26 days in United States Itinerary
Created using Inspirock United States trip itinerary maker
Start: Gibraltar
Fly
1
New York City
— 9 nights
Fly
2
Chicago
— 8 nights
Drive
3
Toronto
— 2 nights
+2
Drive to Wichita Eisenhower National Airport, Fly to Manchester-Boston Regional Airport, Drive to Quechee
4
Quechee
— 1 night
Drive
5
Stowe
— 2 nights
Drive
6
Manchester
— 1 night
Drive
7
Marlboro
— 2 nights
Drive to Logan International Airport, Fly to Gibraltar
End: Gibraltar
Wed, Nov 1 - Sun, Nov 26
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New York City — 9 nights

Big Apple
Your inner history buff will appreciate St. Patrick's Cathedral and Ellis Island. You'll discover tucked-away gems like Frick Collection and Greenwich Village. You'll find plenty of places to visit near New York City: Sands Point Preserve (in Port Washington), Benmarl Vineyards and Winery (in Marlboro) and Hyde Park (Eleanor Roosevelt National Historic Site & Home of Franklin D. Roosevelt). There's still lots to do: appreciate the extensive heritage of Brooklyn Heights Promenade, admire the masterpieces at The Met Cloisters, let your taste buds guide you at a local gastronomic tour, and visit Dumbo.
For reviews, photos, and other tourist information, read New York City trip itinerary planner.
Gibraltar, Gibraltar to New York City is an approximately 14-hour flight. Traveling from Gibraltar to New York City, you'll gain 6 hours due to the time zone difference. Traveling from Gibraltar in November, expect New York City to be little chillier, temps between 16°C and 7°C. Finish up your sightseeing early on the 10th (Fri) so you can catch the flight to Chicago.
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For reviews, photos, and other tourist information, read New York City trip itinerary planner.
Gibraltar, Gibraltar to New York City is an approximately 14-hour flight. Traveling from Gibraltar to New York City, you'll gain 6 hours due to the time zone difference. Traveling from Gibraltar in November, expect New York City to be little chillier, temps between 16°C and 7°C. Finish up your sightseeing early on the 10th (Fri) so you can catch the flight to Chicago.
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Highlights from your trip
Chicago — 8 nights

Windy City
You'll explore the less-touristy side of things at Chicago Riverwalk and Jasper-Pulaski Fish and Wildlife Area. Get some cultural insight at Field Museum and Harley-Davidson Museum. Venture out of the city with trips to Bachelor Grove Cemetery (in Midlothian), Milwaukee (Pabst Mansion, Lynden Sculpture Garden, &more) and Kersting's Cycle Center and Museum (in Winamac). There's much more to do: let your taste buds guide you at a local gastronomic tour, get curious at Museum of Science and Industry, identify plant and animal life at Franklin Creek Grist Mill, and admire the local landmark of Crown Fountain.
To see ratings, where to stay, reviews, and tourist information, read Chicago online vacation planner.
Traveling by flight from New York City to Chicago takes 4 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Expect a bit cooler temperatures when traveling from New York City in November; daily highs in Chicago reach 11°C and lows reach 1°C. Wrap up your sightseeing by early afternoon on the 18th (Sat) to allow enough time to drive to Toronto.
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To see ratings, where to stay, reviews, and tourist information, read Chicago online vacation planner.
Traveling by flight from New York City to Chicago takes 4 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Expect a bit cooler temperatures when traveling from New York City in November; daily highs in Chicago reach 11°C and lows reach 1°C. Wrap up your sightseeing by early afternoon on the 18th (Sat) to allow enough time to drive to Toronto.
Side Trips
Highlights from your trip
Toronto — 2 nights

