23 days in Connecticut's Fairfield County Itinerary

23 days in Connecticut's Fairfield County Itinerary

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Make it your trip
Fly to La Guardia Airport, Drive to Stamford
1
Stamford
— 12 nights
Drive
2
New Milford
— 9 nights
Drive to La Guardia Airport, Fly to Durban

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Stamford — 12 nights

Stamford is a city in Fairfield County, Connecticut, United States. Museum-lovers will appreciate Stamford Museum & Nature Center and Bush-Holley House Museum. Step out of the city life by going to Weir Farm National Historic Site and Earthplace. You'll find plenty of places to visit near Stamford: Bridgeport (The Barnum Museum, Bridgeport Public Library, &more), Pequonnock River Trail (in Trumbull) and Stratford (Two Roads Brewing Company, Roosevelt Forest, &more). There's much more to do: learn more about the world around you at Bruce Museum, stroll around Cove Island Park, kick back and relax at Compo Beach, and get engrossed in the history at Fairfield Museum and History Center.

To find other places to visit, where to stay, maps, and more tourist information, use the Stamford road trip site.

Durban, South Africa to Stamford is an approximately 29-hour combination of flight and car. The time zone difference moving from South Africa Standard Time (SAST) to Eastern Standard Time (EST) is minus 7 hours. Prepare for cooler weather when traveling from Durban in January: high temperatures in Stamford hover around 2°C and lows are around -5°C. Wrap up your sightseeing on the 16th (Mon) to allow time to drive to New Milford.
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Museums · Parks · Outdoors · Nature
Side Trips

New Milford — 9 nights

New Milford is a town in southern Litchfield County, Connecticut, United States, 14mi north of Danbury, on the Housatonic River. Satisfy your inner culture vulture at New Milford Historical Society and Museum and DiGrazia Winery. Head to Danbury Fair Mall and Bridgewater Chocolate Factory and Factory Storefor plenty of shopping. Explore New Milford's surroundings by going to Shelton (Ilovekickboxing, Wells Hollow Creamery, &more). The adventure continues: stroll through Lovers Leap State Park, take an in-depth tour of Danbury Museum & Historical Society, identify plant and animal life at Harrybrooke Park, and trek along Bear Mountain Reservation.

To see photos and other tourist information, read New Milford trip planner.

Drive from Stamford to New Milford in 1.5 hours. In January, plan for daily highs up to 1°C, and evening lows to -8°C. You'll set off for home on the 25th (Wed).
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Parks · Outdoors · Trails · Nature
Side Trips