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Chill Vacation Rentals

Specials:

Get two free tickets to Gardens Aglow and a bottle of champagne when you stay at Sail Loft for a minimum of two nights!

Upscale vacation rentals in the Boothbay Region. All of our spotless properties have fine linens and are loaded with amenities. Check out our Gardens Aglow Package at Sail Loft!

Sail Loft is a luxurious 1BR/1BA vacation rental that is perched above the water at the end of a pier in Boothbay Harbor. Get two free tickets to Gardens Aglow and a bottle of champagne when you stay at Sail Loft for a minimum of two nights!

Tugboat Inn Restaurant

80 Commercial Street, Boothbay Harbor, ME, USA

Full service restaurant directly on the harbor. Maine seafood, lobster, daily specials, steaks, pastas, sandwiches and more. Close to town, full bar, family friendly, open 6 days now (closed Wed), Thu-Sun starts Nov 4-Dec 31.

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Brady’s

25 Union Street, Boothbay Harbor, ME, USA

Food, spirits, & fun at Boothbay Harbor’s newest waterfront dining hotspot. Featuring from scratch cooking including soups, chowders, salads; comfort foods such as pot roast and shepard’s pie! We accept large parties! Cheers!

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Caper’s Deli

23 Townsend Avenue, Boothbay Harbor, ME, United States

Capers Deli offers an ever-changing breakfast menu including our award-winning breakfast sandwiches. A large selection of specialty sandwiches and build your own options along with soups and salads. Visit our retail section which includes wine, beer, a large array of cheeses and charcuterie, sauces, pasta and so much more. Now serving wine and beer!

Come enjoy our water view café and the large display of local art on our walls. We are excited to share of love of food, art and wine with you!

Sea Maine Vacation Rentals

19 Turkey Hill Drive, Boothbay Harbor, ME, United States

Specials:

Special pricing ranges from $100 to $325 per night. Call us today as these deals are sure to book fast!

Whether you’re looking for a romantic studio for two, a cozy home overlooking the harbor, an elegant cabin with water views, or a charming four bedroom house downtown, we’ve the perfect accommodations for your winter stay.

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Harborage Inn on the Oceanfront

75 Townsend Avenue, Boothbay Harbor, ME, United States

Specials:

Discounted shoulder season rates apply.

Located in downtown Boothbay Harbor, Maine, Harborage Inn offers all the MODERN LUXURIOUS amenities of a newly constructed boutique hotel with the comfort & charm of a relaxing inn. OCEANFRONT hot tub & in room jacuzzis. SPACIOUS Deluxe Rooms & Suites with panoramic harbor views with an ideal CENTRAL downtown location. Park & walk to everything.

McSeagulls

McSeagull’s Restaurant, Wharf Street, Boothbay Harbor, ME, United States

Full service restaurant with a lively crowd and questionable bunch of locals!

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Harbour Towne Inn on the Waterfront

71 Townsend Avenue, Boothbay Harbor, ME, United States

Located on the waterfront in the heart of the scenic coastal town of Boothbay Harbor, our historic Victorian Bed and Breakfast has earned the distinction as the “finest B&B on the Waterfront.” Our Inn specializes in gracious Down East hospitality and elegant accommodations. We look forward to serving you.

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Bayside Inn B&B

55 Union Street, Boothbay Harbor, ME, United States

Bayside…at the Head of the Harbor. A 19th-century sea captain’s home offering suites and rooms with king or queen beds, private bath. Enjoy a hearty homemade breakfast with a panoramic view of the harbor and historic footbridge. Convenient and picturesque.

The Boat House Bistro

12 the by way boothbay harbor

A cozy coastal restaurant featuring Chef Karin Guerin’s award winning cuisine. Our menu changes often and covers the gamut from oysters on the 1/2 shell to fabulous risotto creations, tapas, traditional coastal Maine fare.

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