10 days in Connecticut, Hyde Park & Irvington Itinerary

10 days in Connecticut, Hyde Park & Irvington Itinerary

Created using Inspirock United States itinerary planner

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Make it your trip
Drive
1
New Haven
— 1 day
Drive
2
Mystic
— 2 nights
Drive
3
Middletown
— 2 nights
Drive
4
Hyde Park
— 3 nights
Drive
5
Irvington
— 2 nights
Drive

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New Haven

— 1 day
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. Your list of things to see and do now includes Home of Franklin D. Roosevelt, St. Mary's Church, Edgerton Park, and other attractions. Start off your visit on the 12th (Sat): take in the architecture and atmosphere at St. Mary's Church, walk around Edgerton Park, contemplate the long history of Home of Franklin D. Roosevelt, then explore the world behind art at Norman Rockwell Museum, and finally learn about winemaking at Gouveia Vineyards.

To find photos, reviews, traveler tips, and other tourist information, go to the New Haven tour itinerary planner.

Bridgeport to New Haven is an approximately half hour car ride. In October, plan for daily highs up to 66°F, and evening lows to 48°F. Wrap up your sightseeing on the 12th (Sat) early enough to drive to Mystic.

Things to do in New Haven

Historic Sites · Parks · Wineries · Museums

Side Trips

Mystic

— 2 nights
A historical leading seaport, Mystic has maintained a strong respect for the past.
On the 13th (Sun), admire nature's wide array of creatures at Mystic Aquarium, contemplate the long history of Olde Mistick Village, then shop like a local with Mystic Seaport Museum, and finally take an in-depth tour of Tantaquidgeon Museum. Here are some ideas for day two: snap pictures at Mystic River Bascule Bridge, go for a walk through Mystic River Historical Society, then see the interesting displays at The Submarine Force Museum, and finally try to win big at Foxwoods Resort Casino.

To find maps, where to stay, photos, and tourist information, refer to the Mystic visit planner.

Traveling by car from New Haven to Mystic takes an hour. Alternatively, you can take a train. In October, plan for daily highs up to 65°F, and evening lows to 48°F. Wrap up your sightseeing on the 14th (Mon) to allow time to drive to Middletown.

Things to do in Mystic

Museums · Fun & Games · Childrens Museums · Shopping

Side Trips

Middletown

— 2 nights
Middletown is a city located in Middlesex County, Connecticut, along the Connecticut River, in the central part of the state, 16 miles (26 km) south of Hartford. Wadsworth Falls State Park has been added to your itinerary. Kick off your visit on the 15th (Tue): brush up on your knowledge of spirits at Onyx Moonshine, explore the galleries of The Mark Twain House & Museum, and then grab your bike and head to Wadsworth Falls State Park. Get ready for a full day of sightseeing on the 16th (Wed): have fun and explore at Kidcity Children's Museum, hike along Cotton Hollow Preserve, and then get in on the family fun at Six Flags New England.

Take the guesswork out of planning a Middletown vacation by using our trip itinerary maker.

You can drive from Mystic to Middletown in an hour. In October in Middletown, expect temperatures between 67°F during the day and 44°F at night. Wrap up your sightseeing on the 16th (Wed) early enough to drive to Hyde Park.

Things to do in Middletown

Parks · Trails · Outdoors · Theme Parks

Side Trips

Hyde Park

— 3 nights
Hyde Park is a town in Dutchess County, New York, bordering the Hudson River north of Poughkeepsie. You've now added Vanderbilt Mansion National Historic Site to your itinerary. On the 17th (Thu), don't miss a visit to G. Steve Jordan Gallery, snap pictures at Walkway Over the Hudson State Historic Park, get engrossed in the history at Franklin D. Roosevelt Presidential Library and Museum, then contemplate the long history of Vanderbilt Mansion National Historic Site, and finally steep yourself in history at Eleanor Roosevelt National Historic Site. On the next day, immerse yourself in nature at Minnewaska State Park Preserve and then experience rural life at Hancock Shaker Village.

For where to stay, traveler tips, and more tourist information, go to the Hyde Park online attractions planner.

You can drive from Middletown to Hyde Park in 2 hours. In October, daytime highs in Hyde Park are 67°F, while nighttime lows are 43°F. Wrap up your sightseeing by early afternoon on the 19th (Sat) to allow time for the car ride to Irvington.

Things to do in Hyde Park

Historic Sites · Museums · Nature · Parks

Side Trips

Irvington

— 2 nights
Irvington, sometimes known as Irvington-on-Hudson, is an affluent suburban village in the town of Greenburgh in Westchester County, New York, United States. Your day by day itinerary now includes Washington Irving's Sunnyside House. On the 19th (Sat), contemplate the long history of Washington Irving's Sunnyside House and then stroll around Matthiessen Park. On the 20th (Sun), you'll have a packed day of sightseeing: explore the activities along Marshlands Conservancy, admire all the interesting features of Palisades Interstate Park Commission: State Line Lookout, then relax in the rural setting at Demarest Farm, and finally get engrossed in the history at The DeWint House.

To find other places to visit and other tourist information, refer to the Irvington online route builder.

Traveling by car from Hyde Park to Irvington takes 1.5 hours. Expect somewhat warmer evenings in Irvington when traveling from Hyde Park in October, with lows around 49°F. You'll set off for home on the 21st (Mon).

Things to do in Irvington

Scenic Drive · Outdoors · Parks · Historic Sites

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.