
Bailey Island Vacation Packages
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Your Bailey Island Vacation
With one of our vacation packages to Bailey Island, you'll have endless opportunities for relaxation and adventure. There's lots to experience, including its coastal scenery and spectacular views. If sightseeing is on the cards during your trip to Bailey Island, check out popular attractions like Bailey Island Bridge, Lands End Gift Shop and Ragged Island. A few quick clicks is all it takes to build a customized Bailey Island vacation on Expedia.
Top Bailey Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Saco Bay Hotel
Price was CA $2,292, price is now CA $1,720 per person
CA $1,720
per person
Aug 1 - Aug 7
found 3 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Portland (PWM)
7.6/10 Good! (1,051 reviews)
Breakfast was good, plenty of parking, and this place was extremely clean! You can literally smell the cleanliness when you walk down the hallways. Bed quality was great. I would definitely stay here again! Staff was extremely friendly as well.
Reviewed on May 14, 2026

The Weldon Hotel
Downtown Portland
Price was CA $4,493, price is now CA $3,263 per person
CA $3,263
per person
Aug 1 - Aug 7
found 3 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Portland (PWM)
9.8/10 Exceptional! (101 reviews)
Lovely suite! Comfy king bed, everything spotless,
Great location. Would stay here again
Reviewed on Apr 23, 2026

Portland Harbor Hotel
Downtown Portland
Price was CA $3,249, price is now CA $2,426 per person
CA $2,426
per person
Aug 1 - Aug 7
found 3 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Portland (PWM)
9.4/10 Exceptional! (1,753 reviews)
Hotel is beautiful but rooms are small! Tight for 3 people. The parking is expensive and only option is valet. There’s always a long wait to get your car, they don’t go in order and are rude. The “free” snacks on the various floors were nothing special. Instead of sparkling water, have regular available. Also some real snacks not just granola and mints.
Otherwise it was beautiful!
Reviewed on May 13, 2026

The Docent's Collection at 121 Middle Street
Downtown Portland
Price was CA $4,092, price is now CA $3,242 per person
CA $3,242
per person
Aug 1 - Aug 7
found 3 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Portland (PWM)
9.6/10 Exceptional! (304 reviews)
It’s a good place to stay when rates aren’t sky high. Paying over $300 a night plus $60 to self park for Portland is ridiculous.
Clean rooms, quiet. The digital key system is a hassle to get working if you’re not using Safari on iOS.
Reviewed on May 13, 2026

Portland Regency Hotel & Spa
Downtown Portland
Price was CA $3,084, price is now CA $2,539 per person
CA $2,539
per person
Aug 1 - Aug 7
found 3 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Portland (PWM)
9.4/10 Exceptional! (1,639 reviews)
A hotel has control over cleanliness, upkeep, and service. This hotel ranks very poorly in service. Not a single smile from any staff at check-in, check-out, or requests.
They advertise pickup from the airport is available but after a call before flight, after landing, and then 3 more calls after landing, the shuttle did not arrive even after an hour. The hotel is 10 minutes away from the airport!
In my last call to the hotel, they told me they couldn't even contact the driver of the shuttle and did not know where they were. No apology or explanation afterwards.
If a service is not available, don't advertise it and don't falsely lead customers to believe it is there. Lastly, a simple apology goes a long way, but no apology goes further.
I would never stay here again and recommend all to be wary.
Reviewed on May 12, 2026
Bailey Island Hotel Deals

Portland Harbor Hotel
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $254 per night from May 25 to May 26
CA $254
CA $334 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (1,770 reviews)
This hotel was the perfect location for us near our destination downtime Portland and was beautiful. Staff was wonderful and the room was great. No complaints.
Reviewed on May 15, 2026

Portland Regency Hotel & Spa
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $236 per night from May 26 to May 27
CA $236
CA $261 total
May 26 - May 27
includes taxes & fees
9.4/10 Exceptional! (1,652 reviews)
A hotel has control over cleanliness, upkeep, and service. This hotel ranks very poorly in service. Not a single smile from any staff at check-in, check-out, or requests. They advertise pickup from the airport is available but after a call before flight, after landing, and then 3 more calls after ...
Reviewed on May 12, 2026

Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
Fully refundable
The price is CA $228 per night from May 26 to May 27
CA $228
CA $290 total
May 26 - May 27
includes taxes & fees
9.4/10 Exceptional! (1,219 reviews)
Perfect location and unique hotel with secure off street parking
Reviewed on May 14, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







