The Best Hotels Closest to Little Diamond Island in Portland - 2026 Updated Prices

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 prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Little Diamond Island hotels

A view from a window overlooking a body of water with a distant shoreline, a vase with flowers, and a glass on a table.

A dining table with a white tablecloth, two folded napkins, and two wooden chairs. The table is positioned near large windows offering a view of a body of water and greenery.

A brick building with a large bay window, a covered porch, and a staircase leading to the entrance.

A spacious lobby with a high ceiling, a large chandelier, and a set of double doors with glass panels.

1. The McKernan Inn

2.6 km from Little Diamond Island

Kathy

฿6,738

฿7,344 total

includes taxes & fees

18 Oct - 19 Oct

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 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.

2. Inn On Peaks Island

1.6 km from Little Diamond Island

Alice

฿4,498

฿4,903 total

includes taxes & fees

2 Nov - 3 Nov

A hotel room with a wooden desk, a chair, a TV mounted on the wall, and a bed in the adjacent room.

A hotel lobby with a reception desk, a green wall, a staircase, and a seating area with orange chairs.

An indoor swimming pool with clear water, surrounded by chairs and tables, and large windows providing natural light.

A modern kitchen with grey cabinets, a microwave, and a sink. There is a small seating area with a couch and a chair.

3. Spark by Hilton Portland Airport Maine Mall

11.4 km from Little Diamond Island

Sharion

฿2,539

฿2,768 total

includes taxes & fees

28 Oct - 29 Oct

A modern food court with a central counter, refrigerated display, and seating area.

A modern hotel reception area with a curved desk, a digital display, and a view of the outside.

A modern kiosk with a variety of snacks and beverages, a sign for a 24/7 market, and a breakfast area with a view of the cityscape.

A pool table, bar area, and large windows in a modern indoor space.

4. Tru by Hilton Portland Airport Area

11.1 km from Little Diamond Island

Kateryna

฿2,740

฿2,987 total

includes taxes & fees

1 Nov - 2 Nov

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.

A modern indoor swimming pool with clear water, a diving board, and a sunlit area with lounge chairs.

An outdoor patio area with tables and chairs, a large umbrella, and a brick fireplace.

5. Courtyard by Marriott Portland Airport

11.6 km from Little Diamond Island

Roua

฿3,598

฿3,922 total

includes taxes & fees

1 Nov - 2 Nov

A multi-story building with a stone facade, multiple windows, and awnings.

A hotel room with a bed, a desk, a lamp, a television, and a brick wall.

A breakfast bar with various food items, a clock, and a mirror.

A sign for "The Inn at St. John" with a pineapple emblem.

6. Inn at St John Portland In-Town

Valley Street, 5.9 km from Little Diamond Island

Steven

฿2,542

฿2,771 total

includes taxes & fees

25 Oct - 26 Oct

A spacious living area with two blue armchairs, a small white table, and a large window with blinds.

A hotel lobby with a flat-screen TV mounted on the wall, leather armchairs, a small table with a lamp, and a staircase leading to another area.

A modern kitchen with white cabinets, a granite countertop, and various appliances including a coffee maker, waffle maker, and hot water dispenser.

An outdoor seating area with metal chairs and a round table, surrounded by greenery and a brick building in the background.

7. Comfort Inn South Portland Airport

10.4 km from Little Diamond Island

Jane

฿2,404

฿2,620 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a bed, bedside table, TV, and a kitchenette in the background.

A compact kitchen with a built-in microwave, coffee maker, and dishwasher.

A conference room with tables and chairs, a projector screen, and a patterned carpet.

A coffee station with two coffee makers, a coffee dispenser, and various coffee pods and cups.

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

10.8 km from Little Diamond Island

Edward

฿3,189

฿3,476 total

includes taxes & fees

11 Nov - 12 Nov

A hotel room with a bed, a desk, a television, a microwave, and a lamp.

A modern living room with a fireplace, comfortable seating, and a flat-screen TV.

A hotel room with a large bed, a desk with a flat-screen TV, a bathroom with a sink and mirror, and a door leading to another room.

A modern hotel lobby with a reception desk, a coffee station, and a tiled wall.

9. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

6.1 km from Little Diamond Island

Michael

฿2,991

฿3,309 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

A spacious lobby with multiple seating areas, a fireplace, and large windows.

