Highland Holidays

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Where to stay in Highland

Find the best Highland areas and neighborhoods for the activities you enjoy most. Learn more about Highland
Bug Light

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.

Find hotels in Willard Beach

Top hotels in Highland

Best Western Merry Manor Inn

Best Western Merry Manor Inn

2.5 out of 5
700 Main St South Portland ME
Fully refundableReserve now, pay when you stay
The price is S$202 per night from 31 May to 1 Jun
S$202
31 May - 1 Jun
includes taxes & fees
8.8/10 Excellent! (1,049 reviews)
"Hot tub was old and barely working. No towels were provided for pool or hot tub. Room was clean. The bed was hard and uncomfortable and the sheets were rugged. Pillows on bed smelled. Breakfast was great."

Reviewed on 26 May, 2026

Best Western Merry Manor Inn
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
The price is S$402 per night from 7 Jun to 8 Jun
S$402
7 Jun - 8 Jun
includes taxes & fees
9.4/10 Exceptional! (1,755 reviews)
"Had an amazing 40th birthday celebration here . Everything was amazing from start to finish ! The courtyard King was well worth it and we loved opening up the door for an evening breeze . Central to dinner and shopping . Walked to dinner reservations + the ferry terminal to ferry over to Peaks Island ..."

Reviewed on 28 May, 2026

Portland Harbor Hotel
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
The price is S$359 per night from 7 Jun to 8 Jun
S$359
7 Jun - 8 Jun
includes taxes & fees
9.4/10 Exceptional! (1,659 reviews)
"Great location in the heart of the historic district."

Reviewed on 29 May, 2026

Portland Regency Hotel & Spa
See all 2,424 properties in Highland
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.

Things to do

Harbor Lights and Sights Cruise

Harbor Lights and Sights Cruise

S$68
per adult
90% of travellers recommend
Harbor Lights and Sights Cruise
Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

S$19
per traveller
Portland Smartphone Audio Tour: Self-Guided Drive
See all activities in South Portland

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.