The Best Hotels Closest to Little Diamond Island in Portland for 2026

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Our top choices for Little Diamond Island hotels

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

1.6 km from Little Diamond Island

Alice

₩331,476

₩361,306 total

includes taxes & fees

Oct 12 - Oct 13

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

A reception area with a wooden ceiling, a reception desk, and a glass door entrance.

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.

2. HomeAwhile

11.7 km from Little Diamond Island

anna

₩183,206

₩199,699 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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

A hotel lobby with a reception desk, several armchairs, a patterned carpet, and a red wall with framed pictures.

3. Inn at St John Portland In-Town

Valley Street, 5.9 km from Little Diamond Island

Tess

₩171,628

₩187,075 total

includes taxes & fees

Oct 5 - Oct 6

A spacious lobby with a sofa, chairs, a coffee table, and a TV.

A hotel dining area with multiple wooden tables and chairs, a patterned carpet, and wall-mounted artwork depicting coastal scenes.

A lobby with a reception desk, a clock, a plant, and a round table.

A bar area with wooden bar stools, a television, and a liquor display. There are red chairs and a small table with a glass top.

4. Clarion Hotel Portland Airport ME

6.7 km from Little Diamond Island

Adam

₩126,203

₩139,631 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

A swimming pool with clear blue water, surrounded by lounge chairs and a brick wall.

5. Embassy Suites by Hilton Portland Maine

8.4 km from Little Diamond Island

Peg

₩232,765

₩257,530 total

includes taxes & fees

Oct 29 - Oct 30

A swimming pool with a stone wall and a window.

A cozy log cabin interior with a bed, a reading chair, and a fireplace.

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

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

6. Best Western Merry Manor Inn

9.5 km from Little Diamond Island

Joseph

₩206,008

₩224,549 total

includes taxes & fees

Oct 25 - Oct 26

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

A hotel lobby with a sofa, chairs, a TV, and a breakfast sign.

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

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

6.1 km from Little Diamond Island

Joseph

₩153,078

₩169,365 total

includes taxes & fees

Oct 25 - Oct 26

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

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

A restaurant with a brick fireplace, white chairs, and tables set for dining.

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

8. Portland Regency Hotel & Spa

Old Port, 3.8 km from Little Diamond Island

SHELBY

₩275,079

₩304,354 total

includes taxes & fees

Oct 29 - Oct 30

A hotel room with a bed, bedside tables, a television, and artwork on the wall.

9. Spark by Hilton Freeport

17.4 km from Little Diamond Island

Paul

₩174,675

₩190,396 total

includes taxes & fees

Oct 18 - Oct 19

A modern hotel lobby with a central seating area, a reception desk, and a kitchen in the background.

A spacious lobby with a reception desk, seating area, and large windows offering a view of the outdoors.

A modern hotel room with a large bed, a desk with a computer, a chair, a window with curtains, and a wall-mounted lamp.

A modern hotel with a blue facade and a stone accent wall.

10. Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10.6 km from Little Diamond Island

Kris

₩113,945

₩124,200 total

includes taxes & fees

Oct 25 - Oct 26

An indoor swimming pool with clear glass walls, lounge chairs, and potted plants.

A covered outdoor patio with a pool, green metal chairs, and a wooden pergola.

A hotel room with a large bed, a desk, a chair, a fireplace, and a television.

A hot tub with a metal ladder, a clock on the wall, and a view of the room with chairs and a table.

11. Fireside Inn & Suites Portland

Nasons Corner, 9.7 km from Little Diamond Island

Cha

₩134,053

₩148,325 total

includes taxes & fees

Oct 18 - Oct 19

A modern bar area with a long counter, multiple seating options, and a built-in fire feature.

A modern bar area with seating and a bar counter.

A swimming pool with lounge chairs and tables, surrounded by a well-lit indoor area with a view of the outside.

A Holiday Inn hotel with a modern design, featuring a large entrance canopy and multiple floors.

12. Holiday Inn Portland-By the Bay by IHG

Portland Arts District, 4.5 km from Little Diamond Island

Zoe

₩199,048

₩220,227 total

includes taxes & fees

Oct 29 - Oct 30

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

A large indoor swimming pool with clear water, tiled flooring, and a seating area with chairs and a plant.

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.

13. Hilton Garden Inn Portland Downtown Waterfront

Old Port, 3.5 km from Little Diamond Island

Jenna

₩266,589

₩294,954 total

includes taxes & fees

Oct 26 - Oct 27

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

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.

14. Holiday Inn Express Hotel & Suites Freeport by IHG

19.8 km from Little Diamond Island

Tiffany N

₩150,302

₩163,829 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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.

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

15. Comfort Inn South Portland Airport

10.4 km from Little Diamond Island

Albert

₩125,739

₩137,056 total

includes taxes & fees

Oct 26 - Oct 27

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 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.

16. Cambria Hotel Portland Downtown-Old Port

Downtown Portland, 3.3 km from Little Diamond Island

Rebecca

₩226,401

₩287,388 total

includes taxes & fees

Oct 25 - Oct 26

17. West End Collection at 146 Pine

West End, 5.5 km from Little Diamond Island

Mary

₩335,809

₩366,032 total

includes taxes & fees

Oct 28 - Oct 29

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

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

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

18. Tru by Hilton Portland Airport Area

11.1 km from Little Diamond Island

Kateryna

₩188,446

₩205,406 total

includes taxes & fees

Oct 26 - Oct 27

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 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".

19. Residence Inn by Marriott Portland Downtown/Waterfront

Downtown Portland, 3.3 km from Little Diamond Island

Tim

₩228,838

₩253,187 total

includes taxes & fees

Oct 25 - Oct 26

A modern bar area with a counter and stools, surrounded by patterned chairs and a blue sofa.