10. Embassy Suites by Hilton Portland Maine

8.4 km from Little Diamond Island

Robert

฿3,991

฿4,416 total

includes taxes & fees

11 Nov - 12 Nov

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

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

An indoor swimming pool with a tiled floor, clear glass walls, and a few chairs.

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

11. Clarion Pointe South Portland

9.5 km from Little Diamond Island

Kurt

฿1,712

฿1,866 total

includes taxes & fees

12 Nov - 13 Nov

An indoor swimming pool with a glass ceiling and blue lounge chairs around it.

A spacious lobby with leather booths, a reception desk, and a dining area with tables and chairs.

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.

12. DoubleTree by Hilton Hotel Portland

11 km from Little Diamond Island

Amy

฿2,450

฿2,670 total

includes taxes & fees

1 Nov - 2 Nov

A gym with treadmills, elliptical machines, and exercise balls, large windows, and a modern ceiling design.

A modern room with a round glass table, four grey chairs, a large window with a view, a framed picture on the wall, and a potted plant.

A modern hotel room with a large bed, a desk, and a view of the outdoors.

A modern living room with a sofa, coffee table, and a kitchen area with a sink and cabinets.

13. HomeAwhile

11.7 km from Little Diamond Island

amanda

฿3,595

฿3,919 total

includes taxes & fees

10 Nov - 11 Nov

A swimming pool with a stone wall and a window.

An outdoor seating area with tables and chairs, a large windowed building, and a tree.

A restaurant with multiple tables and chairs, large windows, and a flat-screen TV mounted on the wall.

An indoor swimming pool with a stone wall, potted plants, and a blue floor.

14. Best Western Merry Manor Inn

9.5 km from Little Diamond Island

Shawn

฿4,279

฿4,665 total

includes taxes & fees

2 Nov - 3 Nov

A covered porch with white railings, wicker furniture, and a small lighthouse model.

A kitchen with a dishwasher, a coffee machine, and two wicker chairs.

A kitchen with granite countertops, wicker chairs, a refrigerator, and a coffee machine.

A hotel room with a bed, a sofa, a desk, a TV, and a chair.

15. Americas Best Value Inn Scarborough Portland

14.3 km from Little Diamond Island

Michael

฿2,148

฿2,342 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a central island, bar stools, a flat-screen TV, and wine bottles on shelves.

A large indoor swimming pool with clear water, surrounded by a tiled floor and walls.

A modern hotel room with a large window, a dining area with a wooden table and chairs, and a sofa with colorful pillows.

A dining area with a long table, a glass jar with fruit slices, and several granola bars on a plate.

16. Hilton Garden Inn Portland Airport

8.9 km from Little Diamond Island

Catelyn

฿3,716

฿4,111 total

includes taxes & fees

3 Nov - 4 Nov

A spacious living room with a large window, a round coffee table, and two wooden chairs.

A modern kitchen with a bar area, large windows, and a flat-screen TV.

A modern kitchen with a central island, two stools, and a dining area with a sofa and a coffee table.

A modern kitchen with white cabinetry, a marble backsplash, two wooden stools, and a potted plant.

17. The Docent's Collection at 178 Middle Street

Old Port, 3.9 km from Little Diamond Island

Christie

฿6,586

฿7,179 total

includes taxes & fees

27 Oct - 28 Oct

A Holiday Inn Express building with a covered entrance, multiple floors, and a clear sky.

A modern dining area with round tables and chairs, a coffee station, and a view of the city.

An indoor swimming pool with a clear water surface, surrounded by beige tiled walls and a blue accent wall.

A reception area with a modern design, featuring a seating area with yellow chairs, a reception desk, and a large wall mural.

18. Holiday Inn Express Hotel & Suites Freeport by IHG

19.8 km from Little Diamond Island

Marvin

฿3,195

฿3,483 total

includes taxes & fees

11 Nov - 12 Nov

A balcony with a table and chairs, overlooking a street with buildings and parked cars.

A bar area with multiple seating options, including bar stools and chairs, and a bar counter with a variety of bottles and glasses.

A reception area with two wooden reception desks labeled 'eighteen95 restaurant' and 'Valet'.

A hot tub area with a tiled floor, a wooden bench, a potted plant, and towels on a rack.

