9 days in Connecticut Itinerary

9 days in Connecticut Itinerary

Created using Inspirock Connecticut trip builder
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Make it your trip
Drive
1
Wilton
— 1 night
Drive
2
Redding
— 1 night
Drive
3
Fairfield
— 2 nights
Drive
4
Stratford
— 4 nights
Drive

S M T W T F S
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Wilton — 1 night

Wilton is a town in Fairfield County in southwestern Connecticut in the United States. On the 9th (Sat), admire the masterpieces at Weir Farm National Historic Site and then tour the pleasant surroundings at Wolf Conservation Center. Get ready for a full day of sightseeing on the 10th (Sun): relax in the rural setting at Faraway Farm Alpacas, admire the striking features of The Glass House, and then hike along Norwalk River Valley Trail.

For where to stay, traveler tips, more things to do, and other tourist information, you can read our Wilton online holiday planner.

Newark to Wilton is an approximately 1.5-hour car ride. Plan for slightly colder nights when traveling from Newark in October since evenings lows in Wilton dip to 44°F. Finish up your sightseeing early on the 10th (Sun) so you can travel to Redding.
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Parks · Nature · Museums · Historic Sites
Side Trips
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Redding — 1 night

Redding is a town in Fairfield County, Connecticut, United States. Kick off your visit on the 11th (Mon): immerse yourself in nature at Putnam Memorial State Park and then admire the majestic nature at Collis P. Huntington State Park.

To see other places to visit, maps, and other tourist information, refer to the Redding vacation builder tool.

Redding is just a short distance from Wilton. In October, daily temperatures in Redding can reach 65°F, while at night they dip to 44°F. Cap off your sightseeing on the 11th (Mon) early enough to travel to Fairfield.
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Nature · Parks
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Fairfield — 2 nights

Fairfield is a town located in Fairfield County, Connecticut, United States. On the 12th (Tue), take an in-depth tour of Fairfield Museum and History Center and then look for gifts at Fairfield Cheese Company. Get ready for a full day of sightseeing on the 13th (Wed): get up close and personal with brilliant marine life at The Maritime Aquarium and then explore the activities along Lake Mohegan Recreation Area.

To see maps, ratings, and more tourist information, use the Fairfield driving holiday app.

Traveling by car from Redding to Fairfield takes an hour. Traveling from Redding in October, expect somewhat warmer with lows of 51°F in Fairfield. Wrap up your sightseeing on the 13th (Wed) early enough to travel to Stratford.
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Parks · Shopping · Nature · Museums
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Stratford — 4 nights

Stratford is a town in Fairfield County, Connecticut, United States. Get out of town with these interesting Stratford side-trips: Kent Falls State Park (in Kent), Walkway Over the Hudson State Historic Park (in Poughkeepsie) and Pride of the Hudson (in Newburgh). Next up on the itinerary: immerse yourself in nature at Bear Mountain State Park, explore the world behind art at Storm King Art Center, engage your brain at Bruce Museum, and meet the residents at Beardsley Zoo.

For photos, maps, ratings, and tourist information, go to the Stratford journey planner.

Stratford is very close to Fairfield. In October, plan for daily highs up to 67°F, and evening lows to 51°F. Finish your sightseeing early on the 17th (Sun) to allow enough time to travel back home.
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Connecticut travel guide

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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.
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