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.  

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Stay in an Elegant Boothbay Harbor Accommodation 

Our Boothbay Harbor accommodations encompass three buildings and one cottage: The Maine House, Leeward Guest House, and Windward Guest House. Our traditional inn rooms can be found at our main house and guesthouses. Each 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? Scroll down and choose your new home away from home.  

This guest room has plenty of natural light to showcase its modern furnishing and vaulted ceiling.

Room #12

  KING BED :: Windward Guesthouse :: First Floor with Easy Access Nice views of the western harbor, gardens and wooded hillside from the covered sitting porch End room –

Room 14 at the Topside Inn

Room #14

  KING BED :: Windward Guesthouse :: Second Floor Room #14 was completely remodeled for the 2017 season and is one of our most popular rooms. If you are looking

The bed inside Room 15 in the Windward Guest House at Topside Inn

Room #15

  KING BED :: Windward Guesthouse :: Second Floor This gorgeous Windward Guesthouse room, Room #15, was completely remodeled for the 2017 season. Enjoy breathtaking harbor views from this room and

The bed inside Room 16 in the Windward Guest House at Topside Inn

Room #16

  KING BED :: Windward Guesthouse :: Second Floor Rooms #16 was completely remodeled for the 2017 season. This bright room features a King bed, vaulted ceilings, and great views.

The bed inside Room 17 at the Topside Inn

Room #17

  KING BED :: Windward Guesthouse :: Second Floor This beautiful corner room was completely remodeled for the 2017 season. From Room 17, you can enjoy gorgeous harbor views from your sitting

Room 19, Windward Guest House, king bed with luxury firm mattress, tub/shower combination in the private bath

Room #19

  KING BED :: Leeward Guesthouse :: Middle Floor with Easy Access Room 19 is a beautiful corner room in Leeward Guesthouse. Enjoy a scenic sunset from the luxurious king

The bed inside Room 20 at the Topside Inn

Room #20

  King Bed :: Leeward Guesthouse :: Middle Floor with Easy Access Offers partial harbor views, as well as views of the lower lawn, gardens and newly planted orchard from

Room 21, Windward Guest House, King bed with luxury firm mattress, private bathroom with walk-in shower

Room #21

  KING BED :: Leeward Guesthouse :: First Floor This newly renovated and beautifully furnished first-floor room has been completely redone with wood paneling on ceiling and walls, recessed lighting, all

King bed with luxury firm mattress

Room #23

  KING BED :: Leeward Guesthouse :: Top Floor with Easy Access :: End Room with Corner Balcony This gorgeous corner room has been newly renovated for the 2019 season,

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