To find more things to do, reviews, and other tourist information, use the Toronto trip planner.
Getting from Chicago to Toronto by car takes about 10 hours. When traveling from Chicago in November, plan for somewhat warmer days and about the same nights in Toronto: temperatures range from 17°C by day to 2°C at night. On the 20th (Mon), you'll travel to Quechee.
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Getting from Chicago to Toronto by car takes about 10 hours. When traveling from Chicago in November, plan for somewhat warmer days and about the same nights in Toronto: temperatures range from 17°C by day to 2°C at night. On the 20th (Mon), you'll travel to Quechee.
Quechee — 1 night
On the 21st (Tue), experience rural life at Sugarbush Farm, explore the striking landscape at Quechee Gorge, then get engrossed in the history at American Precision Museum, and finally see the interesting displays at Main Street Museum.
For photos, maps, traveler tips, and tourist information, read our Quechee trip itinerary tool.
The Route module can help you plan travel from Toronto to Quechee. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Plan for slightly colder temperatures traveling from Toronto in November, with highs in Quechee at 9°C and lows at -2°C. Wrap up your sightseeing on the 21st (Tue) to allow time to drive to Stowe.
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For photos, maps, traveler tips, and tourist information, read our Quechee trip itinerary tool.
The Route module can help you plan travel from Toronto to Quechee. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Plan for slightly colder temperatures traveling from Toronto in November, with highs in Quechee at 9°C and lows at -2°C. Wrap up your sightseeing on the 21st (Tue) to allow time to drive to Stowe.
Side Trips
Highlights from your trip
Stowe — 2 nights

The Ski Capital of the East
Kick off your visit on the 22nd (Wed): stroll through Stowe Recreation Path, then hit the slopes at Stowe Mountain Resort, and then tour in style with a train tour. Here are some ideas for day two: browse the eclectic array of goods at Church Street Marketplace, hike along Burlington Bike Path, and then do a tasting at Shelburne Vineyard.
For ratings, photos, more things to do, and tourist information, refer to the Stowe road trip site.
Traveling by car from Quechee to Stowe takes 1.5 hours. Alternatively, you can do a combination of taxi and train. In November, daily temperatures in Stowe can reach 7°C, while at night they dip to -3°C. Cap off your sightseeing on the 23rd (Thu) early enough to go by car to Manchester.
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For ratings, photos, more things to do, and tourist information, refer to the Stowe road trip site.
Traveling by car from Quechee to Stowe takes 1.5 hours. Alternatively, you can do a combination of taxi and train. In November, daily temperatures in Stowe can reach 7°C, while at night they dip to -3°C. Cap off your sightseeing on the 23rd (Thu) early enough to go by car to Manchester.
Side Trips
Highlights from your trip
Manchester — 1 night
Kick off your visit on the 24th (Fri): make a trip to Robert Frost Stone House Museum, get some fabulous bargains at Manchester Designer Outlets, and then contemplate the long history of Hildene, The Lincoln Family Home.
To see photos, traveler tips, reviews, and other tourist information, read our Manchester travel route planner.
Traveling by car from Stowe to Manchester takes 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. November in Manchester sees daily highs of 11°C and lows of -1°C at night. Finish your sightseeing early on the 24th (Fri) so you can travel to Marlboro.
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To see photos, traveler tips, reviews, and other tourist information, read our Manchester travel route planner.
Traveling by car from Stowe to Manchester takes 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. November in Manchester sees daily highs of 11°C and lows of -1°C at night. Finish your sightseeing early on the 24th (Fri) so you can travel to Marlboro.
Side Trip
Highlights from your trip
Marlboro — 2 nights

Kick off your visit on the 25th (Sat): look for all kinds of wild species at Southern Vermont Natural History Museum.
To find photos, ratings, reviews, and tourist information, you can read our Marlboro trip itinerary planner.
Explore your travel options from Manchester to Marlboro with the Route module. In November in Marlboro, expect temperatures between 10°C during the day and -3°C at night. Wrap up your sightseeing by early afternoon on the 26th (Sun) to allow enough time to travel back home.
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To find photos, ratings, reviews, and tourist information, you can read our Marlboro trip itinerary planner.
Explore your travel options from Manchester to Marlboro with the Route module. In November in Marlboro, expect temperatures between 10°C during the day and -3°C at night. Wrap up your sightseeing by early afternoon on the 26th (Sun) to allow enough time to travel back 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.
Vermont travel guide
The Green Mountain State
Known for its autumn foliage and maple syrup, Vermont is one of the country's smallest states in terms of both population and geographic area. Despite its small size and mostly rural character, the state boasts many picturesque places to visit, including Lake Champlain, one of the nation's largest freshwater bodies. Split in half by the Green Mountains--a popular holiday destination for hiking and skiing--Vermont features a rolling landscape dotted with farms and quaint towns known for their family-run inns, antique shops, and restaurants. Be sure to explore the state's many wild areas while on vacation, but beware of the so-called "mud season," a period of a few weeks when the state's unpaved roads become undrivable due to spring thaw.