41 days in Connecticut Itinerary

41 days in Connecticut Itinerary

Created using Inspirock Connecticut journey planner

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Route & dates

41 days in Connecticut Itinerary

Start: Washington DC
Fly + Drive:  4​h
1
Milford
— 15 nights
Drive:  1​h 15​min
2
Mystic
— 14 nights
Drive:  1​h 15​min
3
Manchester
— 11 nights
Drive + Fly:  5​h 15​min
End: Washington DC

15
nights
Milford

Milford ©
Milford is a Coterminous municipality within Coastal Connecticut and New Haven County, Connecticut, between Bridgeport, Connecticut and New Haven, Connecticut. Popular historic sites such as Weir Farm National Historic Site and Basilica of the Immaculate Conception are in your itinerary. Step out of the city life by going to Silver Sands State Park and Walnut Beach. Explore the numerous day-trip ideas around Milford: Compo Beach (in Westport), Norwalk (Center for Contemporary Printmaking & Sheffield Island Lighthouse) and Norwalk River Valley Trail (in Wilton). Next up on the itinerary: tour the pleasant surroundings at Hammonasset Beach State Park, admire the sheer force of Southford Falls State Park, enjoy the sand and surf at Sasko Beach, and delve into the lush surroundings at Gurski Farm- Williams Park.

To find photos, traveler tips, other places to visit, and other tourist information, read our Milford day trip site .

Washington DC to Milford is an approximately 4-hour flight. You can also drive. Traveling from Washington DC in June, things will get a bit cooler in Milford: highs are around 78°F and lows about 62°F. Finish up your sightseeing early on the 15th (Mon) so you can go by car to Mystic.

Things to do in Milford

Parks Outdoors Beaches

Side Trips

New Haven, Hamden, Fairfield, Bridgeport, Wilton
Highlights from your plan
Silver Sands State Park ©
Silver Sands State Park
Hammonasset Beach State Park ©
Hammonasset Beach State Park
Yale University Art Gallery ©
Yale University Art Gallery

14
nights
Mystic

Mystic ©
A historical leading seaport, Mystic has maintained a strong respect for the past.
Kids will appreciate attractions like Mystic Aquarium and Hole-in-the-Wall Beach. We've included these beaches for you: Dubois Beach and McCook Point Park. Explore the numerous day-trip ideas around Mystic: Fox Farm Brewery (in Salem), Harvey's Beach (in Old Saybrook) and Clinton Town Beach (in Clinton). Pack the 25th (Thu) with family-friendly diversions at The Dinosaur Place at Nature's Art Village. There's still lots to do: see the interesting displays at Mystic Seaport Museum, snap pictures at Mystic River Bascule Bridge, go for a walk through Mystic River Historical Society, and admire the majestic nature at Fort Trumbull State Park.

To see photos, ratings, more things to do, and tourist information, refer to the Mystic sightseeing planner.

Drive from Milford to Mystic in 1.5 hours. In July, plan for daily highs up to 80°F, and evening lows to 66°F. Wrap up your sightseeing on the 29th (Mon) early enough to drive to Manchester.

Things to do in Mystic

Parks Outdoors Beaches

Side Trips

Groton, New London, Stonington, Waterford, Old Lyme
Highlights from your plan
Mystic Seaport Museum ©
Mystic Seaport Museum
Mystic Aquarium ©
Mystic Aquarium
Olde Mistick Village ©
Olde Mistick Village

11
nights
Manchester

Manchester ©
Manchester is a town in Hartford County, Connecticut, United States. Your cultural itinerary includes sights like Gillette Castle State Park and New England Air Museum. Get some historical perspective at The Mark Twain House & Museum and Cedar Hill Cemetery. Explore the numerous day-trip ideas around Manchester: Machimoodus State Park (in Moodus), Brignole Vineyards (in East Granby) and A Place Called Hope (in Killingworth). Next up on the itinerary: hike along The Lodge at Crandall Park, tour the pleasant surroundings at West Hartford Reservoir, grab your bike and head to Farmington Canal Heritage Trail, and immerse yourself in nature at Mansfield Hollow State Park.

For maps, reviews, traveler tips, and tourist information, refer to the Manchester trip itinerary maker website .

Traveling by car from Mystic to Manchester takes 1.5 hours. In July in Manchester, expect temperatures between 85°F during the day and 67°F at night. Finish your sightseeing early on the 9th (Fri) to allow enough time to travel back home.

Things to do in Manchester

Parks Outdoors Trails

Side Trips

Hartford, West Hartford, Windsor Locks, Simsbury, Farmington
Highlights from your plan
Gillette Castle State Park ©
Gillette Castle State Park
The Mark Twain House & Museum ©
The Mark Twain House & Museum
New Britain Museum of American Art ©

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