60 days in Connecticut Itinerary

60 days in Connecticut Itinerary

Created using Inspirock Connecticut trip planner

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Route & dates

60 days in Connecticut Itinerary

Start: Newark
Drive:  1​h 15​min
1
Norwalk
— 4 nights
Drive:  1​h
2
Milford
— 5 nights
Drive:  1​h
3
Waterbury
— 5 nights
Drive:  45​min
4
Wallingford
— 5 nights
Drive:  30​min
5
Hartford
— 8 nights
Drive:  45​min
6
East Haddam
— 5 nights
Drive:  45​min
7
Groton
— 5 nights
Drive:  15​min
8
Mystic
— 5 nights
Drive:  30​min
9
Mashantucket
— 6 nights
Drive:  1​h
10
Madison
— 5 nights
Drive:  45​min
11
Branford
— 6 nights
Drive:  2​h
End: Newark

4
nights
Norwalk

Norwalk ©
Norwalk, is the sixth most populous city in the U.S. Explore the numerous day-trip ideas around Norwalk: Lucius Pond Ordway / Devil's Den Preserve (in Weston), Tarrywile Park & Mansion (in Danbury) and Garden of Ideas (in Ridgefield). There's much more to do: admire nature's wide array of creatures at The Maritime Aquarium, take in the spiritual surroundings of First Presbyterian Church, stroll through Waveny Park, and trek along New Canaan Nature Center.

To find traveler tips, maps, ratings, and more tourist information, use the Norwalk driving holiday planner.

Newark to Norwalk is an approximately 1.5-hour car ride. You can also do a combination of bus and train; or take a train. When traveling from Newark in April, plan for little chillier days and about the same nights in Norwalk: temperatures range from 58°F by day to 41°F at night. Finish up your sightseeing early on the 5th (Fri) so you can travel to Milford.

Things to do in Norwalk

Parks Wildlife Zoos & Aquariums

Side Trips

Stamford, New Canaan, Greenwich, Beardsley Zoo, The Westport Library
Highlights from your plan
Tarrywile Park & Mansion ©
Tarrywile Park & Mansion
Collis P. Huntington State Park ©
Collis P. Huntington State Park
New Canaan Nature Center ©
New Canaan Nature Center

5
nights
Milford

Milford ©
Milford is a Coterminous municipality within Coastal Connecticut and New Haven County, Connecticut, between Bridgeport, Connecticut and New Haven, Connecticut. You'll find plenty of places to visit near Milford: Ansonia Nature & Recreation Center (in Ansonia), New England Brewing Company (in Woodbridge) and St. Margaret's Shrine (in Bridgeport). There's still lots to do: look for all kinds of wild species at The Coastal Center at Milford Point, indulge your thirst for a good beer at Two Roads Brewing Company, get engrossed in the history at Boothe Memorial Park and Museum, and explore the engaging exhibits at EverWonder Children's Museum.

For more things to do, traveler tips, other places to visit, and other tourist information, go to the Milford holiday builder tool .

Milford is very close to Norwalk. In April in Milford, expect temperatures between 58°F during the day and 41°F at night. Finish your sightseeing early on the 10th (Wed) so you can travel to Waterbury.

Things to do in Milford

Parks Outdoors Nature

Side Trips

Stratford, Bridgeport, Derby Greenway, B&B Flower Farm, Ansonia Nature & Recreation Center
Highlights from your plan
Silver Sands State Park ©
Silver Sands State Park
Great River Golf Club ©
Great River Golf Club
Walnut Beach ©
Walnut Beach

5
nights
Waterbury

Waterbury ©
Waterbury is a city in the U.S. Explore the numerous day-trip ideas around Waterbury: West Cornwall Covered Bridge (in West Cornwall), Lime Rock Park (in Lakeville) and Kent (Kent Falls State Park & Bull's Bridge). There's lots more to do: take a peaceful walk through Gurski Farm- Williams Park, take in the spiritual surroundings of Saint Anne's Church, take an in-depth tour of Hotchkiss-Fyler House Museum, and examine the collection at Litchfield History Museum.

To see reviews, maps, more things to do, and tourist information, use the Waterbury online day trip planner .

You can drive from Milford to Waterbury in an hour. Expect a daytime high around 56°F in April, and nighttime lows around 37°F. Wrap up your sightseeing on the 15th (Mon) early enough to travel to Wallingford.

