Find 4 Star Hotels in Bailey Island, ME from AED 365

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Check availability on Bailey Island 4 Star Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

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

Holiday Inn Portland-By the Bay by IHG
Exterior

Holiday Inn Portland-By the Bay by IHG

4.0 star property
8.8 out of 10, Excellent, (1371)
"Staff was wonderful and the room was perfect!! Will definitely stay there again!!"
The price is AED 342
AED 378 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Portland-By the Bay by IHG
Canopy by Hilton Portland Waterfront
Bar (on property)

Canopy by Hilton Portland Waterfront

4.0 star property
9.4 out of 10, Exceptional, (1003)
"Great experience, friendly staff and wonderful accommodations close to all. "
The price is AED 522
AED 577 total
includes taxes & fees
3 Nov - 4 Nov
Canopy by Hilton Portland Waterfront
Portland Harbor Hotel
Honeymoon Suite, 1 King Bed | Premium bedding, desk, blackout drapes, iron/ironing board

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1592)
"Great hotel, highly recommend!"
The price is AED 475
AED 666 total
includes taxes & fees
2 Nov - 3 Nov
Portland Harbor Hotel
The Westin Portland Harborview
View from property

The Westin Portland Harborview

4.0 star property
8.8 out of 10, Excellent, (1001)
"Great for a short stay!"
The price is AED 389
AED 437 total
includes taxes & fees
2 Nov - 3 Nov
The Westin Portland Harborview
DoubleTree by Hilton Hotel Portland
Indoor pool

DoubleTree by Hilton Hotel Portland

4.0 star property
8.0 out of 10, Very Good, (1261)
"Friendly staff and clean hotel to go t near shopping and restaurants. "
The price is AED 335
AED 365 total
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Hotel Portland
The Press Hotel, Marriott Autograph Collection
Royal Suite, 1 Bedroom | Frette Italian sheets, hypo-allergenic bedding, pillowtop beds

The Press Hotel, Marriott Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1001)
"Close to Old Port. Great restaurants nearby."
The price is AED 637
AED 705 total
includes taxes & fees
2 Nov - 3 Nov
The Press Hotel, Marriott Autograph Collection
Portland Sheraton at Sable Oaks
Breakfast and dinner served, American cuisine

Portland Sheraton at Sable Oaks

4.0 star property
8.4 out of 10, Very Good, (1002)
"Enjoyed our stay"
The price is AED 403
AED 439 total
includes taxes & fees
2 Nov - 3 Nov
Portland Sheraton at Sable Oaks
Longfellow Hotel
Reception

Longfellow Hotel

4.0 star property
9.6 out of 10, Exceptional, (119)
"Fabulous hotel, wonderful staff with a fabulous cafe attached for breakfast. "
Longfellow Hotel
Inn By The Sea
On the beach, fishing

Inn By The Sea

4.0 star property
9.4 out of 10, Exceptional, (283)
"Absolutely 5 star. Best bed I’ve slept in at a hotel bar none. "
Inn By The Sea
The Weldon Hotel
Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (82)
"Great spot, large space, cool design, clean, easy to walk all over town. "
The price is AED 889
AED 969 total
includes taxes & fees
2 Nov - 3 Nov
The Weldon Hotel
Chebeague Island Inn
Sun loungers, beach umbrellas, beach towels

Chebeague Island Inn

4.0 star property
8.8 out of 10, Excellent, (77)
"Great place to go and relax for a few days."
Chebeague Island Inn
Brewster House Bed & Breakfast
Garden

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (113)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
Brewster House Bed & Breakfast
Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.
Interior

Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.

4.0 star property
10.0 out of 10, Exceptional, (3)
"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...
Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.
Elegant, Sunny, 2 Bedroom Townhouse Apartment, in the Heart of Downtown Portland
Beach

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

4.0 star property
10.0 out of 10, Exceptional, (89)
"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
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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 featuring rugged coastline and a house

Top Bailey Island Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Very nicely appointed hotel in the heart of Portland. The courtyard with fire is a lovely feature. Rooms very comfortable. Coffee maker on our floor wasn't working, but that's my only complaint."
Kimberley 1-night trip
Posted 1 day ago
Portland Harbor Hotel

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 365

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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