6 Stops on Your Connecticut to Florida Road Trip

There are so many incredible places to stop along I-95 that it can be difficult to choose what, where, and for how long you can take a break during your
road trip from Connecticut to Florida. That’s why we compiled a list of our favorite stops along the way, including where you to spend the night! If you want a complete list of attractions, restaurants, and activities available along the entire I-95 corridor, request your free copy of our complimentary Travel Guide!

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Connecticut to Florida Road Trip Itinerary

Day One

New York

Once you embark on your Connecticut to Florida road trip, head south on I-95 until you hit the Empire State. The first day of driving is only about a three and a half hour drive, so you have plenty of time to stop and enjoy some food or a tour in the Big Apple. If you have time and don’t mind waiting in a line, grab a legendary pastrami or corned beef sandwich from Katz’s Delicatessen in the Lower Eastside of Manhattan before checking out the SOHO district and the One World Observatory for 360-degree views of the city. When you’re ready to get back on the road, take the Holland Tunnel under the Hudson River to I-95 to continue your journey south!


After making your way through New Jersey, you’ll briefly pop into Pennsylvania. Seeing as your final destination for day one of your three-day road trip from Connecticut to Florida is only 20 minutes away in Wilmington, DE, you can take your time exploring one of America’s most storied cities. Independence Hall and the Liberty Bell are both obvious must-sees, but Eastern State Penitentiary is also a fascinating place to learn about what was once one of the largest prisons in the world. Depending on what time of the year it is, sports fans will want to take in one of the four pro teams that are incredibly popular in the City of Brotherly Love. You have to stop at Tony Luke’s for a world-famous Philly cheesesteak.


Wilmington is the final stop on day one of your Connecticut to Florida road trip. This underrated state capital is the perfect place to spend the night. Stay at The Inn at Montchanin Village, a peaceful and elegant hotel on the outskirts of the city. You can relax and recharge for your second day of driving. If you feel the need to get out and see a little bit of the city, the grand Nemours Estate and Brandywine Creek State Park are unique attractions in the area.

Day Two


Day two of your Connecticut to Florida road trip consists of about seven and a half hours of drive time, so you’ll want to be a little pickier with where you stop. Go ahead and pass through Washington D.C., as you’ll get stuck in traffic if you hand around too long. If you want to take a quick break in the nation’s capital, go for a quick stroll on the National Mall. We recommend heading south until you get to Richmond, where there are plenty of great places to eat in downtown. A walk on Belle Isle next to the James River is a great way to relax before getting back in the car and traveling to your next destination.

South Carolina

Pass through North Carolina and make your way to the Palmetto State. Your final stop on day two of your Connecticut to Florida road trip is our beautiful and historic Inn. Abingdon Manor is the perfect place to recuperate and prepare yourself the last stretch of your journey. Make a reservation at our elegant dining room where you can treat yourself to a prix fixe gourmet dinner. Escape the hustle and bustle of I-95 in the quaint and charming town of Latta before going to bed. You’ll wake up to a delicious breakfast that will fuel you for the final day of driving.  

Day Three


The length of day three of your Connecticut to Florida road trip depends on your destination in the Sunshine State. If you’re going to Jacksonville-area, we recommend driving straight through Georgia to your final destination. If you’re vacationing in South Florida, the historic Castillo de San Marcos in St. Augustine and Kennedy Space Center in Cape Canaveral are two excellent stops along the way.

Take a Break at Our OasisAbingdon Manor exterior at night

Abingdon Manor is your key to a restful and relaxed trip down to Florida. Our array of well-accommodated rooms features high-end furnishings, including large beds, soft sheets, spacious bathrooms, and comfortable living spaces. Our restaurant is the cherry on top of your stay!

Whether you’re passing through or staying for a couple of nights, you can expect a fantastic stay with us when you book your room! We look forward to welcoming you to our Inn!