19. Portland Regency Hotel & Spa

Old Port, 3.8 km from Little Diamond Island

Brian

฿4,508

฿4,988 total

includes taxes & fees

4 Nov - 5 Nov

A modern hotel lobby with a central bar area, multiple seating arrangements, and large windows providing views of the outside.

An outdoor patio with a fire pit, seating area, and chairs.

A hotel room with a sofa, a bed, a wall-mounted artwork, and a lamp.

20. SpringHill Suites by Marriott Freeport Brunswick

20.2 km from Little Diamond Island

Kristina

฿3,081

฿3,359 total

includes taxes & fees

8 Nov - 9 Nov

View all properties

Compare popular hotels close to Little Diamond Island

Property	Property class	Guest rating
The McKernan Inn	9.2 Wonderful 154 reviews	View
Inn On Peaks Island	9.0 Wonderful 118 reviews	View
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel	8.4 Very good 2,966 reviews	View
Spark by Hilton Portland Airport Maine Mall	7.8 Good 1,849 reviews	View
Tru by Hilton Portland Airport Area	8.8 Excellent 1,780 reviews	View

Hotels recommended for families near Little Diamond Island

The McKernan Inn

South Portland

฿6,738

฿7,344 total

includes taxes & fees

18 Oct - 19 Oct

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 lobby with a geometric wall design, seating area, and a large abstract artwork.

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

Cambria Hotel Portland Downtown-Old Port

Downtown Portland

฿3,733

฿5,044 total

includes taxes & fees

3 Nov - 4 Nov

A spacious living room with a large dining table, comfortable seating, and large windows offering views of the city.

A modern kitchen with a central island, stainless steel appliances, and wooden bar stools.

A hotel room with a bed, a nightstand with a lamp, a mirror, a bathroom with a sink and a shower.

A modern living room with a sofa, coffee table, and chairs. There is a kitchen area with cabinets and a refrigerator.

The Docent's Collection at 121 Middle Street

Downtown Portland

฿6,646

฿7,244 total

includes taxes & fees

27 Oct - 28 Oct

Portland Regency Hotel & Spa

Downtown Portland

฿4,508

฿4,988 total

includes taxes & fees

4 Nov - 5 Nov

The Docent's Collection at 178 Middle Street

Downtown Portland

฿6,586

฿7,179 total

includes taxes & fees

27 Oct - 28 Oct

A multi-story hotel with a prominent entrance, large windows, and a well-lit facade.

A modern lounge area with a fireplace, seating, and a large window.

A living room with a sofa, a small table, and a window with a view of a bridge and buildings.

A large indoor swimming pool with a wooden ceiling and tiled walls.

Hampton Inn Portland Downtown - Waterfront

Downtown Portland

฿3,716

฿4,111 total

includes taxes & fees

9 Nov - 10 Nov

A fire pit surrounded by wicker chairs in a garden setting.

A living room with a fireplace, seating area, and a large window.

A dining area with round tables and chairs, a view of the garden through large windows, and a cozy atmosphere.

A spacious living area with large windows, a staircase, and modern furniture.

Portland Harbor Hotel

Downtown Portland

฿5,411

฿7,267 total

includes taxes & fees

1 Nov - 2 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 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.

Hilton Garden Inn Portland Downtown Waterfront

Downtown Portland

฿3,931

฿4,350 total

includes taxes & fees

11 Nov - 12 Nov

Top Little Diamond Island Hotel Reviews

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."

Inn at St John Portland In-Town

8/10 Good

"Breakfast was very good. Free parking. But no elevator -- and steep stairs."

Portland Regency Hotel & Spa

10/10 Excellent

"A well located though older hotel so updated rooms would be nice. The manager helped me relocate to a better room as the room given to me initially not as expected"

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"It is a beautiful hotel and wished we were there for more than 1 night. They are upfront about parking fee of $40 which is not unusual for cities. It was an easy walk down a few blocks to the port. We felt very safe walking around."

Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent

"The suite was wonderful. What a great location and view. The staff was very helpful and cheerful. Highly recommended this Hotel."

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"It was a great location. Very walkable in Old port"

The McKernan Inn

10/10 Excellent

"Off the beaten path. Wonderful staff. Loved it."

Inn at Diamond Cove

10/10 Excellent

"Wonderful weekend at Diamond Cove! Staff were extremely helpful and responsive. Would absolutely stay here again!"

Fortland Island Campground

10/10 Excellent

"Such a beautiful experience."

