14 days in United States Itinerary

14 days in United States Itinerary

Created using Inspirock Connecticut tour itinerary planner

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Route & dates

14 days in United States Itinerary

Start: Aldie
Drive:  4​h
1
Stamford
— 1 night
Drive:  30​min
2
Norwalk
— 1 night
Drive:  30​min
3
Fairfield
— 1 night
Drive:  30​min
4
Bridgeport
— 2 nights
Drive:  30​min
5
Milford
— 1 night
Drive:  30​min
6
New Haven
— 2 nights
Drive:  1​h
7
Manchester
— 1 night
Drive:  30​min
8
Hartford
— 2 nights
Drive:  1​h
9
Waterbury
— 1 night
Drive:  1​h
10
Danbury
— 1 night
Drive:  4​h 30​min
End: Aldie

1
night
Stamford

Stamford ©
Stamford is a city in Fairfield County, Connecticut, United States. On the 1st (Sat), make a trip to First Presbyterian Church of Stamford, Connecticut, browse the collection at The Ferguson Library, then indulge your thirst for a good beer at Half Full Brewery, and finally stroll around Mianus River Park.

To see ratings, photos, and other tourist information, go to the Stamford journey builder site .

Aldie to Stamford is an approximately 4-hour combination of car and flight. You can also drive. In August, daytime highs in Stamford are 81°F, while nighttime lows are 64°F. Wrap up your sightseeing by early afternoon on the 2nd (Sun) to allow enough time to travel to Norwalk.

Things to do in Stamford

Parks Breweries & Distilleries Museums
Highlights from your plan
Cove Island Park ©
Cove Island Park
Stamford Museum & Nature Center ©
Stamford Museum & Nature Center
Bartlett Arboretum ©
Bartlett Arboretum

1
night
Norwalk

Norwalk ©
Norwalk, is the sixth most populous city in the U.S. Your day-by-day itinerary now includes Norwalk Public Library, Lockwood-Mathews Mansion Museum and SoNo Switch Tower Museum. Start off your visit on the 2nd (Sun): contemplate the long history of Lockwood-Mathews Mansion Museum, see the interesting displays at SoNo Switch Tower Museum, and then observe the fascinating underwater world at The Maritime Aquarium.

To see photos, maps, more things to do, and more tourist information, refer to the Norwalk holiday website .

Norwalk is just a short distance from Stamford. In August, daytime highs in Norwalk are 82°F, while nighttime lows are 67°F. Finish your sightseeing early on the 3rd (Mon) so you can travel to Fairfield.

Things to do in Norwalk

Historic Sites Parks Beaches
Highlights from your plan
Sheffield Island Lighthouse ©
Sheffield Island Lighthouse
Lockwood-Mathews Mansion Museum ©
Lockwood-Mathews Mansion Museum
Norwalk Public Library ©
Norwalk Public Library

1
night
Fairfield

Fairfield ©
Fairfield is a town located in Fairfield County, Connecticut, United States. Your day-by-day itinerary now includes Connecticut Audubon Society Birdcraft Museum and Sanctuary as well as Rock Climb Fairfield.

To see where to stay, more things to do, other places to visit, and tourist information, read our Fairfield trip itinerary planner .

Fairfield is just a stone's throw from Norwalk. In August, daytime highs in Fairfield are 82°F, while nighttime lows are 67°F. Wrap up your sightseeing on the 4th (Tue) early enough to travel to Bridgeport.

Things to do in Fairfield

Parks Outdoors Beaches
Highlights from your plan
Jennings Beach ©
Jennings Beach
Sasko Beach ©
Sasko Beach
Rock Climb Fairfield ©
Rock Climb Fairfield

2
nights
Bridgeport

Bridgeport ©
Bridgeport is a seaport city in the U.S. Your list of things to see and do now includes Fayerweather Island Light, Webster Bank Arena, Bridgeport Bluefish Baseball Club, and other attractions. On the 4th (Tue), see a show at Downtown Cabaret Theatre.

For other places to visit, traveler tips, and tourist information, you can read our Bridgeport sightseeing planner .

Bridgeport is just a stone's throw from Fairfield. August in Bridgeport sees daily highs of 82°F and lows of 67°F at night. Wrap up your sightseeing by early afternoon on the 6th (Thu) to allow time for travel to Milford.

Things to do in Bridgeport

Parks Museums Zoos & Aquariums
Highlights from your plan
Seaside Park ©
Seaside Park
Beardsley Zoo ©
Beardsley Zoo
Fayerweather Island Light ©
Fayerweather Island Light

1
night
Milford

Milford ©
Milford is a Coterminous municipality within Coastal Connecticut and New Haven County, Connecticut, between Bridgeport, Connecticut and New Haven, Connecticut. Port Milford has been added to your itinerary. Kick off your visit on the 6th (Thu): enjoy the sand and surf at Gulf Beach, enjoy the sand and surf at Walnut Beach, then identify plant and animal life at The Coastal Center at Milford Point, then walk around Milford Green, and finally admire the majestic nature at Silver Sands State Park.

To find other places to visit, more things to do, traveler tips, and other tourist information, you can read our Milford trip app .

