A rocky shoreline with a boat, a house, and a forest in the background.

Find 4 Star Hotels in Bailey Island, ME from SAR 684

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Check availability on Bailey Island 4 Star Hotels

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

Our top choices for Bailey Island 4-star hotels

Restaurant

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,778 reviews)
"Very nice accomodations, very pleasant and helpful staff, excellent location."
United States
Laverne
The price is SAR 970
SAR 1,217 total
includes taxes & fees
28 Jun - 29 Jun
Portland Harbor Hotel
Breakfast, lunch, dinner and brunch served

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,000 reviews)
"Loved everything about the hotel. We Would definitely stay again."
United States
Amy L
The price is SAR 1,048
SAR 1,159 total
includes taxes & fees
6 Jul - 7 Jul
The Westin Portland Harborview
Exterior

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,613 reviews)
"Very nice hotel. Great room and view."
United States
Patti
The price is SAR 683
SAR 756 total
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Portland-By the Bay by IHG
Outdoor pool

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.0 out of 10, Very Good, (1,405 reviews)
"Great hotel at a good location."
United States
Jacob
The price is SAR 628
SAR 684 total
includes taxes & fees
12 Jul - 13 Jul
DoubleTree by Hilton Hotel Portland
Breakfast and dinner served

Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
4.0 star property
South Portland
8.4 out of 10, Very Good, (1,001 reviews)
"Hotel staff was friendly. Room and gym were clean but had a few spots of grim, etc., that could’ve been cleaner."
United States
Kenneth
The price is SAR 710
SAR 774 total
includes taxes & fees
28 Jun - 29 Jun
Portland Sheraton at Sable Oaks
Bar (on property)

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,000 reviews)
"Great stay and location!"
United States
Renee
The price is SAR 1,228
SAR 1,359 total
includes taxes & fees
30 Jun - 1 Jul
Canopy by Hilton Portland Waterfront
Breakfast, lunch, dinner and brunch served

The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection
4.0 star property
Downtown Portland
9.4 out of 10, Exceptional, (1,000 reviews)
"Great bar. Fantastic pillows in the room. Good central location for walking."
United States
Dillon
The price is SAR 1,480
SAR 1,637 total
includes taxes & fees
5 Jul - 6 Jul
The Press Hotel, Marriott Autograph Collection
Reception

Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside
9.6 out of 10, Exceptional, (172 reviews)
"Clean, comfortable rooms. Hotel does have a few food options near by but car service was wonderful as it’s not near most of the restaurants & shops. Overall great hotel!"
United States
leah
The price is SAR 1,121
SAR 1,385 total
includes taxes & fees
29 Jun - 30 Jun
Longfellow Hotel
Children's activities

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.6 out of 10, Exceptional, (323 reviews)
"Very nice place, very cclean and friendly."
United States
Victor W
The price is SAR 2,981
SAR 3,497 total
includes taxes & fees
28 Jun - 29 Jun
Inn By The Sea
Deluxe Suite, 1 King Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (101 reviews)
"Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again"
United States
Roberta
The price is SAR 1,187
SAR 1,575 total
includes taxes & fees
6 Jul - 7 Jul
The Weldon Hotel
View from property

Chebeague Island Inn

Chebeague Island Inn
4.0 star property
Chebeague Island
8.8 out of 10, Excellent, (78 reviews)
The price is SAR 727
SAR 871 total
includes taxes & fees
30 Jun - 1 Jul
Chebeague Island Inn
Sauna

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (118 reviews)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is SAR 655
SAR 714 total
includes taxes & fees
30 Jun - 1 Jul
Brewster House Bed & Breakfast
Apartment (2 Bedrooms) | Interior

Waterfront Condo: Walk to Downtown Boothbay Harbor

Waterfront Condo: Walk to Downtown Boothbay Harbor
4.0 star property
Boothbay Harbor
Waterfront Condo: Walk to Downtown Boothbay Harbor
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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
A green netted buoy attached to a wooden post by a curved metal hook, with a wooden fence and a body of water in the background.

Top Bailey Island Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Loved our stay and plan to stay again next time we visit. The room (suite garden view) was spacious, bright, very comfortable. We loved the snack/coffee bar on each floor, for grabbing and going and little treats at night to come back to, a very nice touch. Location is 10/10 and so walkable, overall a wonderful stay. Only hiccup I would say is the hefty daily amenity fee plus we were paying valet (about 45/day) which adds up! Otherwise a great value overall."
Krista 2-night trip
Posted 17 hours ago
Portland Harbor Hotel

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 684

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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