Things to do in Waterbury

Parks Nature Museums

Side Trips

Litchfield, Kent, New Milford, Brookfield, West Cornwall Covered Bridge
Highlights from your plan
Kent Falls State Park ©
Kent Falls State Park
Saint Anne's Church ©
Saint Anne's Church
Basilica of the Immaculate Conception ©

5
nights
Wallingford

Wallingford ©
Wallingford is a town in New Haven County, Connecticut, United States. Explore the numerous day-trip ideas around Wallingford: Wadsworth Falls State Park (in Middletown), Safari Golf (in Berlin) and Karabin Farms (in Southington). There's still lots to do: immerse yourself in nature at Sleeping Giant State Park, examine the collection at Ireland's Great Hunger Museum, do a tasting at Gouveia Vineyards, and step into the grandiose world of Castle Craig.

To find ratings, traveler tips, where to stay, and tourist information, use the Wallingford vacation planner.

Wallingford is very close to Waterbury. In April, daytime highs in Wallingford are 59°F, while nighttime lows are 38°F. Wrap up your sightseeing on the 20th (Sat) early enough to drive to Hartford.

Things to do in Wallingford

Parks Nature Wineries

Side Trips

Meriden, Hamden, Cheshire, Rosabianca Vineyards, Safari Golf
Highlights from your plan
Sleeping Giant State Park ©
Sleeping Giant State Park
Gouveia Vineyards ©
Gouveia Vineyards
Farmer Joe's Gardens ©
Farmer Joe's Gardens

8
nights
Hartford

Hartford ©
Hartford is the capital of the U.S. You'll find plenty of places to visit near Hartford: New Britain (New Britain Stadium & Alvarium Beer Company), Case Mountain (in Manchester) and Old Drake Hill Flower Bridge (in Simsbury). Next up on the itinerary: contemplate the long history of The Mark Twain House & Museum, examine the collection at New England Air Museum, admire the natural beauty at Elizabeth Park, and get curious at Connecticut Science Center.

You can plan Hartford trip in no time by asking Inspirock to help create your itinerary.

Hartford is just a stone's throw from Wallingford. Expect a daytime high around 59°F in April, and nighttime lows around 39°F. Finish your sightseeing early on the 28th (Sun) so you can drive to East Haddam.

Things to do in Hartford

Museums Parks Outdoors

Side Trips

New Britain, Simsbury, Manchester, West Hartford, Webb Deane Stevens Museum
Highlights from your plan
The Mark Twain House & Museum ©
The Mark Twain House & Museum
Wadsworth Atheneum Museum of Art ©
Wadsworth Atheneum Museum of Art
New Britain Museum of American Art ©

5
nights
East Haddam

East Haddam ©
East Haddam is a town in Middlesex County, Connecticut, United States. Get out of town with these interesting East Haddam side-trips: Main Street Park, Essex Village (in Essex), Fox Farm Brewery (in Salem) and Bastiani's Blueberry Farm (in Hebron). There's lots more to do: immerse yourself in nature at Gillette Castle State Park, make a trip to Nathan Hale Schoolhouse, admire all the interesting features of Ray of Light Farm, and snap pictures at Comstock Bridge.

For where to stay, maps, other places to visit, and other tourist information, refer to the East Haddam online trip maker .

Traveling by car from Hartford to East Haddam takes an hour. In April, plan for daily highs up to 57°F, and evening lows to 39°F. Cap off your sightseeing on the 3rd (Fri) early enough to go by car to Groton.

Things to do in East Haddam

Parks Nature Golf

Side Trips

Portland, Middletown, Haddam Meadows State Park, Machimoodus State Park, Bastiani's Blueberry Farm
Highlights from your plan
Gillette Castle State Park ©
Gillette Castle State Park
Ray of Light Farm ©
Ray of Light Farm
Devil's Hopyard State Park ©
Devil's Hopyard State Park

5
nights
Groton

Groton ©
Groton is a town located on the Thames River in New London County, Connecticut, United States. Change things up with a short trip to Sculpture Grounds in Old Lyme (about 42 minutes away). Pack the 7th (Tue) with family-friendly diversions at The Dinosaur Place at Nature's Art Village. There's still lots to do: examine the collection at The Submarine Force Museum, pause for some photo ops at US Submarine Veterans of WWII National Memorial East, look for gifts at The Book Barn, and admire the majestic nature at Harkness Memorial State Park.

To find other places to visit, maps, and other tourist information, go to the Groton tour planner.

Drive from East Haddam to Groton in an hour. In May, daily temperatures in Groton can reach 65°F, while at night they dip to 48°F. Wrap up your sightseeing on the 8th (Wed) early enough to drive to Mystic.

