Where To Stay

Below are fabulous places to stay when coming by land.
If you are lucky enough to be planning your stay, we highly recommend our Lodging Partners. Not only will they provide you with a warm welcome and neighborliness, but these hosts help keep our maritime heritage alive by supporting the Boothbay Harbor Windjammer Days festival.  


Linekin Bay Resort

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You’ll love that our Maine coastal resort is right on the water. Our resort is one of the best when it comes to finding lodging in Boothbay Harbor. As a family resort in Maine, our all-inclusive amenities and accommodations make this the ideal place for a family getaway. Arrive by boat or stay in one of our spacious cabins or lodges on the water. You can relax on the bay, enjoy resort activities or set off to Boothbay Harbor for local area attractions. We offer local Maine fare at our restaurant with a friendly atmosphere.


FIVE GABLES

Indulge, Relax and Breathe in Coastal Maine

Do you want to recharge your body and mind and wake up in one of the most beautiful places on the entire East Coast? If so, a trip to the Five Gables Inn, located in the picturesque town of East Boothbay, Maine, might be exactly what the doctor ordered.

East Boothbay is a 200-year-old town that is jam-packed with plenty of history, and the Five Gables Inn is a coastal Maine bed & breakfast that will allow you to soak it all in and enjoy yourself while you kick back and relax. Whether you want to spend all your time at our beautiful East Boothbay inn watching the lobster boats out on Linekin Bay or you want to make your way to nearby Boothbay Harbor where you can enjoy everything from kayaking and hiking to whale watching and lobster eating, there is so much to do during a stay at Five Gables Inn.

MID-TOWN MOTEL

Near Boothbay Harbor Memorial Library With a stay at Mid-Town Motel in Boothbay Harbor, you'll be within a 5-minute walk of Boothbay Harbor Memorial Library and Burnt Island Living Lighthouse. This motel is 0.2 mi (0.4 km) from Boothbay Harbor Marina and 0.4 mi (0.6 km) from Opera House at Boothbay Harbor. Make yourself at home in one of the 10 air-conditioned guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have shower/tub combinations and hair dryers. Conveniences include desks and irons/ironing boards, and housekeeping is provided on request.

The Helm House

Located in the heart of Boothbay Harbor, Maine, The Helm House™ is an exclusive 3 bed / 1.5 bath coastal farmhouse built in 1878 and updated with modern amenities. Between it's rich history, quaint shopping boutiques, dining options and world-renowned boating excursions, there isn't a shortage of things to do. Vacation by the sea in this charming home with iconic rooftop deck accessed by an exterior spiral staircase.


SMUGGLER’S COVE OCEANFRONT INN

A hidden treasure, nestled in East Boothbay, our classic Maine waterfront retreat offers a picturesque setting for creating cherished memories with your friends and family. Just a short drive from Boothbay Harbor with its very own sandy beach, and wonderful sunset views over Linekin Bay this coastal retreat offers something for all.

Our recently renovated King and Double Queen suites each include a semi-private balcony with stunning views of Linekin Bay. Begin your day with our complimentary buffet breakfast in our relaxed restaurant setting. Or perhaps end your day with a relaxing drink and delicious local Maine fares in our restaurant, 727 Ocean Sunset Bar, as you take in the stunning coastal setting.

When you are not participating in Windjammer activities, relax in our heated salt-water swimming pool or toast S’mores at the firepit near the beach. You can explore Linekin Bay and the local marine life using our complimentary kayaks, paddle boards and row boats. Or simply kick back, relax, and do nothing at all.

We have something for everyone.

MAKING FOREVER MEMORIES


harbor house inn

Experience Boothbay Harbor in the best of Maine tradition with a stay at the Harbor House Inn. Located on top of McKown hill in the heart of Boothbay Harbor, the Inn commands views of the Bay and Town. Parking off-street next to the Inn and walk to the restaurants, shops, and docks. Quiet and convenient best describe the location of the town's highest point. The Inn has 8 spacious guest rooms all with private baths and King or Queen beds. Relax on the veranda overlooking the harbor and enjoy our full breakfast in the dining room or veranda. Tea and coffee are always available and snacks and refreshments are also served every afternoon. The guest sitting room and deck provide the perfect place to relax and watch the sunset after a busy day on the bay or shopping.

mighty red oak

Make yourself at home in "Mighty Red Oak" a 2-bedroom Cottage in Beautiful Boothbay Harbor. Featuring two king beds with your own parking on sight. This space offers guests a peaceful retreat after a day of exploring. The cozy interior stays comfortable year-round with heating and AC. The large bathroom provides all the essentials for a convenient stay. Bright and inviting, this comfortable, fully stocked cottage invites guests to unwind and recharge!! Just kickback, relax, and enjoy everything Boothbay Harbor has to offer.


Harbour Towne Inn on the waterfront

Located on the waterfront in the heart 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, elegant accommodations with water views from your decks overlooking our every changing tides. Our guests love our convenient, quiet location, right on the harbor and just steps to downtown Boothbay Harbor’s art galleries, shops, restaurants and boating excursions. 


TOPSIDE INN

Topside Inn offers spectacular views, beautifully decorated rooms, locally inspired gourmet breakfasts, full concierge services, and so much more! We are the most reviewed five-star Boothbay Harbor hotel, named the ‘Best Inn/B&B in Maine’ by Down East Magazine for 2021. It’s all paired with a convenient location within walking distance of popular attractions, offering the ideal Midcoast Maine experience.

FLAGSHIP INN

Near Carousel Music Theater With a stay at Flagship Inn and Suites in Boothbay Harbor, you'll be a 1-minute walk from Carousel Music Theater and 6 minutes by foot from Boothbay Region Land Trust. This hotel is 0.4 mi (0.7 km) from Boothbay Region Historical Society Museum and 0.8 mi (1.3 km) from Boothbay Harbor Memorial Library. Make yourself at home in one of the 82 guestrooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have shower/tub combinations and hair dryers. Conveniences include complimentary newspapers and coffee/tea makers, as well as phones with free local calls. At Flagship Inn and Suites, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge. Buffet breakfasts are available daily from 7:30 AM to 9:30 AM for a fee.