30 days in Connecticut Itinerary

30 days in Connecticut Itinerary

Created using Inspirock Connecticut trip planner

Make it your trip
Fly
1
Mystic
— 7 nights
Drive
2
Hartford
— 8 nights
Drive
3
Kent
— 6 nights
Drive
4
Norwalk
— 8 nights
Drive to La Guardia Airport, Fly to Columbus

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Mystic

— 7 nights
A historical leading seaport, Mystic has maintained a strong respect for the past.
Step off the beaten path and head to Charles W. Morgan and Mashantucket Pequot Museum & Research Center. Venture out of the city with trips to Taylor Brooke Winery (in Woodstock), Connecticut River Museum (in Essex) and Bluff Point, Groton, Ct (in Groton). There's lots more to do: look and learn at Mystic Seaport Museum, get up close and personal with brilliant marine life at Mystic Aquarium, stroll through Denison Pequotsepos Nature Center, and admire the masterpieces at Mystic Museum of Art.

For ratings, more things to do, and more tourist information, read our Mystic itinerary planner.

Columbus to Mystic is an approximately 3.5-hour flight. You can also drive; or do a combination of bus and train. In November, daytime highs in Mystic are 54°F, while nighttime lows are 37°F. Wrap up your sightseeing on the 8th (Mon) early enough to drive to Hartford.

Things to do in Mystic

Parks · Museums · Outdoors · Historic Sites

Side Trips

Find places to stay Nov 1 — 8:
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Hartford

— 8 nights
Hartford is the capital of the U.S. state of Connecticut. Explore hidden gems such as Wadsworth Atheneum Museum of Art and Connecticut Science Center. Get out of town with these interesting Hartford side-trips: Chatfield Hollow State Park (in Killingworth), Hubbard Park (in Meriden) and Sleeping Giant State Park (in Hamden). Next up on the itinerary: steep yourself in history at The Mark Twain House & Museum, trek along West Hartford Reservoir, take your sightseeing to a higher altitude at Case Mountain, and get a new perspective on nature at Dinosaur State Park.

To see more things to do, traveler tips, where to stay, and more tourist information, read Hartford road trip planner.

Traveling by car from Mystic to Hartford takes 1.5 hours. Alternatively, you can take a train; or do a combination of train and bus. In November, plan for daily highs up to 52°F, and evening lows to 34°F. Finish your sightseeing early on the 16th (Tue) so you can drive to Kent.

Things to do in Hartford

Parks · Museums · Nature · Outdoors

Side Trips

Find places to stay Nov 8 — 16:
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Kent

— 6 nights
Kent is a town in Litchfield County, Connecticut, alongside the border with New York. Step off the beaten path and head to Kent Falls State Park and White Memorial Conservation Center. You'll find plenty of places to visit near Kent: Litchfield History Museum (in Litchfield) and Hotchkiss-Fyler House Museum (in Torrington). There's lots more to do: take in the views from Bull's Bridge, experience rural life at Angevine Farm, stroll through Steep Rock Preserve, and do a tasting at White Silo Farm & Winery.

For maps, other places to visit, reviews, and more tourist information, refer to the Kent holiday maker tool.

Traveling by car from Hartford to Kent takes 1.5 hours. November in Kent sees daily highs of 53°F and lows of 30°F at night. Finish your sightseeing early on the 22nd (Mon) so you can drive to Norwalk.

Things to do in Kent

Parks · Wildlife · Nature · Trails

Side Trips

Find places to stay Nov 16 — 22:
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Norwalk

— 8 nights
Norwalk, is the sixth most populous city in the U.S. state of Connecticut. Step off the beaten path and head to Stepping Stones Museum for Children and Tarrywile Park & Mansion. Explore Norwalk's surroundings by going to Danbury Railway Museum (in Danbury), Route 146 Scenic Drive (in Branford) and New Haven (Yale University, Yale Peabody Museum of Natural History, &more). There's much more to do: admire nature's wide array of creatures at The Maritime Aquarium, sample the tasty concoctions at Two Roads Brewing Company, immerse yourself in nature at Silver Sands State Park, and indulge in some personalized pampering at iFloat.

To find out how to plan a trip to Norwalk, use our trip itinerary maker.

Getting from Kent to Norwalk by car takes about 1.5 hours. Plan for somewhat warmer nights when traveling from Kent in November since evenings lows in Norwalk dip to 38°F. Cap off your sightseeing on the 30th (Tue) early enough to travel back home.

Things to do in Norwalk

Museums · Parks · Outdoors · Wineries

Side Trips

Find places to stay Nov 22 — 30:
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Connecticut travel guide

4.3
Aquariums · Theaters · Observatories
The Constitution State
Perhaps best known for its renowned private and public universities, Connecticut was once home to the country's first law school and still boasts one of the oldest secondary schools in America. More than just a small state packed with students, Connecticut offers visitors a chance to explore some of New England's finest tourist attractions while on vacation, including lighthouses, beaches, theaters, museums, galleries, and restaurants. Despite its small size, the state also boasts two large casino complexes, both located on Native American reservations. Rich in history and natural beauty, Connecticut draws newcomers from around the world, with large Polish, Chinese, and Hispanic communities.