Name: Portland Regency Hotel & Spa
Price range: CA $185
Rating: 9.4

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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.

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Bailey Island Hotel Deals

The Westin Portland Harborview

157 High St Portland ME

Fully refundableReserve now, pay when you stay

CA $134

CA $149 total

Apr 5 - Apr 6

includes taxes & fees

8.8/10 Excellent! (1,003 reviews)

Just a great place to stay

Reviewed on Mar 10, 2026

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Fully refundableReserve now, pay when you stay

CA $106

CA $117 total

Mar 24 - Mar 25

includes taxes & fees

8/10 Very Good! (1,403 reviews)

Nice room with shuttle. Hot tub was not working.

Reviewed on Mar 16, 2026

Portland Regency Hotel & Spa

20 Milk Street Portland ME

Fully refundableReserve now, pay when you stay

CA $185

CA $205 total

Mar 17 - Mar 18

includes taxes & fees

9.4/10 Exceptional! (1,602 reviews)

The shuttle to the downtown area is a perk not advertised which is a great option

Reviewed on Mar 16, 2026

See all 1,765 properties in Bailey Island

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.