22 days in United States Itinerary

Created using Inspirock United States journey builder
Make it your trip
Fly
1
Boston
— 6 nights
Drive
2
Wiscasset
— 3 nights
Drive
3
Acadia National Park
— 3 nights
Drive
4
Boothbay Harbor
— 3 nights
Drive
5
Bar Harbor
— 4 nights
Drive
6
West Stewartstown
— 2 nights
Drive

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Boston — 6 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.
Explore Boston's surroundings by going to Louisa May Alcott's Orchard House (in Concord), Salem (The House of the Seven Gables, Pickering Wharf, &more) and Newport (Cliff Walk & The Breakers). Next up on the itinerary: walk around Boston Public Garden, get advice or help at John F. Kennedy Presidential Museum & Library, get engrossed in the history at USS Constitution Museum, and explore the world behind art at Museum of Fine Arts.

For more things to do, traveler tips, reviews, and tourist information, use the Boston planner.

Jacksonville to Boston is an approximately 4.5-hour flight. You can also drive; or take a train. Traveling from Jacksonville in October, things will get a bit cooler in Boston: highs are around 64°F and lows about 50°F. Wrap up your sightseeing on the 7th (Thu) early enough to drive to Wiscasset.
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Side Trips
Find places to stay Oct 1 — 7:

Wiscasset — 3 nights

Wiscasset is a town in and the county seat of Lincoln County, Maine, in the United States. Start off your visit on the 8th (Fri): take a tour by water with Monhegan Boat Line, enjoy the sea views from Pemaquid Point Lighthouse, and then see human ingenuity at work at The Swimming Hole At Bristol Dam. Keep things going the next day: take a leisurely stroll along Gardiner Waterfront, tee off at Sheepscot Links, and then don't miss a visit to rendall Fine Art.

For maps, ratings, where to stay, and other tourist information, go to the Wiscasset road trip website.

Getting from Boston to Wiscasset by car takes about 2.5 hours. Traveling from Boston in October, Wiscasset is little chillier at night with lows of 41°F. Finish your sightseeing early on the 10th (Sun) to allow enough time to drive to Acadia National Park.
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Outdoors · Golf · Tours · Historic Sites
Side Trips
Find places to stay Oct 7 — 10:

Acadia National Park — 3 nights

First Eastern National Park

The first national park east of the Mississippi River, Acadia National Park draws visitors with its rugged landscape of ocean shoreline, low-slung granite mountains, dense woodlands, and pristine lakes.
Acadia National Park is known for nature, trails, and scenic drive. Your trip includes some of its best attractions: take in the awesome beauty at Cadillac Mountain, trek along Great Head Trail, explore the activities along Jordan Pond Path Trailhead, and stroll through Precipice Trail.

To see traveler tips, maps, where to stay, and other tourist information, go to the Acadia National Park visit app.

You can drive from Wiscasset to Acadia National Park in 2.5 hours. In October in Acadia National Park, expect temperatures between 59°F during the day and 42°F at night. Finish up your sightseeing early on the 13th (Wed) so you can go by car to Boothbay Harbor.
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Parks · Outdoors · Trails · Nature
Side Trip
Find places to stay Oct 10 — 13:

Boothbay Harbor — 3 nights

Boothbay Harbor is a town in Lincoln County, Maine, United States. Get out of town with these interesting Boothbay Harbor side-trips: Haynes Gallery (in Thomaston), Camden (Camden Hills State Park, Mount Battie, &more) and Rockland Breakwater Light (in Rockland). There's still lots to do: identify plant and animal life at Coastal Maine Botanical Gardens and get engrossed in the history at Boothbay Region Historical Society Museum.

For reviews, where to stay, maps, and tourist information, go to the Boothbay Harbor trip itinerary builder app.

Traveling by car from Acadia National Park to Boothbay Harbor takes 3.5 hours. Alternatively, you can do a combination of bus and taxi. Expect a daytime high around 61°F in October, and nighttime lows around 41°F. Finish your sightseeing early on the 16th (Sat) so you can drive to Bar Harbor.
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Parks · Nature · Wildlife · Museums
Side Trips
Find places to stay Oct 13 — 16:

Bar Harbor — 4 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Change things up with these side-trips from Bar Harbor: Bangor (Cole Land Transportation Museum, Mount Hope Garden Cemetery, &more) and Winter Harbor (Schoodic Point & whopaints). There's much more to do: get a new perspective on things with Boat Tours & Water Sports, go for a walk through Compass Harbor Trail, explore the striking landscape at Schoodic Peninsula, and stroll through Ocean Path.

To see traveler tips, other places to visit, reviews, and tourist information, you can read our Bar Harbor trip planner.

Traveling by car from Boothbay Harbor to Bar Harbor takes 3 hours. Alternatively, you can do a combination of taxi and bus. October in Bar Harbor sees daily highs of 59°F and lows of 42°F at night. Finish your sightseeing early on the 20th (Wed) to allow enough time to drive to West Stewartstown.
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Parks · Nature · Outdoors · Museums
Side Trips
Find places to stay Oct 16 — 20:

West Stewartstown — 2 nights

West Stewartstown is a census-designated place in the town of Stewartstown in Coos County, New Hampshire, United States. Kick off your visit on the 21st (Thu): stroll around Coleman State Park and then immerse yourself in nature at Brighton State Park.

For other places to visit, maps, photos, and other tourist information, use the West Stewartstown trip builder tool.

You can drive from Bar Harbor to West Stewartstown in 5 hours. Traveling from Bar Harbor in October, West Stewartstown is little chillier at night with lows of 36°F. On the 22nd (Fri), you'll have the morning to explore before heading back home.
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Nature · Parks · Shopping
Side Trips
Find places to stay Oct 20 — 22:

United States travel guide

4.6
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.
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