Highland Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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 Portland Harbor Museum, 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$183 per night from 29 Mar to 30 Mar
NZ$183
29 Mar - 30 Mar
includes taxes & fees
9/10 Wonderful! (1,020 reviews)
The room was clean and tidy, the staff was helpful and friendly.
Reviewed on 21 Mar 2026
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is NZ$186 per night from 12 Apr to 13 Apr
NZ$186
12 Apr - 13 Apr
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Beautiful room, clean shower
Reviewed on 17 Mar 2026
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundable
The price is NZ$146 per night from 13 Apr to 14 Apr
NZ$146
13 Apr - 14 Apr
includes taxes & fees
8/10 Very Good! (1,401 reviews)
Great, 4:30 am shuttle to Airport
Reviewed on 19 Mar 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 acclaimed theatre scene and entertainment choices.
Activities
Portland Maine Self-Guided Driving & Walking Audio Tour Bundle
NZ$42
per adult
100% of travellers recommend
Ultimate Portland Self-Guided Driving GPS Audio Tour
NZ$28
per traveller
100% of travellers recommend
Portland Smartphone Audio Tour: Self-Guided Drive
NZ$28
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.