23 days in Vermont & United States Itinerary
Created using Inspirock travel planner
Start: Thetford
Drive
1
Windsor
— 1 night
Drive
2
Boston
— 4 nights
Drive
3
Salem
— 1 day
Fly
4
New York City
— 4 nights
Fly
5
Cincinnati
— 2 nights
Fly
6
Chicago
— 3 nights
Fly
7
Anchorage
— 4 nights
Fly
8
Juneau
— 3 nights
Fly
End: Vancouver
Sat, Aug 12 - Sun, Sep 3
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Windsor — 1 night
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Windsor is a town in Windsor County, Vermont, United States. Kick off your visit on the 13th (Sun): contemplate the long history of Saint-Gaudens National Historic Site, then identify plant and animal life at Vermont Institute of Natural Science (VINS), and then indulge your thirst for a good beer at Harpoon Brewery.
To find other places to visit, photos, where to stay, and tourist information, go to the Windsor tour builder app.
Thetford to Windsor is an approximately 1-hour car ride. In August, daily temperatures in Windsor can reach 32°C, while at night they dip to 15°C. Finish up your sightseeing early on the 14th (Mon) so you can go by car to Boston.
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To find other places to visit, photos, where to stay, and tourist information, go to the Windsor tour builder app.
Thetford to Windsor is an approximately 1-hour car ride. In August, daily temperatures in Windsor can reach 32°C, while at night they dip to 15°C. Finish up your sightseeing early on the 14th (Mon) so you can go by car to Boston.
Side Trips
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Boston — 4 nights
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Beantown
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.Isabella Stewart Gardner Museum has been added to your itinerary. There's much more to do: admire the masterpieces at Museum of Fine Arts, stroll around Boston Common, engage your brain at Museum of Science, and take in nature's colorful creations at Boston Public Garden.
To see other places to visit, photos, traveler tips, and other tourist information, read our Boston travel route planner.
You can drive from Windsor to Boston in 2.5 hours. Traveling from Windsor in August, Boston is a bit warmer at night with lows of 21°C. Finish your sightseeing early on the 18th (Fri) to allow enough time to drive to Salem.
Highlights from your trip
Salem — 1 day
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Witch City
Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.On the 18th (Fri), get engrossed in the history at The House of the Seven Gables, explore the world behind art at Peabody Essex Museum, then see the interesting displays at Salem Witch Museum, and finally examine the collection at Count Orlok's Nightmare Gallery.
For where to stay, other places to visit, maps, and more tourist information, go to the Salem route planning app.
Traveling by car from Boston to Salem takes an hour. Alternatively, you can take a train; or take a bus. In August, daily temperatures in Salem can reach 31°C, while at night they dip to 19°C. Finish your sightseeing early on the 18th (Fri) so you can fly to New York City.
Highlights from your trip
New York City — 4 nights
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Big Apple
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.New York City is known for sightseeing, museums, and nightlife. Your trip includes some of its best attractions: take in the pleasant sights at Central Park, walk around The High Line, admire the striking features of Rockefeller Center, and appreciate the extensive heritage of World Trade Center Memorial Foundation.
For where to stay, photos, ratings, and more tourist information, go to the New York City trip planner.
You can fly from Salem to New York City in 2.5 hours. Alternatively, you can drive; or take a train. Plan for a bit warmer nights when traveling from Salem in August since evenings lows in New York City dip to 25°C. Wrap up your sightseeing on the 22nd (Tue) early enough to fly to Cincinnati.
Highlights from your trip
Cincinnati — 2 nights
The Queen of the West
Situated on the north bank of the Ohio River, Cincinnati distinguished itself as the only U.S. city that left a favorable impression on one of its most famous 19th-century visitors, English author Charles Dickens.Kick off your visit on the 22nd (Tue): explore the world behind art at Weston Art Gallery, see the interesting displays at Ark Encounter, and then learn the secrets of beer at a beer tour and tasting. On your second day here, get the lay of the land with Walking tours, then try your luck at JACK Cincinnati Casino, then test your team's savvy at popular escape rooms, and finally brush up on your knowledge of spirits at New Riff Distillery.
To find other places to visit, ratings, photos, and other tourist information, read our Cincinnati online visit planner.
Traveling by flight from New York City to Cincinnati takes 4 hours. Alternatively, you can drive; or take a bus. Traveling from New York City in August, Cincinnati is slightly colder at night with lows of 20°C. Finish your sightseeing early on the 24th (Thu) to allow enough time to fly to Chicago.
Side Trips
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Chicago — 3 nights
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Windy City
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.Chicago is known for sightseeing, museums, and nightlife. Your trip includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, head outdoors with Outdoor Activities, walk around Millennium Park, and take in panoramic vistas at 360 Chicago Observation Deck.
To see photos, other places to visit, more things to do, and other tourist information, you can read our Chicago trip planner.
You can fly from Cincinnati to Chicago in 2.5 hours. Other options are to drive; or take a bus. You'll gain 1 hour traveling from Cincinnati to Chicago due to the time zone difference. In August, daily temperatures in Chicago can reach 33°C, while at night they dip to 22°C. Finish up your sightseeing early on the 27th (Sun) so you can catch the flight to Anchorage.
Highlights from your trip
Anchorage — 4 nights
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The City of Lights and Flowers
Home to nearly half of Alaska's population, the port city of Anchorage covers a staggering area of over 4,900 sq km (1,900 sq mi) surrounded by mountains.Anchorage is known for wildlife, historic sites, and nature. Your trip includes some of its best attractions: contemplate the long history of Alaska Native Heritage Center, see the interesting displays at Anchorage Museum at Rasmuson Center, meet the residents at Alaska Zoo, and identify plant and animal life at Potter Marsh Bird Sanctuary.
For reviews, photos, where to stay, and more tourist information, use the Anchorage online trip planner.
Traveling by flight from Chicago to Anchorage takes 8.5 hours. Alternatively, you can drive. You'll gain 3 hours traveling from Chicago to Anchorage due to the time zone difference. Traveling from Chicago in August, things will get a bit cooler in Anchorage: highs are around 22°C and lows about 13°C. Finish up your sightseeing early on the 31st (Thu) so you can catch the flight to Juneau.
Highlights from your trip
Juneau — 3 nights
America's Largest Capital Area
Juneau is an unusual state capital in many respects.Spend the 31st (Thu) exploring at Tracy Arm Fjord. The adventure continues: see majestic marine mammals with a dolphin and whale watching tour, look for gifts at House of Russia, head outdoors with Outdoor Activities, and take in the dramatic scenery at Nugget Falls.
To see ratings, other places to visit, and tourist information, refer to the Juneau trip itinerary planning app.
Traveling by flight from Anchorage to Juneau takes 3.5 hours. Alternatively, you can do a combination of bus and ferry. In August in Juneau, expect temperatures between 20°C during the day and 12°C at night. You'll have a few hours on the 3rd (Sun) to wrap things up before traveling home.
Highlights from your trip
United States travel guide
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.
Alaska travel guide
The Last Frontier
The country's largest state, Alaska is also its least densely populated. America's final frontier, the state lies on the Arctic Circle and features some of the highest mountains in the United States. Today, several million people flock annually to the state's pristine wilderness areas, which shelter a diverse plant and animal life and offer a great selection of things to do. Tailor-made for adventurous types wishing to leave civilization behind, Alaska can also be an extremely expensive vacation destination, with few transportation options and much of its land accessible only by plane or helicopter.
