Bailey Island 4 Stars Hotels

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Our top choices for Bailey Island 4-star hotels

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1,005 reviews)
"Wonderful breakfast!"
United States
Lori
The price is NT$4,695
NT$5,195 total
includes taxes & fees
Apr 28 - Apr 29
The Westin Portland Harborview

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1,750 reviews)
"Simply the best place to stay in Portland bar none."
United States
Aaron
The price is NT$4,556
NT$6,243 total
includes taxes & fees
Apr 29 - Apr 30
Portland Harbor Hotel

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
9.6 out of 10, Exceptional, (27 reviews)
"It was a perfect stay!"
United States
Armando
The price is NT$3,659
NT$3,988 total
includes taxes & fees
May 21 - May 22
HomeAwhile

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, (1,521 reviews)
"Great place to stay! Pool was nice! Location is perfect!"
United States
Michelle
The price is NT$3,498
NT$3,870 total
includes taxes & fees
Apr 30 - May 1
Holiday Inn Portland-By the Bay by IHG

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)
"Nice location and hotel"
United States
Colleen
The price is NT$5,786
NT$6,401 total
includes taxes & fees
May 26 - May 27
Canopy by Hilton Portland Waterfront

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.0 out of 10, Very Good, (1,377 reviews)
"Great stay!"
United States
Lee
The price is NT$3,120
NT$3,401 total
includes taxes & fees
Apr 30 - May 1
DoubleTree by Hilton Hotel Portland

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)
"Fantastic hotel in the perfect location for walking around Portland. Hip, but comfortable vibe, great amenities and the restaurant is surprisingly good!"
United States
Sherri
The price is NT$6,536
NT$7,231 total
includes taxes & fees
May 25 - May 26
The Press Hotel, Marriott Autograph Collection

Longfellow Hotel

Longfellow Hotel
4.0 star property
Parkside
9.6 out of 10, Exceptional, (157 reviews)
"Wonderful hotel- great location, staff and vibe."
United States
Laurie
The price is NT$3,942
NT$5,581 total
includes taxes & fees
Apr 28 - Apr 29
Longfellow Hotel

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)
"Clean room- helpful staff Quiet night"
United States
Lynne
The price is NT$4,380
NT$4,775 total
includes taxes & fees
Apr 30 - May 1
Portland Sheraton at Sable Oaks

Inn By The Sea

Inn By The Sea
4.0 star property
Cape Elizabeth
9.6 out of 10, Exceptional, (312 reviews)
"Couldn't recommend this hotel enough - it was the perfect stay! Staff are incredibly helpful, the rooms are amazing, and the spa was awesome! 15 minutes from Portland and right on the beach, it couldn't get better!"
United States
Emily
The price is NT$8,197
NT$9,616 total
includes taxes & fees
Apr 28 - Apr 29
Inn By The Sea

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 NT$5,907
NT$8,802 total
includes taxes & fees
May 3 - May 4
The Weldon Hotel

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (115 reviews)
"The food was wonderful and the hospitality was great!"
United States
Olivia
The price is NT$5,256
NT$5,729 total
includes taxes & fees
May 13 - May 14
Brewster House Bed & Breakfast

Chebeague Island Inn

Chebeague Island Inn
4.0 star property
Chebeague Island
8.8 out of 10, Excellent, (77 reviews)
"Great place to go and relax for a few days."
United States
Rob
Chebeague Island Inn

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.

Top Bailey Island Hotel Reviews

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$3,401

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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