A calm sea with a sailboat and rocky coastline.

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Check availability on Great Diamond Island Golf Hotels

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

Our top choices for Great Diamond Island hotels with a golf course

A brick building with a red awning labeled "Chateau Riverside."
A reception area with two wooden reception desks labeled 'eighteen95 restaurant' and 'Valet'.
A neatly arranged hotel room with a bed, a chair, a lamp, and a window with curtains.
A restaurant with a brick fireplace, white chairs, and tables set for dining.

1. Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
Downtown Portland
United States
Brian
₩179,323
₩198,404 total
includes taxes & fees
Nov 4 - Nov 5
Portland Regency Hotel & Spa
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 bar area with stools, a counter, and a herringbone-patterned wall.
A hotel room with a bed, a TV, a nightstand, a window with a view of the water, and a wooden headboard.

2. Residence Inn by Marriott Portland Downtown/Waterfront

Residence Inn by Marriott Portland Downtown/Waterfront
Downtown Portland
United States
Tim
₩147,692
₩163,407 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Portland Downtown/Waterfront
A spacious lobby with multiple seating areas, a fireplace, and large windows.
A chef in a black uniform and white hat, holding a ladle and a bowl, with various dishes in front of him.
A swimming pool with clear blue water, surrounded by lounge chairs and a brick wall.
A brick building with a sign reading "WAYPOINT" and outdoor seating with tables, chairs, and a fire pit.

3. Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
Portland
United States
Robert
₩159,641
₩176,626 total
includes taxes & fees
Nov 12 - Nov 13
Embassy Suites by Hilton Portland Maine
A hotel room with a bed, a TV, a desk, and a view of a lighthouse through a mural.
An indoor swimming pool with a tiled floor, clear glass walls, and a few chairs.
A restaurant with wooden tables and chairs, a buffet counter, and a clock on the wall.
A bathroom with a white sink, a mirror with LED lighting, a shower area, and a toilet.

4. Clarion Pointe South Portland

Clarion Pointe South Portland
Thorton Heights
United States
Kurt
₩68,475
₩74,638 total
includes taxes & fees
Nov 15 - Nov 16
Clarion Pointe South Portland
An indoor swimming pool with a glass ceiling and blue lounge chairs around it.
A stone sign with "DOUBLETREE BY HILTON" in front of a building with large windows and a landscaped garden.
A bar area with multiple screens displaying sports events, a selection of alcoholic beverages, and a pretzel with a drink on the counter.
A spacious lobby with leather booths, a reception desk, and a dining area with tables and chairs.

5. DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
South Portland
United States
Amy
₩98,067
₩106,893 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Hotel Portland
A swimming pool with a stone wall and a window.
An indoor swimming pool with a stone wall, potted plants, and a blue floor.
A cozy log cabin interior with a bed, a reading chair, and a fireplace.
An outdoor seating area with tables and chairs, a large windowed building, and a tree.

6. Best Western Merry Manor Inn

Best Western Merry Manor Inn
Highland
United States
Shawn
₩171,174
₩186,579 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Merry Manor Inn
A Courtyard by Marriott hotel with a modern design, featuring a brick facade, multiple windows, and a covered entrance area.
A modern hotel lobby with a curved seating area, a flat-screen TV, and a large window with sheer curtains.
An outdoor patio area with tables and chairs, a large umbrella, and a brick fireplace.
A modern bar area with a counter, stools, and a menu display.

7. Courtyard by Marriott Portland Airport

Courtyard by Marriott Portland Airport
South Portland
United States
Roua
₩143,932
₩156,886 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Portland Airport
A wooden sauna with benches and a tiled floor.
A covered patio area with a glass table and metal chairs, surrounded by a wooden pergola.
A swimming pool with a tiled deck, surrounded by lounge chairs and a covered seating area.
A gym with a treadmill, elliptical, and weight machines.

8. Fireside Inn & Suites Portland

Fireside Inn & Suites Portland
Nasons Corner
Canada
Dugald
₩132,922
₩147,074 total
includes taxes & fees
Oct 29 - Oct 30
Fireside Inn & Suites Portland
A hotel room with a bed, bedside table, TV, and a kitchenette in the background.
A modern bathroom with a vanity, mirror, and a shower area.
A coffee station with two coffee makers, a coffee dispenser, and various coffee pods and cups.
A compact kitchen with a built-in microwave, coffee maker, and dishwasher.

9. Holiday Inn Express Hotel & Suites South Portland by IHG

Holiday Inn Express Hotel & Suites South Portland by IHG
South Portland
United States
Edward
₩132,922
₩144,885 total
includes taxes & fees
Nov 13 - Nov 14
Holiday Inn Express Hotel & Suites South Portland by IHG
Restaurant
A modern living room with a central fireplace, two sofas with patterned cushions, and a large window with a view of trees.
A modern bar area with a long counter, multiple bar stools, and a variety of bottles and glasses.
An indoor swimming pool with a wooden ceiling, lounge chairs, and large windows offering a view of the outdoors.

10. Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
South Portland
United States
Enedina
₩158,634
₩172,911 total
includes taxes & fees
Nov 15 - Nov 16
Portland Sheraton at Sable Oaks
View all properties

Top Great Diamond Island Hotel Reviews

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 3 hours ago
Portland Harbor Hotel
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"Nice place for a night stay. Easy access and close to activities."
Denise 1-night trip
Posted 5 hours ago
Spark by Hilton Portland Airport Maine Mall
Inn at St John Portland In-Town

Inn at St John Portland In-Town

8/10 Good
"Everything is good except the shower space is very small."
Xiaolan 1-night trip
Posted 5 hours ago
Inn at St John Portland In-Town
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 6 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 12 hours ago
Portland Regency Hotel & Spa
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"Valet parking can take a long time. Plan on 30 minutes."
Timothy 2-night trip
Posted 15 hours ago
Hampton Inn Portland Downtown - Waterfront
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 16 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
DoubleTree by Hilton Hotel Portland

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."
Laura 1-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Portland

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