8 days in White Mountains, Portland & Bar Harbor Itinerary

8 days in White Mountains, Portland & Bar Harbor Itinerary

Created using Inspirock United States journey planner

Make it your trip
Train to New York Penn Station, Train to White Plains Bus Terminal Lane B, Fly to Lincoln
— 2 nights
North Conway
— 1 night
— 2 nights
Bar Harbor
— 2 nights



— 2 nights
Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
Escape the urban bustle at White Mountain National Forest and West Rattlesnake Mountain. Take a break from Lincoln with a short trip to Bretton Woods Canopy Tour in Bretton Woods, about 36 minutes away. Next up on the itinerary: admire the sheer force of Flume Gorge, admire the majestic nature at Franconia Notch State Park, and see Off-Road Tours.

To see where to stay, ratings, more things to do, and more tourist information, use the Lincoln trip itinerary maker app.

Newark to Lincoln is an approximately 4.5-hour combination of train and flight. You can also drive; or do a combination of train and bus. In October, Lincoln is little chillier than Newark - with highs of 60°F and lows of 38°F. Wrap up your sightseeing on the 22nd (Fri) early enough to drive to North Conway.

Things to do in Lincoln

Nature · Parks · Wildlife · Tours

Side Trips

North Conway

— 1 night
North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
On the 23rd (Sat), take in the dramatic scenery at Diana's Baths and then cruise along Kancamagus Highway.

To see reviews, where to stay, traveler tips, and other tourist information, use the North Conway tour itinerary builder tool.

Traveling by car from Lincoln to North Conway takes 1.5 hours. Traveling from Lincoln in October, North Conway is somewhat warmer at night with lows of 45°F. Cap off your sightseeing on the 23rd (Sat) early enough to go by car to Portland.

Things to do in North Conway

Nature · Parks · Outdoors · Scenic Drive


— 2 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.
On the 24th (Sun), enjoy the sea views from Portland Head Light and then explore the world behind art at Portland Museum of Art. On your second day here, visit a coastal fixture at Nubble Lighthouse and then get to know the fascinating history of Marginal Way Walkway.

For other places to visit, where to stay, more things to do, and more tourist information, read Portland trip maker app.

Getting from North Conway to Portland by car takes about 2 hours. Other options: do a combination of taxi and bus. In October, plan for daily highs up to 62°F, and evening lows to 43°F. Finish up your sightseeing early on the 25th (Mon) so you can go by car to Bar Harbor.

Things to do in Portland

Historic Sites · Museums

Side Trips

Bar Harbor

— 2 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. On the 26th (Tue), trek along Ocean Path and then take a tour by water with Boat Tours & Water Sports. Keep things going the next day: take your sightseeing to a higher altitude at Cadillac Mountain and then trek along Cadillac Mountain North Ridge Trail.

To see ratings, more things to do, photos, and more tourist information, read our Bar Harbor driving holiday planner.

Traveling by car from Portland to Bar Harbor takes 3.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. In October, plan for daily highs up to 59°F, and evening lows to 42°F. Finish up your sightseeing early on the 27th (Wed) so you can catch the flight back home.

Things to do in Bar Harbor

Outdoors · Parks · Trails · Tours

Side Trip

White Mountains travel guide

Waterfalls · Scenic Drive · Theme Parks
The vast White Mountains cover not only a quarter of New Hampshire, but also a good portion of western Maine. A popular holiday destination for hiking and camping throughout the year, this mountain range includes some of the most rugged terrain in New England. Most of the area is public land, with a number of state parks and a sprawling national forest. The range includes 48 peaks over 1,200 m (4,000 ft) tall, popularly known as the "four-thousand footers." Mount Washington stands out among these, at 1,917 m (6,288 ft), as the highest peak in the northeastern section of the United States. To explore the mountains while on vacation, you can park at the national forest's trailheads, but be sure to purchase a parking permit at any of the area's visitor centers first.