A calm sea with a sailboat and rocky coastline.

Find Romantic Hotels in Great Diamond Island, ME

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Check availability on Great Diamond Island Romantic Hotels

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

Our top choices for Great Diamond Island romantic hotels

A street lined with buildings, one with a red door and a sign that reads "MINATO".
A kitchen with a wooden island, two stools, a refrigerator, and a hanging light fixture.
A corner room with large windows offering a city view.
A cozy room with a wooden table, a sofa, a bookshelf, and a window with a view.

1. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
United States
Kiernan
AED 650
AED 1,061 total
includes taxes & fees
26 Oct - 27 Oct
Adorable Portland getaway on the Eastern Promenade
A street lined with buildings, one with a red door and a sign that reads "MINATO".
A neatly made bed with white linens and pillows, a bedside lamp, and a framed artwork on the wall.
A restaurant interior with tables and chairs, a bar area, and shelves with bottles.
A living room with a sofa, armchairs, a coffee table, and a potted plant.

2. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
United States
William
AED 865
AED 1,439 total
includes taxes & fees
18 Oct - 19 Oct
Glorious getaway on Portland's Eastern Promenade.
A modern kitchen with a central island, a dining area with a sofa and coffee table, and large windows providing natural light.
A modern interior with a staircase, a kitchen area, and a living room with a sofa and a coffee table.
A modern kitchen with a central island, white bar stools, stainless steel appliances, and a brick backsplash.
A modern kitchen with a central island, bar stools, a refrigerator, a microwave, and a brick wall backsplash.

3. Completely remodeled 2 bedroom apartment in Portland's West End

Completely remodeled 2 bedroom apartment in Portland's West End
West End
United States
Deborah
AED 841
AED 1,678 total
includes taxes & fees
18 Oct - 19 Oct
Completely remodeled 2 bedroom apartment in Portland's West End
A wooden house with a deck and a stone pathway leading to a grassy area.
A cozy living room with a brown sofa, a small kitchenette with a microwave and refrigerator, and a window with a view of trees.
An aerial view of a two-story house with a large deck, surrounded by dense forest.
A bedroom with a wooden bed, two bedside tables, a nightstand, a wooden desk, and a door.

4. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
United States
Hana L.
AED 681
AED 1,198 total
includes taxes & fees
20 Oct - 21 Oct
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
A dirt path in a park with autumn foliage.
A rustic cabin with a red door, wooden exterior, and a patio with Adirondack chairs and a table.
A wooden cabin interior with a dining area, a sofa, a kitchen, and large windows.
A wooden cabin-style kitchen with a large island, built-in appliances, and a view of the forest.

5. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Westbrook
United States
Genevieve W.
AED 1,616
AED 2,294 total
includes taxes & fees
18 Oct - 19 Oct
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
View all properties

Top Great Diamond Island Hotel Reviews

Hampton Inn Portland Downtown - Waterfront

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."
Shannon 4-night trip
Posted 1 hour ago
Hampton Inn Portland Downtown - Waterfront
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good
"Clean room, convenient location"
Kimberly 1-night trip
Posted 9 hours ago
Spark by Hilton Portland Airport Maine Mall
Portland Regency Hotel & Spa

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."
Rose 3-night trip
Posted 10 hours ago
Portland Regency Hotel & Spa
Holiday Inn Portland-By the Bay by IHG

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."
Camilla 1-night trip
Posted 12 hours ago
Holiday Inn Portland-By the Bay by IHG
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 1 day ago
Inn at St John Portland In-Town

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