Default HTG hotel image

Portland Hotel Guide - Little Diamond Island hotels in Portland, United States of America.

  • 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

This weekend
24 Jul - 26 Jul
Next weekend
31 Jul - 2 Aug

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Little Diamond Island hotels

Front of property – evening/night

1. 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, (113 reviews)
"This was the nicest hotel our family has ever stayed in. The hotel room was very clean and comfortable, and it had a beautiful view of the water and a little private deck for us to sit on. We arrived early and the staff was very friendly and understanding and let us check in early. I highly recommend this hotel!"
United States
Ayna
The price is €348
includes taxes & fees
26 Jul - 27 Jul
Inn On Peaks Island
Exterior

2. Inn at Diamond Cove

Inn at Diamond Cove
3.5 star property
2.3 km from Little Diamond Island
8.8 out of 10, Excellent, (201 reviews)
"Great rooms and staff and local restaurants. "
United States
Alan
The price is €369
includes taxes & fees
5 Aug - 6 Aug
Inn at Diamond Cove
Honeymoon Studio

3. Fortland Island Campground

Fortland Island Campground
1.0 star property
1.9 km from Little Diamond Island
10.0 out of 10, Exceptional, (3 reviews)
The price is €397
includes taxes & fees
26 Jul - 27 Jul
Fortland Island Campground
50-inch flat-screen TV with cable channels

4. The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street
3.5 star property
Old Port, 3.9 km from Little Diamond Island
9.8 out of 10, Exceptional, (41 reviews)
"Great stay!"
United States
Thomas
The price is €351
includes taxes & fees
17 Aug - 18 Aug
The Docent's Collection at 178 Middle Street
Exterior

5. 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, (1,709 reviews)
"Had a very nice stay."
United States
Max
The price is €296
includes taxes & fees
26 Jul - 27 Jul
Portland Regency Hotel & Spa
Luxury Loft, 3 Bedrooms | Living area

6. The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street
3.5 star property
Old Port, 3.7 km from Little Diamond Island
9.6 out of 10, Exceptional, (362 reviews)
The price is €358
includes taxes & fees
28 Jul - 29 Jul
The Docent's Collection at 121 Middle Street
Exterior

7. West End Collection at 146 Pine

West End Collection at 146 Pine
3.0 star property
West End, 5.5 km from Little Diamond Island
9.6 out of 10, Exceptional, (95 reviews)
"Wonderful staff and scrumptious breakfast "
United States
Elena
The price is €281
includes taxes & fees
4 Aug - 5 Aug
West End Collection at 146 Pine
Front of property

8. Evalina Hotel

Evalina Hotel
2.5 star property
Old Port, 3.9 km from Little Diamond Island
10.0 out of 10, Exceptional, (5 reviews)
"Spacious, clean, and in the perfect location in Old Port."
United States
Celine
The price is €743
includes taxes & fees
27 Jul - 28 Jul
Evalina Hotel
Aerial view

9. 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
9.4 out of 10, Exceptional, (1,005 reviews)
"Check-in staff were very friendly!"
United States
Christopher
The price is €293
includes taxes & fees
26 Jul - 27 Jul
Hilton Garden Inn Portland Downtown Waterfront
Reception

10. Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside, 5.3 km from Little Diamond Island
9.6 out of 10, Exceptional, (178 reviews)
"Such a cute hotel! Staff was super helpful and friendly"
United States
Alexis
The price is €408
includes taxes & fees
2 Aug - 3 Aug
Longfellow Hotel
Deluxe Suite, 1 King Bed | Private kitchen

11. 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, (102 reviews)
"Spacious with plenty of room for my family of four. Excellent kitchen, washer and dryer and stellar location close to Waterfront district."
United States
Kara
The price is €518
includes taxes & fees
28 Jul - 29 Jul
The Weldon Hotel
Baxter

12. 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, (188 reviews)
"The place was totally amazing."
United States
Gary
The price is €389
includes taxes & fees
28 Jul - 29 Jul
Blind Tiger Portland - Danforth Street.
Fitness facility

13. HomeAwhile

HomeAwhile
2.0 star property
11.7 km from Little Diamond Island
9.4 out of 10, Exceptional, (145 reviews)
"When your on vacation but want a home feeling place to sleep or relax this is 100% the place."
United States
Brian
The price is €180
includes taxes & fees
26 Jul - 27 Jul
HomeAwhile
Restaurant

14. Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Old Port, 4 km from Little Diamond Island
9.4 out of 10, Exceptional, (1,783 reviews)
"food is good, room is ok, hotel location is good."
United States
Zheng
The price is €370
includes taxes & fees
26 Jul - 27 Jul
Portland Harbor Hotel
Exterior

15. 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, (1,157 reviews)
"The rooms were very clean, comfortable beds, excellent breakfast, and great location."
United States
Stephanie
The price is €262
includes taxes & fees
16 Aug - 17 Aug
Embassy Suites by Hilton Portland Maine
Living area

16. 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, (127 reviews)
"Beautiful place to stay in the middle of a quiet street and walking distance to many spots. The rooms and common areas were clean and beautifully maintained. Staff was ready to answer any questions you had via phone or text. I loved this inn and would choose it again. Definitely recommend it !"
United States
Adriana Cecilia
The price is €287
includes taxes & fees
28 Jul - 29 Jul
Blind Tiger Portland – Carleton Street
Bar (on property)

17. 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, (1,001 reviews)
"Great stay and location!"
United States
Renee
The price is €388
includes taxes & fees
2 Aug - 3 Aug
Canopy by Hilton Portland Waterfront
Front of property – evening/night

18. Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street, 5.9 km from Little Diamond Island
8.8 out of 10, Excellent, (1,121 reviews)
"great place"
United States
Kimberly
The price is €162
includes taxes & fees
26 Jul - 27 Jul
Inn at St John Portland In-Town
Tapas bar

19. AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME
3.5 star property
Downtown Portland, 3.3 km from Little Diamond Island
9.2 out of 10, Wonderful, (1,004 reviews)
"The room was super clean, large and the AC worked amazing. It’s in a great location too."
United States
Paul
The price is €290
includes taxes & fees
26 Jul - 27 Jul
AC Hotel Portland Downtown/Waterfront, ME
Exterior

20. The Francis

The Francis
3.5 star property
Parkside, 5.3 km from Little Diamond Island
9.4 out of 10, Exceptional, (398 reviews)
"Great location, comfortable bed, charming property, friendly and helpful staff. "
United States
Margaret
The price is €325
includes taxes & fees
27 Jul - 28 Jul
The Francis
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

Compare popular hotels close to Little Diamond Island

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Front of property – evening/night
Inn On Peaks Island
3.0 star property
9.0
Wonderful
113 reviews
View
Exterior
Inn at Diamond Cove
3.5 star property
8.8
Excellent
201 reviews
View
Honeymoon Studio
Fortland Island Campground
1.0 star property
10.0
Exceptional
3 reviews
View
50-inch flat-screen TV with cable channels
The Docent's Collection at 178 Middle Street
3.5 star property
9.8
Exceptional
41 reviews
View
Exterior
Portland Regency Hotel & Spa
3.5 star property
9.4
Exceptional
1,709 reviews
View

Top Little Diamond Island Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"The property was in a perfect locations and offered a gym and spa along with places to eat. The staff was very helpful and the food was delicious! My sisters and I enjoyed our stay."
Diane 3-night trip
Posted 6 hours ago
Portland Regency Hotel & Spa

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

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 10 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 Regency Hotel & Spa.
How many hotels will I find close to Little Diamond Island?
Expedia has 10 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 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, Lyric Music Theater and Port City Music Hall.