A multi-story brick building with a flat roof, large windows, and outdoor seating areas.

A wellness spa interior with a reception desk, potted plants, and wellness-related posters.

20. Longfellow Hotel

Parkside, 5.3 km from Little Diamond Island

thomas

₩364,380

₩455,536 total

includes taxes & fees

Oct 27 - Oct 28

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Compare popular hotels close to Little Diamond Island

Property	Property class	Guest rating
Inn On Peaks Island	9.0 Wonderful 118 reviews	View
HomeAwhile	9.4 Exceptional 299 reviews	View
Inn at St John Portland In-Town	8.6 Excellent 1,145 reviews	View
Clarion Hotel Portland Airport ME	8.2 Very good 1,729 reviews	View
Embassy Suites by Hilton Portland Maine	9.4 Exceptional 1,177 reviews	View

Top Little Diamond Island Hotel Reviews

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"Great location! Helpful staff"

Portland Regency Hotel & Spa

10/10 Excellent

"This hotel was amazing. Staff was phenomenal. We’ll be back to visit again soon."

The Press Hotel, Marriott Autograph Collection

10/10 Excellent

"Nice modern property in the middle of many shops and restaurants. The room was very clean and the bed was comfortable. Being right in the heart of the city, it is a bit noisy to sleep though. We had breakfast in the restaurant; it was really good. We would stay at this property again."

Inn at Diamond Cove

10/10 Excellent

"We have had the best experience at the Inn at Diamond Cove! This is the first time our family has been to the East Coast and we already can’t wait to come back. The rooms are big and beautiful and there are so many things to do with the entire family. We rode bikes, played basketball, went to the arcade, got a golf cart ride to the cove where we collected some beautiful sea glass, ate an amazing dinner and made s’mores, all on the 1st day! The hotel has been amazing but the customer service has been even better! Everybody was so nice and helpful and it truly made our family feel special. The GM Alex was phenomenal and helped us out so much. He reached out days before we got here to make sure everything was set for us and he made the entire experience perfect. Simone was another amazing employee who really went above and beyond and made our trip so much fun. She was so nice and sweet and so helpful and she made our vacation even better. We loved our vacation here! The only negative part was having to leave."

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"Perfect spot, right in the heart of Portland. Everything is walkable on the peninsula. Room was clean and staff were helpful."

The Westin Portland Harborview

10/10 Excellent

"Great location with nicely updated clean rooms. The Top of the East is great for a drink and some food while viewing the city lights. The check in staff was very friendly and accommodating."

Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent

"As a hotel appraiser, I have always enjoyed staying at Hilton Garden Inns when conducting business in an area away from home. The product is always very consistent. This property in particular is beautifully maintained, but what made it most enjoyable was its stellar staff."

Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent

"The hotel room was comfortable & conveniently located. Parking was by valet only and an additional charge but easy to access."

The Docent's Collection at 121 Middle Street

10/10 Excellent

"I really liked this place. Wish they had a bar though."

Other attractions near Little Diamond Island

Fort Gorges

Find out about the history of Portland when you take a trip to Fort Gorges. Experience the area's entertainment choices and great live music.

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Sand Beach

9.2/10 (22 reviews)

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

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Richard Boyd Art Gallery

You can spend time studying the exhibits at Richard Boyd Art Gallery during your trip to Peaks Island. Stroll along the area's waterfront or experience its entertainment choices.

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Umbrella Cover Museum

You can spend time browsing the exhibits at Umbrella Cover Museum during your trip to Peaks Island. Experience the area's entertainment choices and great live music.

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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.

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Fifth Maine Museum

You can spend time studying the exhibits at Fifth Maine Museum during your travels in Peaks Island. Experience the area's entertainment choices and great live music.

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Frequently asked questions

What's the area like around Little Diamond Island?

Little Diamond Island is located in Portland. Travelers 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, check out the 11 hotels and other accommodations 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 traveler 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 can I expect to find close to Little Diamond Island?

Expedia has 11 hotels and other accommodations 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, most hotel room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Plug in your dates, click on "Search", then you can filter by "fully refundable" to review top deals close to Little Diamond Island.

Where can I learn more about changing or cancelling my trip in the area near Little Diamond Island?

For additional details about rescheduling or cancelling your stay near Little Diamond Island, click here.

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.

Find hotels near Little Diamond Island, Portland from ₩124,200

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Treat yourself

Be picky

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Our top choices for Little Diamond Island hotels

1. Inn On Peaks Island

2. HomeAwhile

3. Inn at St John Portland In-Town

4. Clarion Hotel Portland Airport ME

5. Embassy Suites by Hilton Portland Maine

6. Best Western Merry Manor Inn

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

8. Portland Regency Hotel & Spa

9. Spark by Hilton Freeport

10. Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

11. Fireside Inn & Suites Portland

12. Holiday Inn Portland-By the Bay by IHG

13. Hilton Garden Inn Portland Downtown Waterfront

14. Holiday Inn Express Hotel & Suites Freeport by IHG

15. Comfort Inn South Portland Airport

16. Cambria Hotel Portland Downtown-Old Port

17. West End Collection at 146 Pine

18. Tru by Hilton Portland Airport Area

19. Residence Inn by Marriott Portland Downtown/Waterfront

20. Longfellow Hotel

Compare popular hotels close to Little Diamond Island

Top Little Diamond Island Hotel Reviews

Hampton Inn Portland Downtown - Waterfront

Portland Regency Hotel & Spa

The Press Hotel, Marriott Autograph Collection

Inn at Diamond Cove

Cambria Hotel Portland Downtown-Old Port

The Westin Portland Harborview

Hilton Garden Inn Portland Downtown Waterfront

Hyatt Place Portland Downtown - Old Port Square

The Docent's Collection at 121 Middle Street

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