𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Bailey Island (2026)

A rocky shoreline with a boat, a house, and a forest in the background.

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Go beyond your typical stay in Bailey Island

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Our top choices for Bailey Island hotels

A Holiday Inn Express building with a covered entrance, multiple floors, and a clear sky.

A reception area with a modern design, featuring a seating area with yellow chairs, a reception desk, and a large wall mural.

An indoor swimming pool with a clear water surface, surrounded by beige tiled walls and a blue accent wall.

1. Holiday Inn Express Hotel & Suites Freeport by IHG

Freeport

Tiffany N

S$132

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with clear blue water, surrounded by large windows offering views of trees and a clear sky.

A dining area with a long table, multiple chairs, hanging lights, a fruit bowl, and a wall with a framed picture.

A hotel lobby with a seating area, a snack bar, and a refrigerator.

A spacious lobby with a blue wall, a reception desk, a large mirror, and seating areas with a patterned table and chairs.

2. Hampton Inn Freeport/Brunswick

Freeport

Steven

S$145

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a sofa, ottoman, and chairs, a kitchen area with a counter and pendant lights, and a large window with curtains.

A modern kitchen with a herringbone wood floor, a central island with bar stools, and a built-in TV shelf.

A snack vending area with a Pepsi refrigerator and shelves stocked with various snacks.

A modern hotel lobby with wooden shelving, a Pepsi refrigerator, and a reception desk.

3. The Freeport Hotel, an Ascend Collection Hotel

Freeport

Margaret

S$129

includes taxes & fees

21 Oct - 22 Oct

A hotel room with a bed, bedside tables, a television, and artwork on the wall.

4. Spark by Hilton Freeport

Freeport

Paul

S$159

includes taxes & fees

18 Oct - 19 Oct

A modern living room with dark blue walls, large windows, and a view of a landscaped garden.

A living room with two armchairs, a coffee table, and a TV. There is a door leading outside, a window with a view, and a patterned wall.

A hotel room with a large bed, a desk with a chair, a balcony with a view, and a modern design.

A modern living room with a grey sofa, a coffee table, and a decorative plant.

5. Best Western Freeport Inn

Freeport

Jonathan

S$155

includes taxes & fees

1 Nov - 2 Nov

A breakfast buffet with pastries, coffee, and condiments.

A reception desk at Econolodge with a wooden finish, a framed picture on the wall, and a clock.

A hotel room with a large bed, a bedside table, a chair, a window with curtains, and a door.

6. Econo Lodge Freeport - Brunswick Area

Freeport

Margaret

S$119

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, a desk with a chair, a TV, and a window with curtains.

Outdoor seating with Adirondack chairs, a fire pit, and umbrellas.

An indoor swimming pool with clear glass walls, blue cushioned chairs, and a tiled floor.

7. Hilton Garden Inn Freeport Downtown

Freeport

Toni

S$150

includes taxes & fees

1 Nov - 2 Nov

A Travelers Inn with a white exterior, green trim, and a prominent sign.

A cozy kitchen with a coffee machine, a dining area with chairs, and large windows with curtains.

A hotel room with two beds, a desk, a chair, and a window with curtains.

A balcony with potted flowers and a tiled floor.

8. Travelers Inn

Brunswick

Joseph

S$111

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with a central bar area, multiple seating arrangements, and large windows providing views of the outside.

A hotel room with a sofa, a bed, a wall-mounted artwork, and a lamp.

An outdoor patio with a fire pit, seating area, and chairs.

9. SpringHill Suites by Marriott Freeport Brunswick

Freeport

Vilma

S$156

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a desk, a chair, a TV, and a large window with curtains.

A hotel room with a sofa, a TV, a bed, a desk, and a bathroom visible through an open door.

A swimming pool with lounge chairs and tables, surrounded by walls with wooden panels and windows.

A building with a sign for 'L.L. Bean Hunting & Fishing' and 'Summer Across Maine'.

10. Fairfield Inn & Suites by Marriott Brunswick Freeport

Brunswick

James

S$153

includes taxes & fees

25 Oct - 26 Oct

A modern bathroom with a red bathtub, a fireplace, and a flat-screen TV mounted on the wall.

11. Best Western Plus Brunswick Bath

Brunswick

Bradley

S$129

includes taxes & fees

1 Nov - 2 Nov

A kitchen with wooden cabinets, a microwave, a coffee maker, and a brick wall with a TV.

A hotel room with a desk, chair, dresser, television, microwave, and a bathroom visible through an open door.

A motel with a covered parking area, a red car parked in front, and a black truck parked in the background.

A spacious room with a large window, a door, and a wooden counter.

12. Relax Inn

Brunswick

Mary

S$124

includes taxes & fees

4 Oct - 5 Oct

An outdoor patio with seating, a fire feature, and string lights.

A modern living room with a fireplace, a round wooden table, a chair, and a vase with flowers.

A modern hotel room with a sofa, armchairs, a flat-screen TV, a lamp, and a window with curtains.

A hotel room with two beds, a desk, a chair, and a large window with curtains.

13. The Brunswick Hotel

Brunswick

Nancy

S$186

includes taxes & fees

26 Oct - 27 Oct

A hotel room with two beds, a desk, a TV, and a window with curtains.

A modern café with wooden tables, green artificial grass, and a blue counter with a coffee machine.

A two-story hotel with a prominent 'spark by Hilton' sign, a front porch, and a landscaped garden.

