A calm sea with a sailboat and rocky coastline.

Search Hotels with a Bar in Great Diamond Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Great Diamond Island Hotels with a Bar

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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 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 bedroom with a bed, bedside table, lamp, and a view of the dining area.
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

Inn On Peaks Island
Peaks Island
United States
Alice
£111
includes taxes & fees
2 Nov - 3 Nov
Inn On Peaks Island
A large bed with white linens, two bedside tables with lamps, and a wooden headboard.
A large indoor swimming pool with clear water, tiled flooring, and a seating area with chairs and a plant.
A hotel room with two beds, a desk, a TV, and a view of a body of water.
A hotel lobby with a bar area, seating arrangements, and a fireplace.

2. Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront
Downtown Portland
United States
Craig R
£94
includes taxes & fees
11 Nov - 12 Nov
Hilton Garden Inn Portland Downtown Waterfront
An outdoor patio area with wicker furniture, string lights, and a barbecue grill.
A bar area with stools, a counter, and a herringbone-patterned wall.
A brick building with a large entrance and a sign that reads "Residence Inn Marriott".
A hotel room with a bed, a TV, a nightstand, a window with a view of the water, and a wooden headboard.

3. Residence Inn by Marriott Portland Downtown/Waterfront

Residence Inn by Marriott Portland Downtown/Waterfront
Downtown Portland
United States
Tim
£92
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Portland Downtown/Waterfront
A rooftop terrace with a modern outdoor seating area, a fire pit, and a view of the cityscape.
A modern living room with a sofa, armchairs, a coffee table, and a rug.
A modern bar area with a long counter, multiple stools, and a variety of bottles and glasses on shelves.
A modern lobby with a geometric wall design, seating area, and a large abstract artwork.

4. Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port
Downtown Portland
United States
Rebecca
£114
includes taxes & fees
10 Nov - 11 Nov
Cambria Hotel Portland Downtown-Old Port
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 reception area with a central desk, seating arrangements, and large windows offering views of the cityscape.
A modern living room with a sofa, two armchairs, a glass coffee table, and a decorative wall panel.

5. AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME
Downtown Portland
United States
Kin Mong
£95
includes taxes & fees
1 Nov - 2 Nov
AC Hotel Portland Downtown/Waterfront, ME
A modern bar area with a bar counter, seating, and a view of the cityscape.
A hotel room with two beds, a TV, a desk, and a view of the city.
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

Aloft by Marriott Portland Downtown Waterfront ME
Downtown Portland
United States
Aubrey
£78
includes taxes & fees
1 Nov - 2 Nov
Aloft by Marriott Portland Downtown Waterfront ME
The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.
A hotel room with a large bed, a desk with a computer, a TV, and a view of the city and water.
A modern bar area with leather seating, a bar counter, and a menu board.
A modern hotel lobby with a reception desk, a seating area, and a large wall mural.

7. Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront
Downtown Portland
United States
Laura
£100
includes taxes & fees
9 Nov - 10 Nov
Courtyard Portland Downtown/Waterfront
A balcony with wooden flooring, striped cushioned chairs, and a glass railing overlooking a cityscape at night.
A modern hotel with a dark facade, multiple windows, and a visible sign for 'Hyatt Place'.
A bar area with a polished granite countertop, a variety of liquor bottles, a fruit bowl, and blue upholstered bar stools.
A bar area with a black countertop, blue bar stools, and a variety of bottles and glasses.

8. Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square
Downtown Portland
United States
Jeetindra
£108
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place Portland Downtown - Old Port Square
A brick building with a sign reading "WAYPOINT" and outdoor seating with tables, chairs, and a fire pit.
A swimming pool with clear blue water, surrounded by lounge chairs and a brick wall.
A hotel room with two beds, a stone-patterned wall, and a nightstand with a lamp.
A chef in a black uniform and white hat, holding a ladle and a bowl, with various dishes in front of him.

9. Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
Portland
United States
Robert
£100
includes taxes & fees
12 Nov - 13 Nov
Embassy Suites by Hilton Portland Maine
A modern bar area with a long counter, multiple seating options, and a built-in fire feature.
A swimming pool with lounge chairs and tables, surrounded by a well-lit indoor area with a view of the outside.
A modern bar area with seating and a bar counter.
A Holiday Inn hotel with a modern design, featuring a large entrance canopy and multiple floors.

10. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
United States
Fran
£85
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Portland-By the Bay by IHG
View all properties

Top Great Diamond Island Hotel Reviews

Clarion Pointe South Portland

Clarion Pointe South Portland

8/10 Good
"Super comfy beds, nice sized bathroom and vanity area. Close to convenience store, staff was friendly and helpful."
Tina 1-night trip
Posted less than an hour ago
Clarion Pointe South Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"Good for a nights stay"
Gary 1-night trip
Posted less than an hour ago
Spark by Hilton Portland Airport Maine Mall
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"Staff was very helpful & friendly"
Mike 1-night trip
Posted 1 hour ago
Hampton Inn Portland Downtown - Waterfront
Inn at St John Portland In-Town

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!"
Vicki 1-night trip
Posted 3 hours ago
Inn at St John Portland In-Town
Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"This was our favorite hotel on our trip. The property is very clean and well maintained. The restaurant food was delicious. Valet service was great. Location in town was perfect very close to shopping and activities."
Garrett 3-night trip
Posted 7 hours ago
Portland Harbor Hotel
Grand Beach Inn

Grand Beach Inn

8/10 Good
"Great hotel with reasonable rates close to the beach. Clean, quiet, updated."
Nancy L 1-night trip
Posted 10 hours ago
Grand Beach Inn
Portland Regency Hotel & Spa

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."
shaun 2-night trip
Posted 16 hours ago
Portland Regency Hotel & Spa
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"Desk staff had helpful suggestions for finding picnic items."
Rock 1-night trip
Posted 19 hours ago
Fireside Inn & Suites Portland
Holiday Inn Portland-By the Bay by IHG

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."
James 1-night trip
Posted 1 day ago
Holiday Inn Portland-By the Bay by IHG

Explore a world of travel with Expedia