8 days in New England Itinerary

8 days in New England Itinerary

Created using Inspirock New England trip itinerary planner

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Route & dates

8 days in New England Itinerary

Start: Chicago
Fly:  6​h 15​min
1
Camden
— 1 night
Drive:  2​h
2
Bar Harbor, Mount Desert Island
— 2 nights
Drive:  4​h
3
Ogunquit
— 2 nights
Drive:  4​h
4
Provincetown
— 1 night
Drive:  2​h 15​min
5
Nantucket
— 1 night
Fly:  6​h 30​min
End: Chicago

1
night
Camden

Camden ©
Camden is a town in Knox County, Maine, United States. On the 4th (Fri), do a tasting at Sweetgrass Winery and Distillery.

For ratings, traveler tips, more things to do, and more tourist information, use the Camden online route builder .

Chicago to Camden is an approximately 6.5-hour combination of flight and taxi. You can also do a combination of flight and bus; or drive. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Prepare for a bit cooler weather when traveling from Chicago in October: high temperatures in Camden hover around 58°F and lows are around 42°F. Wrap up your sightseeing on the 5th (Sat) early enough to drive to Bar Harbor.

Things to do in Camden

Parks Nature Museums

Side Trips

Sweetgrass Winery and Distillery, Farnsworth Art Museum
Highlights from your plan
Mount Battie ©
Mount Battie
Farnsworth Art Museum ©
Farnsworth Art Museum
Camden Hills State Park ©
Camden Hills State Park

2
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Kick off your visit on the 6th (Sun): explore the activities along Jordan Pond Path Trailhead, then stroll through Sand Beach, and then visit a coastal fixture at Egg Rock Light. On your second day here, identify plant and animal life at Shore Path, cruise along Park Loop Road, and then don't miss a visit to Land Bridge to Bar Island.

To find traveler tips, reviews, other places to visit, and other tourist information, use the Bar Harbor trip itinerary planning site .

You can drive from Camden to Bar Harbor in 2 hours. Another option is to take a bus. Expect a daytime high around 59°F in October, and nighttime lows around 42°F. Cap off your sightseeing on the 7th (Mon) early enough to go by car to Ogunquit.

Things to do in Bar Harbor

Parks Outdoors Wildlife

Side Trip

Acadia National Park
Highlights from your plan
Jordan Pond Path Trailhead ©
Jordan Pond Path Trailhead
Sand Beach ©
Sand Beach
Shore Path ©
Shore Path

2
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.
Start off your visit on the 8th (Tue): take in the architecture and atmosphere at St. Ann's Episcopal Church, then kick back and relax at Wells Beach, and then enjoy the sand and surf at Ogunquit Beach. Get ready for a full day of sightseeing on the 9th (Wed): get to know the fascinating history of Marginal Way Walkway, then tour the pleasant surroundings at Long Sands Beach, and then enjoy the sea views from Cape Neddick Nubble Lighthouse.

Plan my Ogunquit trip by asking Inpirock to come up with tips and suggestions.

Getting from Bar Harbor to Ogunquit by car takes about 4 hours. Other options: do a combination of flight and bus; or do a combination of car, flight, and bus. In October, daily temperatures in Ogunquit can reach 62°F, while at night they dip to 38°F. Wrap up your sightseeing on the 9th (Wed) early enough to drive to Provincetown.

Things to do in Ogunquit

Outdoors Parks Beaches

Side Trips

Wells Beach, Long Sands Beach, Cape Neddick Nubble Lighthouse, St. Ann's Episcopal Church
Highlights from your plan
St. Ann's Episcopal Church ©
St. Ann's Episcopal Church
Long Sands Beach ©
Long Sands Beach
Marginal Way Walkway ©
Marginal Way Walkway

1
night
Provincetown

Provincetown ©
A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Kick off your visit on the 10th (Thu): kick back and relax at Herring Cove Beach and then kick back and relax at Race Point Beach.

To see traveler tips, maps, more things to do, and more tourist information, go to the Provincetown travel itinerary planner.

Drive from Ogunquit to Provincetown in 4 hours. Alternatively, you can do a combination of bus and ferry; or take a bus. Traveling from Ogunquit in October, expect a bit warmer with lows of 49°F in Provincetown. Finish up your sightseeing early on the 10th (Thu) so you can travel to Nantucket.

Things to do in Provincetown

Outdoors Parks Beaches
Highlights from your plan
Herring Cove Beach ©
Herring Cove Beach
Race Point Beach ©
Race Point Beach

1
night
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. On the 11th (Fri), enjoy the sea views from Sankaty Head Lighthouse, get to know the fascinating history of Milestone Bog, then examine the collection at Whaling Museum, and finally don't miss a visit to St Paul's Episcopal Church.

For reviews, maps, photos, and tourist information, use the Nantucket trip planner .

You can do a combination of taxi and ferry from Provincetown to Nantucket in 2.5 hours. Alternatively, you can do a combination of bus and ferry; or fly. In October, daily temperatures in Nantucket can reach 64°F, while at night they dip to 51°F. Wrap up your sightseeing on the 11th (Fri) early enough to travel back home.

Things to do in Nantucket

Historic Sites Museums
Highlights from your plan
Sankaty Head Lighthouse ©
Sankaty Head Lighthouse
Whaling Museum ©
Whaling Museum
St Paul's Episcopal Church ©
St Paul's Episcopal Church

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