Portland Little Diamond Island Hotels

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Little Diamond Island

Inn On Peaks Island

3.0 star property
1.6 km from Little Diamond Island
9.0 out of 10, Wonderful, (106)
"Excellent little getaway in a very quaint island!"
United States
Kellie Slate
The price is HK$1,251
HK$1,364 total
includes taxes & fees
8 Dec - 9 Dec
Inn On Peaks Island

The McKernan Inn

3.0 star property
2.6 km from Little Diamond Island
9.0 out of 10, Wonderful, (85)
"Great staff and amenities! Beautiful oceanfront views and location!"
United States
Anonymous traveller
The McKernan Inn

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, (256)
"Excellent property and the staff was so wonderful, would definitely come back here!"
United States
ERIC
The price is HK$1,117
HK$1,218 total
includes taxes & fees
3 Jan - 4 Jan 2026
The Docent’s Collection – Thompson Block

Portland Regency Hotel & Spa

3.5 star property
Old Port, 3.8 km from Little Diamond Island
9.4 out of 10, Exceptional, (1555)
"It's fantastic location and perfect amenities has drawn me back 3 times!"
United States
Karen
Portland Regency Hotel & Spa

The Weldon Hotel

4.5 star property
Downtown Portland, 4.3 km from Little Diamond Island
9.8 out of 10, Exceptional, (88)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is HK$1,436
HK$2,149 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Weldon Hotel

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, (1126)
"Excellent room and accommodations in nice location near so much of downtown Portland’s charms"
United States
NEWELL
The price is HK$772
HK$1,066 total
includes taxes & fees
25 Dec - 26 Dec
Cambria Hotel Portland Downtown-Old Port

Longfellow Hotel

4.0 star property
Parkside, 5.3 km from Little Diamond Island
9.6 out of 10, Exceptional, (133)
"Best hotel ever!! "
United States
Heather
Longfellow Hotel

Blind Tiger Portland - Danforth Street.

3.5 star property
West End, 4.8 km from Little Diamond Island
9.6 out of 10, Exceptional, (166)
"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 HK$1,743
HK$1,900 total
includes taxes & fees
16 Dec - 17 Dec
Blind Tiger Portland - Danforth Street.

Canopy by Hilton Portland Waterfront

4.0 star property
Old Port, 4.1 km from Little Diamond Island
9.4 out of 10, Exceptional, (1000)
"Yes great stay great staff"
United States
Douglas
The price is HK$951
HK$1,052 total
includes taxes & fees
17 Dec - 18 Dec
Canopy by Hilton Portland Waterfront

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 HK$1,316
HK$1,435 total
includes taxes & fees
11 Dec - 12 Dec
Blind Tiger Portland – Carleton Street

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, (1021)
"Beautiful hotel"
United States
Lauren
The price is HK$834
HK$923 total
includes taxes & fees
11 Dec - 12 Dec
Hilton Garden Inn Portland Downtown Waterfront

The Press Hotel, Marriott Autograph Collection

4.0 star property
Downtown Portland, 4 km from Little Diamond Island
9.4 out of 10, Exceptional, (1000)
"Beautiful hotel, good & convenient restaurant and very short walk to Merrill Auditorium"
United States
PETER
The price is HK$1,217
HK$1,347 total
includes taxes & fees
21 Dec - 22 Dec
The Press Hotel, Marriott Autograph Collection

Embassy Suites by Hilton Portland Maine

3.5 star property
8.4 km from Little Diamond Island
9.4 out of 10, Exceptional, (1126)
"Hotel was great."
United States
Joshua
The price is HK$729
HK$806 total
includes taxes & fees
14 Dec - 15 Dec
Embassy Suites by Hilton Portland Maine

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, (1002)
"Location, service, and room"
United States
phillip
The price is HK$677
HK$749 total
includes taxes & fees
21 Dec - 22 Dec
AC Hotel Portland Downtown/Waterfront, ME

Courtyard Portland Downtown/Waterfront

3.0 star property
Old Port, 4.2 km from Little Diamond Island
9.2 out of 10, Wonderful, (1000)
"It was a nice stay for the night"
United States
Katy
The price is HK$763
HK$844 total
includes taxes & fees
21 Dec - 22 Dec
Courtyard Portland Downtown/Waterfront

Portland Harbor Hotel

4.0 star property
Old Port, 4 km from Little Diamond Island
9.2 out of 10, Wonderful, (1709)
"The location is perfect and the rooms are so comfortable. We enjoyed our stay! "
United States
Lisa
The price is HK$887
HK$1,279 total
includes taxes & fees
4 Jan - 5 Jan 2026
Portland Harbor Hotel

The Francis

3.5 star property
Parkside, 5.3 km from Little Diamond Island
9.4 out of 10, Exceptional, (371)
"It was so charming and the beds were amazing."
United States
Danny
The price is HK$802
HK$1,107 total
includes taxes & fees
7 Dec - 8 Dec
The Francis

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, (1275)
"Room was great, awesome location!"
United States
Erick
The price is HK$848
HK$939 total
includes taxes & fees
7 Dec - 8 Dec
Hyatt Place Portland Downtown - Old Port Square

Homewood Suites by Hilton Portland

3.0 star property
11.7 km from Little Diamond Island
9.4 out of 10, Exceptional, (1003)
"Staff were extremely friendly and helpful! It was an excellent place to hunker down during the snowstorm!"
United States
Kyle
The price is HK$741
HK$808 total
includes taxes & fees
11 Dec - 12 Dec
Homewood Suites by Hilton Portland

Inn By The Sea

4.0 star property
11.2 km from Little Diamond Island
9.4 out of 10, Exceptional, (292)
"Room was ready early friendly staff and room is better than expected "
United States
Jeff
Inn By The Sea
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.

Top Little Diamond Island Hotel Reviews

Hotels near other Little Diamond Island attractions

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?
Portland Harbor Hotel is one of the top choices for your stay based on our traveller data, and this hotel offers a restaurant and a 24-hour fitness centre. It's located 2.5 mi (4 km) from Little Diamond Island. Other good choices within 5 miles include Hampton Inn Portland Downtown - Waterfront and Hyatt Place Portland Downtown - Old Port Square.
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, Portland Stage and Lyric Music Theater.

Explore a world of travel with Expedia