Name: Portland Regency Hotel & Spa
Price range: £127
Rating: 9.4

Portland Harbor Hotel

468 Fore Street Portland ME

£164

10 May - 11 May

includes taxes & fees

Stay at this business-friendly hotel in Portland. Enjoy free Wi-Fi, 3 coffee shops/cafes and breakfast (surcharge). Our guests praise the helpful staff and the ...

9.4/10 Exceptional! (1,754 reviews)

Hotel was within walking distance to everything we wanted! Friendly, helpful staff, bartender was great! Extremely clean hotel, would absoulty stay again!

Reviewed on 4 May 2026

Cambria Hotel Portland Downtown-Old Port

25 HANCOCK STREET Portland ME

£148

10 May - 11 May

includes taxes & fees

Stay at this business-friendly hotel in Portland. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the restaurant and ...

9.4/10 Exceptional! (1,207 reviews)

Beautiful hotel, staff was wonderful and we would stay here again.

Reviewed on 6 May 2026

Portland Regency Hotel & Spa

20 Milk Street Portland ME

£127

25 May - 26 May

includes taxes & fees

Stay at this spa hotel in Portland. Enjoy free Wi-Fi, a full-service spa and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in their ...

9.4/10 Exceptional! (1,641 reviews)

Excellent location & great service throughout.

Reviewed on 6 May 2026

See all 2,361 properties in Great Diamond Island

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.

The Weldon Hotel

54 York St Portland ME

Stay at this luxury aparthotel in Portland. Enjoy free Wi-Fi, a 24-hour fitness centre and parking (surcharge). Popular attractions Thompson's Point and Maine ...

9.8/10 Exceptional! (101 reviews)

Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again

Reviewed on 23 Apr 2026

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

Old Orchard Beach ME

Stay at this beach condo in Old Orchard Beach. Enjoy free Wi-Fi, a beach locale and patios. Popular attractions Old Orchard Beach and Pirate's Cove are located ...

9.8/10 Exceptional! (229 reviews)

This space was everything I wanted. Located right on the water, very clean (which I value highly), comfortable, and well appointed. Great communication from my host as well. Naturally most everything was closed at this time of year, but that wasn't on my agenda. Quiet, peaceful, and comfortable worked ...

Reviewed on 11 Apr 2026

Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)

Old Orchard Beach ME

Stay at this beach condo in Old Orchard Beach. Enjoy free Wi-Fi, a beach locale and a fitness centre. Popular attractions Old Orchard Beach and Palace Playland ...

9.8/10 Exceptional! (148 reviews)

This condo was perfect! Clean, comfortable, and beautiful. Can’t beat the proximity to the beach and tons of food and fun!

Reviewed on 27 Apr 2026

See all properties in Great Diamond Island

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.

Popular places to visit

State Theatre

The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.

Portland Museum of Art

4/5(2 reviews)

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

East End Beach

Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.

Spring Point Ledge Lighthouse is the only caisson-style light station in the USA that visitors can walk to. Located on the breakwater at Southern Maine Community College in South Portland.

University of Southern Maine

Enjoy the student vibe at University of Southern Maine as part of your travels around Portland. Stroll along the seaside or attend a sporting event in the area.

Portland Observatory

5/5(1 review)

After visiting Portland Observatory, make a plan to see the other sights and activities in Portland. Stroll along the area's seaside or experience its entertainment choices.

Eastern Promenade

Built on an old rail corridor along the easternmost portion of Portland’s peninsula, this waterfront trail offers stunning views of the harbor and Atlantic Ocean.