Great Diamond Island Hotels with Bars / Lounges

A calm sea with a sailboat and rocky coastline.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Great Diamond Island Hotels with Bars / Lounges

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Great Diamond Island 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 wedding ceremony with guests seated on white chairs, a bride and groom walking down the aisle, and a grassy outdoor setting.

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.

1. Inn On Peaks Island

Peaks Island

Alice

RM547

RM596 total

includes taxes & fees

12 Nov - 13 Nov

A waterfront marina with boats docked, buildings with multiple windows, and a red building with a visible restaurant.

A hotel lobby with a bar area, seating arrangements, and a fireplace.

A hotel room with two beds, a desk, a TV, and a view of a body of water.

A spacious lobby with a high ceiling, large chandeliers, and a mix of seating areas including sofas and armchairs.

2. Hilton Garden Inn Portland Downtown Waterfront

Downtown Portland

Craig R

RM478

RM529 total

includes taxes & fees

11 Nov - 12 Nov

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

A hotel room with a bed, a TV, a nightstand, a window with a view of the water, and a wooden headboard.

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

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

3. Residence Inn by Marriott Portland Downtown/Waterfront

Downtown Portland

Tim

RM449

RM497 total

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with a modern outdoor seating area, a fire pit, and a view of the cityscape.

A modern dining area with a dark blue booth seating, wooden ceiling beams, and large windows providing natural light.

A modern bar area with a long counter, multiple stools, and a variety of bottles and glasses on shelves.

A modern living room with a sofa, armchairs, a coffee table, and a rug.

4. Cambria Hotel Portland Downtown-Old Port

Downtown Portland

Sharion

RM454

RM614 total

includes taxes & fees

10 Nov - 11 Nov

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

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

A modern living room with a sofa, two armchairs, a glass coffee table, and a decorative wall panel.

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

5. AC Hotel Portland Downtown/Waterfront, ME

Downtown Portland

Kin Mong

RM461

RM510 total

includes taxes & fees

1 Nov - 2 Nov

A modern bar area with a bar counter, seating, and a view of the cityscape.

A modern living room with a grey sofa, a yellow armchair, and a red armchair. There are two floor lamps, a flat-screen TV, and patterned wallpaper.

A modern hotel entrance with a glass facade, outdoor seating, and a well-lit lobby area.

A pool table with balls, a sofa, and a dining area with chairs and tables.

6. Aloft by Marriott Portland Downtown Waterfront ME

Downtown Portland

Aubrey

RM378

RM419 total

includes taxes & fees

1 Nov - 2 Nov

The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.

A restaurant with booths and tables, brick walls, and pendant lighting.

A modern hotel lobby with a reception desk, a seating area, and a large wall mural.

A modern bar area with leather seating, a bar counter, and a menu board.

7. Courtyard Portland Downtown/Waterfront

Downtown Portland

Laura

RM487

RM538 total

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 bar area with a polished granite countertop, a variety of liquor bottles, a fruit bowl, and blue upholstered bar stools.

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

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

8. Hyatt Place Portland Downtown - Old Port Square

Downtown Portland

Jeetindra

RM527

RM583 total

includes taxes & fees

2 Nov - 3 Nov

View all properties

Top Great Diamond Island Hotel Reviews

Inn at St John Portland In-Town

8/10 Good

"Everything is good except the shower space is very small."

Grand Beach Inn

8/10 Good

"Great hotel with reasonable rates close to the beach. Clean, quiet, updated."

Clarion Hotel Portland Airport ME

10/10 Excellent

"Older but well preserved hotel"

Portland Regency Hotel & Spa

8/10 Good

"Extremely well located in Portland, in the heart of the old town and central to everything. I'm glad we chose this hotel rather than others that were mostly newer. The breakfast and bar options were good."

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"Valet parking can take a long time. Plan on 30 minutes."

Fireside Inn & Suites Portland

8/10 Good

"Desk staff had helpful suggestions for finding picnic items."

Clarion Pointe South Portland

8/10 Good

"Well located, pool was great and so was the breakfast. Downside what the cleanliness of the room but that was mostly just in "hard to reach" places like behind tables and chairs. The bed was pretty brutal: very noisy metal frame and it felt like the whole thing was going to tip over. Despite this we had a great stay and would go again if visiting Portland"

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"The room was beautiful, clean and comfortable. The most comfortable hotel beds we have slept in this trip. Front desk staff was extremely helpful and kind. Loved that they have a shuttle to take you to the hotspots so you don’t have to move your car and pay for parking."

DoubleTree by Hilton Hotel Portland

8/10 Good

"Location is next to a shopping center on the decline and across the street from a busy Starbucks. There was an overnight delivery truck left running outside our window that kept us awake. The bed was softer that we prefer and we woke up with a backache. Pool is much smaller than the pictures make it look. Breakfast was very good."

Explore a world of travel with Expedia

Things to do in Old Orchard Beach

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Great Diamond Island Hotels with Bars / Lounges

Our top choices for Great Diamond Island hotels with a bar

1. Inn On Peaks Island

2. Hilton Garden Inn Portland Downtown Waterfront

3. Residence Inn by Marriott Portland Downtown/Waterfront

4. Cambria Hotel Portland Downtown-Old Port

5. AC Hotel Portland Downtown/Waterfront, ME

6. Aloft by Marriott Portland Downtown Waterfront ME

7. Courtyard Portland Downtown/Waterfront

8. Hyatt Place Portland Downtown - Old Port Square

9. Embassy Suites by Hilton Portland Maine

10. Holiday Inn Portland-By the Bay by IHG

Top Great Diamond Island Hotel Reviews

Inn at St John Portland In-Town

Grand Beach Inn

Clarion Hotel Portland Airport ME

Portland Regency Hotel & Spa

Hampton Inn Portland Downtown - Waterfront

Fireside Inn & Suites Portland

Clarion Pointe South Portland

Holiday Inn Portland-By the Bay by IHG

DoubleTree by Hilton Hotel Portland

Explore a world of travel with Expedia