Find 4 Star Hotels in Bailey Island, ME from SAR 571

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Check availability on Bailey Island 4 Star Hotels

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

Our top choices for Bailey Island 4-star hotels

The Westin Portland Harborview
View from property

The Westin Portland Harborview

4.0 star property
8.8 out of 10, Excellent, (1007)
"Nice hotel "
The price is SAR 826
SAR 927 total
includes taxes & fees
1 Sep - 2 Sep
The Westin Portland Harborview
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, (1546)
"Great hotel love the area"
The price is SAR 1,030
SAR 1,283 total
includes taxes & fees
1 Sep - 2 Sep
Portland Harbor Hotel
Canopy by Hilton Portland Waterfront
Bar (on property)

Canopy by Hilton Portland Waterfront

4.0 star property
9.4 out of 10, Exceptional, (1007)
"Great location and nice rooms. "
The price is SAR 1,110
SAR 1,228 total
includes taxes & fees
1 Sep - 2 Sep
Canopy by Hilton Portland Waterfront
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, (1000)
"Great location, beautiful big rooms, friendly staff. I would definitely come back! "
The price is SAR 1,178
SAR 1,304 total
includes taxes & fees
1 Sep - 2 Sep
The Press Hotel, Marriott Autograph Collection
DoubleTree by Hilton Hotel Portland
Indoor pool

DoubleTree by Hilton Hotel Portland

4.0 star property
8.0 out of 10, Very Good, (1216)
"Location and free shuttle to airport."
The price is SAR 571
SAR 622 total
includes taxes & fees
3 Sep - 4 Sep
DoubleTree by Hilton Hotel Portland
Longfellow Hotel
Reception

Longfellow Hotel

4.0 star property
9.6 out of 10, Exceptional, (109)
"Fabulous hotel, wonderful staff with a fabulous cafe attached for breakfast. "
Longfellow Hotel
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, (1000)
"Very clean and friendly staff"
The price is SAR 730
SAR 796 total
includes taxes & fees
3 Sep - 4 Sep
Portland Sheraton at Sable Oaks
Inn By The Sea
On the beach, fishing

Inn By The Sea

4.0 star property
9.4 out of 10, Exceptional, (279)
"Great stay! The food was amazing! Cute added touch doing s’mores every night, my kids loved that! Only thing I’ll say is - the lobby area where you checkin and restaurant could use a remodel. Overall lovely experience. "
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, (71)
"Absolutely beautiful place to stay. "
The price is SAR 1,253
SAR 1,647 total
includes taxes & fees
2 Sep - 3 Sep
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, (76)
"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, (112)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
The price is SAR 1,122
SAR 1,223 total
includes taxes & fees
21 Aug - 22 Aug
Brewster House Bed & Breakfast
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, (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.
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.
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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

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Excellent room, gorgeous location, and phenomenal staff!"
Beth 1-night trip
Posted 1 day ago
The Westin Portland Harborview

Frequently asked questions

What are the best 4-star hotels in Bailey Island?
Expedia customers highly recommend Chebeague Island Inn. From its handy amenities to its attentive service, every feature of this 4-star hotel in Bailey Island is designed to provide an awesome guest experience.
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 SAR 571

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.