8 days in Connecticut Itinerary

8 days in Connecticut Itinerary

Created using Inspirock Connecticut trip planner

©
Make it your trip
Fly to La Guardia Airport, Drive to Simsbury
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Simsbury
— 2 nights
Drive
2
Mystic
— 3 nights
Drive
3
New Haven
— 2 nights
Train to New York JFK, Fly to Buffalo

S M T W T F S
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Simsbury

— 2 nights
Simsbury is an affluent town in Hartford County, Connecticut, United States. Get out of town with these interesting Simsbury side-trips: Kent Falls State Park (in Kent), Sunset Meadow Vineyards (in Goshen) and West Cornwall Covered Bridge (in West Cornwall). And it doesn't end there: trek along Talcott Mountain State Park, test your team's savvy at Complexity: A Puzzling Adventure, take a memorable tour with The Adventure Park at Storrs, and don't miss a visit to Heublein Tower.

For traveler tips, photos, other places to visit, and tourist information, you can read our Simsbury travel route builder site.

Buffalo to Simsbury is an approximately 5.5-hour combination of flight and car. You can also drive. October in Simsbury sees daily highs of 66°F and lows of 44°F at night. Wrap up your sightseeing on the 12th (Mon) to allow time to drive to Mystic.

Things to do in Simsbury

Outdoors · Museums · Parks · Adventure

Side Trips

Mystic

— 3 nights
A historical leading seaport, Mystic has maintained a strong respect for the past.
Get out of town with these interesting Mystic side-trips: Skydive Danielson (in Killingly), Essex (Essex Steam Train & Riverboat & Main Street Park, Essex Village) and Gillette Castle State Park (in East Haddam). And it doesn't end there: look and learn at Mystic Seaport Museum, contemplate the long history of Olde Mistick Village, try your luck at Foxwoods Resort Casino, and get up close and personal with brilliant marine life at Mystic Aquarium.

For where to stay, ratings, photos, and other tourist information, use the Mystic day trip tool.

Getting from Simsbury to Mystic by car takes about 1.5 hours. Other options: drive. Expect a daytime high around 65°F in October, and nighttime lows around 48°F. Cap off your sightseeing on the 15th (Thu) early enough to go by car to New Haven.

Things to do in Mystic

Outdoors · Tours · Historic Sites · Parks

Side Trips

New Haven

— 2 nights
New Haven, in the U.S. state of Connecticut, is the principal municipality in Greater New Haven, which had a total population of 862,477 in 2010. Start off your visit on the 16th (Fri): enjoy the sand and surf at Hammonasset Beach State Park, stop by Lyman Orchards, then test your problem-solving skills at Adventure Rooms, and finally experience rural life at B&B Flower Farm. On the 17th (Sat), you'll have a packed day of sightseeing: deepen your understanding at Yale University, explore the world behind art at Yale Center for British Art, and then admire the masterpieces at Yale University Art Gallery.

To find maps, reviews, where to stay, and more tourist information, use the New Haven tour planner.

Traveling by car from Mystic to New Haven takes an hour. Alternatively, you can drive; or take a train. In October, plan for daily highs up to 66°F, and evening lows to 48°F. Wrap up your sightseeing on the 17th (Sat) to allow time to travel back home.

Things to do in New Haven

Museums · Beaches · Outdoors · Nature

Side Trips

Connecticut travel guide

4.3
Historic Sites · Aquariums · Theaters
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.