Search Hotels Near Little Diamond Island, Portland

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22 Dec - 23 Dec
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Our top choices for Little Diamond Island hotels

Front of property – evening/night
Inn On Peaks Island

Inn On Peaks Island

Inn On Peaks Island
3.0 star property
1.6 km from Little Diamond Island
9.0 out of 10, Wonderful, (107)
"Excellent little getaway in a very quaint island!"
United States
Kellie Slate
The price is ฿5,050
฿5,505 total
includes taxes & fees
28 Dec - 29 Dec
Inn On Peaks Island
On the beach
The McKernan Inn

The McKernan Inn

The McKernan Inn
3.0 star property
2.6 km from Little Diamond Island
9.0 out of 10, Wonderful, (86)
"Great staff and amenities! Beautiful oceanfront views and location!"
United States
Anonymous traveller
The McKernan Inn
Exclusive Apartment, 2 Bedrooms | Dining room
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block
3.5 star property
Old Port, 3.7 km from Little Diamond Island
9.6 out of 10, Exceptional, (261)
"Excellent property and the staff was so wonderful, would definitely come back here!"
United States
ERIC
The price is ฿4,982
฿5,430 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Docent’s Collection – Thompson Block
Terrace/patio
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
3.5 star property
Old Port, 3.8 km from Little Diamond Island
9.4 out of 10, Exceptional, (1554)
"Yes, excellent service and we really enjoyed our stay."
United States
Bruce
Portland Regency Hotel & Spa
Standard Room, 1 King Bed, Non Smoking | In-room safe, desk, laptop workspace, blackout curtains
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port
3.0 star property
East Bayside, 3.3 km from Little Diamond Island
9.4 out of 10, Exceptional, (1142)
"Clean room and great staff "
United States
Seth
The price is ฿3,088
฿4,264 total
includes taxes & fees
21 Jan - 22 Jan 2026
Cambria Hotel Portland Downtown-Old Port
Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library
The Weldon Hotel

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland, 4.3 km from Little Diamond Island
9.8 out of 10, Exceptional, (90)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is ฿5,795
฿11,028 total
includes taxes & fees
29 Dec - 30 Dec
The Weldon Hotel
Baxter | Premium bedding, individually decorated, individually furnished
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End, 4.8 km from Little Diamond Island
9.6 out of 10, Exceptional, (167)
"The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here!"
United States
Darby
The price is ฿6,470
฿7,052 total
includes taxes & fees
4 Jan - 5 Jan 2026
Blind Tiger Portland - Danforth Street.
Stovall | Living area
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End, 5.4 km from Little Diamond Island
9.6 out of 10, Exceptional, (120)
"Loved the place "
United States
Stephen
The price is ฿5,842
฿6,368 total
includes taxes & fees
11 Jan - 12 Jan 2026
Blind Tiger Portland – Carleton Street
Royal Suite, 1 Bedroom | Frette Italian sheets, hypo-allergenic bedding, pillow-top beds
The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
4.0 star property
Downtown Portland, 4 km from Little Diamond Island
9.4 out of 10, Exceptional, (1001)
"Beautiful hotel, good & convenient restaurant and very short walk to Merrill Auditorium"
United States
PETER
The price is ฿4,912
฿5,435 total
includes taxes & fees
29 Dec - 30 Dec
The Press Hotel, Marriott Autograph Collection
Bar (on property)
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
4.0 star property
Old Port, 4.1 km from Little Diamond Island
9.4 out of 10, Exceptional, (1003)
"Wonderful experience ... would definitely come back!"
United States
lynda
The price is ฿3,803
฿4,207 total
includes taxes & fees
19 Jan - 20 Jan 2026
Canopy by Hilton Portland Waterfront
Aerial view
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront
3.0 star property
Old Port, 3.5 km from Little Diamond Island
9.2 out of 10, Wonderful, (1004)
"Great staff and a surprisingly great free breakfast."
United States
Paul
The price is ฿3,194
฿3,533 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Portland Downtown Waterfront
Tapas bar
AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME
3.5 star property
East Bayside, 3.3 km from Little Diamond Island
9.2 out of 10, Wonderful, (1000)
"The amenities and location "
United States
Michael
The price is ฿2,858
฿3,162 total
includes taxes & fees
6 Jan - 7 Jan 2026
AC Hotel Portland Downtown/Waterfront, ME
Exterior
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
3.5 star property
8.4 km from Little Diamond Island
9.4 out of 10, Exceptional, (1137)
"Room was spotless and the staff was extremely friendly and knowledgeable! Would definitely stay here again!"
United States
Lori ann
The price is ฿2,909
฿3,219 total
includes taxes & fees
19 Jan - 20 Jan 2026
Embassy Suites by Hilton Portland Maine
Exterior
The Francis

