Tours & Attractions Ride The Trolley! Address: 192 Townsend Avenue boothbayharbor.com Facebook Instagram Directions IMG_8968-1.jpeg Trolley Operating Hours: 7 days a week 10:00 am – 5:00 pm Hop on and off our complimentary Trolley for a FREE RIDE around the downtown areas of Boothbay Harbor. The entire loop takes about an hour. Goes through town with stops at: Boothbay Region High School Lower Lot (Top of the hour) – ON SATURDAYS AND SUNDAYS –When school is not in session (230 Townsend Ave – Rt. 27) Flagship Inn Thistle Inn Restaurant Sherman’s Bookstore & Janson’s Clothing Store Whale Park / Town Landing ( 30 Commercial St, Boothbay Harbor ) Tugboat Inn & Restaurant The Shipyard in Boothbay Harbor Mid-Town Motel Sweet Bay (15 minutes past the hour) Boothbay Harbor Oceanside Inn Brown’s Wharf Inn and The Whale’s Tale Restaurant & Seafarer’s Pub & Carousel Marina Spruce Point Inn (30 minutes past the hour) Barrett’s Park (131 Lobster Cove Rd, Boothbay Harbor) Linekin Bay Resort (45 minutes past the hour) Mama D’s Café Ports Pizzeria The Meadow Mall (185 Townsend Ave, Boothbay Harbor,) * Note: Times are approximate* Click to see Trolley Schedule The Trolley is owned and operated by the Boothbay Harbor Region Chamber of Commerce. Click here to DONATE to the upkeep of our vintage trolley. At this time, the Trolley is not able to be rented for special events. We hope to be able in the future! So many wonderful places to stay in the Boothbay Harbor Region View All