Other attractions near Little Diamond Island

Fort Gorges

Find out about the history of Portland when you spend time at Fort Gorges. Experience the area's entertainment choices and great live music.

See properties

Sand Beach

9.2/10 (22 reviews)

If a restful holiday is part of your travel plans, Sand Beach might be the perfect place to visit during your trip to Portland. Wander the area's waterfront or simply enjoy one of its seafood restaurants.

See properties

Richard Boyd Art Gallery

You can spend an afternoon browsing the exhibits at Richard Boyd Art Gallery in Peaks Island. Stroll along the area's waterfront or experience its entertainment choices.

See properties

Umbrella Cover Museum

You can spend time studying the exhibits at Umbrella Cover Museum in Peaks Island. Experience the area's entertainment choices and great live music.

See properties

House Island

Commune with nature and explore the great outdoors at House Island during your travels in Portland. Stroll along the area's waterfront or experience its entertainment choices.

See properties

Fifth Maine Museum

You can spend time exploring the galleries in Fifth Maine Museum during your trip to Peaks Island. Experience the area's entertainment choices and great live music.

See properties

Frequently asked questions

What's the area like around Little Diamond Island?

Little Diamond Island is located in Portland. Travellers love the area for its major shopping area, great live music scene and top museums. If you're looking for a convenient place to stay, take a look at the 11 hotels and other accommodation options you'll find within a mile.

What's the best place to stay near Little Diamond Island?

Inn On Peaks Island is one of the top choices for your stay based on our traveller data, and this inn offers a restaurant and free parking. It's located just a short 1 mi (1.6 km) from Little Diamond Island. Other good choices within 5 miles include Cambria Hotel Portland Downtown-Old Port and Portland Harbor Hotel.

How many hotels will I find close to Little Diamond Island?

Expedia has 11 hotels and other accommodation options within a mile from Little Diamond Island.

If I need to cancel the hotel reservation for my stay near Little Diamond Island, will I receive a refund?

Yes! The majority of hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then use the filter option "fully refundable" to view the top deals on offer near Little Diamond Island.

What can I see and do near Little Diamond Island?

Study the collections at Maine Narrow Gauge Railroad, Portland Museum of Art or Fifth Maine Museum. Sights like Victoria Mansion, State Theatre and Portland Head Light are landmarks to visit in the area. You can catch a show at Merrill Auditorium, Port City Music Hall and Lyric Music Theater.

Search Hotels Near Little Diamond Island, Portland

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Little Diamond Island hotels

1. The McKernan Inn

2. Inn On Peaks Island

3. Spark by Hilton Portland Airport Maine Mall

4. Tru by Hilton Portland Airport Area

5. Courtyard by Marriott Portland Airport

6. Inn at St John Portland In-Town

7. Comfort Inn South Portland Airport

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

9. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10. Embassy Suites by Hilton Portland Maine

11. Clarion Pointe South Portland

12. DoubleTree by Hilton Hotel Portland

13. HomeAwhile

14. Best Western Merry Manor Inn

15. Americas Best Value Inn Scarborough Portland

16. Hilton Garden Inn Portland Airport

17. The Docent's Collection at 178 Middle Street

18. Holiday Inn Express Hotel & Suites Freeport by IHG

19. Portland Regency Hotel & Spa

20. SpringHill Suites by Marriott Freeport Brunswick

Compare popular hotels close to Little Diamond Island

Hotels recommended for families near Little Diamond Island

The McKernan Inn

Cambria Hotel Portland Downtown-Old Port

The Docent's Collection at 121 Middle Street

Portland Regency Hotel & Spa

The Docent's Collection at 178 Middle Street

Hampton Inn Portland Downtown - Waterfront

Portland Harbor Hotel

Hilton Garden Inn Portland Downtown Waterfront

Top Little Diamond Island Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

Inn at St John Portland In-Town

Portland Regency Hotel & Spa

Cambria Hotel Portland Downtown-Old Port

Hilton Garden Inn Portland Downtown Waterfront

Hampton Inn Portland Downtown - Waterfront

The McKernan Inn

Inn at Diamond Cove

Fortland Island Campground

Other attractions near Little Diamond Island

Fort Gorges

Sand Beach

Richard Boyd Art Gallery

Umbrella Cover Museum

House Island

Fifth Maine Museum

Frequently asked questions