8 days in Monticello & Fort Myers Itinerary

Monticello is a village located in Thompson in Sullivan County, New York, United States. Kick off your visit on the 9th (Sat): view the masterpieces at DM Weil Gallery and then admire the majestic nature at Minnewaska State Park Preserve. Keep things going the next day: hit the slopes at Belleayre Mountain Ski Center and then tour the pleasant surroundings at Elk Mountain Ski Resort.

To find where to stay, ratings, and other tourist information, read our Monticello road trip planning tool.

Chicago to Monticello is an approximately 6.5-hour combination of flight and car. You can also drive. You'll lose 1 hour traveling from Chicago to Monticello due to the time zone difference. In January, daily temperatures in Monticello can reach 30°F, while at night they dip to 15°F. Wrap up your sightseeing by early afternoon on the 11th (Mon) to allow time for travel to Fort Myers.

Attractions like Edison and Ford Winter Estates and Manatee Park make great kid-friendly stops. Explore Fort Myers' surroundings by going to Fort Myers Beach (in Fort Myers Beach) and Siesta Key (The Gallery on Siesta Key, Siesta Beach, &more).

To find ratings, more things to do, reviews, and tourist information, go to the Fort Myers online trip maker.

Use the Route module to find suitable travel options from Monticello to Fort Myers. Expect much warmer temperatures when traveling from Monticello in January; daily highs in Fort Myers reach 75°F and lows reach 56°F. Wrap up your sightseeing on the 16th (Sat) to allow time to travel back home.