15 days in Maine & Boston Itinerary

15 days in Maine & Boston Itinerary

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Route & dates

15 days in Maine & Boston Itinerary

Start: San Francisco
Fly:  11​h 15​min
1
Bar Harbor, Mount Desert Island
— 3 nights
Drive:  1​h 45​min
2
Lincolnville
— 2 nights
Drive:  1​h 30​min
3
Phippsburg
— 1 night
Drive:  1​h 30​min
4
Ogunquit
— 4 nights
Drive:  1​h 30​min
5
Boston
— 3 nights
Fly:  7​h 15​min
End: San Francisco

3
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Get outdoors at Acadia National Park and Precipice Trail. Your cultural itinerary includes sights like The Seal Cove Auto Museum and St. Saviour's Church :. The adventure continues: step off the mainland to explore Mount Desert Island, indulge your thirst for a good beer at Atlantic Brewing Company, look for all kinds of wild species at Shore Path, and explore the landscape on two wheels at Carriage Roads.

For other places to visit, where to stay, traveler tips, and other tourist information, read Bar Harbor tour planner .

San Francisco to Bar Harbor is an approximately 11.5-hour flight. You can also do a combination of flight and car; or drive. You'll lose 3 hours traveling from San Francisco to Bar Harbor due to the time zone difference. Expect a bit cooler temperatures when traveling from San Francisco in October; daily highs in Bar Harbor reach 59°F and lows reach 42°F. Finish up your sightseeing early on the 9th (Wed) so you can go by car to Lincolnville.

Things to do in Bar Harbor

Parks Outdoors Trails

Side Trips

Acadia National Park, The Seal Cove Auto Museum
Highlights from your plan
The Seal Cove Auto Museum ©
The Seal Cove Auto Museum
Cadillac Mountain ©
Cadillac Mountain
Carriage Roads ©
Carriage Roads

2
nights
Lincolnville

Lincolnville ©
Lincolnville is a town in Waldo County, Maine, United States. Start off your visit on the 10th (Thu): take in the awesome beauty at Mount Battie, wander the streets of High Street Historic District, then do a tasting at Cellardoor Winery, and finally don't miss a visit to Curtis Island Light. Here are some ideas for day two: immerse yourself in nature at Ducktrap River Park, then visit a coastal fixture at Rockland Breakwater Light, then examine the collection at Owls Head Transportation Museum, and finally learn about winemaking at Sweetgrass Winery and Distillery.

To see more things to do, other places to visit, traveler tips, and other tourist information, read Lincolnville trip planner .

Getting from Bar Harbor to Lincolnville by car takes about 2 hours. In October, plan for daily highs up to 58°F, and evening lows to 42°F. Cap off your sightseeing on the 11th (Fri) early enough to go by car to Phippsburg.

Things to do in Lincolnville

Parks Nature Historic Sites

Side Trips

Camden, Owls Head Transportation Museum, Rockland Breakwater Light, Sweetgrass Winery and Distillery
Highlights from your plan
Cellardoor Winery ©
Cellardoor Winery
Mount Battie ©
Mount Battie
Owls Head Transportation Museum ©
Owls Head Transportation Museum

1
night
Phippsburg

Phippsburg ©
Phippsburg is a town in Sagadahoc County, Maine, United States, on the west side of the mouth of the Kennebec River. Start off your visit on the 12th (Sat): stroll through Reid State Park and then enjoy the sand and surf at Popham Beach State Park.

For maps, photos, ratings, and tourist information, refer to the Phippsburg road trip website .

Getting from Lincolnville to Phippsburg by car takes about 1.5 hours. In October, daily temperatures in Phippsburg can reach 61°F, while at night they dip to 41°F. Cap off your sightseeing on the 12th (Sat) early enough to go by car to Ogunquit.

Things to do in Phippsburg

Parks Outdoors Beaches

Side Trip

Reid State Park
Highlights from your plan
Popham Beach State Park ©
Popham Beach State Park
Reid State Park ©
Reid State Park

4
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.
Satisfy your inner culture vulture at Marginal Way Walkway and Perkins Cove. Get in touch with nature at Ogunquit Beach and Wells Beach. Get out of town with these interesting Ogunquit side-trips: Plum Island (in Newburyport), Allagash Brewery (in Portland) and Tributary Brewing (in Kittery). Next up on the itinerary: stroll through Footbridge Beach, pause for some serene contemplation at St. Ann's Episcopal Church, visit a coastal fixture at Cape Neddick Nubble Lighthouse, and tee off at Merriland Farms Golf Course.

To see photos, other places to visit, where to stay, and tourist information, go to the Ogunquit journey planning tool .

Traveling by car from Phippsburg to Ogunquit takes 1.5 hours. In October in Ogunquit, expect temperatures between 62°F during the day and 38°F at night. Finish up your sightseeing early on the 16th (Wed) so you can go by car to Boston.

Things to do in Ogunquit

Parks Outdoors Nature

Side Trips

Wells, Plum Island, Nubble Lighthouse, St. Ann's Episcopal Church, Allagash Brewing Company
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Nubble Lighthouse ©
Nubble Lighthouse
St. Ann's Episcopal Church ©
St. Ann's Episcopal Church

3
nights
Boston

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Get some historical perspective at Freedom Trail and Louisa May Alcott's Orchard House. Get a sense of the local culture at North End and Newbury Street. Explore the numerous day-trip ideas around Boston: Concord (North Bridge & The Old Manse). There's lots more to do: explore the world behind art at Museum of Fine Arts, contemplate the long history of Buckman Tavern, take a stroll through Back Bay, and stroll the grounds of Granary Burying Ground.

For maps, traveler tips, ratings, and tourist information, you can read our Boston journey builder tool .

You can drive from Ogunquit to Boston in 1.5 hours. Other options are to take a train; or take a bus. Traveling from Ogunquit in October, Boston is a bit warmer at night with lows of 50°F. Finish your sightseeing early on the 19th (Sat) so you can travel back home.

Things to do in Boston

Historic Sites Neighborhoods Museums

Side Trips

Concord, Buckman Tavern
Highlights from your plan
North End ©
North End
Freedom Trail ©
Freedom Trail
Museum of Fine Arts ©
Museum of Fine Arts

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