Milford is just a short distance from Bridgeport. In August in Milford, expect temperatures between 82°F during the day and 67°F at night. Finish your sightseeing early on the 7th (Fri) to allow enough time to drive to New Haven.

Things to do in Milford

Parks Beaches Outdoors
Highlights from your plan
Silver Sands State Park ©
Silver Sands State Park
Gulf Beach ©
Gulf Beach
Milford Green ©
Milford Green

2
nights
New Haven

New Haven ©
New Haven, in the U.S. Your day-by-day itinerary now includes Shubert Theater as well as College Street Music Hall. Kick off your visit on the 7th (Fri): walk around East Rock Park and then catch a live performance at Shubert Theater.

For more things to do, other places to visit, traveler tips, and more tourist information, use the New Haven online driving holiday planner .

New Haven is very close to Milford. In August in New Haven, expect temperatures between 81°F during the day and 65°F at night. On the 9th (Sun), you'll travel to Manchester.

Things to do in New Haven

Museums Nightlife Parks
Highlights from your plan
Yale University Art Gallery ©
Yale University Art Gallery
Yale University ©
Yale University

1
night
Manchester

Manchester ©
Manchester is a town in Hartford County, Connecticut, United States. Lutz Children's Museum has been added to your itinerary. Start off your visit on the 9th (Sun): walk around Wickham Park, then steep yourself in history at Cheney Homestead, then take your sightseeing to a higher altitude at Case Mountain, and finally see the interesting displays at Lutz Children's Museum.

To find reviews, maps, and more tourist information, read our Manchester sightseeing planner .

Traveling by car from New Haven to Manchester takes an hour. In August in Manchester, expect temperatures between 83°F during the day and 64°F at night. On the 10th (Mon), wrap the sightseeing up by early afternoon so you can drive to Hartford.

Things to do in Manchester

Parks Nature Historic Sites
Highlights from your plan
Wickham Park ©
Wickham Park
Case Mountain ©
Case Mountain
Cheney Homestead ©
Cheney Homestead

2
nights
Hartford

Hartford ©
Hartford is the capital of the U.S. Your day-by-day itinerary now includes Hartford Stage, Dunkin' Donuts Park and Bushnell Center for Performing Arts. Kick off your visit on the 10th (Mon): get engrossed in the history at Harriet Beecher Stowe Center, contemplate the long history of The Mark Twain House & Museum, contemplate in the serene atmosphere at Cathedral of St Joseph, then get a sense of history and politics at Connecticut State Capitol, and finally see a show at Bushnell Center for Performing Arts. On your second day here, get curious at Connecticut Science Center, then stroll through Bushnell Park, then catch a live event at Dunkin' Donuts Park, and finally see a show at Hartford Stage.

To plan Hartford vacation without wasting time, ask Inspirock to design an itinerary.

Hartford is just a stone's throw from Manchester. In August, daytime highs in Hartford are 83°F, while nighttime lows are 64°F. On the 12th (Wed), wrap the sightseeing up by early afternoon so you can drive to Waterbury.

Things to do in Hartford

Museums Historic Sites Nightlife
Highlights from your plan
The Mark Twain House & Museum ©
The Mark Twain House & Museum
Hartford Stage ©
Hartford Stage
Wadsworth Atheneum Museum of Art ©
Wadsworth Atheneum Museum of Art

1
night
Waterbury

Waterbury ©
Waterbury is a city in the U.S. Your day-by-day itinerary now includes Seven Angels Theatre as well as Holy Land USA Ruins. On the 12th (Wed), take in the spiritual surroundings of Saint Anne's Church, contemplate in the serene atmosphere at Basilica of the Immaculate Conception, then contemplate in the serene atmosphere at Holy Land USA Ruins, and finally catch a live performance at Seven Angels Theatre.

For maps, reviews, and more tourist information, go to the Waterbury attractions planner .

Drive from Hartford to Waterbury in an hour. When traveling from Hartford in August, plan for slightly colder days and about the same nights in Waterbury: temperatures range from 78°F by day to 60°F at night. Cap off your sightseeing on the 13th (Thu) early enough to travel to Danbury.

Things to do in Waterbury

Historic Sites Museums Nightlife
Highlights from your plan
Saint Anne's Church ©
Saint Anne's Church
Basilica of the Immaculate Conception ©
Seven Angels Theatre ©
Seven Angels Theatre

1
night
Danbury

Danbury ©
Danbury is a city in northern Fairfield County, Connecticut, United States, located along the Still River approximately 70 miles northeast of New York City. Danbury Fair Mall has been added to your itinerary. Start off your visit on the 13th (Thu): brush up on your military savvy at Military Museum of Southern New England.

For traveler tips, reviews, more things to do, and tourist information, you can read our Danbury day trip app .

Traveling by car from Waterbury to Danbury takes an hour. In August, plan for daily highs up to 80°F, and evening lows to 60°F. Finish up your sightseeing early on the 14th (Fri) so you can travel back home.

Things to do in Danbury

Museums Outdoors Trails
Highlights from your plan
Danbury Railway Museum ©
Danbury Railway Museum
Tarrywile Park & Mansion ©
Tarrywile Park & Mansion
Danbury Museum & Historical Society ©

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