Casco Bay Islands Hotels with Bars / Lounges

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Our top choices for Casco Bay Islands hotels with a bar

A two-story hotel with a balcony on the second floor, a sign reading "The Inn on Peaks Island," and a flag in front.

A bedroom with a large bed, two bedside tables with lamps, a round table with chairs, and a grey sofa.

A room with a sloped wooden ceiling, a round skylight, a television mounted on the wall, a sofa, a bed, a dining table with chairs, and a window with blinds.

A wedding ceremony with guests seated on white chairs, a bride and groom walking down the aisle, and a grassy outdoor setting.

1. Inn On Peaks Island

Peaks Island

Alice

RM547

RM596 total

includes taxes & fees

17 Nov - 18 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.

2. Hilton Garden Inn Freeport Downtown

Freeport

Leanne

RM415

RM452 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a TV, a desk, and a view of a lighthouse through a mural.

A hotel room with a flat-screen TV, a coffee maker, a mini-fridge, a desk with a lamp, and a modern office chair.

A restaurant with wooden tables and chairs, a buffet counter, and a clock on the wall.

A spacious lobby with a wooden floor, a reception desk, a blue sofa, and a chandelier.

3. Clarion Pointe South Portland

Thorton Heights

Jim

RM208

RM227 total

includes taxes & fees

15 Nov - 16 Nov

A brick building with a sign reading "WAYPOINT" and outdoor seating with tables, chairs, and a fire pit.

A chef in a black uniform and white hat, holding a ladle and a bowl, with various dishes in front of him.

A hotel room with two beds, a stone-patterned wall, and a nightstand with a lamp.

A swimming pool with clear blue water, surrounded by lounge chairs and a brick wall.

4. Embassy Suites by Hilton Portland Maine

Portland

Robert

RM485

RM537 total

includes taxes & fees

15 Nov - 16 Nov

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

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

An indoor swimming pool with lounge chairs and a view of the outdoors.

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

5. The Harraseeket Inn & Event House Freeport Downtown

Freeport

Clint

RM527

RM574 total

includes taxes & fees

5 Nov - 6 Nov

A modern bar area with a wooden bar counter, black bar stools, and a contemporary light fixture.

A hotel room with a large bed, a sofa, a small table, and a bench. There is a window with a view of the water.

A black SUV parked in front of AC Hotel Portland, a modern building with a brick facade and large windows.

A modern reception area with a central desk, seating arrangements, and large windows offering views of the cityscape.

6. AC Hotel Portland Downtown/Waterfront, ME

Downtown Portland

Kin Mong

RM449

RM497 total

includes taxes & fees

16 Nov - 17 Nov

An outdoor patio area with wicker furniture, string lights, and a barbecue grill.

A brick building with a large entrance and a sign that reads "Residence Inn Marriott".

A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.

A bar area with stools, a counter, and a herringbone-patterned wall.

7. Residence Inn by Marriott Portland Downtown/Waterfront

Downtown Portland

Tim

RM449

RM497 total

includes taxes & fees

16 Nov - 17 Nov

A coffee shop interior with a counter, shelves with coffee products, and seating area.

A lobby with a reception desk, a sofa, two armchairs, a coffee table, and a potted plant.

A hotel room with two beds, a desk, a chair, a lamp, and a painting on the wall.

A hotel room with two beds, a desk with a chair, a television, and a window with a view of trees.

8. Ramada Plaza by Wyndham Portland

Nasons Corner

Dee

RM330

RM365 total

includes taxes & fees

16 Nov - 17 Nov

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Top Casco Bay Islands Hotel Reviews

Portland Harbor Hotel

10/10 Excellent

"From the moment we arrived, the Hilton Garden Inn Portland Downtown Waterfront exceeded every expectation. The room was spotless, spacious, beautifully appointed, and in the heart of the tourist section. Tour boats and trolleys, wonderful shops and restaurants are right there. This hotel is quiet, well designed and the bed was incredibly comfortable. We slept like babies. Beginning with a warm greeting at check, every staff member made us feel welcome and valued. We were especially moved by the front desk and management’s attentiveness — they went above and beyond to accommodate our needs. After we checked out, I realized I had left my wallet in the room. I can honestly say that I did not panic. I had a strong belief that the staff would retrieve it and send it to me. Two days later it arrived at my home with every ID, credit card and cash money still in it. This level of care and personalization is rare and truly memorable. Breakfast on site was how we started our day with traditional and continental fare that was fresh and satisfying. Our boat and trolley tours mentioned nearby famous restaurants that we happily tried for lunch and dinner. We went to relax, spend money, see a part of the country we had not visited before, witness the fall foliage, eat seafood and sleep. This ideal location satisfied our every whim, and I highly recommend it to anyone seeking a luxurious yet welcoming stay in the heart of the city."

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"The rooms were spacious and clean. We couldn’t have found a better breakfast by eating out! Each morning the staff had an immaculate breakfast bar! The location was great for walking to the shops and eating out at night."

Clarion Hotel Portland Airport ME

10/10 Excellent

"This hotel worked well for my stay. Room was comfortable, grocery store was in walking distance, shuttle to airport offered, and refreshing pool."

Clarion Pointe South Portland

10/10 Excellent

"Clean Room. Great Stay."

Spark by Hilton Portland Airport Maine Mall

8/10 Good

"Clean room, convenient location"

Portland Regency Hotel & Spa

8/10 Good

"Great location. Comfy bed. No included breakfast unfortunately but there's a restaurant downstairs where you can get lovely food."

Holiday Inn Portland-By the Bay by IHG

8/10 Good

"The hotel was beautiful, gorgeous view from the room. Has every amenity you need. Great location also. Very personable and knowledgeable staff."

Grand Beach Inn

8/10 Good

"Good stay"

Inn at St John Portland In-Town

10/10 Excellent

"We love to stay at historic places when we travel, and we were not disappointed with this one! So cute and cozy!"

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Things to do in Old Orchard Beach

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Casco Bay Islands Hotels with Bars / Lounges

Our top choices for Casco Bay Islands hotels with a bar

1. Inn On Peaks Island

2. Hilton Garden Inn Freeport Downtown

3. Clarion Pointe South Portland

4. Embassy Suites by Hilton Portland Maine

5. The Harraseeket Inn & Event House Freeport Downtown

6. AC Hotel Portland Downtown/Waterfront, ME

7. Residence Inn by Marriott Portland Downtown/Waterfront

8. Ramada Plaza by Wyndham Portland

9. Aloft by Marriott Portland Downtown Waterfront ME

10. Courtyard Portland Downtown/Waterfront

Top Casco Bay Islands Hotel Reviews

Portland Harbor Hotel

Hampton Inn Portland Downtown - Waterfront

Clarion Hotel Portland Airport ME

Clarion Pointe South Portland

Spark by Hilton Portland Airport Maine Mall

Portland Regency Hotel & Spa

Holiday Inn Portland-By the Bay by IHG

Grand Beach Inn

Inn at St John Portland In-Town

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