Does Bailey Island have any 4-star all-inclusive resorts?

Finding your dream resort in Bailey Island is as simple as entering in your destination and dates, and clicking on our "All inclusive" filter. Stay and play where everything is already taken care of like your accommodations, meals and activities, or opt for a standard 4-star resort in or around this leading destination.

The Best 4 Star Hotels in Bailey Island, ME from AED 267

Q: What are the best 4-star hotels in Bailey Island?

Relax in refined comfort at Chebeague Island Inn . Based on reviews by our guests, this is one of Bailey Island's favorite 4-star hotels.

Bailey Island which includes a bay or harbor

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Our top choices for Bailey Island 4-star hotels

Breakfast, lunch, dinner served; American cuisine

The Westin Portland Harborview

Downtown Portland

Kerrie

AED 398 total

includes taxes & fees

1 Feb - 2 Feb

Breakfast and dinner served, American cuisine

Portland Sheraton at Sable Oaks

South Portland

William

AED 476 total

includes taxes & fees

18 Jan - 19 Jan

Inn By The Sea

Cape Elizabeth

Jeff

Deluxe Suite, 1 King Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

Downtown Portland

Eleni

AED 940 total

includes taxes & fees

9 Feb - 10 Feb

Brewster House Bed & Breakfast

Freeport

Olivia

AED 668 total

includes taxes & fees

19 Jan - 20 Jan

Chebeague Island Inn

Chebeague Island

Rob

Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.

Falmouth

"Had a wonderful 1 week stay - this Vrbo had all the amenities we could ask for, and then some. Host was very welcoming and responsive to messages, and checked in with us in person on the first day to make sure we had everything we needed. Kitchen and bathrooms have all been renovated, along with a downstairs suite we didn’t need to use. Kitchen fully equipped and well stocked. Fresh herb garden on site as well! Beautiful lake views and easy water access - and close to Portland. We didn’t...

Kathleen C.

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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.

See all hotels in Bailey Island

Bailey Island which includes general coastal views

Top Bailey Island Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"Very polite staff. Clean room. Comfortable bed"

Frequently asked questions

What are the best 4-star hotels in Bailey Island?

Relax in refined comfort at Chebeague Island Inn. Based on reviews by our guests, this is one of Bailey Island's favorite 4-star hotels.

How much does it cost to stay in a 4-star hotel in Bailey Island?

We can help you easily locate the perfect 4-star hotel for your trip to Bailey Island. Use our filter tool to fine-tune your search by things like price, amenities and star rating and get access to fabulous deals in a few clicks.

Search for the lowest price from AED 267

What's the difference between 5-star and 4-star hotels in Bailey Island?

Offering a friendly guest experience and upscale surroundings, 4-star hotels are a wonderful option for your Bailey Island trip. These kinds of stays generally feature loads of handy amenities that make it easy to unpack and recharge — think 24-hour room service, gyms and restaurants. Or live the high life at a 5-star hotel designed to pamper with high-end perks and amenities. On-site health clubs, premium toiletries and gourmet dining are typically included at these plush properties.

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