Bailey Island Holiday Packages

Save when you book Bailey Island package deals

Choose two or more items and save on your trip:

Top Bailey Island hotels

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundable
The price is NZ$179 per night from 6 Dec to 7 Dec
NZ$179
6 Dec - 7 Dec
includes taxes & fees
Stay at this spa hotel in Portland. Enjoy free Wi-Fi, a full-service spa and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
"Nice property. High parking fees"

Reviewed on 11 Nov 2026

Opens in a new windowThe Westin Portland Harborview
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundable
The price is NZ$149 per night from 2 Dec to 3 Dec
NZ$149
2 Dec - 3 Dec
includes taxes & fees
Stay at this business-friendly hotel in Portland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
"This is a place I stay in Portland when I want to a place to crash after a busy day at a affordable price. The staff are wonderful and helpful. The shuttle service is great. The hotel is just old and needs to be renovated which I believe is planned."

Reviewed on 11 Nov 2026

Opens in a new windowClarion Hotel Portland Airport ME
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
The price is NZ$170 per night from 6 Dec to 7 Dec
NZ$170
6 Dec - 7 Dec
includes taxes & fees
Stay at this business-friendly hotel in Portland. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowFireside Inn & Suites Portland
Don't see what you're looking for?
See all available properties in Bailey Island
View all properties
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.

More Destinations