36 days in Connecticut Itinerary

36 days in Connecticut Itinerary

Created using Inspirock Connecticut trip itinerary maker

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Route & dates

36 days in Connecticut Itinerary

Start: New York City
Drive:  1​h 30​min
1
Danbury
— 12 nights
Drive:  1​h 15​min
2
Hartford
— 12 nights
Drive:  1​h 15​min
3
Mystic
— 11 nights
Drive:  2​h 45​min
End: New York City

12
nights
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. Step out of the city life by going to Tarrywile Park & Mansion and Weir Farm National Historic Site. You'll find plenty of places to visit near Danbury: New Canaan (Carriage Barn Arts Center & New Canaan Nature Center), Woodbury (Walker Road Vineyards & Flanders Nature Center) and Macricostas Preserve (in New Preston). The adventure continues: hike along Bear Mountain Reservation, delve into the lush surroundings at Gurski Farm- Williams Park, tour the pleasant surroundings at Pequonnock River Trail, and tee off at Richter Park Golf Course.

To find photos, more things to do, maps, and more tourist information, you can read our Danbury trip builder website .

New York City to Danbury is an approximately 1.5-hour car ride. In October, Danbury is slightly colder than New York City - with highs of 65°F and lows of 44°F. Finish up your sightseeing early on the 21st (Mon) so you can go by car to Hartford.

Things to do in Danbury

Parks Wildlife Nature

Side Trips

New Haven, New Milford, Milford, Washington, New Canaan
Highlights from your plan
Tarrywile Park & Mansion ©
Tarrywile Park & Mansion
Weir Farm National Historic Site ©
Weir Farm National Historic Site
Kent Falls State Park ©
Kent Falls State Park

12
nights
Hartford

Hartford ©
Hartford is the capital of the U.S. Escape the urban bustle at Vernon Rails-to-Trails and Talcott Mountain State Park. You'll find plenty of places to visit near Hartford: Hamden (Farmington Canal State Park & Sleeping Giant State Park), Thimble Islands (in Branford) and Soldiers' Monument and Memorial Park (in Winsted). There's much more to do: steep yourself in history at The Mark Twain House & Museum, take a peaceful walk through American Legion and Peoples State Forests, identify plant and animal life at A Place Called Hope, and grab your bike and head to Farmington Canal Heritage Trail.

To find ratings, reviews, other places to visit, and more tourist information, use the Hartford tour itinerary builder website .

Traveling by car from Danbury to Hartford takes 1.5 hours. In October in Hartford, expect temperatures between 66°F during the day and 47°F at night. Wrap up your sightseeing on the 2nd (Sat) early enough to drive to Mystic.

Things to do in Hartford

Parks Outdoors Nature

Side Trips

West Hartford, Killingworth, Norfolk, Connecticut, Hamden
Highlights from your plan
The Mark Twain House & Museum ©
The Mark Twain House & Museum
Mansfield Hollow State Park ©
Mansfield Hollow State Park

11
nights
Mystic

Mystic ©
A historical leading seaport, Mystic has maintained a strong respect for the past.
Step out of the city life by going to Denison Pequotsepos Nature Center and Gillette Castle State Park. Change things up with these side-trips from Mystic: Main Street Park, Essex Village (in Essex), Fox Hopyard Golf Club (in East Haddam) and Madison (The Shoreline Greenway Trail, Hammonasset Beach State Park, & more). There's much more to do: see the interesting displays at Mystic Seaport Museum, don't miss a visit to Mystic & Shoreline Visitor Information Center, contemplate the long history of Olde Mistick Village, and explore the different monuments and memorials at Elm Grove Cemetery.

For ratings, traveler tips, reviews, and more tourist information, you can read our Mystic trip itinerary tool .

Traveling by car from Hartford to Mystic takes 1.5 hours. Alternatively, you can do a combination of bus and train; or take a train. Expect a daytime high around 54°F in November, and nighttime lows around 37°F. Finish your sightseeing early on the 13th (Wed) to allow enough time to drive back home.

Things to do in Mystic

Parks Nature Outdoors

Side Trips

Stonington, Groton, Madison, Waterford, East Haddam
Highlights from your plan
Mystic Seaport Museum ©
Mystic Seaport Museum
Gillette Castle State Park ©
Gillette Castle State Park
Hammonasset Beach State Park ©
Hammonasset Beach State Park

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