17 days in Connecticut Itinerary

17 days in Connecticut Itinerary

Created using Inspirock Connecticut Trip Planner

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Route & dates

17 days in Connecticut Itinerary

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

4
nights
Mystic

Mystic ©
A historical leading seaport, Mystic has maintained a strong respect for the past.
You'll explore and learn at Mystic Seaport and New Bedford Whaling Museum. Step out of the city life by going to Misquamicut State Beach and Shining Sea Bikeway. Venture out of the city with trips to Newport Vineyards (in Middletown), Battleship Cove (in Fall River) and Beavertail Lighthouse and Park (in Jamestown). And it doesn't end there: enjoy the sand and surf at Narragansett Beach, look for gifts at The Book Barn, contemplate the long history of Olde Mistick Village, and see the interesting displays at The Submarine Force Museum.

For maps, ratings, traveler tips, and other tourist information, use the Mystic trip generator.

New York City to Mystic is an approximately 2.5-hour car ride. You can also take a train; or do a combination of flight, bus, and train. Traveling from New York City in August, expect Mystic to be a bit cooler, temps between 78°F and 64°F. Finish up your sightseeing early on the 23rd (Wed) so you can travel to Colchester.

Things to do in Mystic

Parks Outdoors Museums

Side Trips

New Bedford Whaling Museum, Battleship Cove, Newport Vineyards, Narragansett Beach, Shining Sea Bikeway
Highlights from your plan
Mystic Seaport Museum ©
Mystic Seaport Museum
New Bedford Whaling Museum ©
New Bedford Whaling Museum
The Submarine Force Museum ©
The Submarine Force Museum

1
day
Colchester

Colchester ©
Colchester is a town in New London County, Connecticut, United States. Start off your visit on the 23rd (Wed): get interesting insight from Tours, then examine the collection at Connecticut River Museum, and then get engrossed in the history at Slater Memorial Museum.

To find reviews, traveler tips, where to stay, and other tourist information, refer to the Colchester travel itinerary planner.

You can drive from Mystic to Colchester in an hour. August in Colchester sees daily highs of 79°F and lows of 63°F at night. Wrap up your sightseeing on the 23rd (Wed) early enough to travel to Manchester.

Things to do in Colchester

Museums

Side Trips

Connecticut River Museum, Slater Memorial Museum
Highlights from your plan
Connecticut River Museum ©
Connecticut River Museum
Slater Memorial Museum ©
Slater Memorial Museum

1
night
Manchester

Manchester ©
Manchester is a town in Hartford County, Connecticut, United States. Start off your visit on the 24th (Thu): tour the pleasant surroundings at Wickham Park, don't miss a visit to Nathan Hale Homestead Museum, and then get outside with The Adventure Park at Storrs.

For ratings, reviews, other places to visit, and tourist information, read our Manchester trip itinerary builder.

Traveling by car from Colchester to Manchester takes an hour. In August in Manchester, expect temperatures between 83°F during the day and 65°F at night. Finish your sightseeing early on the 24th (Thu) to allow enough time to travel to Hartford.

Things to do in Manchester

Parks Tours Outdoors

Side Trips

Nathan Hale Homestead, The Adventure Park at Storrs
Highlights from your plan
Wickham Park ©
Wickham Park
The Adventure Park at Storrs ©
The Adventure Park at Storrs
Nathan Hale Homestead ©
Nathan Hale Homestead

2
nights
Hartford

Hartford ©
Hartford is the capital of the U.S. Start off your visit on the 25th (Fri): examine the collection at Naismith Memorial Basketball Hall of Fame, pause for some photo ops at Dr. Seuss National Memorial Sculpture Garden, then examine the collection at New England Air Museum, and finally hike along Talcott Mountain State Park. Here are some ideas for day two: explore the world behind art at Wadsworth Atheneum Museum of Art, admire the natural beauty at Elizabeth Park, and then get engrossed in the history at Mark Twain House & Museum.

For ratings, where to stay, photos, and tourist information, you can read our Hartford vacation trip planner.

Hartford is just a short distance from Manchester. In August, daytime highs in Hartford are 83°F, while nighttime lows are 64°F. Finish your sightseeing early on the 26th (Sat) so you can drive to New Haven.

Things to do in Hartford

Museums Parks Outdoors

Side Trips

Springfield, Elizabeth Park, Talcott Mountain State Park, New England Air 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
Basketball Hall of Fame ©
Basketball Hall of Fame

3
nights
New Haven

New Haven ©
New Haven, in the U.S. You've now added Ponquogue Beach to your itinerary. Do some cultural sightseeing at Yale University Art Gallery and William Floyd Estate. Visiting Hammonasset Beach State Park and Thimble Islands will get you outdoors. There's lots more to do: learn more about the world around you at Yale Peabody Museum of Natural History, admire the masterpieces at Yale Center for British Art, and learn about winemaking at Chamard Vineyards.

