Explore the delightful town of Holland, home to the only authentic Dutch windmill in North America. This Weekend Itinerary Is Perfect For Exploring Flagstaff in Arizona. Portland, Maine. The Press Hotel is a boutique luxury hotel in Portland’s famed Old Port District and is part of the Autograph Collection by Marriott, which features unique properties selected for their rich character and imaginative details. You could spend weeks on a road trip of Maine … The high altitude and low humidity create mild temperatures year-round, and the city enjoys 266 incredible days of sunshine a year. ... See itinerary for specific daily ride distances and elevation options. Definitely opt for these perfect 3 days in Portland Maine. This is Maine, “the way life should be.” Maine is massive so there’s no way to do the state justice in this itinerary. Day 1: Get acquainted with the City During Your Weekend in Portland, Maine (through their food and drink scene) Kick-off your weekend in Portland, Maine by taking this food tour 3 Days in Portland Maine Itinerary. Day 14 & 15 -Portland, ME . From the perfect comfort of the Pearl Mist, sail among the Thirty Thousand Islands and visit the many remarkable destinations along the way. Planning your perfect long-weekend romantic getaway? We’re essentially covering a few of the must-see areas. On this 7-night voyage, enjoy the beautiful and clear waters of the Great Lakes, the largest freshwater ecosystem in the world. Great Lakes. Make the most of your trip to see the Coastal Maine Botanical Gardens exhibit, opening Saturday, and add these stops, from breweries to a train museum, to your itinerary. 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