8 days in Connecticut Itinerary

8 days in Connecticut Itinerary

Created using Inspirock Connecticut travel planner

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Route & dates

8 days in Connecticut Itinerary

Start: Orlando
Fly:  7​h 15​min
1
Mystic
— 3 nights
Drive:  2​h 15​min
2
Lakeville
— 1 night
Drive:  1​h 30​min
3
Hartford
— 3 nights
Fly:  5​h 45​min
End: Orlando

3
nights
Mystic

Mystic ©
A historical leading seaport, Mystic has maintained a strong respect for the past.
Discover out-of-the-way places like Charles W. Morgan and Fort Griswold Battlefield State Park. There's lots more to do: see the interesting displays at Mystic Seaport Museum, get engrossed in the history at Tantaquidgeon Museum, admire the masterpieces at Florence Griswold Museum, and observe the fascinating underwater world at Mystic Aquarium.

Use Inspirock's suggestions to plan your Mystic trip and find the best activities and attractions for your vacation.

Orlando to Mystic is an approximately 7.5-hour flight. You can also do a combination of flight and train; or drive. Traveling from Orlando in November, expect Mystic to be colder, temps between 54°F and 37°F. Wrap up your sightseeing on the 29th (Fri) early enough to travel to Lakeville.

Things to do in Mystic

Museums Historic Sites Parks

Side Trips

Mashantucket, Groton, Tantaquidgeon Museum, Florence Griswold Museum
Highlights from your plan
Mystic Seaport Museum ©
Mystic Seaport Museum
Charles W. Morgan ©
Charles W. Morgan
Mystic Aquarium ©
Mystic Aquarium

1
night
Lakeville

Lakeville ©
Lakeville is a village in Litchfield County, Connecticut, bordering Dutchess County, New York. On the 30th (Sat), take in the views from West Cornwall Covered Bridge, do a tasting at Sunset Meadow Vineyards, then admire the sheer force of Kent Falls State Park, and finally join the crowd at Lime Rock Park.

To see where to stay, traveler tips, reviews, and other tourist information, you can read our Lakeville day trip planning tool .

Getting from Mystic to Lakeville by car takes about 2.5 hours. Expect slightly colder evenings in Lakeville when traveling from Mystic in November, with lows around 30°F. Cap off your sightseeing on the 30th (Sat) early enough to go by car to Hartford.

Things to do in Lakeville

Nature Parks Wineries

Side Trips

Sunset Meadow Vineyards, West Cornwall Covered Bridge, Kent Falls State Park
Highlights from your plan
Kent Falls State Park ©
Kent Falls State Park
Lime Rock Park ©
Lime Rock Park
West Cornwall Covered Bridge ©
West Cornwall Covered Bridge

3
nights
Hartford

Hartford ©
Hartford is the capital of the U.S. Explore hidden gems such as Connecticut State Capitol and New Britain Museum of American Art. Change things up with these side-trips from Hartford: B&B Flower Farm (in West Haven), Sleeping Giant State Park (in Hamden) and New Haven (Yale Center for British Art, Yale University Art Gallery, & more). There's much more to do: contemplate the long history of The Mark Twain House & Museum, examine the collection at New England Air Museum, and stroll around Elizabeth Park.

To find other places to visit, photos, ratings, and other tourist information, refer to the Hartford trip app .

You can drive from Lakeville to Hartford in 1.5 hours. In November, plan for daily highs up to 52°F, and evening lows to 34°F. Finish your sightseeing early on the 3rd (Tue) so you can travel back home.

Things to do in Hartford

Museums Parks Nature

Side Trips

New Haven, New Britain Museum of American Art, B&B Flower Farm, Sleeping Giant State Park, Elizabeth Park
Highlights from your plan
The Mark Twain House & Museum ©
The Mark Twain House & Museum
Connecticut State Capitol ©
Connecticut State Capitol

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