Things to do in Groton

Parks Theme Parks Historic Sites

Side Trips

New London, Old Lyme, The Dinosaur Place at Nature's Art Village, The Book Barn, Connecticut River Museum
Highlights from your plan
Harkness Memorial State Park ©
Harkness Memorial State Park
The Submarine Force Museum ©
The Submarine Force Museum
USS Nautilus ©
USS Nautilus

5
nights
Mystic

Mystic ©
A historical leading seaport, Mystic has maintained a strong respect for the past.
Mystic is known for museums, zoos & aquariums, historic sites, adventure, and shopping. Your plan includes some of its best attractions: admire nature's wide array of creatures at Mystic Aquarium, indulge your thirst for a good beer at Beer'd Brewing Company, admire all the interesting features of Charles W. Morgan, and see the interesting displays at Mystic Seaport Museum.

Inspirock's itinerary builder makes planning a Mystic trip simple and quick.

Mystic is very close to Groton. In May, daytime highs in Mystic are 65°F, while nighttime lows are 48°F. Wrap up your sightseeing on the 13th (Mon) early enough to drive to Mashantucket.

Things to do in Mystic

Museums Parks Historic Sites

Side Trips

Stonington, Pawcatuck
Highlights from your plan
Mystic Seaport Museum ©
Mystic Seaport Museum
Mystic Aquarium ©
Mystic Aquarium
Olde Mistick Village ©
Olde Mistick Village

6
nights
Mashantucket

Mashantucket ©
Change things up with these side-trips from Mashantucket: Prudence Crandall Museum (in Canterbury), Pomfret (Airline North State Park Trail & Sharpe Hill Vineyard) and Norwich (Slater Memorial Museum, Dodd Stadium, & more).

For where to stay, other places to visit, photos, and other tourist information, read Mashantucket itinerary planner .

Mashantucket is just a short distance from Mystic. In May, daily temperatures in Mashantucket can reach 65°F, while at night they dip to 48°F. Cap off your sightseeing on the 19th (Sun) early enough to go by car to Madison.

Things to do in Mashantucket

Wineries Museums Fun & Games

Side Trips

Norwich, Preston, Woodstock, Pomfret, Holmberg Orchards & Winery
Highlights from your plan
Jonathan Edwards Winery ©
Jonathan Edwards Winery
Slater Memorial Museum ©
Slater Memorial Museum

5
nights
Madison

Madison ©
Madison is a town in the southeastern corner of New Haven County, Connecticut, United States, occupying a central location on Connecticut's Long Island Sound shoreline. Venture out of the city with trips to Essex Library Association (in Essex) and DEEP Marine Headquarters - Ferry Landing Park (in Old Lyme). Next up on the itinerary: admire the majestic nature at Hammonasset Beach State Park, go for a stroll along the water at Cedar Island Marina, don't miss a visit to Guilford Art Center, and browse the collection at Henry Carter Hull Library.

To see where to stay and tourist information, use the Madison driving holiday planner .

You can drive from Mashantucket to Madison in an hour. May in Madison sees daily highs of 67°F and lows of 50°F at night. Cap off your sightseeing on the 24th (Fri) early enough to travel to Branford.

Things to do in Madison

Parks Nature Shopping

Side Trips

Guilford, Clinton, Killingworth, DEEP Marine Headquarters - Ferry Landing Park, Essex Library Association
Highlights from your plan
Hammonasset Beach State Park ©
Hammonasset Beach State Park
Meigs Point Nature Center ©
Meigs Point Nature Center
Scranton Library ©
Scranton Library

6
nights
Branford

Branford ©
Branford is a shoreline town located on Long Island Sound in New Haven County, Connecticut, 8mi east of New Haven. Branford is known for nature, breweries & distilleries, scenic drive, and museums. Your plan includes some of its best attractions: explore the world behind art at Yale University Art Gallery, get a new perspective on nature at Yale Peabody Museum of Natural History, admire all the interesting features of Yale University, and examine the collection at Shore Line Trolley Museum.

To find reviews, traveler tips, and tourist information, read our Branford route tool .

Branford is just a stone's throw from Madison. Expect a daytime high around 68°F in May, and nighttime lows around 50°F. Wrap up your sightseeing by early afternoon on the 30th (Thu) to allow enough time to drive back home.

Things to do in Branford

Museums Parks Historic Sites

Side Trips

New Haven, Rose Orchards, Shore Line Trolley Museum
Highlights from your plan
Yale University Art Gallery ©
Yale University Art Gallery
Thimble Islands ©
Thimble Islands

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