19 days in Connecticut Itinerary

19 days in Connecticut Itinerary

Created using Inspirock Connecticut Trip Planner

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Route & dates

19 days in Connecticut Itinerary

Start: New York City
Drive:  1​h 15​min
1
Norwalk
— 2 nights
Drive:  30​min
2
Redding
— 1 day
Drive:  30​min
3
Danbury
— 1 night
Drive:  30​min
4
Sherman
— 1 night
Drive:  1​h 15​min
5
Hartford
— 3 nights
Drive:  1​h
6
Groton
— 2 nights
Drive:  30​min
7
Mystic
— 3 nights
Drive:  1​h
8
Branford
— 1 night
Drive:  30​min
9
New Haven
— 2 nights
Drive:  30​min
10
Milford
— 1 night
Drive:  45​min
11
Stamford
— 2 nights
Drive:  1​h 15​min
End: New York City

2
nights
Norwalk

Norwalk ©
Norwalk, is the sixth most populous city in the U.S. On the 19th (Sat), whizz through the canopy at some of the top local zipline courses and adventure parks and then make a trip to Walkway Over the Hudson State Historic Park. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Weir Farm National Historic Site and then admire the landmark architecture of The Glass House.

To see photos, traveler tips, other places to visit, and other tourist information, go to the Norwalk custom trip planner.

New York City to Norwalk is an approximately 1.5-hour car ride. Expect slightly colder evenings in Norwalk when traveling from New York City in August, with lows around 67°F. On the 21st (Mon), you'll travel to Redding.

Things to do in Norwalk

Parks Historic Sites Nature

Side Trips

Weir Farm National Historic Site, The Glass House
Highlights from your plan
Weir Farm National Historic Site ©
Weir Farm National Historic Site
The Glass House ©
The Glass House

1
day
Redding

Redding ©
Redding is a town in Fairfield County, Connecticut, United States. On the 21st (Mon), admire the majestic nature at Putnam Memorial State Park and then identify plant and animal life at Wolf Conservation Center.

For reviews, more things to do, ratings, and more tourist information, go to the Redding custom trip planner.

Redding is just a short distance from Norwalk. Traveling from Norwalk in August, Redding is a bit cooler at night with lows of 61°F. Finish your sightseeing early on the 21st (Mon) so you can travel to Danbury.

Things to do in Redding

Parks Wildlife Nature

Side Trip

Wolf Conservation Center
Highlights from your plan
Putnam Memorial State Park ©
Putnam Memorial State Park
Wolf Conservation Center ©
Wolf Conservation Center

1
night
Danbury

Danbury ©
Danbury is a city in northern Fairfield County, Connecticut, United States, located along the Still River approximately 70 miles northeast of New York City. On the 22nd (Tue), explore the activities along Lake Lillinonah, get engrossed in the history at Danbury Museum & Historical Society, and then relax in the rural setting at Green Chimneys Farm & Wildlife Center.

To see photos, reviews, traveler tips, and more tourist information, refer to the Danbury holiday planner.

Danbury is very close to Redding. In August, daytime highs in Danbury are 80°F, while nighttime lows are 61°F. Wrap up your sightseeing on the 22nd (Tue) to allow time to travel to Sherman.

Things to do in Danbury

Parks Nature Museums

Side Trips

Lake Lillinonah, Green Chimneys Farm & Wildlife Center
Highlights from your plan
Lake Lillinonah ©
Lake Lillinonah
Danbury Museum & Historical Society ©

1
night
Sherman

Sherman ©
Sherman is the northernmost and least populous town of Fairfield County, Connecticut, United States. To see more things to do, other places to visit, maps, and more tourist information, read our Sherman online itinerary creator.

Sherman is very close to Danbury. In August, daily temperatures in Sherman can reach 80°F, while at night they dip to 61°F. Wrap up your sightseeing on the 23rd (Wed) to allow time to travel to Hartford.

Things to do in Sherman

Parks Wildlife

Side Trip

Washington
Highlights from your plan
Averill Farm ©
Averill Farm

3
nights
Hartford

Hartford ©
Hartford is the capital of the U.S. Explore hidden gems such as Berkshire Botanical Garden and National Shrine of the Divine Mercy. Venture out of the city with trips to Harkness Memorial State Park (in Waterford) and Chesterwood Museum (in Stockbridge). There's lots more to do: stroll through Wickham Park, get a sense of history and politics at Connecticut State Capitol Park, and look for gifts at Cabela's.

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

You can drive from Sherman to Hartford in 1.5 hours. In August, daily temperatures in Hartford can reach 83°F, while at night they dip to 64°F. Wrap up your sightseeing on the 26th (Sat) early enough to drive to Groton.

Things to do in Hartford

Parks Historic Sites Nature

Side Trips

Stockbridge, Wickham Park, Harkness Memorial State Park, Cabela's
Highlights from your plan
Berkshire Botanical Garden ©
Berkshire Botanical Garden
Cabela's ©
Cabela's
Chesterwood Museum ©
Chesterwood Museum

2
nights
Groton

Groton ©
Groton is a town located on the Thames River in New London County, Connecticut, United States. Get ready for a full day of sightseeing on the 27th (Sun): paddle through the water with a kayaking and canoeing tour and then look for all kinds of wild species at Elizabeth A. Morton National Wildlife Refuge.

To find ratings, maps, and more tourist information, use the Groton trip planner.

