Highland Holidays
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Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel
South End
Price was €1,061, price is now €786 per person
€786
per person
25 Mar - 29 Mar
found 5 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,241 reviews)
Excellent value for the price. The lobby was well decorated. Would love to stay again.
Reviewed on 7 Jan 2026
Global Luxury Suites Downtown Boston
Chinatown
Price was €1,106, price is now €904 per person
€904
per person
25 Mar - 29 Mar
found 5 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8/10 Very Good! (621 reviews)
The area around the property was excellent. It felt very safe and quiet, with plenty of shopping and dining options nearby. Everything was walkable, which made the stay very convenient. Parking was easy, and transportation access was great. Overall, a great location and an enjoyable stay.
Reviewed on 1 Jan 2026
Where to stay in Highland
Find the best Highland areas and neighborhoods for the activities you enjoy most. Learn more about Highland
Willard Beach
2 out of top 10 points of interest in this area
When in Willard Beach, you can plan a visit to Willard Beach and Fort Preble, some noteworthy sights in the nearby area.
Top hotels in Highland
Best Western Merry Manor Inn
700 Main St South Portland ME
Fully refundableReserve now, pay when you stay
The price is €91 per night from 18 Jan to 19 Jan
€91
18 Jan - 19 Jan
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
Very pleased with our stay!
Reviewed on 1 Jan 2026
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is €74 per night from 12 Jan to 13 Jan
€74
12 Jan - 13 Jan
includes taxes & fees
7.8/10 Good! (1,319 reviews)
Front desk attendant was very pleasant and helpful. Room was clean and well stocked with towels and toiletries.
Reviewed on 5 Jan 2026
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is €93 per night from 25 Jan to 26 Jan
€93
25 Jan - 26 Jan
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
Wonderful as always. Comfortable beds, spacious rooms. Lovely, helpful staff
Reviewed on 29 Dec 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.
Popular places to visit
Maine Military Museum
You can spend an afternoon studying the exhibits at Maine Military Museum during your travels in South Portland. Experience the area's entertainment choices and great live music.
Things to do
Ultimate Portland Self-Guided Driving GPS Audio Tour
€14
per traveller
100% of travellers recommend
Portland Smartphone Audio Tour: Self-Guided Drive
€13
per traveller
Portland Golden Adventure Puzzle Quest and Tour
€8
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.