14 days in Connecticut Itinerary

14 days in Connecticut Itinerary

Created using Inspirock Connecticut trip maker
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— 4 nights
— 3 nights
— 6 nights


Hartford — 4 nights

Hartford is the capital of the U.S. state of Connecticut. Change things up with these side-trips from Hartford: Kent Falls State Park (in Kent), West Cornwall Covered Bridge (in West Cornwall) and Thorncrest Farm and Milk House Chocolate (in Goshen). There's still lots to do: get engrossed in the history at The Mark Twain House & Museum, get in on the family fun at Six Flags New England, trek along Talcott Mountain State Park, and examine the collection at Polish Center of Discovery and Learning.

Plan a Hartford trip in moments using our itinerary builder.

Anchorage to Hartford is an approximately 11.5-hour flight. You can also drive. You'll lose 4 hours traveling from Anchorage to Hartford due to the time zone difference. While traveling from Anchorage, expect much warmer days and a bit warmer nights in Hartford, ranging from highs of 66°F to lows of 47°F. Finish your sightseeing early on the 6th (Thu) to allow enough time to drive to Norwalk.
Parks · Museums · Historic Sites · Trails
Side Trips

Norwalk — 3 nights

Norwalk, is the sixth most populous city in the U.S. state of Connecticut. Explore Norwalk's surroundings by going to Blue Jay Orchards (in Bethel), New Haven (Yale Center for British Art, Yale University Art Gallery, &more) and Rowanwood Farm (in Newtown). There's still lots to do: soothe aching muscles at Work It Dance and Fitness, tour the pleasant surroundings at Pequonnock River Trail, take an in-depth tour of Boothe Memorial Park and Museum, and learn more about the world around you at Bruce Museum.

To find traveler tips, other places to visit, where to stay, and other tourist information, read Norwalk online trip itinerary maker.

You can drive from Hartford to Norwalk in 1.5 hours. Alternatively, you can take a train; or take a bus. In October, plan for daily highs up to 67°F, and evening lows to 51°F. Cap off your sightseeing on the 9th (Sun) early enough to travel to Mystic.
Museums · Parks · Trails · Outdoors
Side Trips

Mystic — 6 nights

A historical leading seaport, Mystic has maintained a strong respect for the past.
Change things up with these side-trips from Mystic: Bluff Point, Groton, Ct (in Groton), Wine Tours & Tastings (in Mattituck) and Gillette Castle State Park (in East Haddam). There's lots more to do: see the sky in a new way at Mystic Seaport Museum, snap pictures at Mystic River Bascule Bridge, take in the pleasant sights at Mystic River Historical Society, and admire nature's wide array of creatures at Mystic Aquarium.

To see maps, more things to do, photos, and more tourist information, use the Mystic journey planner.

You can drive from Norwalk to Mystic in 1.5 hours. In October, plan for daily highs up to 65°F, and evening lows to 48°F. Finish up your sightseeing early on the 15th (Sat) so you can catch the flight back home.
Museums · Parks · Shopping · Tours
Side Trips

Connecticut travel guide

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.