Bailey-Harpswell-Five Islands-Sebasco-Georgetown


Bath-Brunswick l Wiscassett-Edgecomb l Boothbay Harbor l Damariscotta-Pemaquid Point l Monhegan IslandRockland l Rockport l Camden-Lincolnville l Belfast-Searsport l Castine


Bailey Island, Harpswell, Sebasco Estates, Five Islands, Georgetown, Westport Island


Bailey Island is located in the northeastern most part of Casco Bay. The town of Harpswell is here, reached by passing over Orr's Island via bridge. The Bailey Island Bridge is legendary and one of a kind in the world - its unique cribstone construction allows tidewater to pass through its cribwork of granite stones without the pressure most bridges incur on their underpass opening.

Bailey Island is famous for its panoramic ocean views, classic oceanfront dining at The Dolphin, great lobster at Cook's Lobster Pound and oceanview inns and seaside cottages with warm island hospitality. Popular landmarks include Mackerel Cove - one of the most photographed spots in Maine, and Land's End -the southern tip of land with a rocky beach jutting out into Casco Bay. 

Sebasco, Westport and Georgetown all offer idyllic waterfront inns and resorts.


Gold Featured Lodging Properties

Sebasco Harbor Resort

Sebasco Harbor Resort Sebasco Estates
Sebasco Harbor Resort | Sebasco Estates
Tucked away on 450 acres of Maine's Midcoast, Sebasco Harbor Resort is an authentic Maine destination resort with breathtaking views and a wealth of activities for the whole family - perfect for a Pure Maine family reunion or destination wedding. Enjoy a getaway full of kayaking, golf, swimming, spa services, traditional Maine lobster bakes & more. Pet friendly options available. Experience Pure Maine, where memories last a lifetime. Sebasco Harbor Resort - Pure Maine! 29 Kenyon Road Sebasco Estates, Maine 207-389-1161

Silver Photo Lodging Properties

The Mooring

The Mooring Georgetown
The Mooring | Georgetown
Discover a beautiful quiet spot on the ocean. Five unique rooms, all with private baths, air conditioning and great ocean views. Beautiful gardens and elegant old plantings adorn the grounds. A roomy casual porch catches the warm summer breezes. Enjoy the "Spanish Room" for quiet times and reading. An inviting and hearty Maine breakfast is served daily in our dining room or on the porch, where you can enjoy the view. 132 Seguinland Road, Georgetown Island, Maine 207-371-2790

Stay on a floating house boat in beautiful Robinhood Cove, live on a yacht without the worry of leaving the mooring. Plus you have full service marina, kayaks, aShoreside Library with free WiFi, and the Osprey Restaurant for lunch and dinner. Four unique house boats are your floating lodging, sleeping for up to 5, with a galley kitchen, bbq grill, deck, and head (bathroom in boat terms). Reach your moored house boat by kayak, canoe or runabout. The dock crew is available daily for assistance. Derecktor Robinhood, 340 Robinhood Road, Georgetown 207-371-2343

Nearby Towns

Kennebec Inn

Kennebec Inn Bath Bed and Breakfast
Kennebec Inn | Bath Bed and Breakfast
Experience warm hospitality at the Kennebec Inn Bed and Breakfast, located in historic Bath, Maine. Resting on large park-like grounds with an in-ground pool, the Inn is a short walk from a wonderful downtown. Providing many premier amenities of a luxury hotel, while balanced with the personalized treatment and service that only intimate lodging accommodations can provide, the Kennebec Inn has been the B&B of choice by guests of Bath, Maine for over eight years. 696 High Street, Bath, Maine 207-443-5324

Nicholson Inn

Nicholson Inn Freeport
Nicholson Inn | Freeport
Freeport Bed and Breakfast for the discriminating traveler. Located in the heart of Freeport’s shopping-restaurant district and less than 500 steps from LL Bean open 365/7/24. This home has been a Freeport landmark since 1925. Lovingly renovated and modernized with AC and free WiFi. Delicious, full breakfasts and the warm and friendly atmosphere of the Inn. Queen Beds, Private Baths, Antique Furnishings. 25 Main Street, Freeport, Maine 207-865-6404