To see reviews, photos, ratings, and tourist information, go to the New Haven itinerary builder.

Drive from Hartford to New Haven in an hour. Alternatively, you can take a bus; or take a train. In August, plan for daily highs up to 81°F, and evening lows to 65°F. Finish your sightseeing early on the 29th (Tue) to allow enough time to travel to Milford.

Things to do in New Haven

Parks Nature Outdoors

Side Trips

Hammonasset Beach State Park, Chamard Vineyards, William Floyd Estate, Thimble Islands, Ponquogue Beach
Highlights from your plan
Yale University Art Gallery ©
Yale University Art Gallery
Hammonasset Beach State Park ©
Hammonasset Beach State Park
Yale Peabody Museum of Natural History ©

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 30th (Wed): immerse yourself in nature at Silver Sands State Park, take an in-depth tour of Boothe Memorial Park and Museum, and then relax in the rural setting at Jones Family Farm.

To find more things to do, other places to visit, ratings, and other tourist information, read our Milford vacation trip planner.

Milford is just a stone's throw from New Haven. In August, plan for daily highs up to 82°F, and evening lows to 67°F. Wrap up your sightseeing on the 30th (Wed) early enough to travel to Sherman.

Things to do in Milford

Nature Parks Wineries

Side Trips

Jones Family Farm, Boothe Memorial Park and Museum
Highlights from your plan
Silver Sands State Park ©
Silver Sands State Park
Boothe Memorial Park and Museum ©
Boothe Memorial Park and Museum
Jones Family Farm ©
Jones Family Farm

1
night
Sherman

Sherman ©
Sherman is the northernmost and least populous town of Fairfield County, Connecticut, United States. Kick off your visit on the 31st (Thu): see the interesting displays at Danbury Railway Museum, then hike along Tarrywile Park & Mansion, and then relax in the rural setting at White Silo Farm & Winery.

To find more things to do, reviews, where to stay, and other tourist information, go to the Sherman travel planner.

Drive from Milford to Sherman in 1.5 hours. Traveling from Milford in August, Sherman is little chillier at night with lows of 61°F. Finish up your sightseeing early on the 31st (Thu) so you can travel to Norwalk.

Things to do in Sherman

Trails Parks Outdoors

Side Trip

Danbury
Highlights from your plan
Tarrywile Park & Mansion ©
Tarrywile Park & Mansion
Danbury Railway Museum ©
Danbury Railway Museum
White Silo Farm & Winery ©
White Silo Farm & Winery

2
nights
Norwalk

Norwalk ©
Norwalk, is the sixth most populous city in the U.S. Start off your visit on the 1st (Fri): don't miss a visit to Sheffield Island Lighthouse and then step off the mainland to explore Fire Island National Seashore. 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.

For more things to do, other places to visit, traveler tips, and more tourist information, read our Norwalk sightseeing planner.

You can drive from Sherman to Norwalk in 1.5 hours. Traveling from Sherman in August, expect somewhat warmer with lows of 67°F in Norwalk. Finish your sightseeing early on the 2nd (Sat) so you can travel to Stamford.

Things to do in Norwalk

Nature Parks Historic Sites

Side Trips

Weir Farm National Historic Site, Fire Island National Seashore, The Glass House
Highlights from your plan
Fire Island National Seashore ©
Fire Island National Seashore
Weir Farm National Historic Site ©
Weir Farm National Historic Site
Sheffield Island Lighthouse ©
Sheffield Island Lighthouse

2
nights
Stamford

Stamford ©
Stamford is a city in Fairfield County, Connecticut, United States. On the 3rd (Sun), get engrossed in the history at Sagamore Hill National Historic Site, then get outside with The Adventure Park at Long Island, and then see the interesting displays at Vanderbilt Museum. Keep things going the next day: examine the collection at Stamford Museum & Nature Center, then admire the majestic nature at Bear Mountain State Park, and then have fun at The Great Jack-O-Lantern Blaze.

For more things to do, photos, where to stay, and tourist information, you can read our Stamford holiday planner.

Stamford is very close to Norwalk. September in Stamford sees daily highs of 74°F and lows of 57°F at night. Finish up your sightseeing early on the 4th (Mon) so you can travel back home.

Things to do in Stamford

Museums Tours Nature

Side Trips

Sagamore Hill National Historic Site, The Adventure Park at Long Island, Bear Mountain State Park, Vanderbilt Museum and Planetarium
Highlights from your plan
Sagamore Hill National Historic Site ©
Vanderbilt Museum and Planetarium ©
Bear Mountain State Park ©
Bear Mountain State Park

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