29 days in Connecticut Itinerary

29 days in Connecticut Itinerary

Created using Inspirock Connecticut tour itinerary builder

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Route & dates

29 days in Connecticut Itinerary

Start: Newark
Drive:  2​h 45​min
1
Mystic
— 7 nights
Drive:  1​h 15​min
2
Manchester
— 10 nights
Drive:  1​h 30​min
3
Ridgefield
— 11 nights
Drive:  1​h 30​min
End: Newark

7
nights
Mystic

Mystic ©
A historical leading seaport, Mystic has maintained a strong respect for the past.
Relax by the water at Hammonasset Beach State Park and Hole-in-the-Wall Beach. Change things up with these side-trips from Mystic: Meigs Point Nature Center (in Madison), Main Street Park, Essex Village (in Essex) and Clinton Town Beach (in Clinton). There's much more to do: get up close and personal with brilliant marine life at Mystic Aquarium, go for a walk through Mystic River Historical Society, try to win big at Foxwoods Resort Casino, and take in the views from Mystic River Bascule Bridge.

Find out how to plan Mystic trip without stress by asking Inspirock to help create an itinerary.

Newark to Mystic is an approximately 3-hour car ride. You can also take a train; or fly. While traveling from Newark, expect little chillier days and about the same nights in Mystic, ranging from highs of 80°F to lows of 66°F. Finish your sightseeing early on the 8th (Mon) to allow enough time to drive to Manchester.

Things to do in Mystic

Parks Outdoors Beaches

Side Trips

Groton, Pawcatuck, Madison, Mashantucket, East Lyme
Highlights from your plan
Mystic Seaport Museum ©
Mystic Seaport Museum
Foxwoods Resort Casino ©
Foxwoods Resort Casino
Hammonasset Beach State Park ©
Hammonasset Beach State Park

10
nights
Manchester

Manchester ©
Manchester is a town in Hartford County, Connecticut, United States. Get out of town with these interesting Manchester side-trips: Haight-Brown Vineyard (in Litchfield), American Legion and Peoples State Forests (in Barkhamsted) and Saint Anne's Church (in Waterbury). There's lots more to do: trek along The Lodge at Crandall Park, contemplate the long history of The Mark Twain House & Museum, look for all kinds of wild species at Guiffrida Park, and do a tasting at Gouveia Vineyards.

To see reviews, ratings, maps, and more tourist information, go to the Manchester day trip planning tool .

You can drive from Mystic to Manchester in 1.5 hours. In July, daytime highs in Manchester are 85°F, while nighttime lows are 67°F. Finish your sightseeing early on the 18th (Thu) so you can travel to Ridgefield.

Things to do in Manchester

Parks Wildlife Outdoors

Side Trips

Hartford, West Hartford, Woodstock, Wallingford, Middletown
Highlights from your plan
Gouveia Vineyards ©
Gouveia Vineyards
Taylor Brooke Winery ©
Taylor Brooke Winery

11
nights
Ridgefield

Ridgefield ©
Ridgefield is a town in Fairfield County, Connecticut, United States. You'll enjoy a bit of beach vacationing at Sasko Beach and Long Beach. Explore the numerous day-trip ideas around Ridgefield: Steep Rock Reservation (in Washington Depot), Macricostas Preserve (in New Preston) and Woodbury (Walker Road Vineyards & Flanders Nature Center). There's much more to do: admire all the interesting features of Ansonia Nature & Recreation Center, identify plant and animal life at Shepaug Eagle Observation Area, kick back and relax at Jennings Beach, and take in nature's colorful creations at Garden of Ideas.

To find maps, reviews, where to stay, and other tourist information, refer to the Ridgefield vacation planner .

Drive from Manchester to Ridgefield in 1.5 hours. In July, plan for daily highs up to 83°F, and evening lows to 64°F. Wrap up your sightseeing on the 29th (Mon) early enough to drive back home.

Things to do in Ridgefield

Parks Outdoors Wildlife

Side Trips

Milford, Fairfield, Stratford, Danbury, Westport
Highlights from your plan
Ansonia Nature & Recreation Center ©
Sasko Beach ©
Sasko Beach
Mine Hill Preserve ©
Mine Hill Preserve

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