Find 4 Star Hotels in Bailey Island, ME from AED 340

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Check availability on Bailey Island 4 Star Hotels

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Compare Bailey Island 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

The Westin Portland Harborview

4.0 star property
8.8 out of 10, Excellent, (1001)
"Great stay close to attractions"
The price is AED 691
AED 775 total
includes taxes & fees
16 Jun - 17 Jun
The Westin Portland Harborview

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1506)
"What a great place to stay. Would highly recommend this place."
The price is AED 890
AED 1,124 total
includes taxes & fees
16 Jun - 17 Jun
Portland Harbor Hotel

DoubleTree by Hilton Hotel Portland

4.0 star property
8.0 out of 10, Very Good, (1192)
"Friendly staff and good location"
The price is AED 340
AED 371 total
includes taxes & fees
11 Jun - 12 Jun
DoubleTree by Hilton Hotel Portland

Canopy by Hilton Portland Waterfront

4.0 star property
9.4 out of 10, Exceptional, (1001)
"Great stay great location!"
The price is AED 922
AED 1,020 total
includes taxes & fees
1 Jun - 2 Jun
Canopy by Hilton Portland Waterfront

The Press Hotel, Marriott Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (982)
"Great location!"
The price is AED 824
AED 912 total
includes taxes & fees
15 Jun - 16 Jun
The Press Hotel, Marriott Autograph Collection

Portland Sheraton at Sable Oaks

4.0 star property
8.2 out of 10, Very Good, (1001)
"The hotel was beautiful and comfortable."
The price is AED 694
AED 757 total
includes taxes & fees
1 Jun - 2 Jun
Portland Sheraton at Sable Oaks

Longfellow Hotel

4.0 star property
9.4 out of 10, Exceptional, (80)
"The staff is very friendly and accommodating. Highly recommend the spa!"
The price is AED 824
AED 1,052 total
includes taxes & fees
1 Jun - 2 Jun
Longfellow Hotel

Inn By The Sea

4.0 star property
9.6 out of 10, Exceptional, (268)
"One of the Friendliest staff and kick back hotels I have ever stayed at.If you want low key relaxing get a way, this is the place."
The price is AED 1,539
AED 1,877 total
includes taxes & fees
3 Jun - 4 Jun
Inn By The Sea

The Weldon Hotel

4.5 star property
9.6 out of 10, Exceptional, (60)
"Great hotel"
The price is AED 705
AED 1,044 total
includes taxes & fees
1 Jun - 2 Jun
The Weldon Hotel

Chebeague Island Inn

4.0 star property
8.8 out of 10, Excellent, (70)
"It was lovely and relaxing. "
The price is AED 989
AED 1,304 total
includes taxes & fees
1 Jun - 2 Jun
Chebeague Island Inn

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"The food was wonderful and the hospitality was great!"
Brewster House Bed & Breakfast

Maine Barn Hideaway- 2nd Floor Private Apartment

4.0 star property
10.0 out of 10, Exceptional, (3)
"Great property"
Maine Barn Hideaway- 2nd Floor Private Apartment

Elegant, Sunny, 2 Bedroom Townhouse Apartment, in the Heart of Downtown Portland

4.0 star property
10.0 out of 10, Exceptional, (88)
"Absolutely charming home in a great location. Equally lovely homeowner/host. Highly recommend."
Elegant, Sunny, 2 Bedroom Townhouse Apartment, in the Heart of Downtown Portland

Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.

4.0 star property
10.0 out of 10, Exceptional, (2)
"My family visited Maine the first week of August 2017 . There were 9 of us and three generations. From the first time I contacted the owner Don he was very accommodating making sure that all of our needs were met from the space in his home to suggesting different activities for all of us to enjoy. Upon arrival he greeted us with a tour of his home as well as wine and cheese. Throughout the week he would check in and make sure that we were content. Even afterward he made sure that all business...
Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.
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Learn more about Bailey Island

Try to resist marooning yourself forever on this serene bit of land that features beaches, hikes and a lively community.

Bailey Island featuring rugged coastline and a house

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 340

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.