Come see why TOPSIDE INN was named "TOP 10 U.S. B&B", is the #1 Hotel on TripAdvisor and received Yankee Magazine's Editors Choice Award for "Best Water View"

We are available all year from 8:00 AM to 8:00 PM to help you plan your perfect Maine vacation.


Spectacular views, beautifully decorated rooms, locally inspired gourmet breakfasts, the perfect in-town location with off-street parking, full concierge services and so much more await you at Topside Inn, the most reviewed 5-star Boothbay Harbor lodging property.

fireplace with chairs in front of it at topside inn
cliff with lightouse in boothbay harbor

Set atop McKown Hill at the highest point in town, this 19th-century sea captain’s home is joined by two classic summer guesthouses to offer stylish, comfortable Boothbay Harbor lodging just steps from a charming coastal village. Join us at Topside Inn for incredible panoramic views of scenic New England, Maine, and discover the best of Boothbay Harbor hospitality.

Considered by many to be the best of the Boothbay Harbor hotels, Topside Inn’s gorgeous coastal-themed guest rooms are spread among three buildings, situated just steps from each other. Each and every room at Topside Inn is uniquely and beautifully decorated to make sure our guests feel at home during their stay. Choose a room in the historic Main House, or one of our two summer guesthouses named Windward and Leeward. Looking for a private retreat? Stay at our new Water’s Edge Cottage for complete privacy and serenity. All of our accommodations are designed with modern conveniences and special touches that make Topside Inn your home away from home.

A delicious full breakfast is always included in your stay at our Boothbay Harbor inn. Help yourself to great Maine roasted coffee or tea, fresh fruit, amazing homemade granola, yogurt, baked goods, cereals, and savor a different hot entree special served from the kitchen each morning. Our offerings are all homemade, are locally sourced from our own herb and vegetable gardens and the local farmers market. Start your day slow and leisurely, or grab a quick bite on your way to an early sail.

Topside Inn is located on over four beautiful acres and water views greet you in every direction – sunrise and the famous footbridge across inner harbor to the east, the lighthouses and islands are out to sea to the south, and the western sunset. Our front lawn, surrounded by perennial gardens, provides a grandstand seat to observe harbor activity throughout the day and gaze at the stars and flickering boat lights at night. We are very excited about the addition of a one-acre orchard on the property in spring 2018. Our location provides a quiet, serene retreat from the activities of town; we are only a block from the center of Boothbay Harbor but you will feel a world away.

See what our people are saying about our Boothbay Harbor inn with our latest guest reviews.

Boothbay Harbor is a classic Maine seacoast vacation destination. Enjoy Topside Inn’s convenient in-town location, just a one-minute walk to the best Boothbay Harbor restaurants, shops, and art galleries in the waterfront coastal village. On the water, boat excursions depart at the foot of the hill for bird and whale watching, sightseeing, lighthouse tours, schooner sails, fishing, kayaking and more. On land, the spectacular beauty of the peninsula awaits on the Land Trust hiking trails, at the Coastal Maine Botanical Gardens, or just around the next turn on a seaside country road. All of these fun Boothbay Harbor activities are located near Topside, making it the perfect Boothbay Harbor hotel. Take advantage of our free Vacation Guide to Boothbay Harbor and on-site concierge service to help you plan the perfect stay!

main house at topside inn
views of boothbay harbor
chairs overlooking water of boothbay harbor
topside inn exterior
crab trap at topside inn

The incredible panoramic views are reason enough toJoin us at the Top of the Hill

Topside Inn Owners meet your innkeepers

Meet Your Hosts

Hello from the owners of the Topside Inn, Brian “Buzz” Makarewicz and Mark Osborn. From the time Mark and Buzz got together, we knew we wanted to acquire an inn somewhere in the world. Little did we know we would end up buying an inn in the town where Mark grew up vacationing with his family and Buzz had a vacation home. We have enjoyed the process of transforming Topside into the perfect haven on the hill.

Start Your Morning with a Hot Breakfast

A delicious full breakfast is always included in your stay. Help yourself to great Maine roasted coffee or tea, fresh fruit, amazing homemade granola, yogurt, baked goods, cereals, and savor a different hot entree special served from the kitchen each morning. Start your day slow and leisurely, or grab a quick bite on your way out.

topside inn dish

Specials

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