Find 5 Star Hotels in Bailey Island, ME from $96

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Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Bailey Island.
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

88 Spring St, Portland, ME
$87 nightly
The price is $96 total per night from Nov 2 to Nov 3
$96 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (1,376 reviews)
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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.

Learn more about Bailey Island

Hike the Giant's Stairs trail along the rocky coastline for dramatic views of Casco Bay. Seafood lovers shouldn't miss lobster rolls at Cook's Lobster & Ale House on the island's southern tip.

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Bailey Island featuring rugged coastline and a house

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Find out more about Bailey Island

Find out more about Bailey Island

Treat your every desire on your impending escape. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Bailey Island so popular in the last year. There's no reason to delay a getaway to Bailey Island any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Book one of Expedia's luxurious 5-star hotels in Bailey Island and get ready to be pampered like never before. You deserve an outstanding getaway.

Book the Best Bailey Island 5-Star Hotels

You'll have a fantastic time at one of these 5-star hotels. Michelin-starred restaurants, concierges, and in-room massages are all at the ready. You're sure to find exactly the accommodation you need. You'll also enjoy a high standard of care and meticulous guest relations, so get ready for a wonderful adventure. What creature comforts do you want in your lodging? A concierge to help you pick out your next adventure? A Swedish massage to help your cares fall away? High thread-count sheets, piping hot coffees, and even spectacular views...these hotels will leave you amazed. Want to see for yourself? Explore our listings and pick the perfect accommodation for your needs.

Can't wait to get outside? We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Bailey Island are the perfect place to relax after an exciting day.

Make Your Escape

The results are in, and Bailey Island 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. It's time to indulge yourself -- Expedia can help you land a great deal on accommodation. Decide on one of the 5-star hotels in Bailey Island today and settle down in total tranquility tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Bailey Island?
How much you pay for a 5-star hotel in Bailey Island depends on things like when you want to go and the length of your vacation. Our top tip for bagging the best deal? Use our pricing filters to check out the available options for your selected dates.

  • Search for the lowest price per night from $96

What makes a hotel 5 stars in Bailey Island?
From high-end dining venues and all-day fitness centers to swimming pools and dreamy bedding, the 5-star experience in Bailey Island is all about luxury and comfort. But it calls for more than just upscale perks to receive a 5-star rating. Hotels also have to deliver remarkable guest-centric services like beauty treatments, on-site laundry and dry cleaning and room service any time day or night.
Are there any 5-star all-inclusive resorts in Bailey Island?
Our filter tool is the quickest way to find exactly what you're looking for. Check the "All inclusive" and "5-star" boxes to show the finest resorts in Bailey Island where your room, meals, entertainment and activities are included in the upfront price. At these escapes, your trip is pure relaxation and indulgence from the moment you pull up to the entrance.

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