4 days in Connecticut Itinerary

4 days in Connecticut Itinerary

Created using Inspirock Connecticut trip itinerary maker
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Make it your trip
Fly
1
Mystic
— 1 night
Drive
2
Kent
— 1 night
Drive
3
New Haven
— 1 night
Fly

S M T W T F S
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26
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29
30
1
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Mystic — 1 night

A historical leading seaport, Mystic has maintained a strong respect for the past.
Kick off your visit on the 2nd (Sun): identify plant and animal life at Denison Pequotsepos Nature Center, get outside with Outdoor Activities, and then take a tour of Charles W. Morgan.

To find more things to do, traveler tips, reviews, and tourist information, use the Mystic trip builder.

Milwaukee to Mystic is an approximately 4-hour flight. You can also drive; or take a train. Due to the time zone difference, you'll lose 1 hour traveling from Milwaukee to Mystic. In October, daytime highs in Mystic are 65°F, while nighttime lows are 48°F. Wrap up your sightseeing on the 2nd (Sun) to allow time to drive to Kent.
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Tours · Parks · Wildlife · Outdoors

Kent — 1 night

Kent is a town in Litchfield County, Connecticut, alongside the border with New York. On the 3rd (Mon), look for gifts at Thorncrest Farm and Milk House Chocolate, then snap pictures at West Cornwall Covered Bridge, then immerse yourself in nature at Kent Falls State Park, and finally take in the views from Bull's Bridge.

For maps, photos, ratings, and tourist information, read Kent trip planner.

Drive from Mystic to Kent in 2.5 hours. Alternatively, you can drive. Traveling from Mystic in October, plan for slightly colder nights in Kent, with lows around 43°F. Wrap up your sightseeing on the 3rd (Mon) to allow time to drive to New Haven.
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Parks · Nature · Shopping
Side Trips

New Haven — 1 night

New Haven, in the U.S. state of Connecticut, is the principal municipality in Greater New Haven, which had a total population of 862,477 in 2010. On the 4th (Tue), don't miss a visit to Chapel Street and then walk around Edgerton Park.

For maps, where to stay, ratings, and tourist information, read New Haven visit planner.

You can drive from Kent to New Haven in 1.5 hours. Expect a daytime high around 66°F in October, and nighttime lows around 48°F. Finish up your sightseeing early on the 4th (Tue) so you can catch the flight back home.
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Parks
Highlights from your trip

Connecticut travel guide

4.3
Historic Sites · Aquariums · Theaters
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.
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