Traveling by car from Hartford to Groton takes an hour. Alternatively, you can take a train; or do a combination of bus and train. Traveling from Hartford in August, expect nights in Groton to be about the same, around 64°F, while days are slightly colder, around 78°F. Finish up your sightseeing early on the 28th (Mon) so you can travel to Mystic.

Things to do in Groton

Parks Beaches Outdoors

Side Trips

East Lyme, Elizabeth A. Morton National Wildlife Refuge
Highlights from your plan
McCook Point Park ©
McCook Point Park

3
nights
Mystic

Mystic ©
A historical leading seaport, Mystic has maintained a strong respect for the past.
You'll explore the less-touristy side of things at East Beach and Napatree Point. Get out of town with these interesting Mystic side-trips: Charlestown (Charlestown Town Beach & East Beach), Gin Beach (in Montauk) and Kayaking & Canoeing (in Narragansett).

To see photos, where to stay, other places to visit, and tourist information, go to the Mystic vacation planner.

Mystic is just a stone's throw from Groton. Expect a daytime high around 78°F in August, and nighttime lows around 64°F. Wrap up your sightseeing on the 31st (Thu) to allow time to drive to Branford.

Things to do in Mystic

Parks Beaches Outdoors

Side Trips

Charlestown, East Beach, Gin Beach, Napatree Point
Highlights from your plan
East Beach ©
East Beach
Napatree Point
Napatree Point
Charlestown Town Beach ©
Charlestown Town Beach

1
night
Branford

Branford ©
Branford is a shoreline town located on Long Island Sound in New Haven County, Connecticut, 8mi east of New Haven. Start off your visit on the 1st (Fri): get lost in a book at Scranton Library, go for a stroll along the water at Indian River Marina, and then admire the majestic nature at Chatfield Hollow State Park.

To see ratings, photos, and other tourist information, read Branford itinerary builder.

Drive from Mystic to Branford in an hour. Alternatively, you can take a train; or take a bus. In August, plan for daily highs up to 81°F, and evening lows to 65°F. Finish up your sightseeing early on the 1st (Fri) so you can travel to New Haven.

Things to do in Branford

Parks Nature Adventure

Side Trips

Indian River Marina, Chatfield Hollow State Park, Scranton Library
Highlights from your plan
Chatfield Hollow State Park ©
Chatfield Hollow State Park
Scranton Library ©
Scranton Library

2
nights
New Haven

New Haven ©
New Haven, in the U.S. Kick off your visit on the 2nd (Sat): tour the pleasant surroundings at Edgerton Park, experience rural life at Farmer Joe's Gardens, and then stop by Fascia’s Chocolates. Get ready for a full day of sightseeing on the next day: immerse yourself in nature at Squantz Pond State Park, examine the collection at Ireland's Great Hunger Museum, and then look for gifts at Amazing Olive.

To see other places to visit, ratings, more things to do, and more tourist information, read New Haven custom trip planner.

New Haven is very close to Branford. In September, plan for daily highs up to 76°F, and evening lows to 58°F. Finish your sightseeing early on the 3rd (Sun) so you can travel to Milford.

Things to do in New Haven

Parks Nature Shopping

Side Trips

Ireland's Great Hunger Museum, Amazing Olive, Squantz Pond State Park, Farmer Joe's Gardens, Fascia's Chocolates
Highlights from your plan
Edgerton Park ©
Edgerton Park
Farmer Joe's Gardens ©
Farmer Joe's Gardens
Ireland's Great Hunger Museum ©
Ireland's Great Hunger Museum

1
night
Milford

Milford ©
Milford is a Coterminous municipality within Coastal Connecticut and New Haven County, Connecticut, between Bridgeport, Connecticut and New Haven, Connecticut. Kick off your visit on the 4th (Mon): explore the engaging exhibits at The Discovery Museum and Planetarium, then relax in the rural setting at Beardsley's Cider Mill & Orchard, and then enjoy some diversion at Sports Center of Connecticut.

For more things to do, traveler tips, and other tourist information, go to the Milford trip itinerary planner.

Milford is just a short distance from New Haven. Expect a daytime high around 75°F in September, and nighttime lows around 60°F. Cap off your sightseeing on the 4th (Mon) early enough to travel to Stamford.

Things to do in Milford

Fun & Games Childrens Museums Museums

Side Trips

Shelton, Discovery Museum
Highlights from your plan
Sports Center of Connecticut ©
Sports Center of Connecticut
Beardsley's Cider Mill & Orchard ©
Beardsley's Cider Mill & Orchard
Discovery Museum ©
Discovery Museum

2
nights
Stamford

Stamford ©
Stamford is a city in Fairfield County, Connecticut, United States. On the 5th (Tue), enjoy the sand and surf at Lido Beach and then enjoy the sand and surf at Point Lookout Beach. Get ready for a full day of sightseeing on the 6th (Wed): kick back and relax at Gilgo Beach, steep yourself in history at Sagtikos Manor, and then get your game on at Monster Mini Golf.

To find more things to do, where to stay, traveler tips, and tourist information, refer to the Stamford online itinerary creator.

You can drive from Milford to Stamford in an hour. In September, daily temperatures in Stamford can reach 74°F, while at night they dip to 57°F. Finish up your sightseeing early on the 6th (Wed) so you can travel back home.

Things to do in Stamford

Parks Beaches Outdoors

Side Trips

Sagtikos Manor, Lido Beach, Point Lookout Beach, Monster Mini Golf, Gilgo Beach
Highlights from your plan
Point Lookout Beach ©
Point Lookout Beach
Sagtikos Manor ©
Sagtikos Manor
Monster Mini Golf ©
Monster Mini Golf

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