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 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.  

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 All rooms in the WIndward Guesthouse have been completely remodeled, with room 14 being one of our most popular rooms. If

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

Room #15

  KING BED :: Windward Guesthouse :: Second Floor All rooms in the Windward Guesthouse have been completely remodeled. Amenities: Exceptional views from the covered sitting porch and comfortable sofa

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

Room #16

  KING BED :: Windward Guesthouse :: Second Floor All rooms in the Windward Guesthouse have been completely remodeled Amenities: Exceptional views from the covered sitting porch and comfortable sofa

The bed inside Room 17 at the Topside Inn

Room #17

  KING BED :: Windward Guesthouse :: Second Floor All rooms in the Windward Guesthouse have been completely remodeled. Amenities: Exceptional views from the covered sitting porch and comfortable sofa

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

Room #19

  KING BED :: Leeward Guesthouse :: First Floor with Easy Access All rooms in the Leeward Guesthouse have been completely renovated Amenities: End room with extra west-facing window and

The bed inside Room 20 at the Topside Inn

Room #20

  KING BED :: Leeward Guesthouse :: First Floor with Easy Access All rooms in the Leeward Guesthouse have been completely renovated Amenities: Beautifully appointed room with original artwork and

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 with Easy Access All rooms in the Leeward Guesthouse have been completely renovated Amenities: Beautifully appointed room with original artwork and

King bed with luxury firm mattress

Room #23

  KING BED :: Leeward Guesthouse :: Top Floor with Easy Access :: End Room with Corner Balcony All rooms in the Leeward Guesthouse have been recently renovated Amenities: Great

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