Visit Great Diamond Island
Tru by Hilton Portland Airport Area
369 Maine Mall Road South Portland ME
$74 nightly
The price is $81 total per night from Dec 21 to Dec 22
$81 total
Dec 21 - Dec 22
Total with taxes and fees
Stay at this hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,639 reviews)
Clean room, friendly staff, good free breakfast!
Reviewed on Dec 6, 2025
Portland Harbor Hotel
468 Fore Street Portland ME
$144 nightly
The price is $160 total per night from Dec 17 to Dec 18
$160 total
Dec 17 - Dec 18
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
9.2/10 Wonderful! (1,706 reviews)
Everything was great! However it would nivce if there was a microwave at the snack stations on each floor.
Reviewed on Dec 8, 2025
Portland Regency Hotel & Spa
20 Milk Street Portland ME
$128 nightly
The price is $142 total per night from Dec 22 to Dec 23
$142 total
Dec 22 - Dec 23
Total with taxes and fees
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
9.4/10 Exceptional! (1,542 reviews)
Yes, excellent service and we really enjoyed our stay.
Reviewed on Dec 4, 2025
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.
Cozy Coveside Island Retreat
Portland ME
Stay at this vacation home in Portland. Enjoy a fitness center and laundry facilities. Popular attractions Little Diamond Island and Fort Gorges are located ...
The Weldon Hotel
54 York St Portland ME
Book a stay at this luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Victoria Mansion and ...
9.8/10 Exceptional! (88 reviews)
Everything and everyone was amazing! So clean, modern, and well thought out. Shoutout to Sherry who came to help us outside with the gate when we had an unfortunate unrelated incident with our car, and she saw us and helped us right away! I will come back when I return!
Reviewed on Dec 8, 2025
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!
Old Orchard Beach ME
Stay at this vacation home in Old Orchard Beach. Enjoy a water park, a garden, and laundry facilities. Popular attractions Engine and Pirate's Cove are located ...
9.6/10 Exceptional! (38 reviews)
The rental was very nice big yard. Outdoor cookers were good patio actually two in the yard. The place was clean well stocked with amenities nice view of the ocean. The flight itself was very clean all in all. I would tell friends about it.
Reviewed on Aug 25, 2025
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.
Check Great Diamond Island hotel availability
Popular places to visit
State Theatre
4.5/5(88 reviews)
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
4.5/5(255 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.
Victoria Mansion
4.5/5(121 reviews)
Visit the remarkably preserved 19th-century manor house, located in downtown Portland. Get an authentic impression of life during that era.
Eastern Promenade
5/5(1 review)
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.
State Street Church
Portland’s history of religious tolerance finds its place in a Gothic Revival building at the city center, perfect for attending religious services while on vacation.
Things to do
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
$10
per traveler
Portland Smartphone Audio Tour: Self-Guided Drive
$17
per traveler
Ultimate Portland Self-Guided Driving GPS Audio Tour
$17
per traveler
74% of travellers recommend
Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour
$69
per adult
100% of travellers recommend
Portland Maine App-Based Driving & Walking Audio Tour Bundle
$25
per traveler
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