Newagen Seaside Inn | Southport
Whether you prefer the bed and breakfast feel, a hotel room or want a romantic island getaway in your own seaside cottage, our accommodations are everything you expect from a historical Maine coast inn – and much more. Newagen Seaside Inn is nestled on 20 acres of pristine oceanfront property, at the tip of Southport Island. Classic cottage-style guest rooms, suites and charming cottages feature views of the expansive lawns and rocky coastline. Restaurant and bar on property. Rate includes breakfast and access to the Inn’s amenities. Open May through October. 60 Newagen Colony Rd. Southport, ME 207-633-5242

From our delicious complimentary breakfast and high-speed wireless internet, to our modern, spacious suites with fully equipped kitchens, the Residence Inn Bath has everything you need to make you feel right at home. Minutes away are acclaimed attractions where you can explore the nautical history and culture of Maine. Whether your travels bring you to the Residence Inn Bath for business or pleasure, we are sure to provide everything you need for a successful trip of work, play, and relaxation. 139 Richardson Street, Bath, ME 207-443-9741

Conveniently located in the heart of downtown Brunswick, the hotel boasts a phenomenal location, stylish interiors, and a popular, onsite restaurant. The Tavern is open for breakfast, lunch, and dinner and hosts a lively happy hour each day. Don't miss brunch each Saturday and Sunday morning. Guests enjoy dining al fresco on the adjoining patio and covered porch in season. Traveling with your favorite canine companion? Dogs receive the VIP treatment when staying at this pet friendly hotel. Walking distance to Bowdoin College Athletics and Museum of Art, the Maine State Music Theater, shops and restaurants. 30 minutes from Portland. 20 minutes from Freeport. 4 Noble Street, Brunswick, Maine 207-837-6565

Wiscasset Woods Lodge | Wiscasset
Your Homebase for Midcoast Maine Adventures! Right on Route 1, close to everything. Complementary hot, homemade breakfast...“The best breakfast I’ve ever had at a hotel!” Comfortable, cozy, sparkling clean rooms. Take a morning stroll on our .5 mile hiking trail, enjoy a campfire, or relax in the Adirondack chairs on your porch. 7 pet friendly rooms, 3 suites, and a handicap accessible room. Many of our rooms are restored cabins with knotty pine interiors and vaulted ceilings. Come enjoy your Maine home away from home. 596 Bath Road, Wiscasset, Maine. 207-882-7137



Bailey Island Area Inns, Bed and Breakfasts, Hotels, Motels, Cottages, Lodges

Bailey Island Motel l 207-833-2886

Captain York House Bed and Breakfast l 207-833-6224

Clark's Cottages l 207-743-8560

Driftwood Inn l 207-833-5461

Herrick's Ocean View Cottages l 207-946-5452

Johnson Cottages and Efficiencies

Log Cabin and Island Inn

Sea Escape l 207-833-5531


Harpswell Area

Bellevue by the Sea Bed and Breakfast

Harpswell Inn l 207-833-5509

Quahog Bay Inn l 207-725-9995


Orr's Island Area

Little Island Motel l 207-833-2392

Tower Hill Bed and Breakfast l 207-833-2311


Phippsburg Area

Edgewater Farm Bed and Breakfast l 207-389-1322

Hidden Mountain Cottages and Gift Shop l 207-389-1457

Kennebec Kottages l 207-389-1587

Morse River Associates l 207-443-6309

Popham Beach Bed and Breakfast l 207-389-2409

Sebasco Harbor Resort l 207-389-1161

Stonehouse Manor Bed and Breakfast  l 207-389-1141

Five Islands Area
Grey Havens Inn l 207-371-2616

Coveside Bed and Breakfast l 207-371-2807


Friendship Area
Accommodations at Old Comfortable l 207-832-4337

Friendship Harbor House Bed and Breakfast l 207-832-7447

Harbor Hill Bed and Breakfast l 207-832-6646


Georgetown Area

The Mooring Bed and Breakfast l 207-371-2790 l 866-828-7343

Robinhood Cottages l 207-1-2068

Tide's End Farm Bed and Breakfast l 207-371-9050


Westport Island
The Squire Tarbox Inn l 207-882-7693

Bath-Brunswick l Wiscassett-Edgecomb l Boothbay Harbor l Damariscotta-Pemaquid Point l Monhegan Island l Rockland l RockportCamden-Lincolnville l Belfast-SearsportCastine