A reception area with a wooden desk, a green wall with a geometric design, and a bench.

14. Spark by Hilton Brunswick

Brunswick

Carolin

S$137

includes taxes & fees

25 Oct - 26 Oct

A view through a window of a natural landscape with trees and a body of water.

A balcony with a view of a lake, surrounded by trees and a blue tent.

A lakeside property with a dock, a swimming pool, and a large house with a unique multi-level design.

A table with various dishes including steak, asparagus, and fries, with a view of a lake and boats in the background.

15. Sebasco Harbor Resort & Golf Club

Phippsburg

Melissa

S$327

includes taxes & fees

4 Oct - 5 Oct

A hotel room with two beds, a nightstand, a lamp, and a chair.

A breakfast area with tables and chairs, a counter with a coffee machine, and a sign for Daybreak Breakfast.

A brick building with a central entrance labeled "OFFICE," flanked by windows and a small tree.

16. Days Inn by Wyndham Brunswick Bath Area

Brunswick

Debra

S$152

includes taxes & fees

1 Nov - 2 Nov

A balcony with wooden flooring, striped cushioned chairs, and a glass railing overlooking a cityscape at night.

A modern hotel room with a large bed, a desk, and a TV.

A modern hotel with a dark facade, multiple windows, and a visible sign for 'Hyatt Place'.

A bar area with a black countertop, blue bar stools, and a variety of bottles and glasses.

17. Hyatt Place Portland Downtown - Old Port Square

Downtown Portland

Jeetindra

S$192

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a TV, a desk, and a lamp.

A compact kitchen with wooden cabinets, a microwave, and a clock on the wall.

A motel with a row of rooms, a parking lot, and a large building in the background.

A row of motel rooms with white plastic chairs outside each room.

18. Moonlight Inn

Brunswick

Kierstan

S$117

includes taxes & fees

1 Nov - 2 Nov

A two-story building with a large glass conservatory and yellow umbrellas in the garden area.

A dining area with a fireplace, a green sofa, and a table set with food and flowers.

A cozy living room with a wooden bench, a fireplace, and a large map on the wall.

A stone staircase leading to a white house surrounded by lush greenery and autumnal decorations.

19. The Harraseeket Inn & Event House Freeport Downtown

Freeport

Carol

S$180

includes taxes & fees

1 Nov - 2 Nov

A restaurant with long tables, chairs, and hanging plants.

A modern living room with a large window, a chandelier, a sofa, two armchairs, a coffee table, and a side table with a lamp.

A modern interior with a curved reception desk, a wooden shelving unit with various decorative items, and a large window providing natural light.

A spacious living area with a curved staircase, a round glass coffee table, and a seating arrangement.

20. The Federal

Brunswick

Linda

S$208

includes taxes & fees

25 Oct - 26 Oct

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Stay near popular Bailey Island attractions

Bailey Island Bridge

9.2/10 (10 reviews)

The world's only cribstone bridge connects Bailey Island with unique granite slabs that allow tides to flow freely. Drive or walk across this 1926 engineering marvel for spectacular coastal views.

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Land's End Gift Shop

10.0/10 (1 review)

Perched at Bailey Island's southern tip, this charming shop offers an array of Maine-made treasures. Browse two levels of local crafts and speciality foods while enjoying Casco Bay views from the rocky coastline.

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Cobwork Bridge

10.0/10 (1 review)

The Bailey Island Bridge's unique granite cribstone design allows tides to flow freely through its structure. Drive across this engineering marvel for stunning Casco Bay views—America's only bridge of its kind.

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Learn more about Bailey Island

Hike the Giant's Stairs trail along the rocky coastline for dramatic views of Casco Bay. Seafood lovers shouldn't miss lobster rolls at Cook's Lobster & Ale House on the island's southern tip.

See all hotels in Bailey Island

A green netted buoy attached to a wooden post by a curved metal hook, with a wooden fence and a body of water in the background.

Top Bailey Island Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent

"Loved the stay , everything was up to standard"

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"Very friendly and professional staff in the lobby. Portland Wharf has great restaurants and beautiful views in Downtown"

Clarion Pointe South Portland

10/10 Excellent

"Worth the cost"

Cambria Hotel Portland Downtown-Old Port

8/10 Good

"Great location for visiting Old Port and taking the ferry to Peaks Island. We traveled in early September with friends for a ballgame and were disappointed that the outside terrace didn’t have fire places lit and kitchen and bar closed early that were highlighted in hotel ads. It was not like it was a discount room fare that one may overlook these things. At breakfast there was only one server for the entire dining room."

Quality Inn & Suites South Portland

8/10 Good

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DoubleTree by Hilton Hotel Portland

8/10 Good

"Hotel staff were great. Hotel itself was a older property and not as nice as I would expect for a Double Tree."

Comfort Inn South Portland Airport

10/10 Excellent

"Very accessible and quiet location. The property is well maintained, but is dated - a renovation would improve business opportunities I believe from my past hospitality experiences. Thank You for a wonderful relaxing stay. Best Regards- Jeff"

The Westin Portland Harborview

10/10 Excellent

"Great location, very walkable. Clean and very kind staff"

Embassy Suites by Hilton Portland Maine

10/10 Excellent

"Great location near airport with free airport shuttle and breakfast. Only 15 minute drive to Old Port restaurants, shops and activities. Clean, spacious rooms. Friendly service. Great choice!"