Bald Head Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Bald Head
Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
Downtown Portland
Price was CA $1,381, price is now CA $1,155 per person
CA $1,155
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.2/10 Wonderful! (1,851 reviews)
Great location and spacious rooms. We brought our dog too!
Loved grabbing a pre dinner drink and sitting by the cozy fireplace.
Reviewed on Nov 4, 2026
Portland Regency Hotel & Spa
Downtown Portland
Price was CA $1,353, price is now CA $1,188 per person
CA $1,188
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (1,780 reviews)
Staff at the reception was not very warm and friendly at both check in and check out. However the valet staff and lounge staff were very kind and hospitable.
Reviewed on Nov 4, 2026
Bald Head Hotel Deals
Cliff House Maine
591 Shore Road Cape Neddick ME
The price is CA $485 per night from Nov 8 to Nov 9
CA $485
CA $586 total
Nov 8 - Nov 9
includes taxes & fees
Port Inn & Suites Kennebunk, an Ascend Collection Hotel
55 York St Kennebunk ME
Fully refundable
The price is CA $112 per night from Nov 29 to Nov 30
CA $112
CA $137 total
Nov 29 - Nov 30
includes taxes & fees
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.
Stay near popular Bald Head attractions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.