Compare and book 4 Star hotels in Bailey Island, Maine

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Check availability on Bailey Island 4 Star Hotels

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sep - 7 Sep

Top Bailey Island 4 Star Hotels

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, (1002)
"Excellent room, gorgeous location, and phenomenal staff!"
The price is 5.798.320 ₫
6.511.460 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Westin Portland Harborview
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, (1353)
"Great location and very quiet rooms"
The price is 3.927.044 ₫
4.344.882 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Portland-By the Bay by IHG
Portland Harbor Hotel
Honeymoon Suite, 1 King Bed | Premium bedding, desk, blackout curtains, iron/ironing board

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1556)
"Beautiful hotel, great location "
The price is 6.599.147 ₫
8.307.159 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Portland Harbor 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, (1007)
"Enjoyed our stay"
The price is 5.354.221 ₫
5.836.101 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Portland Sheraton at Sable Oaks
Canopy by Hilton Portland Waterfront
Bar (on property)

Canopy by Hilton Portland Waterfront

4.0 star property
9.4 out of 10, Exceptional, (1014)
"Great location and nice rooms. "
The price is 8.275.784 ₫
9.156.327 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Canopy by Hilton Portland Waterfront
DoubleTree by Hilton Hotel Portland
Indoor pool

DoubleTree by Hilton Hotel Portland

4.0 star property
8.0 out of 10, Very good, (1232)
"It was very close to the airport and had a lot of options for food and gas nearby. Short drive to more touristy spots."
The price is 3.939.168 ₫
4.293.693 ₫ total
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Hotel Portland
The Press Hotel, Marriott Autograph Collection
Royal Suite, 1 Bedroom | Frette Italian sheets, hypo-allergenic bedding, pillow-top beds

The Press Hotel, Marriott Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1001)
"Great location, beautiful big rooms, friendly staff. I would definitely come back! "
The price is 8.539.344 ₫
9.447.931 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Press Hotel, Marriott Autograph Collection
Longfellow Hotel
Reception

Longfellow Hotel

4.0 star property
9.6 out of 10, Exceptional, (112)
"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, (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, (75)
"Absolutely beautiful place to stay. "
The price is 9.076.495 ₫
11.870.830 ₫ total
includes taxes & fees
4 Sept - 5 Sept
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 7.880.444 ₫
8.589.684 ₫ total
includes taxes & fees
25 Sept - 26 Sept
Brewster House Bed & Breakfast
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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 a house and rocky coastline

Top Bailey Island Hotel Reviews

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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 3.927.044 ₫

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.