Katahdin and River Rafting & Tubing. Explore the numerous day-trip ideas around Millinocket: Greenville (Off-Road Tours, Moosehead Lake, & more). Next up on the itinerary: admire the sheer force of Moxie Falls and view the masterpieces at Moose Prints Gallery and Gifts.

For photos, where to stay, more things to do, and tourist information, you can read our Millinocket itinerary maker tool .

Getting from Bar Harbor to Millinocket by car takes about 2.5 hours. Expect a daytime high around 79°F in July, and nighttime lows around 58°F. Cap off your sightseeing on the 6th (Mon) early enough to travel back home.

Things to do in Millinocket

Nature Parks Outdoors

Side Trips

Greenville, Moxie Falls
Highlights from your plan
Mount Katahdin ©
Mount Katahdin
River Rafting & Tubing
Lily Bay State Park ©
Lily Bay State Park

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