The Francis

The Francis
3.5 star property
Parkside, 5.3 km from Little Diamond Island
9.4 out of 10, Exceptional, (372)
"It was so charming and the beds were amazing."
United States
Danny
The price is ฿2,798
฿3,993 total
includes taxes & fees
22 Jan - 23 Jan 2026
The Francis
Exterior
Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront
3.0 star property
Old Port, 4.2 km from Little Diamond Island
9.2 out of 10, Wonderful, (1001)
"Clean, comfortable stay!"
United States
John
The price is ฿3,177
฿3,515 total
includes taxes & fees
11 Jan - 12 Jan 2026
Courtyard Portland Downtown/Waterfront
Premium bedding, desk, blackout curtains, iron/ironing board
Portland Harbor Hotel

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Old Port, 4 km from Little Diamond Island
9.2 out of 10, Wonderful, (1715)
"Beautiful room, friendly staff, and perfect location."
United States
Lisa
The price is ฿2,859
฿4,362 total
includes taxes & fees
25 Dec - 26 Dec
Portland Harbor Hotel
Lounge
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square
3.0 star property
Old Port, 4 km from Little Diamond Island
9.0 out of 10, Wonderful, (1299)
"Another great stay, its our go to place. "
United States
Daniel
The price is ฿2,827
฿3,127 total
includes taxes & fees
21 Jan - 22 Jan 2026
Hyatt Place Portland Downtown - Old Port Square
Exterior
Homewood Suites by Hilton Portland

Homewood Suites by Hilton Portland

Homewood Suites by Hilton Portland
3.0 star property
11.7 km from Little Diamond Island
9.4 out of 10, Exceptional, (1004)
"Excellent facility and a very nice restaurant in the parking lot."
United States
Jonathan
The price is ฿3,065
฿3,341 total
includes taxes & fees
4 Jan - 5 Jan 2026
Homewood Suites by Hilton Portland
On the beach, fishing
Inn By The Sea

Inn By The Sea

Inn By The Sea
4.0 star property
11.2 km from Little Diamond Island
9.4 out of 10, Exceptional, (293)
"Room was ready early friendly staff and room is better than expected "
United States
Jeff
Inn By The Sea
Exterior
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront
2.5 star property
Downtown Portland, 3.6 km from Little Diamond Island
8.8 out of 10, Excellent, (1003)
"Clean, comfortable and convenient location."
United States
Kurt
The price is ฿3,177
฿3,515 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn Portland Downtown - Waterfront
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Little Diamond Island Hotel Reviews

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Helpful staff"
John 1-night trip
Posted 6 days ago
The Westin Portland Harborview

Hotels near other Little Diamond Island attractions

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

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 top-notch restaurants.
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 13 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 Portland Regency Hotel & Spa and Portland Harbor Hotel.
How many hotels will I find close to Little Diamond Island?
Expedia has 13 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 Fifth Maine Museum, Maine Narrow Gauge Railroad Company and Museum or Portland Museum of Art. 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 Portland Stage.