Imagine waking up in a beautiful room overlooking Boothbay Harbor. You stretch your legs, pour a cup of coffee, and sit down for a gourmet breakfast to start the day off right. This is what every morning is like at Topside Inn. Our B&B is situated on a hilltop, surrounded by acres of stunning Maine Coast scenery. You won’t find better views of the ocean or the charming town of Boothbay Harbor anywhere else. Plus, our accommodations offer travelers a unique Midcoast Maine experience filled with luxuryWhether you’re coming here to get away from it all or to have a memorable adventure, you’re in the right place at Topside Inn.  

Private Boothbay Harbor Lodging

Our Boothbay Harbor accommodations encompass three buildings and three nearby vacation homes: The inn’s three buildings include the Maine House, Leeward Guest House, and Windward Guest House. Each room features several modern amenities you need for a relaxing vacation, including a king or queen bed, private bathroom, and a full breakfast each morning. 

If you’re looking for Boothbay Harbor lodging with a bit more privacy, our vacation rental properties are perfect for a quiet getaway. You won’t find any other seaside lodging with the same beauty and personal touch as Topside Inn. 

So, are you ready to find your ideal accommodation? Below you will find photos and descriptions, and we have a Room Comparison Chart,  to help you choose your new home away from home. 

View from room 17

Windward Select Harbor View

Located on the top floor of the Windward Guesthouse, our three Windward Select Harbor View King rooms feature exceptional views from the covered sitting porch with a built-in sectional sofa.

Relax and unwind in room 3.

Main House Queen

  Located in the main house on the 2nd or 3rd floors, our three Main House Queen rooms feature easterly views over town and inner harbor or southerly views over

Room 19 bedroom

Harbor View King

  Located on the lower levels of the Windward and Leeward Guesthouses, our six Harbor View King rooms overlook the gardens and harbor and offer private, covered porches to enjoy

Room 25 bed and view

Leeward Premium Harbor View

  Our three Premium Harbor View King rooms, located in the Leeward Guesthouse, feature beautiful views of the harbor, islands, and lighthouses through a large picture window and from the

Room 6 window view

Main House Harbor View King

Located in the main house on the 2nd or 3rd floors, our two Main House Harbor View King rooms offer spectacular views of the harbor, islands, lighthouses, and sunset. The

Room 14 bedroom

Windward Premium Harbor View King

The Premium Harbor View King rooms are located in our Windward guesthouse and are two of our most popular rooms on the property. Very light, bright, and airy, each offers

Room 8

Windward Jr. Suite

The Windward Jr. Suite is private, spacious, and beautifully appointed. Enter the room from the 180 sq/ft open-air private deck overlooking the harbor. The sitting area right inside the door

The view of the living area in the Suite at Topside Inn

Topside Leeward Suite

Located in our Leeward Guesthouse, this is our largest suite on the property and fantastic for longer stays or luxurious getaways. With a full kitchen, living room, and separate bedroom,