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$236 per night from 19 May to 20 May
NZ$236
19 May - 20 May
includes taxes & fees
9/10 Wonderful! (1,038 reviews)
The room was very clean, staff were wonderful, breakfast was very good, pool and hot tub was great! I would suggest not having a room facing the pool as it was very loud until 10pm. Which was understandable since at any given time there were 15-20 kids in the pool. Staff was excellent ! Room was ...
Reviewed on 3 May 2026
Portland Harbor Hotel
468 Fore Street Portland ME
The price is NZ$379 per night from 10 May to 11 May
NZ$379
10 May - 11 May
includes taxes & fees
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
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
The price is NZ$298 per night from 26 May to 27 May
NZ$298
26 May - 27 May
includes taxes & fees
9.4/10 Exceptional! (1,641 reviews)
Excellent location & great service throughout.
Reviewed on 6 May 2026
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 great live music and entertainment choices.
Activities
Portland Smartphone Audio Tour: Self-Guided Drive
NZ$26
per traveller
Ultimate Portland Self-Guided Driving GPS Audio Tour
NZ$29
per traveller
100% of travellers recommend
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
NZ$17
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.