10 days in United States Itinerary

10 days in United States Itinerary

Created using Inspirock United States trip builder

Make it your trip
Drive
1
Sleepy Hollow
— 2 nights
Drive
2
Mystic
— 1 night
Drive
3
Provincetown
— 1 night
Ferry
4
Boston
— 1 night
Drive
5
Kennebunkport
— 1 night
Drive
6
Portland
— 1 night
Drive
7
Bar Harbor
— 2 nights
Fly

S M T W T F S
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Sleepy Hollow

— 2 nights
Sleepy Hollow is a village in the town of Mount Pleasant in Westchester County, New York. Kick off your visit on the 24th (Sat): explore the striking landscape of Croton Gorge Park, then tour the pleasant surroundings at Kykuit, and then get engrossed in the history at The DeWint House. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Mianus River Gorge Preserve and then stroll around Rockwood Hall State Park.

For photos, other places to visit, maps, and more tourist information, use the Sleepy Hollow itinerary planner.

New York City to Sleepy Hollow is an approximately 1-hour car ride. You can also drive. In October, Sleepy Hollow is little chillier than New York City - with highs of 65°F and lows of 49°F. On the 26th (Mon), wrap the sightseeing up by early afternoon so you can travel to Mystic.

Things to do in Sleepy Hollow

Parks · Wildlife · Historic Sites · Nature

Side Trips

Mystic

— 1 night
A historical leading seaport, Mystic has maintained a strong respect for the past.
You've now added Mystic River Cruises to your itinerary. Start off your visit on the 26th (Mon): go for a walk through Liberty Pole Square and then take a tour by water with Mystic River Cruises.

For more things to do, ratings, reviews, and more tourist information, read Mystic trip planner.

You can drive from Sleepy Hollow to Mystic in 2 hours. Alternatively, you can drive. Expect a daytime high around 65°F in October, and nighttime lows around 48°F. Cap off your sightseeing on the 27th (Tue) early enough to catch the flight to Provincetown.

Things to do in Mystic

Outdoors · Tours · Historic Sites
Highlights from your trip

Provincetown

— 1 night

Birthplace of American Liberty

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 27th (Tue): look for gifts at Marine Specialties, view the masterpieces at Cortile Gallery, then delve into the lush surroundings at Beech Forest, Provincetown, and finally take in the waterfront at MacMillan Wharf.

To see traveler tips, ratings, where to stay, and more tourist information, read Provincetown trip planner.

Traveling by car from Mystic to Provincetown takes 3.5 hours. Alternatively, you can fly; or drive; or do a combination of train and ferry. In October, plan for daily highs up to 63°F, and evening lows to 49°F. Finish your sightseeing early on the 28th (Wed) so you can fly to Boston.

Things to do in Provincetown

Shopping · Wildlife · Nature · Parks

Boston

— 1 night

Beantown

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.
Your day by day itinerary now includes Dolphin & Whale Watching as well as Quincy Market. Kick off your visit on the 28th (Wed): browse the eclectic array of goods at Quincy Market and then see majestic marine mammals with a dolphin and whale watching tour.

To find other places to visit, where to stay, and tourist information, refer to the Boston trip planner.

You can ride a ferry from Provincetown to Boston in 2.5 hours. Other options are to fly; or ride a ferry; or drive. Expect a daytime high around 64°F in October, and nighttime lows around 50°F. Finish your sightseeing early on the 29th (Thu) to allow enough time to drive to Kennebunkport.

Things to do in Boston

Wildlife · Outdoors · Tours · Shopping

Side Trip

Kennebunkport

— 1 night
Kennebunkport is a town in York County, Maine, United States. Your day by day itinerary now includes Maine-ly Drizzle as well as Goat Island Lighthouse. On the 29th (Thu), stop by Maine-ly Drizzle, enjoy the sand and surf at Drakes Island Beach, head outdoors with Fisherman's Walk, then explore the world behind art at George Marshall Store Gallery, and finally sample the fine beverages at Wiggly Bridge Distillery.

To see traveler tips, ratings, photos, and more tourist information, go to the Kennebunkport trip planner.

You can drive from Boston to Kennebunkport in 2 hours. Other options are to drive; or take a bus; or do a combination of train and bus. Plan for little chillier nights when traveling from Boston in October since evenings lows in Kennebunkport dip to 38°F. You will have some time to spend on the 30th (Fri) before leaving for Portland.

Things to do in Kennebunkport

Outdoors · Shopping · Beaches · Historic Sites

Side Trips

Portland

— 1 night

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.
Your day by day itinerary now includes Wood Island Lighthouse. On the 30th (Fri), enjoy the sea views from Wood Island Lighthouse and then do a tasting at Maine Mead Works.

To see photos, more things to do, maps, and tourist information, read Portland holiday maker tool.

Getting from Kennebunkport to Portland by car takes about an hour. Other options: drive; or do a combination of taxi and train; or do a combination of taxi and bus. In October in Portland, expect temperatures between 62°F during the day and 43°F at night. Finish up your sightseeing early on the 31st (Sat) so you can go by car to Bar Harbor.

Things to do in Portland

Historic Sites · Wineries

Side Trip

Bar Harbor

— 2 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 31st (Sat): take in nature's colorful creations at Turrets Seaside Garden, then get a new perspective on nature at George B. Dorr Museum of Natural History, and then stop by The Christmas Vacation Shop. On the next day, explore the activities along Eagle Lake Acadia National Park, head outdoors with Dorr Mountain, and then take in the exciting artwork at Little Village Gifts.

To find other places to visit, more things to do, maps, and other tourist information, read Bar Harbor driving holiday planner.

Traveling by car from Portland to Bar Harbor takes 3.5 hours. Alternatively, you can drive; or 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. Cap off your sightseeing on the 2nd (Mon) early enough to catch the flight back home.

Things to do in Bar Harbor

Parks · Museums · Shopping · Nature

Side Trip

United States travel guide

4.5
Specialty Museums · Beaches · Nightlife
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.

Connecticut travel guide

4.3
Aquariums · Theaters · Observatories
The Constitution State
Perhaps best known for its renowned private and public universities, Connecticut was once home to the country's first law school and still boasts one of the oldest secondary schools in America. More than just a small state packed with students, Connecticut offers visitors a chance to explore some of New England's finest tourist attractions while on vacation, including lighthouses, beaches, theaters, museums, galleries, and restaurants. Despite its small size, the state also boasts two large casino complexes, both located on Native American reservations. Rich in history and natural beauty, Connecticut draws newcomers from around the world, with large Polish, Chinese, and Hispanic communities.