Highland Holidays
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Our guide on 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.
Our pick of the best Highland Hotel Deals
Best Western Merry Manor Inn
700 Main St South Portland ME
Fully refundableReserve now, pay when you stay
The price is NZ$184 per night from 29 Dec to 30 Dec
NZ$184
29 Dec - 30 Dec
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Staff were Awesome! Having an outdoor pool in December is why I book. I’ve been up there a handful of time, great price for amenities. Love the waterfall hot tub.
Reviewed on 13 Dec 2025
Tru by Hilton Portland Airport Area
369 Maine Mall Road South Portland ME
Fully refundableReserve now, pay when you stay
The price is NZ$125 per night from 11 Jan to 12 Jan
NZ$125
11 Jan - 12 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,651 reviews)
Clean room
Reviewed on 13 Dec 2025
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is NZ$270 per night from 18 Dec to 19 Dec
NZ$270
18 Dec - 19 Dec
includes taxes & fees
9.2/10 Wonderful! (1,712 reviews)
Lovely stay in a beautiful room, appreciated the upgrade. Easy walk to downtown activities.
Reviewed on 12 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.
Discover the most popular places to visit in Highland
Fort Preble
On the South Portland waterfront, survey the scene of the Battle of Portland Harbor, which is the only known Civil War conflict fought in Maine.
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 acclaimed theatre scene.
Activities
Portland Maine Self-Guided Driving & Walking Audio Tour Bundle
NZ$39
per adult
100% of travellers recommend
Ultimate Portland Self-Guided Driving GPS Audio Tour
NZ$29
per traveller
100% of travellers recommend
Tour of Palace & Monument of Marrakech
NZ$68
per adult
76% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.