Bailey Island Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Bailey Island
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is 3.423.940 ₫ per night from 29 Apr to 30 Apr
3.423.940 ₫
3.788.247 ₫ total
29 Apr - 30 Apr
includes taxes & fees
8.8/10 Excellent! (1,015 reviews)
We enjoyed our stay. The only boy issue was a stain on the box spring, which staff took care of almost immediately. Would definitely stay again
Reviewed on 12 Apr 2026
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
The price is 3.111.835 ₫ per night from 29 Apr to 30 Apr
3.111.835 ₫
4.160.644 ₫ total
29 Apr - 30 Apr
includes taxes & fees
9.4/10 Exceptional! (1,195 reviews)
Disappointed with Friday dinner. Ordered simple burgers and they were burnt. Staff great, though
Reviewed on 12 Apr 2026
Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is 2.669.888 ₫ per night from 26 Apr to 27 Apr
2.669.888 ₫
3.958.835 ₫ total
26 Apr - 27 Apr
includes taxes & fees
9.2/10 Wonderful! (1,772 reviews)
Nice place in Portland Naine
Reviewed on 13 Apr 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.
Popular places to visit
Bailey Island Bridge
Find out about the history of Bailey Island with a stop at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails.
Cobwork Bridge
You can find out about the history of Bailey Island with a visit to Cobwork Bridge. Stroll along the seaside or seek out the hiking trails.
