Bailey Island 4 Stars Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

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.

The Westin Portland Harborview
Classic hotel entrance with a welcoming sign and seating area.

The Westin Portland Harborview

4.0 star property
8.8 out of 10, Excellent, (1007)
"Nice hotel "
The price is NT$9,201
NT$10,333 total
includes taxes & fees
Aug 14 - Aug 15
The Westin Portland Harborview
Canopy by Hilton Portland Waterfront
Relax on the rooftop terrace with a fire pit and scenic city views.

Canopy by Hilton Portland Waterfront

4.0 star property
9.4 out of 10, Exceptional, (1009)
"Great stay great location!"
The price is NT$11,280
NT$12,481 total
includes taxes & fees
Jul 27 - Jul 28
Canopy by Hilton Portland Waterfront
Portland Harbor Hotel
Enjoy a city view from the comfort of this stylish room, featuring a large bed and a cozy seating area.

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1533)
"Nice hotel, great location, extremely comfortable beds and pillows. "
The price is NT$9,442
NT$11,562 total
includes taxes & fees
Jul 20 - Jul 21
Portland Harbor Hotel
DoubleTree by Hilton Hotel Portland
Relax by the pool surrounded by lounge chairs and lush greenery.

DoubleTree by Hilton Hotel Portland

4.0 star property
8.0 out of 10, Very Good, (1215)
"It was just a weekend stay for a decent place to sleep. We were visiting family in Portland but overall it was great."
The price is NT$4,869
NT$5,308 total
includes taxes & fees
Jul 27 - Jul 28
DoubleTree by Hilton Hotel Portland
The Press Hotel, Marriott Autograph Collection
Enjoy panoramic views of the city from this rooftop terrace, featuring a comfortable seating area with a sofa and armchairs.

The Press Hotel, Marriott Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (994)
"Great location, very good service. Fun place to stay"
The price is NT$11,274
NT$12,474 total
includes taxes & fees
Aug 10 - Aug 11
The Press Hotel, Marriott Autograph Collection
Longfellow Hotel
Enjoy a comfortable stay in this stylish room with a large dining table, sofa, and city views.

Longfellow Hotel

4.0 star property
9.6 out of 10, Exceptional, (94)
"Best hotel I've been to that wasn't overseas. The staff was kind, helpful, and the hotel was wonderfully"
Longfellow Hotel
Portland Sheraton at Sable Oaks
Relax by the fire pit in our outdoor patio area, surrounded by comfortable lounge chairs and tables under shaded umbrellas.

Portland Sheraton at Sable Oaks

4.0 star property
8.2 out of 10, Very Good, (1000)
"Great hotel near downtown Portland. Has a great bar/restaurant with great food and breakfast. Great ambient. "
The price is NT$5,704
NT$6,217 total
includes taxes & fees
Aug 3 - Aug 4
Portland Sheraton at Sable Oaks
The Weldon Hotel
Relax in a spacious living area with a sofa, dining table, and flat-screen TV.

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (65)
"Absolutely beautiful place to stay. "
The price is NT$10,058
NT$13,154 total
includes taxes & fees
Jul 22 - Jul 23
The Weldon Hotel
Inn By The Sea
Relax on the beach with lounge chairs and umbrellas, surrounded by a natural environment and a body of water.

Inn By The Sea

4.0 star property
9.6 out of 10, Exceptional, (273)
"Overall hospitality Beautiful place "
Inn By The Sea
Chebeague Island Inn
Enjoy a serene beach experience with access to the ocean and a lush forest nearby.

Chebeague Island Inn

4.0 star property
8.8 out of 10, Excellent, (72)
"It was lovely and relaxing. "
Chebeague Island Inn
Brewster House Bed & Breakfast
Escape to a serene garden oasis with a charming cottage nestled among vibrant flowers and lush greenery.

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (111)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
The price is NT$8,762
NT$9,550 total
includes taxes & fees
Jul 23 - Jul 24
Brewster House Bed & Breakfast
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.

See all hotels in Bailey Island
Bailey Island featuring rugged coastline and a house

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 NT$4,869

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.