How to Have the Ultimate Day Trip to Portland, Maine

Portland, Maine, is just over an hour-long drive from Boothbay Harbor. It’s another coastal Maine town that features art, history, and an incredible food scene! While Portland and Boothbay Harbor each boast a similar way of life, the things to do are uniquely different. Enjoy a distinctive day trip to Portland, Maine, during your next visit to The Pine Tree State. Find out how to get there and all of the best ways to explore downtown Portland and beyond below!

Are you looking for more ideas on how to spend your time in and around Boothbay Harbor? Request a copy of our complimentary Vacation Guide! This free resource if brimming with innkeeper-selected recommendations on how you can experience our area like a local.

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Top 4 Things to Do Downtown During Your Day Trip to Portland, Maine

First, How to Get There

Portland, Maine, is nestled 58 miles southwest of Boothbay Harbor. It takes about an hour and 15 minutes to get there by car. This short distance makes it an ideal day trip destination! Enjoy made-to-order breakfast at Topside Inn, then head out for a day trip to Portland. Be sure to bookmark our Portland to Boothbay Harbor Guide for the trip back!

Visit the Portland Museum of Art

The Portland Museum of Art is one of the most sought-after attractions in downtown Portland. This art institute on Congress Square in the downtown arts district is open seven days a week and features various permanent and rotating collections and exhibitions. The institute also hosts unique, weekly events like Mindfulness in the Galleries. Here, art meets wellness as guests participate in a half-hour of guided mindfulness. Be sure to check out the events page before you visit to see what’s going on while you’re here. 

Stop by Victoria Mansion

Step back in time with a visit to Victoria Mansion! This landmark is known for its intricate architecture and meticulously-maintained interior. From towering pillars to ornate light fixtures, Victoria Mansion is truly a nineteenth-century gem. There are a couple of ways you can explore Victoria Mansion. Select a guided tour, day pass, or take advantage of a seasonal event! 

Take a Walking Tour

Portland, Maine, is full of history. This city was established in 1632, ravaged in the War of Independence, and served as the state’s capital until 1831. Now, Portland is the most populated city in Maine. There is an abundance of historical and scenic walking tours to choose from. Consider Maine Foodie Tours for something a bit different! Maine Foodie Tours is a unique walking tour experience that has locations from Portland to Boothbay Harbor! Find out how this area’s maritime culture impacts its food scene (Did someone say “lobster roll”?) and, most importantly, taste Portland’s bounty for yourself!  

Visit a Lighthouse on Cape Elizabeth

You can’t visit a coastal town in the Northeast without seeing a lighthouse. Swing by Cape Elizabeth just south of downtown Portland for great views of Portland Head Light and the Gulf of Maine! Watch the sunset over the harbor to conclude your day trip to Portland, Maine. Are you in awe of these historic structures? Be sure to visit more lighthouses near Boothbay Harbor upon your return!  

Stay at Topside Inn

View of bedroom in Room 3 at Topside Inn

End your day trip to Portland, Maine, with a stay at Topside Inn. Our Boothbay Harbor lodging is the perfect place to unwind after a full day of exploring. Each of our rooms boasts a light and airy feel that reflects the way of life here. 

Consider Room 3 for your Maine getaway! This guest room in the Main House features a queen-size bed, private en-suite bathroom, and marvelous water views. Would you like to get a closer look? Check out this virtual tour of the Main House

Check our availability and reserve your favorite room at Topside Inn today!