Bailey Island Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 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
Bailey Island Holiday
Our pick of the best Bailey Island Hotel Deals
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is NZ$408 per night from 25 May to 26 May
NZ$408
25 May - 26 May
includes taxes & fees
9.4/10 Exceptional! (1,762 reviews)
Best location in Portland. The free bikes were the highlight, We went everywhere with them. Very convenient! The staff was very nice.
Reviewed on 10 May 2026
Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
The price is NZ$340 per night from 17 May to 18 May
NZ$340
17 May - 18 May
includes taxes & fees
9.4/10 Exceptional! (1,646 reviews)
The spa was amazing. Very friendly staff.
Reviewed on 10 May 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundable
The price is NZ$331 per night from 25 May to 26 May
NZ$331
25 May - 26 May
includes taxes & fees
9.4/10 Exceptional! (1,213 reviews)
Clean rooms, spacious, great location
Reviewed on 11 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
