Find hotels near Little Diamond Island, Portland from NT$2,568

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
Dec 16 - Dec 17
Tomorrow
Dec 17 - Dec 18
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Filter by

Guest rating
Guest rating
Star rating

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 NT$5,016
NT$5,467 total
includes taxes & fees
Dec 29 - Dec 30
Inn On Peaks Island
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 NT$6,411
NT$9,327 total
includes taxes & fees
Dec 25 - Dec 26
The Weldon Hotel
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, (257)
"Excellent property and the staff was so wonderful, would definitely come back here!"
United States
ERIC
The price is NT$4,975
NT$5,423 total
includes taxes & fees
Dec 24 - Dec 25
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, (1551)
"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 drapes
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, (1134)
"Excellent room and accommodations in nice location near so much of downtown Portland’s charms"
United States
NEWELL
The price is NT$3,094
NT$4,274 total
includes taxes & fees
Jan 5 - 2026/1/6
Cambria Hotel Portland Downtown-Old Port
Reception
Longfellow Hotel

Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside, 5.3 km from Little Diamond Island
9.6 out of 10, Exceptional, (139)
"Very stylish, clean, and comfortable hotel. We typically stay in the Oldport section of Portland but it was really nice to explore other areas. Lots of restaurants, bars, and coffee shops in the area. The hotel bar and coffee shop are great and very convenient. Look for those week day deals. Very affordable "
United States
Rachel
Longfellow Hotel
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, (1007)
"Wonderful experience ... would definitely come back!"
United States
lynda
The price is NT$3,811
NT$4,217 total
includes taxes & fees
Dec 23 - Dec 24
Canopy by Hilton Portland Waterfront
Royal Suite, 1 Bedroom | Frette Italian sheets, hypo-allergenic bedding, pillowtop 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 NT$4,879
NT$5,398 total
includes taxes & fees
Dec 29 - Dec 30
The Press Hotel, Marriott Autograph Collection
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 NT$6,179
NT$6,735 total
includes taxes & fees
Jan 11 - 2026/1/12
Blind Tiger Portland – Carleton Street
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 NT$6,426
NT$7,004 total
includes taxes & fees
Jan 4 - 2026/1/5
Blind Tiger Portland - Danforth Street.
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, (1008)
"Great staff and a surprisingly great free breakfast."
United States
Paul
The price is NT$2,970
NT$3,286 total
includes taxes & fees
Dec 23 - Dec 24
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, (1003)
"The amenities and location "
United States
Michael
The price is NT$2,729
NT$3,019 total
includes taxes & fees
Dec 21 - Dec 22
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, (1134)
"Room was spotless and the staff was extremely friendly and knowledgeable! Would definitely stay here again!"
United States
Lori ann
The price is NT$2,936
NT$3,248 total
includes taxes & fees
Jan 11 - 2026/1/12
Embassy Suites by Hilton Portland Maine
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, (1003)
"Clean, comfortable stay!"
United States
John
The price is NT$3,074
NT$3,401 total
includes taxes & fees
Jan 4 - 2026/1/5
Courtyard Portland Downtown/Waterfront
Premium bedding, desk, blackout drapes, 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, (1713)
"Beautiful room, friendly staff, and perfect location."
United States
Lisa
The price is NT$3,436
NT$4,992 total
includes taxes & fees
Dec 21 - Dec 22
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, (1293)
"Room was great, awesome location!"
United States
Erick
The price is NT$3,026
NT$3,348 total
includes taxes & fees
Jan 5 - 2026/1/6
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 NT$2,986
NT$3,255 total
includes taxes & fees
Dec 22 - Dec 23
Homewood Suites by Hilton Portland
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, (1006)
"Clean, comfortable and convenient location."
United States
Kurt
The price is NT$2,870
NT$3,175 total
includes taxes & fees
Dec 23 - Dec 24
Hampton Inn Portland Downtown - Waterfront
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
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Portland Arts District, 4.5 km from Little Diamond Island
8.8 out of 10, Excellent, (1432)
"Every thing was perfect, service, accomodations, and friendly staff!!!"
United States
Michael
The price is NT$2,321
NT$2,568 total
includes taxes & fees
Dec 18 - Dec 19
Holiday Inn Portland-By the Bay by IHG
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.
View all properties

Top Little Diamond Island Hotel Reviews

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent
"Great corner"
Charley 1-night trip
Posted 5 hours ago
Hyatt Place Portland Downtown - Old Port Square

Hotels near other Little Diamond Island attractions

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.
See properties

Sand Beach

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 top-notch restaurants.
See properties

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 13 hotels and other accommodations you'll find within a mile.
What's the best place to stay near Little Diamond Island?
Portland Regency Hotel & Spa is one of the top choices for your stay based on our traveler data, and this hotel offers a full-service spa and 2 bars. It's located 2.4 mi (3.8 km) from Little Diamond Island. Other good choices within 5 miles include Portland Harbor Hotel and Canopy by Hilton Portland Waterfront.
How many hotels can I expect to find close to Little Diamond Island?
Expedia has 13 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 Company and Museum, Wadsworth-Longfellow House, 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.

Explore a world of travel with Expedia